No | Structure | COMMON NAME | NAME | DATA No | INFORMANT | SYMBOL | FORMULA | MOL.WT(ave) | Download | BIOOGICAL ACTIVITY | PHYSICAL AND CHEMICAL PROPERTIES | SPECTRAL DATA | CHROMATOGRAM DATA | SOURCE | CHEMICAL SYNTHESIS | METABOLISM | GENETIC INFORMATION | NOTE | FATTY ACID COMPOSITION | REFERENCES | |||||||||
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MELTING POINT | BOILING POINT | DENSITY | REFRACTIVE INDEX | OPTICAL ROTATION | SOLUBILITY | UV SPECTRA | IR SPECTRA | NMR SPECTRA | MASS SPECTRA | OTHER SPECTRA | |||||||||||||||||||
1 | No image | Almond Oil |
NAG0001 | Akira Hayashi |
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2 | No image | Apricot Kerner Oil |
NAG0002 | Akira Hayashi |
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3 | No image | Argan Seed Oil |
NAG0003 | Akira Hayashi |
*1: TG Composition: PSO, 2; PPO, 3; POO, 11-14; SOO, 3-5; PPL, 1.5; PSL, 1.6; SSL, 0.5; OOO, 13-16; POL, 13-14; SOL, 3-5; OOL, 16-20; PLL, 5-6; SLL, 2; Oll, 3-14; LLL, 5-7. (Ref. 0007) |
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4 | No image | Acorn Oil |
NAG0004 | Akira Hayashi |
Acorn Oil(Ref. 0008) |
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5 | No image | African Mango |
NAG0005 | Akira Hayashi |
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6 | No image | Alfalfa Oil |
NAG0006 | Akira Hayashi |
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7 | No image | Argemone Oil |
NAG0007 | Akira Hayashi |
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8 | No image | Avocado (pulp) Oil |
NAG0008 | Akira Hayashi |
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9 | No image | Babassu Oil |
NAG0009 | Akira Hayashi |
Babassu Oil (Codex Alimentarurs Commission (1993) Proposed Draft Standard for Named Vegetable Oils, Codex CX 1993/16. (Ref. 0019) Babassu Palm (Brazil) |
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10 | No image | Baobab Seed Oil |
NAG0010 | Akira Hayashi |
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11 | No image | Barley Oil |
NAG0011 | Akira Hayashi |
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12 | No image | Blackcurrant Oil |
NAG0012 | Akira Hayashi |
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13 | No image | Borage Oil |
NAG0013 | Akira Hayashi |
*1:other Fatty Acid Composition (Ref. 0034)14:0:0.1;16:0: 9.4, 16:1: 0.4, 18:0:2.6, 18:1D9: 14.6, 18:2: 38.6, 18:3n-6:25.4, 20:0: 0.1, 20:1D11: 4.0, 22:0:0.1, 22:1D13: 2.2, 24:0: trace, 24:1D15: 1.5, 18:3n-3: 0.2, 18:4n-3: 0.2, Others: 0.8 (Ref. 0035)16:0: 10.1-10.8, 18:0: 3.4-3.6, 18:1D9:15.2-17.7, 18:2: 37.7-43.4, 18:3n-6: 17.1-24.4, 20:1D11: 2.9-3.9, 22:1D13: 1.8-2.6, 18:3n-3:0.2, (Ref. 0036)16:0: 10.8-11.9, 18:0: 3.7-5.1, 18:1D9:16.3-21.3, 18:2: 38.1, 18:3n-6: 22.8, 20:0: 0.2, 20:1D11: 3.9, 22:0: 3.7-4.1, 24:0: 2.4, 24:1D15: 1.2-1.5, 18:3n-3: 0.2 |
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14 | No image | Borneo Tallow |
NAG0014 | Akira Hayashi |
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15 | No image | Brazil Nut Oil |
NAG0015 | Akira Hayashi |
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16 | No image | Buffalo Gourd Seed Oil |
NAG0016 | Akira Hayashi |
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17 | No image | California Laurel Seed Oil |
NAG0017 | Akira Hayashi |
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18 | No image | Camphor Kerner Fat |
NAG0018 | Akira Hayashi |
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19 | No image | Candlenut (Lamberg) Oil |
NAG0019 | Akira Hayashi |
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20 | No image | Cantaloupe Seed Oil |
NAG0020 | Akira Hayashi |
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21 | No image | Cape Marigold Oil |
NAG0021 | Akira Hayashi |
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22 | No image | Carob Bean Oil |
NAG0022 | Akira Hayashi |
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23 | No image | Cathew Nut Oil |
NAG0023 | Akira Hayashi |
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24 | No image | Cassia Siamea Seed Oil |
NAG0024 | Akira Hayashi |
Cassia Siamea Seed Oil (Ref. 0055) |
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25 | No image | Cassia Alata Seed Oil |
NAG0025 | Akira Hayashi |
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26 | No image | Cassia Occidentalis Seed Oil |
NAG0026 | Akira Hayashi |
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27 | No image | Cassia Siberiana Seed Oil |
NAG0027 | Akira Hayashi |
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28 | No image | Castor Oil |
NAG0028 | Akira Hayashi |
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29 | No image | Chia Oil |
NAG0029 | Akira Hayashi |
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30 | No image | Chinese Vegetable Tallow |
NAG0030 | Akira Hayashi |
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31 | No image | Cocoa Butter |
NAG0031 | Akira Hayashi |
*1 TG composition SSS 2,SUS 81, SSU <1, SUU 15, UUU 1, |
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32 | No image | Coconut Oil |
NAG0032 | Akira Hayashi |
Coconut Oil (Ref. 0076) |
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33 | No image | Coffee Bean Oil |
NAG0033 | Akira Hayashi |
Coffee Bean Oil (Ref. 0077)Raw, Brazil |
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34 | No image | Coffee Bean Oil (Roasted) |
NAG0034 | Akira Hayashi |
Coffee Bean Oil (Roasted) (Ref. 0079) |
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35 | No image | Cohune Nut Oil |
NAG0035 | Akira Hayashi |
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36 | No image | Confrey Seed Oil |
NAG0036 | Akira Hayashi |
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37 | No image | Coriander Seed Oil |
NAG0037 | Akira Hayashi |
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38 | No image | Corn Oil |
NAG0038 | Akira Hayashi |
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39 | No image | Cottonseed Oil |
NAG0039 | Akira Hayashi |
Cottonseed Oil (Ref. 0087) |
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40 | No image | Crambe Oil |
NAG0040 | Akira Hayashi |
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41 | No image | Croton Seed Oil |
NAG0041 | Akira Hayashi |
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42 | No image | Cuphea Seed Oil |
NAG0042 | Akira Hayashi |
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43 | No image | Cuphea Seed Oil |
NAG0043 | Akira Hayashi |
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44 | No image | Cuphea Seed Oil |
NAG0044 | Akira Hayashi |
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45 | No image | Cuphea Seed Oil |
NAG0045 | Akira Hayashi |
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46 | No image | Cupa Assu Kerner Oil |
NAG0046 | Akira Hayashi |
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47 | No image | Dhupa Fat |
NAG0047 | Akira Hayashi |
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48 | No image | Douglas Meadowfoam Seed Oil |
NAG0048 | Akira Hayashi |
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49 | No image | Dwarf Borage Oil |
NAG0049 | Akira Hayashi |
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50 | No image | Elm Seed Oil |
NAG0050 | Akira Hayashi |
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51 | No image | Emu Oil |
NAG0051 | Akira Hayashi |
Emu Oil |
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52 | No image | Euphorbia Lagascae Seed Oil |
NAG0052 | Akira Hayashi |
Euphorbia Lagascae Seed Oil (Ref. 0109) |
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53 | No image | Evening Primrose Oil |
NAG0053 | Akira Hayashi |
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54 | No image | Fenugreek Seed Oil |
NAG0054 | Akira Hayashi |
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55 | No image | Finger Millet |
NAG0055 | Akira Hayashi |
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56 | No image | Foztail Millet |
NAG0056 | Akira Hayashi |
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57 | No image | Gooseberry |
NAG0057 | Akira Hayashi |
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58 | No image | Grapefruit Seed Oil |
NAG0058 | Akira Hayashi |
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59 | No image | Grapeseed Oil |
NAG0059 | Akira Hayashi |
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60 | No image | Guava Seed Oil |
NAG0060 | Akira Hayashi |
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61 | No image | Horse Chestnut Oil |
NAG0061 | Akira Hayashi |
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62 | No image | Illipe' (Mowrah) Butter |
NAG0062 | Akira Hayashi |
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63 | No image | Isano (Boleko) Seed Oil |
NAG0063 | Akira Hayashi |
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64 | No image | Hannoa Undulata Seed Oil |
NAG0064 | Akira Hayashi |
* 1 TG composition; LLO 2.5, LOO 6.9, LOP 3.1, OOO21.2, LOS 10.6, OOP 11.2, OOS 25.4, OSP 7.9, OOA 2.6, OSS 6.5, OSA 0.1 |
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65 | No image | Hazelnut Oil |
NAG0065 | Akira Hayashi |
*1 TG composition; LLL 0.5-3.6, LLO 1.8-10.8, LLP 0.5-2.2, LOO 10.2-24.2, PLO 3.0-5.7, PLP 0-0.9, OOO 35.6-57.0, POO 10.0-18.3, POP 1.4-2.4, PPP 0.1-2.7, SOO 2.6-7.4, SOP 0.2-4.0 |
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66 | No image | Hempseed Oil |
NAG0066 | Akira Hayashi |
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67 | No image | Jaboty Tallow |
NAG0067 | Akira Hayashi |
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68 | No image | Jack Bean Oil |
NAG0068 | Akira Hayashi |
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69 | No image | Jaoan Tallow |
NAG0069 | Akira Hayashi |
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70 | No image | Java Almond Fat |
NAG0070 | Akira Hayashi |
Java Almond Fat (Tree native to Malaysia. See also Pili Nut/Java almond (Canarium Luzonicum)) (Ref. 0148) Dacryodes Rostrata |
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71 | No image | Jojoba Oil |
NAG0071 | Akira Hayashi |
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72 | No image | Kapok Seed Oil |
NAG0072 | Akira Hayashi |
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73 | No image | Kokum Butter |
NAG0073 | Akira Hayashi |
*1 TG composition: Oleodistearin, 59-68; Oleopalmitostearin, 8-14; Oleodipalmolein, 2; Stearodiolein, 20-21; Palmitodiolein, 0.5-2; Triolein, 2. |
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74 | No image | Kusum Oil |
NAG0074 | Akira Hayashi |
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75 | No image | Lallemantia Oil |
NAG0075 | Akira Hayashi |
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76 | No image | Lemon Seed Oil |
NAG0076 | Akira Hayashi |
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77 | No image | Lime Seed Oil |
NAG0077 | Akira Hayashi |
Lime Seed Oil (Ref. 0162) *1 |
*1 TG composition: LnLnL 1.2; LnLL 3.5; LLL 3.5; LnLO 4.9; LLO 7.1; LLP 11.0;LnOP 5.6;LPP 3.6; LOO 4.2;LOP 13.6; PLP10.5;OOO 1.5; LOS 2.7; POO 3.9; SLP 4.1; POP 2.9. |
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78 | No image | Lindera Umbellata Seed Oil |
NAG0078 | Akira Hayashi |
Lindera Umbellata Seed Oil (Ref. 0163) |
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79 | No image | Linora Oil |
NAG0079 | Akira Hayashi |
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80 | No image | Linseed Oil |
NAG0080 | Akira Hayashi |
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81 | No image | Lupine Seed Oil |
NAG0081 | Akira Hayashi |
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82 | No image | Lupu Fat |
NAG0082 | Akira Hayashi |
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83 | No image | Mammy Apple Seed Oil |
NAG0083 | Akira Hayashi |
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84 | No image | Mango Pulp Oil |
NAG0084 | Akira Hayashi |
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85 | No image | Mango Seed Oil |
NAG0085 | Akira Hayashi |
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86 | No image | Marigold Seed Oil |
NAG0086 | Akira Hayashi |
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87 | No image | Meadowfoam Seed Oil |
NAG0087 | Akira Hayashi |
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88 | No image | Munch Seed Oil |
NAG0088 | Akira Hayashi |
*1 TG composition: C50: 0.6; C52: 1.9; C54: 4.2; C54-1DA: 15.8; C54-2DA: 70.7; C54-3DA: 4.6+1%C18:3 isomers. |
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89 | No image | Mustard Seed |
NAG0089 | Akira Hayashi |
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90 | No image | Neem (Margosa) Oil |
NAG0090 | Akira Hayashi |
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91 | No image | Naou Oil |
NAG0091 | Akira Hayashi |
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92 | No image | Niger Seed Oil |
NAG0092 | Akira Hayashi |
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93 | No image | Nutmeg Butter |
NAG0093 | Akira Hayashi |
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94 | No image | Oat Oil |
NAG0094 | Akira Hayashi |
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95 | No image | Oat Bean Oil |
NAG0095 | Akira Hayashi |
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96 | No image | Oiticica Oil |
NAG0096 | Akira Hayashi |
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97 | No image | Okra Seed Oil |
NAG0097 | Akira Hayashi |
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98 | No image | Olive Oil |
NAG0098 | Akira Hayashi |
*4 Saturated fatty acids in 2-position of triglycerides: 1.5% *1: Total sterols not including cholesterol, brassicasterol, campesterol, stigmasterol and D7-stigmasterol. *2: Min. value of total sterols: 1000mg/kg. *3: Erythrodiol and uvaol<4.5% of total sterols. |
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99 | No image | Olive pomace Oil |
NAG0099 | Akira Hayashi |
*1: Total sterols not including cholesterol, brassicasterol, campesterol, stigmasterol and D7-stigmasterol. *2: Erytheodiol and uvaol <4.5% of total sterols. *3: Minimum value of total sterols: 2500mg/kg (crude olive pomace oil); 1800mg/kg (refined olive pomace oil) |
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100 | No image | Orange Seed Oil |
NAG0100 | Akira Hayashi |
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101 | No image | Ouricuri Tallow |
NAG0101 | Akira Hayashi |
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102 | No image | Palm Kerner Oil |
NAG0102 | Akira Hayashi |
Palm Kernel Oil (Ref. 0219) |
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103 | No image | Palm Oil |
NAG0103 | Akira Hayashi |
Palm Oil (Ref. 0220) |
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104 | No image | Palm Olein |
NAG0104 | Akira Hayashi |
Palm Olein (Ref. 0220) |
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105 | No image | Palm Stearin |
NAG0105 | Akira Hayashi |
Palm Stearin (Ref. 0220) |
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106 | No image | Palas Oil |
NAG0106 | Akira Hayashi |
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107 | No image | Papaya Seed Oil |
NAG0107 | Akira Hayashi |
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108 | No image | Pataua Palm Oil |
NAG0108 | Akira Hayashi |
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109 | No image | Peach Kerner Oil |
NAG0109 | Akira Hayashi |
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110 | No image | Peanut Oil |
NAG0110 | Akira Hayashi |
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111 | No image | Pecan Nut Oil |
NAG0111 | Akira Hayashi |
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112 | No image | Perilla Oil |
NAG0112 | Akira Hayashi |
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113 | No image | Pine Nut Oil |
NAG0113 | Akira Hayashi |
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114 | No image | Pine Nut Oil |
NAG0114 | Akira Hayashi |
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115 | No image | Pine Seed Oil |
NAG0115 | Akira Hayashi |
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116 | No image | Pistachio Nut Oil |
NAG0116 | Akira Hayashi |
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117 | No image | Poppyseed Oil |
NAG0117 | Akira Hayashi |
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118 | No image | Proso Millet |
NAG0118 | Akira Hayashi |
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119 | No image | Pumpkin Seed Oil |
NAG0119 | Akira Hayashi |
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120 | No image | Rambutan Tallow |
NAG0120 | Akira Hayashi |
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121 | No image | Rapeseed Oil |
NAG0121 | Akira Hayashi |
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122 | No image | Rapeseed Oil(low erucic acid) |
NAG0122 | Akira Hayashi |
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123 | No image | Ravison Oil |
NAG0123 | Akira Hayashi |
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124 | No image | Rye Germ Oil |
NAG0124 | Akira Hayashi |
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125 | No image | Saflower Seed Oil |
NAG0125 | Akira Hayashi |
Saflower Seed Oil (Ref. 0259) |
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126 | No image | Saflower Seed Oil (high olein) |
NAG0126 | Akira Hayashi |
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127 | No image | Sal Fat |
NAG0127 | Akira Hayashi |
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128 | No image | Sapindus Mukorossi Seed Oil |
NAG0128 | Akira Hayashi |
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129 | No image | Sesame Seed Oil |
NAG0129 | Akira Hayashi |
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130 | No image | Sheanut Butter |
NAG0130 | Akira Hayashi |
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131 | No image | Soap Tree Seed Oil |
NAG0131 | Akira Hayashi |
*1:Soapberry family. S. Trifolius is a tree native to India, Arabia, and neighboring areas. The family contains cyanolipids. |
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132 | No image | Soybean Oil |
NAG0132 | Akira Hayashi |
Soybean Oil (Ref. 0278) |
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133 | No image | Spicebush Kerner Fat |
NAG0133 | Akira Hayashi |
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134 | No image | Sterculia Foetida Oil |
NAG0134 | Akira Hayashi |
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135 | No image | Stillingia Seed Oil |
NAG0135 | Akira Hayashi |
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136 | No image | Sunflower Seed Oil |
NAG0136 | Akira Hayashi |
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137 | No image | Sunflower Seed Oil (high olein) |
NAG0137 | Akira Hayashi |
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138 | No image | Tall Oil |
NAG0138 | Akira Hayashi |
*1: A by product of the sulfate (KRAFT) pulping of pine wood, consisting of a mixture of rosin acids, fatty acids, and unsaponifiables with approximately equal amounts of rosin and fatty acids. |
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139 | No image | Tamarind Kerner Oil |
NAG0139 | Akira Hayashi |
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140 | No image | Teaseed Oil |
NAG0140 | Akira Hayashi |
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141 | No image | Teaseed Oil |
NAG0141 | Akira Hayashi |
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142 | No image | Teaseed Oil (Japanese) |
NAG0142 | Akira Hayashi |
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143 | No image | Teaseed Oil (Turkish) |
NAG0143 | Akira Hayashi |
Teaseed Oil (Turkish) (Ref. 0295) |
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144 | No image | Tobacco Seed Oil |
NAG0144 | Akira Hayashi |
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145 | No image | Tomato Seed Oil |
NAG0145 | Akira Hayashi |
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146 | No image | Tucum (Aouara) Kerner Oil |
NAG0146 | Akira Hayashi |
*1: Astrocarpum tucuma |
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147 | No image | Tonka Bean Oil |
NAG0147 | Akira Hayashi |
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148 | No image | Tucum Palp Oil |
NAG0148 | Akira Hayashi |
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149 | No image | Tung Oil |
NAG0149 | Akira Hayashi |
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150 | No image | Ucuhuba Butter Oil |
NAG0150 | Akira Hayashi |
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151 | No image | Veronia Arthelmintica Seed Oil |
NAG0151 | Akira Hayashi |
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152 | No image | Veronia Galamensis Seed Oil |
NAG0152 | Akira Hayashi |
Veronia Galamensis SeedOil (Ref. 0319) |
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153 | No image | Walnut Oil |
NAG0153 | Akira Hayashi |
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154 | No image | Watermelon Seed |
NAG0154 | Akira Hayashi |
Watermelon Seed (Ref. 0325) |
*1: Refractive Index at 25C : 1.4741-1.4748. |
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155 | No image | Watermelon Seed Oil |
NAG0155 | Akira Hayashi |
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156 | No image | Western Soapberry Seed Fat |
NAG0156 | Akira Hayashi |
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157 | No image | Wheat Germ Oil |
NAG0157 | Akira Hayashi |
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158 | No image | Borage Oil |
NAG0158 | Akira Hayashi |
*1(Ref. 0336): 14:0: 0.1, 16:0: 9.4, 16:1: 0.4, 18:0: 2.6, 18:1D9: 14.6, 18:2: 38.6, 18:3n-6: 25.4, 20:0: 0.1, 20:1D11:4.0, 22:0:0.1, 22:1D13: 2.2,24:0: trace, 24:1D15: 1.5, 18:3n-3: 0.2, Others 0.8 * 2(Ref. 0337): 16:0:10.1-10.8, 18:0: 3.4-3.6, 18:1D9: 15.2-17.7, 18:2: 37.7-43.4, 18:3n-6:17.1-24.4, 20:1D11: 2.9-3.9, 22:1D13: 1.8-2.6, 18:3n-3: 0.2. * 3 (Ref. 0338): 16:0:10.8-11.9, 18:0: 3.7-5.1, 18:1D9: 16.3-21.3, 18:2: 38.1, 18:3n-3: 0.2, 20:1D11: 3.9, 22:0:3.7-4.1, 24:0:2.4, 24:1D15: 1.2-1.5, 18:3n-3: 0.2. |
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159 | No image | Borneo Tallow |
NAG0159 | Akira Hayashi |
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160 | No image | Brazil Nut Oil |
NAG0160 | Akira Hayashi |
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161 | No image | Buffalo Gourd Seed Oil |
NAG0161 | Akira Hayashi |
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162 | No image | California Laurel Seed Oil |
NAG0162 | Akira Hayashi |
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163 | No image | Camphor Kerner Fat |
NAG0163 | Akira Hayashi |
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164 | No image | Dwarf Borage Oil |
NAG0164 | Akira Hayashi |
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165 | No image | Elm Seed Oil |
NAG0165 | Akira Hayashi |
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166 | No image | Emu Oil |
NAG0166 | Akira Hayashi |
Emu Oil *1 |
* 1: C17:0 Heptadecanoic (Margaric): 0.13, C17:1 Heptadecenoic (Margaronic): <0.1, C20:2 Eicosadienoic: 0.13, C20:4 Eicosatetraenoic (Arachidonic): 0.20. |
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167 | No image | Euphorbia Lagascae Seed Oil |
NAG0167 | Akira Hayashi |
Euphorbia Lagascae Seed Oil (Ref. 0352) |
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168 | No image | Evening Primrose Oil |
NAG0168 | Akira Hayashi |
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169 | No image | Fenugrek Seed Oil |
NAG0169 | Akira Hayashi |
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170 | No image | Finger Millet |
NAG0170 | Akira Hayashi |
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171 | No image | Foxtail Millet |
NAG0171 | Akira Hayashi |
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172 | No image | Gooseberry |
NAG0172 | Akira Hayashi |
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173 | No image | Grapefruit Seed Oil |
NAG0173 | Akira Hayashi |
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174 | No image | Grapeseed Oil |
NAG0174 | Akira Hayashi |
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175 | No image | Guava Seed Oil |
NAG0175 | Akira Hayashi |
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176 | No image | Hannoa Undulata Seed Oil |
NAG0176 | Akira Hayashi |
* 1 : LLO 2.5, LOO 6.9, LOP 3.1, OOO 23.2, LOS 10.6, OOP 11.2, OOS 25.4, OSP 7.9, OOA 2.6, OSS 6.5, OSA 0.1 <0365> |
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177 | No image | Hazelnut Oil |
NAG0177 | Akira Hayashi |
* 1: TG composition: LLL 0.5-3.6; LLO 1.8-10.8; LLP 0.5-2.2; LOO 10.2-24.2; PLO 3.0-5.7; PLP 0-0.9; OOO 35.6-57.0; Poo 10.0-18.3; POP 1.4-2.4; SOO 2.6-7.4; SOP 0.2-4.0. |
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178 | No image | Hempseed Oil |
NAG0178 | Akira Hayashi |
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179 | No image | Horse Chestnut Oil |
NAG0179 | Akira Hayashi |
Horse Chestnut Oil <0382> Aesculus Hippocastanum |
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180 | No image | Illipe' (Mowrah) Butter |
NAG0180 | Akira Hayashi |
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181 | No image | Isano (Boleko) Seed Oil |
NAG0181 | Akira Hayashi |
* 1 : 8-Hydroxy-octadeca-17-en-9,11diynoic: 15; 8-Hydroxy-octadeca-cis-13,17-dien-9,11-diynoic: 2; 8-Hydroxy-octadeca-cis-13-en-9,11-diynoic: 1; Threo-9,10-dihydroxystearic acid: 2. |
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182 | No image | Jacoty Tallow |
NAG0182 | Akira Hayashi |
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183 | No image | Jack Bean Oil |
NAG0183 | Akira Hayashi |
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184 | No image | Japan Tallow |
NAG0184 | Akira Hayashi |
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185 | No image | Japn Almond Fat |
NAG0185 | Akira Hayashi |
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186 | No image | Jojoba Oil |
NAG0186 | Akira Hayashi |
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187 | No image | KaKapok Seed Oil |
NAG0187 | Akira Hayashi |
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188 | No image | Mango Seed Oil |
NAG0188 | Akira Hayashi |
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189 | No image | Marigold Seed Oil |
NAG0189 | Akira Hayashi |
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190 | No image | Meadowfoam Seed Oil |
NAG0190 | Akira Hayashi |
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191 | No image | Munch Seed Oil |
NAG0191 | Akira Hayashi |
* 1: Triacylglycerol composition: C50: 0.6; C52: 1.9; C54-1DA: 15.8; C54-2DA: 70.7; C54-3DA: 4.6. |
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192 | No image | Mustard Seed |
NAG0192 | Akira Hayashi |
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193 | No image | Neem (Margosa) Oil |
NAG0193 | Akira Hayashi |
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194 | No image | Pine Seed Oil |
NAG0194 | Akira Hayashi |
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195 | No image | Pistachio Nut Oil |
NAG0195 | Akira Hayashi |
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196 | No image | Poppyseed Oil |
NAG0196 | Akira Hayashi |
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197 | No image | Proso Millet |
NAG0197 | Akira Hayashi |
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198 | No image | Pumpkin Seed Oil |
NAG0198 | Akira Hayashi |
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199 | No image | Rambutan Tallow |
NAG0199 | Akira Hayashi |
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200 | No image | Rapeseed Oil |
NAG0200 | Akira Hayashi |
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201 | No image | Rapeseed Oil (low erucic acid) |
NAG0201 | Akira Hayashi |
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202 | No image | Ravison Oil |
NAG0202 | Akira Hayashi |
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203 | No image | Rice Bran Oil |
NAG0203 | Akira Hayashi |
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204 | No image | Rocket Salad Seed Oil |
NAG0204 | Akira Hayashi |
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205 | No image | Rubber Seed Oil |
NAG0205 | Akira Hayashi |
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206 | No image | Sunflower Seed Oil |
NAG0206 | Akira Hayashi |
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207 | No image | Sunflower Seed Oil (high olein) |
NAG0207 | Akira Hayashi |
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208 | No image | Tall Oil |
NAG0208 | Akira Hayashi |
Tall Oil (Ref. 0452) Crude, US (A by product of the sulfate (KRAFT) pulping of pine wood consisting of a mixture of rosin acids, fatty acids, and unsaponifiables with approximatelyequal amounts of rosin and fatty acids,) |
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209 | No image | Tamarind Kerner Oil |
NAG0209 | Akira Hayashi |
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210 | No image | Teaseed Oil |
NAG0210 | Akira Hayashi |
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211 | No image | Teaseed Oil |
NAG0211 | Akira Hayashi |
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212 | No image | Anchovy Oil |
NAG0212 | Akira Hayashi |
Anchovy Oil (Ref. 0458) |
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213 | No image | Bacury Seed Oil |
NAG0213 | Akira Hayashi |
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214 | No image | Bitter Almond Kerner Oil |
NAG0214 | Akira Hayashi |
Bitter Almond Kerner Oil (Ref. 0460) |
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215 | No image | Bombax Constantum Seed Oil |
NAG0215 | Akira Hayashi |
Bombax Constantum Seed Oil (Ref. 0461) |
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216 | No image | Butterfat |
NAG0216 | Akira Hayashi |
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217 | No image | Cameline Oil (False Flax) |
NAG0217 | Akira Hayashi |
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218 | No image | Capelin Oil |
NAG0218 | Akira Hayashi |
Capelin Oil (Ref. 0465) |
* 1: 22:6: 1-11; Other: 3-6. |
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219 | No image | Carp Lipids |
NAG0219 | Akira Hayashi |
Carp Lipids (Ref. 0466) |
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220 | No image | Cherry Kerner Oil |
NAG0220 | Akira Hayashi |
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221 | No image | Catfish Lipids |
NAG0221 | Akira Hayashi |
Catfish Lipids (Ref. 0466> |
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222 | No image | Cherrystone Cram |
NAG0222 | Akira Hayashi |
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223 | No image | Chestnut Oil |
NAG0223 | Akira Hayashi |
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224 | No image | Chicken Fat |
NAG0224 | Akira Hayashi |
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225 | No image | Chinese Melon Seed Oil (Bitter Courd) |
NAG0225 | Akira Hayashi |
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226 | No image | Chinook Salmon Lipids (Northeast Pacific) |
NAG0226 | Akira Hayashi |
Chinook Salmon Lipids (Northeast Pacific (6 fish)) (Ref. 0473) |
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227 | No image | Cod Liver Oil |
NAG0227 | Akira Hayashi |
Cod Liver Oil (Ref. 0474) note: Physical constants other than Iodine value taken from AOCS Methods I 1-46. |
* 1: 20:2(n-6):0.1-0.4; 20:4(n-3): 03-0.6; 20:4(n-6): 0.4-2; 20:5(n-3): 8-14; 22:1(n-11): 4-13; 22:5(n-3): 1-3; 22:5(n-6): 0.4-1; 22:6(n-3): 6-17; 24:1(n-9): 0.2-0.7. |
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228 | No image | Corn Oil (high oleic acid) |
NAG0228 | Akira Hayashi |
Corn Oil, High Oleic Acid (Ref. 0475> |
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229 | No image | Corn Oil (low saturated acids) |
NAG0229 | Akira Hayashi |
Corn Oil, Low Sat. Fatty Acids <0475> |
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230 | No image | Crab Lipids (King) |
NAG0230 | Akira Hayashi |
Crab Lipids, King (Ref. 0476) |
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231 | No image | Crab Lipids (Queen) |
NAG0231 | Akira Hayashi |
Crab Lipids, Queen <0476> |
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232 | No image | Cupania Anacardioides Seed Oil |
NAG0232 | Akira Hayashi |
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233 | No image | Domba Fat |
NAG0233 | Akira Hayashi |
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234 | No image | Dover Sole Lipids |
NAG0234 | Akira Hayashi |
Dover Sole Lipids (Ref. 0479) |
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235 | No image | Eel Lipids |
NAG0235 | Akira Hayashi |
Eel Lipids (Ref. 0480) |
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236 | No image | Gamboge Butter |
NAG0236 | Akira Hayashi |
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237 | No image | Ghee (Buffalo Milk ) Butter |
NAG0237 | Akira Hayashi |
Ghee (Buffalo Milk) Butter (Ref. 0482) |
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238 | No image | Goose Fat |
NAG0238 | Akira Hayashi |
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239 | No image | Herring Oil |
NAG0239 | Akira Hayashi |
Herring Oil (Ref. 0484) |
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240 | No image | Horse Fat |
NAG0240 | Akira Hayashi |
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241 | No image | Ironwood Fat |
NAG0241 | Akira Hayashi |
Ironwood Fat (Indian Rose Chestnut, Nahar Fat ) (Ref. 0486) |
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242 | No image | Lard |
NAG0242 | Akira Hayashi |
* 1: Triglycerides, Lard (% by weight): OLL 0.5; OOLa 0.9; PLL 0.5; POLa 0.9; OOL 1.7; StLL 1.6; PoOO -; POL 6.5; MyOO/PPoO 3.2; MyOP 1.2; OOO 5.7; StOL 0.8; POO 26.4; PStL/PoStO 3.8; PPO 7.6; PPP/StOO 5.3; PStO 21.1; PPSt 2.4; StStO 1.9; PStSt 3.1; StStSt 0.5; Unident. 4.6. Abbreviations: My= Myristic; P=Palmitic; Po=Palmitoleic; St=Stearic; O=Oleic; L=Linoleic; La=Linolenic (positional isomers are not resolved). * 2: 17:1: <0.5; 20:2: <1.0; 20:4: <1.0. |
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243 | No image | Maasbanker Oil |
NAG0243 | Akira Hayashi |
Maasbanker Oil (Ref. 0490) |
* 1: 22:6: 6-23; Others: 1-11. |
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244 | No image | Macadamia Nut Oil |
NAG0244 | Akira Hayashi |
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245 | No image | Mackerel Oil |
NAG0245 | Akira Hayashi |
Mackerel Oil (Ref. 0493) |
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246 | No image | Menhaden Oil |
NAG0246 | Akira Hayashi |
Menhaden Oil (Ref. 0494) |
* 1: 18:4:1-5; 20:4: 1-4; 20:5: 12-18; 21:5: 0.5-1; 22:5: 2-4; 22:6: 4-15. |
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247 | No image | Neetsfoot Oil |
NAG0247 | Akira Hayashi |
Neetsfoot Oil (Ref. 0495) |
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248 | No image | Norway Pout Oil |
NAG0248 | Akira Hayashi |
Norway Pout Oil (Ref. 0496) |
* 1: 22:6: 11-20; Others 4-18. |
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249 | No image | Ocimum (Basil) Seed Oil |
NAG0249 | Akira Hayashi |
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250 | No image | Oyster Lipids ( American) |
NAG0250 | Akira Hayashi |
Oyster Lipids (American) (Ref. 0498) |
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251 | No image | Oyster Lipids (European) |
NAG0251 | Akira Hayashi |
Oyster Lipids ( European) (Ref. 0498) |
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252 | No image | Paullinia Eleans seed Oil |
NAG0252 | Akira Hayashi |
* 1: 22:1(C13): 0.4; 22:1(C15): 0.8. |
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253 | No image | Peanut Oil (high oleic) |
NAG0253 | Akira Hayashi |
Peanut Oil , High Oleic (Ref. 0500) |
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254 | No image | Plum Kerner Oil |
NAG0254 | Akira Hayashi |
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255 | No image | Premier Jus |
NAG0255 | Akira Hayashi |
* 1: Triglycerides, Tallow (% by weight): POLa 0.4; OOL 0.9; PoOO 1.1; POL 2.7; MyOO/PPoO 3.8; MyOP 3.0; OOO 4.4; StOL 1.4; POO 23.0; PStL/PoStO 4.8; PPO 10.6; PPP/StOO 11.5; PStO 14.5; PPSt 3.3; StStO 4.0; PStSt 1.6; Uniden. 6.0. Abbreviation: My=myristic; P=Palmitic; Po=Palmitoleic; St=Stearic; O=Oleic; L=Limoleic; La=Linolenic. * 2: 17:1: <0.1; 17:Iso and Antiso: <1.5; 20:4: <0.5. |
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256 | No image | Rabbit Fat |
NAG0256 | Akira Hayashi |
Rabbit Fat (Ref. 0506) |
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257 | No image | Rapeseed Oil (low linolenic acid) |
NAG0257 | Akira Hayashi |
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258 | No image | Redfish Oil (Norway Haddock) |
NAG0258 | Akira Hayashi |
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259 | No image | Sablefish Lipids |
NAG0259 | Akira Hayashi |
Sablefish Lipids (Ref. 0510) |
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260 | No image | Safflower Oil (high linoleic) |
NAG0260 | Akira Hayashi |
Safflower Oil, High Linoleic (Ref. 0511) |
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261 | No image | Salmon Oil |
NAG0261 | Akira Hayashi |
Salmon Oil (Ref. 0511) |
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262 | No image | Samanea Saman Seed Oil |
NAG0262 | Akira Hayashi |
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263 | No image | Sandeel Oil |
NAG0263 | Akira Hayashi |
Sandeel Oil (Ref. 0513) |
* 1: 22:5: 0.6-1; 22:6: 6-14; Others : 1-17. |
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264 | No image | Sardine, Pilchard Oil |
NAG0264 | Akira Hayashi |
Sardine, Pilchard Oil (Ref. 0514) |
* 1: 22:6:4-13; Others:1-14. |
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265 | No image | Seal Oil (Harp) |
NAG0265 | Akira Hayashi |
Seal Oil, Harp (Ref. 0515) |
* 1: 22:5(n-6): 0.3; 22:6(n-3): 11.1. |
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266 | No image | Shark Liver Oil |
NAG0266 | Akira Hayashi |
Shark Liver Oil (Ref. 0516) (Sold for vitamin A content) |
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267 | No image | Sheep Fat |
NAG0267 | Akira Hayashi |
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268 | No image | Shrimp (Alaska) |
NAG0268 | Akira Hayashi |
Shrimp, Alaska (Ref. 0518) |
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269 | No image | Sorghum Seed Lipid |
NAG0269 | Akira Hayashi |
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270 | No image | Sorghum Seed Lipid |
NAG0270 | Akira Hayashi |
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271 | No image | Soybean Oil |
NAG0271 | Akira Hayashi |
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272 | No image | Sprat Oil |
NAG0272 | Akira Hayashi |
Sprat Oil (Ref. 0522) |
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273 | No image | Sweet Rocket Oil |
NAG0273 | Akira Hayashi |
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274 | No image | Tallow (Beef) |
NAG0274 | Akira Hayashi |
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275 | No image | Tallow Fat |
NAG0275 | Akira Hayashi |
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276 | No image | Tallow (Mutton) |
NAG0276 | Akira Hayashi |
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277 | No image | Trout Lipids |
NAG0277 | Akira Hayashi |
Trout Lipids (Ref. 0530) |
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278 | No image | Tuna (White Meat) |
NAG0278 | Akira Hayashi |
* 1: 22:5(n-3): 2; 22:6(n-3): 29. |
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279 | No image | Turtle (Green) Oil |
NAG0279 | Akira Hayashi |
Turtle (Green) Oil (Ref. 0532) |
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280 | No image | Whale Oil |
NAG0280 | Akira Hayashi |
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281 | No image | Whale Oil |
NAG0281 | Akira Hayashi |
Whale Oil (Ref. 0533) |
* 1: 20:5(n-3): 4.3; 21:5(n-3): 0.3; 22:5(n-6): 2.3; 22:6(n-3): 7.9. |
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282 | No image | Rice Bran Oil |
NAG0282 | Akira Hayashi |
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283 | No image | Rocket Salad Seed Oil |
NAG0283 | Akira Hayashi |
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284 | No image | Rubber Seed Oil |
NAG0284 | Akira Hayashi |
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285 | a,b-Dicaprolaurin / a,b-caproxyl-a'-lauroxyl glycerol |
Glycerol 1,2-didecanoate 3-dodecanoate ()-form / Dodecanoic acid 2,3-bis[(1-oxodecyl)oxy]propyl ester |
NAG5001 | Nobuo Ueta |
C35H66O6 | 582.895 | Cryst.(Benzene). 30C. Exhibits polymorphism. (Ref. 5002) |
Prepared by acylation of 1-dodecanoylglycerol with decanoyl chloride. (Ref. 5098) |
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286 | a-Linoleo-b-stearoolein / a-Linoleoyl-b-stearoyl-a'-oleoyl glycerol |
Glycerol 1-(9,12-octadecadienoate) 2-octadecanoate 3-(9-octadecenoate) (all-Z)-form / 9,12-Octadecadienoic acid 3-[(1-oxo-9-octadecenyl)oxy]-2-[(1-oxooctadecyl)oxy] propyl ester |
NAG5002 | Nobuo Ueta |
C57H104O6 | 885.432 | -20-19C. -12C. (Ref. 5157) |
Consist. of soybean oil.(Ref. 5003) |
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287 | a-Linoleo-b-stearopalmitin / a-Linoleoyl-b-stearoyl-a'-palmitoyl glycerol |
Glycerol 1-(9,12-octadecadienoate) 2-octadecanoate 3-hexadecanoate ()-(all-Z)-form |
NAG5003 | Nobuo Ueta |
C55H102O6 | 859.395 | Cryst. 3637C. (Ref. 5157) |
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288 | a-Linoleoxl-b-palmitoxyl-a'-oleoxl glycerol / a-Linoleo-b-palmitoolein |
Glycerol 1-(9,12-octadecadienoate) 2-hexadecanoate 3-9-octadecenoate ()-(all-Z)-form / 9,12-Octadecadienoic acid 2-[(1-oxohexadecyl)oxy]-3[(1-oxo-9-octadecenyl)oxy]propyl ester |
NAG5004 | Nobuo Ueta |
C55H100O6 | 857.379 | -10-9C. (Ref. 5157) |
Consist. of safflower oil.(Ref. 5004) |
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289 | 1-Linoleoyl-2-stearoyl-sn-glycerol |
Glycerol 1-(9,12-octadecadienoate) 2-octadecanoate(S)-(all Z)-form |
NAG5005 | Nobuo Ueta |
C39H72O5 | 620.986 | Oil. 18.5C. (Ref. 5157) |
There are several procedures. (Ref. 5005)/(Ref. 5006)/(Ref. 5101) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed. (Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
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290 | a-Linoleo-b-stearin |
Glycerol 1-(9,12-octadecadienoate) 2-octadecanoate()-(all-Z)-form |
NAG5006 | Nobuo Ueta |
C39H72O5 | 620.986 | Oil. 9-10C. (Ref. 5157) |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127)/(Ref. 5005) Can also be prepared using glycidol.(Ref. 5112) |
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291 | Glycerol tripalmitate / Tripalmitin / Palmitin |
Glycerol trihexadecanoate / Hexadecanoic acid 1,2,3-propanetryl ester |
NAG5007 | Nobuo Ueta |
C51H98O6 | 807.320 | 310320C. |
d 0.8730, d 0.8663 |
1.43807(80C) |
Insol. in water. Practically insol. in alcohol (0.0043parts/100parts of abs alcohol). Freely sol. in ether,benzene,chloroform. |
The Tripalmitin-rich diets increases plasma LDL- and HDL-cholesterol levels in a concentration-dependent manner.(Ref. 5126)/(Ref. 5103) The absorption of radiolabelled tri-gamma-linolenin is 1.3- to 2-fold more potently inhibited by orlistat, a selective inhibitor of gastrointestinal lipases, than that of tripalmitin.(Ref. 5105) Oral labeled palmitate appeared concurrently in plasma nonesterified fatty acids(NFEA) and triglycerides(TG), and four hours after the load, the labeling is higher in NFEA than in TG.(Ref. 5111)/(Ref. 5114) |
Dietary tripalmitin decreases the expression of HMGCoA reductase and LDL receptor genes, and increases the expression of apoB gene. (Ref. 5103) Tripalmitin enriched diets significantly elevates MTP(hepatic microsomal triglyceride transfer protein) mRNA relative to diets enriched in triolein and trilinolein.(Ref. 5117) |
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292 | b-Monolinolein / 2-Monolinolein |
Glycerol 2-(9,12-octadecadienoate)(Z,Z)-form |
NAG5008 | Nobuo Ueta |
C21H38O4 | 354.524 | Inactivates African swine fever virus and inhibits its replication in Vero cells.(Ref. 5059) |
Oil,cryst.(pet.ether at -35). 8.9C. (Ref. 5157) |
Parent ion(P) 1.4 P-[0H] 0.6 P-[H2O] 1.1 Acyl CH3(CH2)nCO 21 CH2(CH2)nCO 39 Acid CH3(CH2)nCOOH 3.3 Acid+H 0.7 Monoacetin 3.5 C3H7 36 -CH2CH2CH=CH2 78 -CH2CHCH=CHCH=CH2 100 -CH=CHCH=CHCH=CH2 42 m/e=98 7.8(Ref. 5086) |
Obtained by intermadiate of treated plants oil with pancreatic lipase. |
The starting material for this synthesis is 1,3-benzylideneglycerol. (Prepared by condensing benzaldehyde with glycerol, using p-toluenesulfonic acid as the catalyst.) In this compound, only the free 2-hydroxyl is available for acylation. Acylation is carried out with linoleic acid, and the blocking group is removed by treatment with boric acid and water. The presence of boric acid inhibits isomerization to the more stable 1-monoacylglycerol. The product is purified by crystallization and a boric acid TLC system.(Ref. 5094)/(Ref. 5067) |
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293 | Triarachidin |
Glycerol trieicosanoate/ Eicosanoic acid 1,2,3-propanetriyl ester |
NAG5009 | Nobuo Ueta |
C63H122O6 | 975.639 | Prepared by acylation of glycerol with eicosanoyl chloride.(Ref. 5092) |
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294 | Triheneicosanoin |
Glycerol triheneicosanoate |
NAG5010 | Nobuo Ueta |
C66H128O6 | 1017.719 | 75.9. Cryst.(hexane) . Exhibits polymorphism. (Ref. 5012) |
Prepared by acylation of glycerol with heneicosanoyl chloride.(Ref. 5092) |
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295 | Triheptadecanoin,8CI / Trimargarin |
Glycerol triheptadecanoate |
NAG5011 | Nobuo Ueta |
C54H104O6 | 849.400 | Prepared by acylation of glycerol with heptadecanoyl chloride.(Ref. 5092) |
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296 | Tricaproin |
Glycerol trihexanoate / Hexanoic acid 1,2,3-propanetriyl ester |
NAG5012 | Nobuo Ueta |
C21H38O6 | 386.523 | -25C. (Ref. 5039) |
d 1.03424 |
h 1.44268 |
Prepared by acylation of glycerol with hexanoyl chloride.(Ref. 5092) |
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297 | Triricinolein / Ricinolein |
Glycerol tri-12-hydroxy-9-octadecenoate-all-[R-(Z)-]-form |
NAG5013 | Nobuo Ueta |
C57H104O9 | 933.430 | Oil. |
d 29 0.962 (Ref. 5041) |
h 1.4763 (Ref. 5041) |
Soluble in organic solvents and oils. (Ref. 5041) |
Isol. from caster oil. (Ref. 5042) |
Be Biosynthesized in castor microsomes using 1-acyl-2-oleoyl-sn-glycero-3-phosphocholine as the substrate of oleoyl-12-hydroxylase.(Ref. 5053) |
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298 | Glycerol trilinoleate / Trilinolein |
Glycerol tri-9,12-octadecadienoate(9Z,12Z)-form |
NAG5014 | Nobuo Ueta |
C57H98O6 | 879.384 | -11. Oil. Exisit in polymorphic forms. (Ref. 5024) |
Consist. of seed oils rich in linoleic acid, e.g., sunflower oil, safflower oil, corn oil, soybean oil.(Ref. 5036) |
Prepared by acylation of glycerol with linoleoyl chloride.(Ref. 5092) |
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299 | Trinonadecanoin |
Glycerol trinonadecanoate |
NAG5015 | Nobuo Ueta |
C60H116O6 | 933.559 | 71. Cryst.(hexane). Exhibits polymorphism. (Ref. 5012) aform 60C. b'form 66.570C. bform 70.5C. |
Prepared by acylation of glycerol with nonadecanoyl chloride.(Ref. 5092) |
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300 | Glycerol tristearate / Tristearin / Stearin |
Glycerol trioctadecanoate / Octadecanoic acid 1,2,3-propanetriyl ester |
NAG5016 | Nobuo Ueta |
C57H110O6 | 891.480 | d4 0.862 |
h 80 1.4385 |
Insol in cold ethylalchol, sol in hot ethylalchol and oher organic solvents. |
Present in many animal fats, and in many vegetable fats after complete hydrogenetion.(Ref. 5036) |
Prepared from stearic acid and glycerol in the presence of Al2O3. (Ref. 5092) |
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301 | Triparinarin |
Glycerol tri-9,11,13,15-octadecatetraenoate |
NAG5017 | Nobuo Ueta |
C57H86O6 | 867.289 | 4950C. (Ref. 5158) |
Consist. of Parinarium laurinium seed oil.(Ref. 5045) |
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302 | No image | Glycerol trilinolenate / Trilinolenin / Linolenin |
Glycerol tri-9,12,15-octadecatrienoate(9Z,12Z,15Z)-form |
NAG5018 | Nobuo Ueta |
C57H92O6 | 873.337 | Oil. -24.2C. (Ref. 5158) |
Prepared by acylation of glycerol with linoleoyl chloride. (Ref. 5092) |
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303 | Tripetroselaidin / Tripetroselin |
Glycerol tri-6-octadecenoate (all-E)-form / 6-Octadecenoic acid 1,2,3-propanetriyl ester |
NAG5019 | Nobuo Ueta |
C57H104O6 | 885.432 | 52C. Exhibits polymorphism. (Ref. 5158) |
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304 | Tripetroselinin / Tripetroselin |
Glycerol tri-6-octadecenoate (all-Z)-form / 6-Octadecenoic acid 1,2,3-propanetriyl ester |
NAG5020 | Nobuo Ueta |
C57H104O6 | 885.432 | 28C. Exhibits polymorphism. (Ref. 5158) |
Consist. of some Umbelliferae seed oils, e.g.Petroselinum spp.(Ref. 5158) |
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305 | Glycerol trioleate / Trioleoylglycerol / Triolein / Olein |
Glycerol tri-9-octadecenoate(Z,Z,Z)-form / 9-Octadecenoic acid 1,2,3-propanetriyl ester |
NAG5021 | Nobuo Ueta |
C57H104O6 | 885.432 | Suppresses endothelin-3-induced NO synthesis in human endothelial cells by inhibiting cytosolic Ca2+ elevation.(Ref. 5085) |
235240C |
d 0.915 |
h 1.4561 / h 1.4676 |
Consist. of olive oil ( 6723%) and other vegetable oils.(Ref. 5036) |
Prepared by acylation of glycerol with octadecenoyl chloride.(Ref. 5092) |
Lymphatic transport of oleic acid given as trioleoyl glycerol is faster than that of eicosapentaenoic and docosahexaenoic acids given as trieicosapentaenoyl glycerl and tridocosahexaenoyl glycerol.(Ref. 5057) The absorption of radiolabelled tri-gamma-linolenin is 1.3- to 2-fold more potently inhibited by orlistat, a selective inhibitor of gastrointestinal lipases, than that of triolein.(Ref. 5105) |
In rat pups ingesting triolein elevates the intestinal apo A-IV mRNA abundance.(Ref. 5089) |
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306 | Glycerol trielaidate / Trielaidin |
Glycerol tri-9-octadecenoate (E,E,E)-form |
NAG5022 | Nobuo Ueta |
C57H104O6 | 885.432 | |||||||||||||||||||||||
307 | Trilignocerin |
Glycerol tritetracosanoate / Tetracosanoic acid 1,2,3-propenetriyl ester |
NAG5023 | Nobuo Ueta |
C75H146O6 | 1143.958 | Cryst.(hexane). 86C. Exhibits polymorphism. |
Prepared by acylation of glycerol with tetracosanoyl chloride.(Ref. 5092) |
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308 | Glycerol trimyristate / Trimyristin / Myristin |
Glycerol tritetradecanoate |
NAG5024 | Nobuo Ueta |
C45H86O6 | 723.161 | Dietary trimyristin alters the production of specific proteins that may be involved in macrophage activation.(Ref. 5104) |
Constit. of nutmegs, myrica carolinensis, coconut and other seed fats rich in myristic acid.(Ref. 5036) |
Prepared by acylation of glycerol with miristoyl chloride.(Ref. 5092) |
The trimyristin-rich diets produces aconcentration-dependent increase in total plasma cholesterol which is a result of significant increase in both VLDL and HDL levels.(Ref. 5126) |
Trimyristin enriched diets significantly elevates MTP(hepatic microsomal triglyceride transfer protein) mRNA relative to diets enriched in triolein and trilinolein.(Ref. 5117) |
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309 | Tritridecanoin,8CI |
Glycerol tritridecanoate |
NAG5025 | Nobuo Ueta |
C42H80O6 | 681.081 | Solid face at ordinary temp. Cryst. (hexane). 44.5C. Exhibits polymorphism. (Ref. 5012) |
Prepared by acylation of glycerol with tridecanoyl chloride.(Ref. 5092) |
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310 | Triundecanoin |
Glycerol triundecanoate |
NAG5026 | Nobuo Ueta |
C36H68O6 | 596.922 | Prepared by acylation of glycerol with undecanoyl chloride.(Ref. 5092) |
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311 | a,b-Dioleomyristin |
Glycerol 1-tetradecanoate 2,3-di-9-octadecenoate ()-(all-Z)-form / 9-Octadecenoic acid 1-[ [(1-oxotetradecyl)oxy]methyl]-1,2-ethanediyl ester |
NAG5027 | Nobuo Ueta |
C53H98O6 | 831.342 | Cryst. (Diethylether at -20C). 1213.(Ref. 5159) |
Prepared by acylattion of 1-myristoyl glycerol with oleoyl chloride. The reaction is monitored by TLC and, if necessary, small amounts of additional pyridine and oleoyl chloride are added to ensure completion of acylation. Maximum yields are obtained by using a 50% molar excess of pyridine and oleoyl chloride. The product is purified by crystallization and columnchromatography. (Ref. 5098)/(Ref. 5050) |
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312 | a,b-Dielaidiomyristin |
Glycerol-tetradecanoate 2,3-di-9-octadecenoate ()-(all-E)-form / 9-Octadecenoic acid 1-[ [(1-oxotetradecyl)oxy]methyl]-1,2-ethanediyl ester |
NAG5028 | Nobuo Ueta |
C53H98O6 | 831.342 | Cryst.( Pet.eher or Ethanol ). 40C. (Ref. 5159) |
Prepared by acylation of 1-myristoyl glycerol with oleoyl chloride. The reaction is monitored by TLC and , if necessary, small amounts of additional pyridine and oleoyl chloride are added to ensure completion of acylation. Maximum yields are obtained by using a 50% molar excess of pyridine and oleoyl chloride. The product is purified by crystallization and columnchromatography.(Ref. 5098)/(Ref. 5050) |
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313 | Tricaprin / Caprin |
Glycerol tridecanoate / Decanoic acid 1,2,3-propanetriyl ester |
NAG5029 | Nobuo Ueta |
C33H62O6 | 554.842 | Prepared by acylation of glycerol with caprinoyl chloride.(Ref. 5092) |
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314 | Tribehenin / Glyceryl behenate |
Glycerol tridocosanoate / Docosanoic acid 1,2,3-propanetriyl ester |
NAG5030 | Nobuo Ueta |
C69H134O6 | 1059.799 | Cryst.(Hexane). 82.5C Exhibits polymorphism. (Ref. 5012) |
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315 | a,b-Dilinoleomyristin |
Glycerol 1-tetradecanoate 2,3-di-9,12-octadecadienoate()-(all-Z)-form |
NAG5031 | Nobuo Ueta |
C53H94O6 | 827.310 | Oil. -9-8C. (Ref. 5159) |
Prepared by 3 days-acylation of 1-myristoyl glycerol with linoleyl chloride. The reaction is monitored by TLC and , if necessary, small amounts of additional pyridine and linoleyl chloride are added to ensure completion of acylation. Maximum yields are obtained by using a 50% molar excess of pyridine and linoleyl chloride. The product is purified by crystallization and columnchromatography.(Ref. 5098) |
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316 | b-Monomyristin / Glycerol 2-myristate / 2-Monomyristin |
Glycerol 2-tetradecanoate |
NAG5032 | Nobuo Ueta |
C17H34O4 | 302.449 | Has moderate biological activities in the brine shrimp lethality test and against renal (A-498) and pancreatic (PACA-2) human tumor cells.(Ref. 5070) |
Cryst. (Pet.ether). 6061C. 1,3-Benzylidene:62C. (Ref. 5159) |
h 1.44420 |
P-[0H] 2.2 P-[H2O] 1.0 P-[CH2OH] 15 Acyl CH3(CH2)nCO 82 CH2(CH2)nCO 6.6 Acid CH3(CH2)nCOOH 15 Acid+H 29 Methyl ester 8.9 Monoacetin 44 C3H7 100 -CH2CH2CH=CH2 70 -CH2CHCH=CHCH=CH2 10 -CH=CHCH=CHCH=CH2 2.9 m/e=98 75(Ref. 5086) |
The starting material for this synthesis is 1,3-benzylideneglycerol. (Prepared by condensing benzaldehyde with glycerol, using p-toluenesulfonic acid as the catalyst.) In this compound, only the free 2-hydroxyl is available for acylation. Acylation is carried out with myristic acid, and the blocking group is removed by treatment with boric acid and water. The presence of boric acid inhibits isomerization to the more stable 1-monoacylglycerol. The product is purified by crystallization and a boric acid TLC system. If only a small amount of this product is required, it is more convenient to hydrolyse trimyristin with pancreatic lipase. This enzyme is specific for the 1 and 3 positions and thus yields 2-monomyristin. By keeping the incubation times short(e.g. 5min), acyl migration is minimized. (Ref. 5094)/(Ref. 5050) |
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317 | 1-Monomyristin / a-Monomyristin / Glycerol 1-myristate |
Glycerol 1-tetradecanoate()-form / 2,3-Dihydroxypropyl tetradecanoate |
NAG5033 | Nobuo Ueta |
C17H34O4 | 302.449 | Has moderate biological activities in the brine shrimp lethality test and against renal (A-498) and pancreatic (PACA-2) human tumor cells.(Ref. 5070) |
7071C. (Ref. 5159) |
P-[0H] 3.2 P-[H2O] 14 P-[CH2OH] 14 Acyl CH3(CH2)nCO 96 CH2(CH2)nCO 7.0 Acid CH3(CH2)nCOOH 13 Acid+H 27 Methyl ester 7.5 Monoacetin 43 C3H7 100 -CH2CH2CH=CH2 73 -CH2CHCH=CHCH=CH2 11 -CH=CHCH=CHCH=CH2 2.7 m/e=98 77(Ref. 5086) |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with tetradecanoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization and other methods.(Ref. 5093)/(Ref. 5027) Can also be prepared using glycidol.(Ref. 5112) |
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318 | a-Oleo-b-stearin |
Glycerol 1-(9-octadecenoate)2-octadecanoate()-(Z)-form / 9-Octadecenoic acid |
NAG5034 | Nobuo Ueta |
C39H74O5 | 623.002 | 1920C. |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127) Can also be prepared using glycidol.(Ref. 5112) |
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319 | a-Elaido-a'-stearin |
Glycerol 1-(9-octadecenoate) 3-octadecanoate (E)-form / 9-Octadecenoic acid 2-hydroxy-3-[(1-oxooctadecyl)oxy] propyl ester |
NAG5035 | Nobuo Ueta |
C39H74O5 | 623.002 | Cryst.(Eher or Ethanol). Exhibits polymorphism. 65.566C. (Ref. 5156) |
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320 | a-Oleo-a'-stearin |
Glycerol 1-(9-octadecenoate) 3-octadecanoate ()-(Z)-form / 9-Octadecenoic acid 2-hydroxy-3-[(1-oxooctadecyl)oxy] propyl ester |
NAG5036 | Nobuo Ueta |
C39H74O5 | 623.002 | Cryst.(Acetone). 4849C. Exhibits polymorphism. (Ref. 5156) |
1-monooctadecenoyl glycerol is acylated with octadecanoyl chloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4hours and then checked for completeness by TLC. If needed, small quantities of pyridine and octadecanoyl chloride are added until the unreacted 1-monooctadecenoyl glycerol essentially disappears.(Ref. 5007)/(Ref. 5096) |
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321 | a-Oleo-b-stearopalmitin |
Glycerol 1-(9-octadecenoate) 2-octadecanoate 3-hexadecanoate()-(Z)-form / 9-Octadecenoic acid 3- [(1-oxohexadecyl) oxy] -2- [(1-oxooctadecyl) oxy] propyl ester |
NAG5037 | Nobuo Ueta |
C55H104O6 | 861.411 | Cryst. 4141.5C. Exhibits polymorphism. (Ref. 5156) |
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322 | 2-Caprylooleomyristin / a-Oleo-b-caprylo-a'-myristin |
Glycerol 1-(9-octadecenoate) 2-octanoate 3-tetradecanoate / 2-Caprylooleomyristin |
NAG5038 | Nobuo Ueta |
C43H80O6 | 693.092 | Cryst. 14.8C. (Ref. 5156) |
Isol. from palm kernel oil.(Ref. 5156) |
Prepared by acylattion of 1-oleoyl-3-myristoyl glycerol with caproyl chloride.(Ref. 5099) |
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323 | a-Oleo-a'-myristin |
Glycerol 1-(9-octadecenoate) 3-tetradecanoate ()-(Z)-form |
NAG5039 | Nobuo Ueta |
C35H66O5 | 566.896 | Cryst.(Ether/Ethanol). 41C. (Ref. 5156) |
1-monooctadecenoyl glycerol is acylated with tetradecanoyl chloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4hours and then checked for completeness by TLC. If needed, small quantities of pyridine and octadecanoyl chloride are added until the unreacted 1-monooctadecenoyl glycerol essentially disappears. (Ref. 5096) |
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324 | 2-Linoleoyl-3-oleoyl-sn-glycerol |
Glycerol 1-(9-octadecenoate) 2-(9,12-octadecadienoate) (R)-(all-Z)-form |
NAG5040 | Nobuo Ueta |
C39H70O5 | 618.970 | Oil. (Ref. 5160) |
[a] -2.6. (Ref. 5160) |
There are several procedures. (Ref. 5015)/(Ref. 5101) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed. (Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
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325 | a-Oleo-b-linolein |
Glycerol 1-(9-octadecenoate) 2-(9,12-octadecadienoate) ()-(all-Z)-form |
NAG5041 | Nobuo Ueta |
C39H70O5 | 618.970 | Oil. (Ref. 5160) |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127)/(Ref. 5014) Can also be prepared using glycidol.(Ref. 5112) |
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326 | a-Oleo-b-linoleopalmitin |
Glycerol 1-(9-octadecenoate) 2-(9,12-octadecadienoate) 3-hexadecanoate()-(all-Z)-form / 9,12-Octadecadienoic acid 1-[ [(1-oxohexadecyl)0xy]methyl]-2-[(1-oxo-9-oxtadecenyl)oxy]ethyl ester |
NAG5042 | Nobuo Ueta |
C55H100O6 | 857.379 | 1314C. (Ref. 5160) |
Present in many plant oils and animal fats. |
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327 | a-Oleo-b-linoleostearin |
Glycerol 1-(9-octadecenoate) 2-(9,12-octadecadienoate) 3-octadecanoate (all-Z)-form / 9,12-Octadecadienoic acid 1-[ [(1-oxo-9-octadecenyl)oxy]methyl]-2-[(1-oxooctadecyl)oxy]ethyl ester |
NAG5043 | Nobuo Ueta |
C57H104O6 | 885.432 | 8.59C/1414.5C. (Ref. 5160) |
Widespread occurrence in animals and plants. |
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328 | 1-Stearoyl-2-oleoyl-sn-glycerol |
Glycerol 1-octadecanoate 2-(9-octadecenoate) (S)-(Z)-form / 9-Octadecenoic acid 1-(hydroxymethyl)-2-[(1-oxooctadecyl)oxy]ethyl ester |
NAG5044 | Nobuo Ueta |
C39H74O5 | 623.002 | bform 54C. |
h 1.44690 |
[a] D-2.8(c,9.2 in CHCl3).(Ref. 5161) |
There are several procedures.(Ref. 5018)/(Ref. 5028)/(Ref. 5101) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed.(Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
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329 | a-Stearo-b-olein |
Glycerol 1-octadecanoate 2-(9-octadecenoate) ()-(Z)-form / 9-Octadecenoic acid 1-(hydroxymethyl)-2-[(1-oxooctadecyl)oxy]ethyl ester |
NAG5045 | Nobuo Ueta |
C39H74O5 | 623.002 | 39.540C.(Ref. 5161) |
Obtained by treating glycerophospholipids with phospholipaseC. |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127)/(Ref. 5018)/(Ref. 5028)Can also be prepared using glycidol.(Ref. 5112) |
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330 | a-Stearo-b-oleoarachidin |
Glycerol 1-octadecanoate 2-(9-octadecenoate) 3-eicosanoate ()-(Z)-form / Eicosanoic acid 2-[(1-oxo-9-octadecenyl)oxy]-3-[(1-oxooctadecyl)oxy]propyl ester |
NAG5046 | Nobuo Ueta |
C59H112O6 | 917.517 | Cryst. (Acetone). 4142C.(Ref. 5161) |
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331 | a-Stearo-b-oleopalmitin |
Glycerol 1-octadecanoate 2-(9-octadecenoate) 3-hexadecanoate ()-(Z)-form / 9-Octadecenoic acid 1-[ [(oxohexadecyl)oxy]methyl]-2-[(1-oxooctadecyl)oxy]ethyl ester |
NAG5047 | Nobuo Ueta |
C55H104O6 | 861.411 | Cryst.(Methanol/Hexane). 3238C. Exhibits polymorphism.(Ref. 5161) |
Consist. of cocoa butter and confectionery fats. |
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332 | a-Stearo-a'-myristin |
Glycerol 1-octadecanoate 3-tetradecanoate ()-(Z)-form |
NAG5048 | Nobuo Ueta |
C35H68O5 | 568.911 | Cryst. (Ether/Ethanol). 66.567C.(Ref. 5161) |
1-monooctadecanoyl glycerol is acylated with tetradecanoyl chloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4hours and then checked for completeness by TLC. If needed, small quantities of pyridine and octadecanoyl chloride are added until the unreacted 1-monooctadecenoyl glycerol essentially disappears. (Ref. 5096) |
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333 | a-Stearo-b-myristopalmitin |
Glycerol 1-octadecanoate 2-tetradecanoate 3-hexadecanoate / Octadecanoic acid 3-[(1-oxohexadecyl) oxy]-2-[(1-oxotetradecyl)oxy]propyl ester |
NAG5049 | Nobuo Ueta |
C51H98O6 | 807.320 | Cryst.(Methanol). 59.5. Exhibits polymorphism.(Ref. 5161) |
10.97g/100g Diethl ether, 7.59g/100g Petroleum ether, 0.18g/100g Acetone, 0.03g/100g Ethanol (at 25C) (Ref. 5043) |
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334 | a-Monolinolenin / 1-Monolinolenin / Linolenin |
Glycerol 1-(9,12,15-octadecatrienoate)(all-Z)-form / 2,3-Dihydroxypropyl-9,12,15-octadecatrienoic acid |
NAG5050 | Nobuo Ueta |
C21H36O4 | 352.508 | Stimulates (in vitro) germination of pollen of Chrysanthemum leucanthemum.(Ref. 5162) |
Cryst. in two forms (Ethanol/Benzene at -20C). -15.7C/-13.5C.(Ref. 5162) |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with 9,12,15-octadecatrienoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization at -40C.(Ref. 5093) Can also be prepared using glycidol.(Ref. 5112) |
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335 | a-Monoelaidin |
Glycerol 1-(9-octadecenoate)()-(E)-form / 9-Octadecenoic acid 2,3-dihydroxypropyl ester |
NAG5051 | Nobuo Ueta |
C21H40O4 | 356.540 | Cryst. 58.5. Exhibits polymorphism. (Ref. 5162) |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with elaidonic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization at -25C.(Ref. 5093)/(Ref. 5065> Can also be prepared using glycidol.(Ref. 5112) |
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336 | 3-Oleoyl-sn-glycerol |
Glycerol 1-(9-octadecenoate)(R)-(Z)-form / 9-Octadecenoic acid 2,3-dihydroxypropyl ester |
NAG5052 | Nobuo Ueta |
C21H40O4 | 356.540 | Paste. (Ref. 5162) |
[a] D-3.6 (c,10 in Py). |
Synthesize from 1,2-isopropylidene-sn-glycerol. (Obtained in three steps: acetnation of D-mannitol, cleavage of the resulting 1,2,5,6-diacetone-D-mannitol with lead tetraacetate, and reduction of the isopropylidene-sn-1,2 glyceraldehyde to the glycerol derivative.) This compound is then acylated with oleoyl chloride, cleaved with boric acid, and obtained 3-oleoyl-sn-glycerol is purified by crystallization at -22C. (Ref. 5095)/(Ref. 5029)/(Ref. 5065) |
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337 | a-Monoolein / 1-Monoolein/1-Monooleate |
Glycerol 1-(9-octadecenoate)()-(Z)-form / 9-Octadecenoic acid 2,3-dihydroxypropyl ester |
NAG5053 | Nobuo Ueta |
C21H40O4 | 356.540 | Cryst. 35. Exhibits polymrphism. (Ref. 5162) |
Parent ion(P) 1.5 P-[H2O] 1.2 P-[CH2OH] 1.9 Acyl CH3(CH2)nCO 20 CH2(CH2)nCO 39 Acid CH3(CH2)nCOOH 1.4 Acid+H 0.5 Monoacetin 3.8 C3H7 56 -CH2CH2CH=CH2 100 -CH2CHCH=CHCH=CH2 4.3 -CH=CHCH=CHCH=CH2 8.4 m/e=98 46(Ref. 5086) |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with 9-octadecenoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization at -25C.(Ref. 5093)/(Ref. 5065) Can also be prepared using glycidol.(Ref. 5112) |
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338 | 2-Monoelaidin |
Glycerol 2-(9-octadecenoate)(E)-form / 2-Hydroxy-1-(hydroxymethyl)ethyl 9-octadecenoate |
NAG5054 | Nobuo Ueta |
C21H40O4 | 356.540 | 53.7. (Ref. 5162) |
Parent ion(P) 1.2 P-[H2O] 3.4 P-[CH2OH] 2.9 Acyl CH3(CH2)nCO 29 CH2(CH2)nCO 51 Acid CH3(CH2)nCOOH 1.4 Acid+H 0.6 Monoacetin 5.8 C3H7 66 -CH2CH2CH=CH2 100 -CH2CHCH=CHCH=CH2 65 -CH=CHCH=CHCH=CH2 21 m/e=98 49(Ref. 5086) |
The starting material for this synthesis is 1,3-benzylideneglycerol. (Prepared by condensing benzaldehyde with glycerol, using p-toluenesulfonic acid as the catalyst.) In this compound, only the free 2-hydroxyl is available for acylation. Acylation is carried out with elaidic acid, and the blocking group is removed by treatment with boric acid and water. The presence of boric acid inhibits isomerization to the more stable 1-monoacylglycerol. The product is purified by crystallization and a boric acid TLC system.(Ref. 5094)/(Ref. 5067)/(Ref. 5019)/(Ref. 5068) |
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339 | 2-Monoolein / b-Monoolein |
Glycerol 2-(9-octadecenoate)-(Z)-form / 2-Hydroxy-1-(hydroxymethyl)ethyl 9-octadecenoate |
NAG5055 | Nobuo Ueta |
C21H40O4 | 356.540 | 26.(Ref. 5162) |
Parent ion(P) 1.2 P-[H2O] 3.4 P-[CH2OH] 2.9 Acyl CH3(CH2)nCO 29 CH2(CH2)nCO 51 Acid CH3(CH2)nCOOH 1.4 Acid+H 0.6 Monoacetin 5.8 C3H7 66 -CH2CH2CH=CH2 100 -CH2CHCH=CHCH=CH2 65 -CH=CHCH=CHCH=CH2 21 m/e=98 49(Ref. 5086) |
The starting material for this synthesis is 1,3-benzylideneglycerol. (Prepared by condensing benzaldehyde with glycerol, using p-toluenesulfonic acid as the catalyst.) In this compound, only the free 2-hydroxyl is available for acylation. Acylation is carried out with 9-octadecenoic acid, and the blocking group is removed by treatment with boric acid and water. The presence of boric acid inhibits isomerization to the more stable 1-monoacylglycerol. The product is purified by crystallization and a boric acid TLC system.(Ref. 5094)/(Ref. 5067)/(Ref. 5019)/(Ref. 5068) |
Dynamically alters both the lipid composition and molecular mobility of lipoprotein surfaces in distinct ways.(Ref. 5121) |
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340 | a-Oleo-b-palmitostearin |
Glycerol 1-(9-octadecenoate) 2-hexadecanoate 3-octadecanoate()-(Z)-form / 9-Octadecenoic acid 2-[(1-oxohexadecyl)oxy]-3-[(1-oxooctadecyl9oxy]propyl ester |
NAG5056 | Nobuo Ueta |
C55H104O6 | 861.411 | Cryst. 4041.(Ref. 5162) |
Isol. from cocoa butter.(Ref. 5162) |
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341 | a-Oleo-b-palmitolaurin |
Glycerol-1-(9-octadecenoate) 2-hexadecanoate 3-dodecanoate()-(Z)-form |
NAG5057 | Nobuo Ueta |
C49H92O6 | 777.251 | Cryst. (Acetone/Pet.ether). 29.5.(Ref. 5162) |
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342 | 1-Oleoyl-3-palmitoyl-sn-glycerol |
Glycerol 1-(9-octadecenoate) 3-hexadecanoate (S)-(Z)-form / 9-Octadecenoic acid 2-hydroxy-3-[(1-oxohexadecyl)oxy] propyl ester |
NAG5058 | Nobuo Ueta |
C37H70O5 | 594.949 | Cryst. (Acetone). 4546/48.549.(Ref. 5162) |
There are several procedures. (Ref. 5008)/(Ref. 5069)/(Ref. 5100) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed. (Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
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343 | a-Oleo-a'-palmitin |
Glycerol 1-(9-octadecenoate) 3-hexadecanoate ()-(Z)-form / 9-Octadecenoic acid 2-hydroxy-3-[(1-oxohexadecyl)oxy] propyl ester |
NAG5059 | Nobuo Ueta |
C37H70O5 | 594.949 | Cryst. (Ethanol/Pet.ether). 44.545. (Ref. 5162) |
1-monooctadecenoyl glycerol is acylated with palmitoyl chloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4hours and then checked for completeness by TLC. If needed, small quantities of pyridine and octadecanoyl chloride are added until the unreacted 1-monooctadecenoyl glycerol essentially disappears.(Ref. 5008)/(Ref. 5069)/(Ref. 5096) |
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344 | 3-Oleoyl-2-palmitoyl-sn-glycerol |
Glycerol 1-(9-octadecenoate)2-hexadecanoate (R)-(Z)-form / 9-Octadecenoic acid 3-hydroxy-2-[(1-oxohexadecyl)oxy] propyl ester |
NAG5060 | Nobuo Ueta |
C37H70O5 | 594.949 | Oil.(Ref. 5162) |
There are several procedures. (Ref. 5030)/(Ref. 5101)/(Ref. 5034) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed. (Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
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345 | a-Oleo-a'-laurin |
Glycerol 1-(9-octadecenoate) 3-dodecanoate ()-(Z)-Form |
NAG5061 | Nobuo Ueta |
C33H62O5 | 538.842 | Cryst. (Ether/Ethanol). 32.(Ref. 5162) |
1-monooctadecenoyl glycerol is acylated with lauryl chloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4hours and then checked for completeness by TLC. If needed, small quantities of pyridine and octadecanoyl chloride are added until the unreacted 1-monooctadecenoyl glycerol essentially disappears.(Ref. 5096)/(Ref. 5069) |
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346 | a-Stearo-b-linoleopalmitin |
Glycerol- 1-octadecanoate 2-(9,12-octadecadienoate) 3-hexadecanoate / 9,12-Octadecandienoic acid 1-[ [(1-oxohexadecyl)oxy]methyl]-2-[ [(1-oxooctadecyl)oxy]ethyl] ester |
NAG5062 | Nobuo Ueta |
C55H102O6 | 859.395 | Widespread occurrence in animals and plants. |
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347 | 1-stearoyl-2-linoleoyl-sn-glycerol |
Glycerol 1-octadecanoate 2-(9,12-octadecadienoate)(S)-(Z,Z)-form / 9,12-Octadecadienoic acid 1-(hydroxymethyl)-2-[(1-oxooctadecyl)oxy]ethyl ester |
NAG5063 | Nobuo Ueta |
C39H72O5 | 620.986 | Oil. 17.5.(Ref. 5163) |
Obtained by treating glycerophospholipids with phospholipaseC. An intermediate in the synthesis and hydrolysis of triacylglycerols. |
There are several procedures. (Ref. 5101) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed. (Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
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348 | a-Stearo-b-linolein |
Glycerol 1-octadecanoate 2-(9,12-octadecadienoate) ()-(Z,Z)-form / 9,12-Octadecadienoic acid 1-(hydroxymethyl)-2-[81-oxooctadecyl) oxy] ethyl ester |
NAG5064 | Nobuo Ueta |
C39H72O5 | 620.986 | Oil. 13.5.(Ref. 5163) |
Obtained by treating glycerophospholipids with phospholipaseC. An intermediate in the synthesis and hydrolysis of triacylglycerols. |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127)/(Ref. 5020) Can also be prepared using glycidol.(Ref. 5112) |
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349 | a-Stearo-b-palmitomyristin |
Glycerol 1-octadecanoate 2-hexadecanoate 3-tetradecanoate / Octadecanoic acid 2-[(1-oxohexadecyl)oxy]-3-[(1-oxotetradecyl)oxy]propyl ester |
NAG5065 | Nobuo Ueta |
C51H98O6 | 807.320 | Cryst. (Acetone). 56. Exhibits polymorphism.(Ref. 5163) |
11.03g/100g Diethl ether, 5.46g/100g Petroleum ether, 0.18g/100g Acetone, 0.03g/100g Ethanol (at 25C) (Ref. 5043) |
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350 | a-Stearo-b-caprolaurin |
Glycerol 1-octadecenoate2-decanoate 3-dodecanoate |
NAG5066 | Nobuo Ueta |
C43H82O6 | 695.108 | Cryst. (Acetone). 41.8. Exhibits polymorphism.(Ref. 5164) |
192.13g/100g Diethl ether, 179.56/100g Petroleum ether, 13.49g/100g Acetone, 0.39g/100g Ethanol (at 25C) (Ref. 5043) |
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351 | a-stearo-b-capromyristin |
Glycerol 1-octadecanoate 2-decanoate 3-tetradecanoate ()-form |
NAG5067 | Nobuo Ueta |
C45H86O6 | 723.161 | Cryst. (Acetone). 52.5. Exhibits polymorphism.(Ref. 5164) |
53.75g/100g Diethl ether, 37.03g/100g Petroleum ether, 1.96g/100g Acetone, 0.08g/100g Ethanol (at 25C) (Ref. 5043) |
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352 | a-Stearo-a'-laurin |
Glycerol 1-octadecanoate 3-dodecanoate ()-form |
NAG5068 | Nobuo Ueta |
C33H64O5 | 540.858 | Cryst. 62.0.(Ref. 5164) |
1-monooctadecanoyl glycerol is acylated with lauryl chloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4hours and then checked for completeness by TLC. If needed, small quantities of pyridine and octadecanoyl chloride are added until the unreacted 1-monooctadecenoyl glycerol essentially disappears.(Ref. 5096) |
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353 | a-Stearo-b-lauropalmitin |
Glycerol 1-octadecanoate 2-dodecanoate 3-hexadecanoate ()-form |
NAG5069 | Nobuo Ueta |
C49H94O6 | 779.267 | Cryst. (Acetone). 57.5. Exhibits polymorphism.(Ref. 5164) |
16.49g/100g Diethl ether, 9.49g/100g Petroleum ether, 0.31g/100g Acetone, 0.03g/100g Ethanol (at 25C) (Ref. 5043) |
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354 | a-Stearo-b-palmitin |
Glycerol 1-octadecanoate 2-hexadecanoate ()-form |
NAG5070 | Nobuo Ueta |
C37H72O5 | 596.965 | Cryst.(hexane). 69-71.(Ref. 5164) |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127)/(Ref. 5031) Can also be prepared using glycidol.(Ref. 5112) |
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355 | 1-Stearoyl-3-palmitoyl-sn-glycerol |
Glycerol 1-octadecanoate 3-hexadecanoate / Octadecanoic acid 2-hydroxy-3-[(1-oxohexadecyl)oxy]propyl ester (S)-form |
NAG5071 | Nobuo Ueta |
C37H72O5 | 596.965 | Cryst.(Acetone). 74-75.(Ref. 5164) |
There are several procedures. (Ref. 5007)/(Ref. 5008)/(Ref. 5101) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed.(Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
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356 | a-Stearoyl-a'-palmitin |
Glycerol 1-octadecanoate 3-hexadecanoate ()-form |
NAG5072 | Nobuo Ueta |
C37H72O5 | 596.965 | Crist.(Acetone). 71.(Ref. 5164) |
1-monooctadecanoyl glycerol is acylated with palmitoyl chloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4hours and then checked for completeness by TLC. If needed, small quantities of pyridine and octadecanoyl chloride are added until the unreacted 1-monooctadecenoyl glycerol essentially disappears.(Ref. 5007)/(Ref. 5008)/(Ref. 5096) |
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357 | 3-Butyryl-2-palmitoyl-1-stearoyl-sn-glycerol |
Glycerol 1-octanoate 2-hexadecanoate 3-butanoate(S)-form / Octadecanoic acid 3-(1-oxobutoxy)-2-[(1-oxohexadecyl)oxy]propyl ester |
NAG5073 | Nobuo Ueta |
C41H78O6 | 667.054 | Cryst.(Acetone). 49.(Ref. 5164) |
Mixed-triacid triacyl-sn-glycerols have been made by Lok et al.(Ref. 5008) using 1,3-diacyl-sn-glycerols. By the use of appropriate mixed-acid 1,2-, 2,3- and 1,3-diacyl-sn-glycerols, all varieties of stereospecifically substituted triacyl-sn-glycerols can be prepared. (Ref. 5090)Can also be obtained from glycidol. (Ref. 5091) |
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358 | a-Stearo-b-palmitobutyrin |
Glycerol 1-octanoate 2-hexadecanoate 3-butanoate ()-form / Octadecanoic acid 3-(1-oxobutoxy)-2-[(1-oxohexadecyl)oxy]propyl ester |
NAG5074 | Nobuo Ueta |
C41H78O6 | 667.054 | Crisr.(Benzene/Etanol). 47.5-48.(Ref. 5164) |
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359 | a-Stearo-b-palmitolaurin |
Glycerol 1-octadecanoate 2-hexadecanoate 3-dodecanoate ()-form |
NAG5075 | Nobuo Ueta |
C49H94O6 | 779.267 | Cryst.(Acetone). 52. Exhibits polymorphism.(Ref. 5164) |
72.63/100g Diethl ether, 58.88g/100g Petroleum ether, 1.47g/100g Acetone, 0.06g/100g Ethanol (at 25C) (Ref. 5043) |
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360 | 2-Butyl-3-palmitoyl-1-stearoyl-sn-glycerol |
Glycerol 1-octadecanoate 2-butanoate 3-hexadecanoate(S)-form / Octadecanoic acid 2-(1-oxobutoxy)-3-[(1-oxohexadecyl)oxy]propyl ester |
NAG5076 | Nobuo Ueta |
C41H78O6 | 667.054 | Cryst.(Acetone). 49.(Ref. 5165) |
Mixed-triacid triacyl-sn-glycerols have been made by Lok et al.(Ref. 5008) using 1,3-diacyl-sn-glycerols. By the use of appropriate mixed-acid 1,2-, 2,3- and 1,3-diacyl-sn-glycerols, all varieties of stereospecifically substituted triacyl-sn-glycerols can be prepared. (Ref. 5090)Can also be obtained from glycidol. (Ref. 5091) |
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361 | a-Stearo-b-butyropalmitin |
Glycerol 1-octadecanoate 2-butanoate 3-hexadecanoate ()-form |
NAG5077 | Nobuo Ueta |
C41H78O6 | 667.054 | Cryst.(Benzene/Ethanol). 45.5-46.(Ref. 5165) |
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362 | b-Monostearin / Glycerol 2-stearate |
Glycerol 2-octadecanoate / Octadecanoic acid 2-hydroxy-1-(hydroxymethyl)ethyl ester |
NAG5078 | Nobuo Ueta |
C21H42O4 | 358.556 | Cryst.(pet.ethew). 74 1,3-Benzylidene: 69.(Ref. 5165) |
h 1.44770 |
Parent ion(P) 1.2 P-[0H] 0.9 P-[H2O] 1.5 P-[CH2OH] 7.5 Acyl CH3(CH2)nCO 43 CH2(CH2)nCO 10 Acid CH3(CH2)nCOOH 25 Acid+H 16 Methyl ester 5.3 Monoacetin 35 C3H7 100 -CH2CH2CH=CH2 71 -CH2CHCH=CHCH=CH2 12 -CH=CHCH=CHCH=CH2 3.2 m/e=98 71(Ref. 5086) |
Obtainable of intermediate by treating lard with pancreatic lipase. |
The starting material for this synthesis is 1,3-benzylideneglycerol. (Prepared by condensing benzaldehyde with glycerol, using p-toluenesulfonic acid as the catalyst.) In this compound, only the free 2-hydroxyl is available for acylation. Acylation is carried out with stearic acid, and the blocking group is removed by treatment with boric acid and water. The presence of boric acid inhibits isomerization to the more stable 1-monoacylglycerol. The product is purified by crystallization and a boric acid TLC system. If only a small amount of this product is required, it is more convenient to hydrolyse tristearin with pancreatic lipase. This enzyme is specific for the 1 and 3 positions and thus yields 2-monostearin. By keeping the incubation times short(e.g. 5min), acyl migration is minimized. (Ref. 5094)/(Ref. 5050) |
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363 | a-Monostearin / Glycerol 1-stearate / 1-O-stearoylglycerol/1-Monostearin |
Glycerol 1-ctadecanoate ()-form / Octadecanoic acid 2,3-dihydroxypropyl ester |
NAG5079 | Nobuo Ueta |
C21H42O4 | 358.556 | Parent ion(P) 0.7 P-[0H] 1.6 P-[H2O] 1.4 P-[CH2OH] 7.2 Acyl CH3(CH2)nCO 40 CH2(CH2)nCO 9.1 Acid CH3(CH2)nCOOH 51 Acid+H 21 Methyl ester 5.4 Monoacetin 31 C3H7 100 -CH2CH2CH=CH2 83 -CH2CHCH=CHCH=CH2 15 -CH=CHCH=CHCH=CH2 4.6 m/e=98 71(Ref. 5086) |
Obtainable by filtrate of liquid culture medium of penicillin (actinomyces).(Ref. 5076) |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with stearic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization at -25C.(Ref. 5093)/(Ref. 5011) Can also be prepared using glycidol.(Ref. 5112) |
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364 | 3-Stearoyl-sn-glycerol |
Glycerol 1-octadecanoate(R)-form / Octadecanoic acid 2,3-dihydroxypropyl ester |
NAG5080 | Nobuo Ueta |
C21H42O4 | 358.556 | -34.1(Ethanol). (Ref. 5009) |
Parent ion(P) 0.7 P-[0H] 1.6 P-[H2O] 1.4 P-[CH2OH] 7.2 Acyl CH3(CH2)nCO 40 CH2(CH2)nCO 9.1 Acid CH3(CH2)nCOOH 51 Acid+H 21 Methyl ester 5.4 Monoacetin 31 C3H7 100 -CH2CH2CH=CH2 83 -CH2CHCH=CHCH=CH2 15 -CH=CHCH=CHCH=CH2 4.6 m/e=98 71(Ref. 5086) |
Isol. from cultures of Penicillium sp.(Ref. 5076) |
Synthesize from 1,2-isopropylidene-sn-glycerol. (Obtained in three steps: acetnation of D-mannitol, cleavage of the resulting 1,2,5,6-diacetone-D-mannitol with lead tetraacetate, and reduction of the isopropylidene-sn-1,2 glyceraldehyde to the glycerol derivative.) This compound is then acylated with stearoyl chloride, cleaved with boric acid, and obtained 3-stearoyl-sn-glycerol is purified by crystallization. (Ref. 5095) |
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365 | a-Linoleo-b-oleostearin |
Glycerol 1-(9,12-octadecadienoate) 2-(9-octadecenoate) 3-octadecanoate(all-Z)-form / |
NAG5081 | Nobuo Ueta |
C57H104O6 | 885.432 | -17 to -15, -4 to -2.(Ref. 5165) |
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366 | a-Linoleo-b-oleopalmitin |
Glycerol 1-(9,12-octadecadienoate)2-(9-octadecenoate) 3-hexadecanoate()-(all-Z)-form / 9,12-Octadecadienoic acid 3-[(1-oxohexadecyl)oxy]-2-[(1-oxo-9-octadecenyl)oxy]propyl ester |
NAG5082 | Nobuo Ueta |
C55H100O6 | 857.379 | 13-13.5. Exhibits polymorphism.(Ref. 5165) |
Widely distributed on aimals oil and plants oil. |
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367 | a-Linoleo-a'-olein |
Glycerol 1-(9,12-octadecadienoate) 3-(9-octadecenoate) ()-(all Z)-form |
NAG5083 | Nobuo Ueta |
C39H70O5 | 618.970 | Oil.(Ref. 5165) |
1-monooctadecadienoyl glycerol is acylated with octadecanoyl chloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4hours and then checked for completeness by TLC. If needed, small quantities of pyridine and octadecanoyl chloride are added until the unreacted 1-monooctadecenoyl glycerol essentially disappears.(Ref. 5021)/(Ref. 5096) |
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368 | 2-Oleoyl-3-linoleoyl-sn-glycerol |
Glycerol 1-(9,12-octadecadienoate) 2-(9-octadecenoate)(R)-(all-Z)-form / 9,12-Octadecadienoic acid 3-hydroxy-2-[(1-oxo-9-octadecenyl)oxy]propyl ester |
NAG5084 | Nobuo Ueta |
C39H70O5 | 618.970 | Oil.(Ref. 5165) |
[a] -4.47.(Ref. 5165) |
There are several procedures.(Ref. 5022)/(Ref. 5101) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed. (Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
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369 | Tribrassidin |
Glycerol tri-13-docosenoate(all-E)-form / 13-Docosenoic acid 1,2,3-propanetriyl ester |
NAG5085 | Nobuo Ueta |
C69H128O6 | 1053.751 | 58C. Exhibits polymorphism.(Ref. 5155) |
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370 | Trierucin |
Glycerol tri-13-docosenoate / 13-Docosenoic acid 1,2,3-propanetriyl ester (all-Z)-form |
NAG5086 | Nobuo Ueta |
C69H128O6 | 1053.751 | Widespread in seed oils.(Ref. 5155) |
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371 | a-Linoleo-a'-palmitin |
Glycerol 1-(9,12-octadecadienoate) 3-hexadecanoate()-(all-Z)-form / 9,12-Octadecadienoic acid 2-hydroxy-3[(1-oxohexadecyl)oxy]propyl ester |
NAG5087 | Nobuo Ueta |
C37H68O5 | 592.933 | Cryst. 27-28.C(Ref. 5157) |
1-monooctadecadienoyl glycerol is acylated with palmitoyl chloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4hours and then checked for completeness by TLC. If needed, small quantities of pyridine and octadecanoyl chloride are added until the unreacted 1-monooctadecenoyl glycerol essentially disappears.(Ref. 5021)/(Ref. 5096) Can also be prepared using glycidol.(Ref. 5112) |
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372 | a-Linoleo-b-palmitostearin |
Glycerol 1-(9,12-octadecadienoate) 2-hexadecanoate 3-octadecanoate ()-(all-Z)-form |
NAG5088 | Nobuo Ueta |
C55H102O6 | 859.395 | Cryst. 34-34.5.C(Ref. 5157) |
Consist. of corn oil.(Ref. 5032) |
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373 | 1-Monolinolein / a-Monolinolein / Linolein |
Glycerol 1-(9,12-octadecadienoate) ()-(Z,Z)-form / 2,3-Dihydoroxypropyl-9,12-octadecadienoic acid |
NAG5089 | Nobuo Ueta |
C21H38O4 | 354.524 | Stimulates germination of pollen in Chrysanthemum leucanthemum (in vitro). Inactivates African swine fever virus and inhibits its replication in Vero cells.(Ref. 5059) |
Cryst.(Benzene at -26) 14-15C.(Ref. 5166) |
Parent ion(P) 2.7 P-[0H] 1.0 P-[H2O] 1.9 P-[CH2OH] 0.6 Acyl CH3(CH2)nCO 29 CH2(CH2)nCO 55 Acid CH3(CH2)nCOOH 8.8 Acid+H 2.2 Monoacetin 3.6 C3H7 29 -CH2CH2CH=CH2 73 -CH2CHCH=CHCH=CH2 100 -CH=CHCH=CHCH=CH2 42 m/e=98 9.5(Ref. 5086) |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with 9,12-octadecadienoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization at -40C.(Ref. 5093) Can also be prepared using glycidol.(Ref. 5112) |
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374 | 1-Monolinolein / a-Monolinolein |
Glycerol 1-(9,12-octadecadienoate) (S)-(Z,Z)-form / 2,3-Dihydoroxypropyl-9,12-octadecadienoic acid |
NAG5090 | Nobuo Ueta |
C21H38O4 | 354.524 | [a] D+5.4 (c,1.16 in Methanol).(Ref. 5166) |
Parent ion(P) 2.7 P-[0H] 1.0 P-[H2O] 1.9 P-[CH2OH] 0.6 Acyl CH3(CH2)nCO 29 CH2(CH2)nCO 55 Acid CH3(CH2)nCOOH 8.8 Acid+H 2.2 Monoacetin 3.6 C3H7 29 -CH2CH2CH=CH2 73 -CH2CHCH=CHCH=CH2 100 -CH=CHCH=CHCH=CH2 42 m/e=98 9.5(Ref. 5086) |
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375 | 1-Monolinolein / a-Monolinolein |
Glycerol 1-(9,12-octadecadienoate) (R)-(Z,Z)-form / 2,3-Dihydoroxypropyl-9,12-octadecadienoic acid |
NAG5091 | Nobuo Ueta |
C21H38O4 | 354.524 | Sporogenic compd. of Sclerotinia fructicola.(Ref. 5033) |
[a] D-5.2 (c,1.56 in Methanol).(Ref. 5166) |
Parent ion(P) 2.7 P-[0H] 1.0 P-[H2O] 1.9 P-[CH2OH] 0.6 Acyl CH3(CH2)nCO 29 CH2(CH2)nCO 55 Acid CH3(CH2)nCOOH 8.8 Acid+H 2.2 Monoacetin 3.6 C3H7 29 -CH2CH2CH=CH2 73 -CH2CHCH=CHCH=CH2 100 -CH=CHCH=CHCH=CH2 42 m/e=98 9.5(Ref. 5086) |
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376 | a-Palmito-b-myristolaurin |
Glycerol 1-hexadecanoate 2-tetradecanoate 3-dodecanoate ()-form / Hexadecanoic acid 3-[(1-oxododecyl)oxy]-2-[(1-oxotetradecyl)oxy]propyl ester |
NAG5092 | Nobuo Ueta |
C45H86O6 | 723.161 | Cryst.(Acetone). 49C. Exhibits polymorphism.(Ref. 5166) |
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377 | a-Palmito-a'-myristin |
Glycerol 1-hexadecanoate 3-tetradecanoate ()-form |
NAG5093 | Nobuo Ueta |
C33H64O5 | 540.858 | Cryst.(pet.ether) 63.5-64C.(Ref. 5166) |
Obtained by the acylation of 1-monopalmitoyl glycerol with myristoylchloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4 hours and then checked for completeness by TLC. If needed, small quantities of pyridine and myristoylchloride are added until the unreacted monopalmitoyl glycerol essentially disappears. If the reaction is complete, remove the solvent and crystallize four times from hexane-ethanol(8:2,v/v) at 22C.(Ref. 5096) |
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378 | 1-Palmitoyl-2-oleoyl-sn-glycerol |
Glycerol 1-hexadecanoate 2-(9-octadecenoate) (S)-(Z)-form / 9-Octadecenoic acid 1-hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl ester |
NAG5094 | Nobuo Ueta |
C37H70O5 | 594.949 | Oil.(Ref. 5167) |
h 1.44574 |
[a] +2.5(neat).(Ref. 5167) |
There are several procedures.(Ref. 5016)/(Ref. 5019)/(Ref. 5101) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed.(Ref. 5029)/(Ref. 5090) |
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379 | a-Palmito-b-olein |
Glycerol 1-hexadecanoate 2-(9-octadecanoate) ()-(Z)-form / 9-Octadecanoic acid 1-hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl ester |
NAG5095 | Nobuo Ueta |
C37H70O5 | 594.949 | 31-32.(Ref. 5167) |
[a] +2.5(neat).(Ref. 5167) |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127)/(Ref. 5016)/(Ref. 5019) Can also be prepared using glycidol.(Ref. 5112) |
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380 | a-Palmito-b-stearomyristin |
Glycerol 1-hexadecanoate 2-octadecanoate 3-tetradecanoate ()-form / Octadecanoic acid 1-[ [(1-oxohexadecyl)oxy]methyl]-2-[(1-oxotetradecyl)oxy]ethyl ester |
NAG5096 | Nobuo Ueta |
C51H98O6 | 807.320 | Cryst.(Ethanol/Benzene). 58.5-59.(Ref. 5167) |
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381 | a-Palmito-b-stearin |
Glycerol 1-hexadecanoate 2-octadecanoate ()-form / Octadecanoic acid 1-(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl ester |
NAG5097 | Nobuo Ueta |
C37H72O5 | 596.965 | Cryst.(Hexane). 59-61C.(Ref. 5168) |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127)/(Ref. 5031) Can also be prepared using glycidol.(Ref. 5112) |
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382 | 1-Palmitoyl-2-linoleoyl-sn-glycerol |
Glycerol 1-hexadecanoate 2-(9,12-octadecadienoate)(S)-(all-Z)-form / 9,12-octadecadienoic acid 1-(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl ester |
NAG5098 | Nobuo Ueta |
C37H68O5 | 592.933 | Oil.(Ref. 5168) |
[a] +2.5(neat).(Ref. 5168) |
There are several procedures. (Ref. 5101) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed. (Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
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383 | 1,2-Distearoyl-3-palmityl-sn-glycerol |
Glycerol 1-hexadecanoate 2,3-dioctadecanoate (S)-form / Octadecanoic acid 1-[ [(1-oxohexadecyl)oxy]methyl]-1,2-ethanediyl ester |
NAG5099 | Nobuo Ueta |
C55H106O6 | 863.427 | 61C.(Ref. 5168) |
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384 | a,b-Distearopalmitin |
Glycerol 1-hexadecanoate 2,3-dioctadecanoate ()-form / Octadecanoic acid 1-[ [(1-oxohexadecyl)oxy]methyl]-1,2-ethanediyl ester |
NAG5100 | Nobuo Ueta |
C55H106O6 | 863.427 | Cryst.(Ethanol/pet.ether). 62.5C. Exihibits polymorphism.(Ref. 5168) |
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385 | a-Palmito-a'-laurin |
Glycerol 1-hexadecanoate 3-dodecanoate()-form / Hexadecanoic acid 2-hydroxy-3-[(1-oxododecyl)oxy]propyl ester |
NAG5101 | Nobuo Ueta |
C31H60O5 | 512.805 | Cryst.(Hexane). 54.5C.(Ref. 5168) |
Obtained by the acylation of 1-monopalmitoyl glycerol with lauroylchloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4 hours and then checked for completeness by TLC. If needed, small quantities of pyridine and myristoylchloride are added until the unreacted monopalmitoyl glycerol essentially disappears. If the reaction is complete, remove the solvent and crystallize four times from hexane-ethanol(8:2,v/v) at 22C.(Ref. 5096)/(Ref. 5007) |
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386 | Glycerol 1-palmitate / a-Monopalmitin |
Glycerol 1-hexadecanoate ()-form / Hexadexanoic acid 2,3-dihydroxypropyl ester |
NAG5102 | Nobuo Ueta |
C19H38O4 | 330.503 | Cryst.(pet.ether). 77C.(Ref. 5168) |
P-[0H] 1.2 P-[H2O] 1.0 P-[CH2OH] 5.5 Acyl CH3(CH2)nCO 31 CH2(CH2)nCO 4.3 Acid CH3(CH2)nCOOH 11 Acid+H 10 Methyl ester 3.8 Monoacetin 21 C3H7 100 -CH2CH2CH=CH2 62 -CH2CHCH=CHCH=CH2 8.0 -CH=CHCH=CHCH=CH2 1.8 m/e=98 44(Ref. 5086) |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with palmitic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization at 22C and other methods.(Ref. 5093) Can also be prepared using glycidol.(Ref. 5112) |
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387 | 3-Palmitoyl-sn-glycerol |
Glycerol 1-hexadecanoate(R)-form / Hexadecanoic acid 2,3-dihydroxypropyl ester |
NAG5103 | Nobuo Ueta |
C19H38O4 | 330.503 | Cryst.(pet.ether). 71-72C.(Ref. 5168) |
[a] D-4.3(c, 10 in Py).(Ref. 5168) |
P-[0H] 1.2 P-[H2O] 1.0 P-[CH2OH] 5.5 Acyl CH3(CH2)nCO 31 CH2(CH2)nCO 4.3 Acid CH3(CH2)nCOOH 11 Acid+H 10 Methyl ester 3.8 Monoacetin 21 C3H7 100 -CH2CH2CH=CH2 62 -CH2CHCH=CHCH=CH2 8.0 -CH=CHCH=CHCH=CH2 1.8 m/e=98 44(Ref. 5086) |
Synthesize from 1,2-isopropylidene-sn-glycerol. (Obtained in three steps: acetnation of D-mannitol, cleavage of the resulting 1,2,5,6-diacetone-D-mannitol with lead tetraacetate, and reduction of the isopropylidene-sn-1,2 glyceraldehyde to the glycerol derivative.) This compaund is then acylated with palmitoyl chloride, cleaved with boric acid, and obtained 3-palmitoyl-sn-glycerol is purified by crystallization at 22C and other methods. (Ref. 5095) |
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388 | b-Monopalmitin / Glycerol 2-palmitate |
Hexadecanoic acid 2-hydroxy-1-(hydroxymethyl) ethyl ester |
NAG5104 | Nobuo Ueta |
C19H38O4 | 330.503 | Cryst.(pet.ether). 69.C 1,3-Benzylidene: 63.5C.(Ref. 5168) |
h 1.44605 |
Parent ion(P) 0.8 P-[H2O] 1.8 P-[CH2OH] 4.0 Acyl CH3(CH2)nCO 37 CH2(CH2)nCO 4.1 Acid CH3(CH2)nCOOH 4.2 Acid+H 9.0 Methyl ester 2.8 Monoacetin 30 C3H7 100 -CH2CH2CH=CH2 69 -CH2CHCH=CHCH=CH2 12 -CH=CHCH=CHCH=CH2 3.2 m/e=98 44(Ref. 5086) |
The starting material for this synthesis is 1,3-benzylideneglycerol. (Prepared by condensing benzaldehyde with glycerol, using p-toluenesulfonic acid as the catalyst.) In this compound, only the free 2-hydroxyl is available for acylation. Acylation is carried out with palmitic acid, and the blocking group is removed by treatment with boric acid and water. The presence of boric acid inhibits isomerization to the more stable 1-monoacylglycerol. The product is purified by crystallization and a boric acid TLC system. If only a small amount of this product is required, it is more convenient to hydrolyse tripalmitin with pancreatic lipase. This enzyme is specific for the 1 and 3 positions and thus yields 2-monopalmitim. By keeping the incubation times short(e.g. 5min), acyl migration is minimized. (Ref. 5094)/(Ref. 5050) |
Dynamically alters both the lipid composition and molecular mobility of lipoprotein surfaces in distinct ways.(Ref. 5121) |
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389 | a,a'-palmitocaprin |
Glycerol 1-hexadecanoate 3-decanoate()-form / Hexadecanoic acid 2-hydroxy-3-[(1-oxodecyl)oxy]propyl ester |
NAG5105 | Nobuo Ueta |
C29H56O5 | 484.752 | Cryst.(Hexane). 54.5C.(Ref. 5168) |
Obtained by the acylation of 1-monopalmitoyl glycerol with caproylchloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4 hours and then checked for completeness by TLC. If needed, small quantities of pyridine and myristoylchloride are added until the unreacted monopalmitoyl glycerol essentially disappears. If the reaction is complete, remove the solvent and crystallize four times from hexane-ethanol(8:2,v/v) at 22C.(Ref. 5096)/(Ref. 5007) Can also be prepared using glycidol.(Ref. 5112) |
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390 | 1,2-Dilauroyl-3-palmitoyl-sn-glycerol |
Glycerol 1-hexadecanoate 2,3-didodecanoate (R)-form / Hexadecanoic acid 2,3-bis[(1-oxododecyl)oxy]propyl ester |
NAG5106 | Nobuo Ueta |
C43H82O6 | 695.108 | Cryst.42.5-43. (Ref. 5168) |
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391 | a,b-Dilauropalmitin |
Glycerol 1-hexadecanoate 2,3-didodecanoate ()-form / Hexadecanoic acid 2,3-bis[(1-oxododecyl)oxy]propyl ester |
NAG5107 | Nobuo Ueta |
C43H82O6 | 695.108 | Cryst.(Ethanol/Benzene). 46.5C. Exhibits polymorphism. (Ref. 5168> |
h 70 1.43965 |
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392 | 2-Myristocaprylolaurin / a-Caprylo-b-myristo-a'-laurin |
Glycerol 1-dodecanoate 2-tetradecanoate 3-octanoate |
NAG5108 | Nobuo Ueta |
C37H70O6 | 610.948 | Cryst.14.1C.(Ref. 5169) |
Isol. from coconut oil.(Ref. 5084) |
Prepared by acylattion of 1-caproyl-3-lauroyl glycerol with lmyristoyl chloride.(Ref. 5099) |
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393 | aa'-Arachidostearin |
Glycerol 1-eicosanoate 3-octadecanoate()-form / Eicosanoic acid 2-hydroxy-3-[(1-oxooctadecyl)oxy]propyl ester |
NAG5109 | Nobuo Ueta |
C41H80O5 | 653.071 | Cryst.(Acetone). 76C.(Ref. 5169) |
Obtained by the acylation of 1-monoeicosanoyl glycerol with octadecanoylchloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4 hours and then checked for completeness by TLC. If needed, small quantities of pyridine and myristoylchloride are added until the unreacted monopalmitoyl glycerol essentially disappears. If the reaction is complete, remove the solvent and crystallize four times from hexane-ethanol(8:2,v/v) at 22C.(Ref. 5096)/(Ref. 5007) |
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394 | b-Monolaurin / Glycerol 2-laurate / 2-Monolaurin |
Glycerol 2-dodecanoate / 2-Hydroxy-1-(hydroxymethyl)ethyl dodecanoate |
NAG5110 | Nobuo Ueta |
C15H30O4 | 274.396 | Has antibacterial activity in vitro against gram-positive bacteria and Helicobacter spp.(Ref. 5035)/(Ref. 5054) Inactivates chlamydia trachomatis in vitro. (Ref. 5072) Prevents detectable growth of pathogenic organisms.(Ref. 5064) Suppresses growth of vancomycin-resistant Enterococcus faecalis on plates with vancomycin and blocks the induction of vancomycin resistance, which involves a membrane-associated signal transduction mechanism, either at or before initiation of transcription. (Ref. 5061) Inhibits the production of staphylococcal toxic shock toxin-1.(Ref. 5079)/(Ref. 5066) Modulates immune cell proliferation.(Ref. 5060) Provides partial protection against glutamate toxicity in neuronal cultures.(Ref. 5062) Has moderate biological activities in the brine shrimp lethality test and against renal (A-498) and pancreatic (PACA-2) human tumor cells.(Ref. 5070) |
51C. 1,3-Benzylidine: C2H34O4 46.6C.(Ref. 5169) |
h 1.44240 |
The starting material for this synthesis is 1,3-benzylideneglycerol. (Prepared by condensing benzaldehyde with glycerol, using p-toluenesulfonic acid as the catalyst.) In this compound, only the free 2-hydroxyl is available for acylation. Acylation is carried out with lauric acid, and the blocking group is removed by treatment with boric acid and water. The presence of boric acid inhibits isomerization to the more stable 1-monoacylglycerol. The product is purified by crystallization and a boric acid TLC system. If only a small amount of this product is required, it is more convenient to hydrolyse trilaurin with pancreatic lipase. This enzyme is specific for the 1 and 3 positions and thus yields 2-monolaurin. By keeping the incubation times short(e.g. 5min), acyl migration is minimized. (Ref. 5094) |
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395 | a,a'-Arachidobehenin |
Glycerol 1-docosanoate 3-eicosanoate / Docosanoic acid 2-hydroxy-3-[(1-oxoeicosyl)oxy]propyl ester |
NAG5111 | Nobuo Ueta |
C45H88O5 | 709.177 | Cryst.(Cyclohexane). 70,5-71,5C.(Ref. 5169) |
Constit. of Flourensia cernua.(Ref. 5088) |
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396 | a,a'-Behenopalmitin |
Glycerol 1-docosanoate 3-hexadecanoate ()-form / Docosanoic acid 2-hydroxy-3-[(1-oxohexadecyl)oxy]propyl ester |
NAG5112 | Nobuo Ueta |
C41H80O5 | 653.071 | Cryst.(Acetone). 76-77C.(Ref. 5169) |
Obtained by the acylation of 1-monodocosanoyl glycerol with palmitoylchloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4 hours and then checked for completeness by TLC. If needed, small quantities of pyridine and myristoylchloride are added until the unreacted monopalmitoyl glycerol essentially disappears. If the reaction is complete, remove the solvent and crystallize four times from hexane-ethanol(8:2,v/v) at 22C. (Ref. 5096)/(Ref. 5007) |
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397 | 1-Monolaurin / a-Monolaurin / Glycerol 1-laurate |
Glycerol 1-dodecanoate ()-form / 2,3-Dihydroxypropyl dodecanoate |
NAG5113 | Nobuo Ueta |
C15H30O4 | 274.396 | Has antibacterial activity in vitro against gram-positive bacteria and Helicobacter spp.(Ref. 5035)/(Ref. 5054) Inactivates chlamydia trachomatis in vitro.(Ref. 5072) Prevents detectable growth of pathogenic organisms.(Ref. 5064) Suppresses growth of vancomycin-resistant Enterococcus faecalis on plates with vancomycin and blocks the induction of vancomycin resistance, which involves a membrane-associated signal transduction mechanism, either at or before initiation of transcription.(Ref. 5061) Inhibits the production of staphylococcal toxic shock toxin-1.(Ref. 5079)/(Ref. 5066) Modulates immune cell proliferation. (Ref. 5060) Provides partial protection against glutamate toxicity in neuronal cultures. (Ref. 5062) Has moderate biological activities in the brine shrimp lethality test and against renal (A-498) and pancreatic (PACA-2) human tumor cells.(Ref. 5070) |
Parent ion(P) 0.8 P-[0H] 2.1 P-[H2O] 0.6 P-[CH2OH] 15 Acyl CH3(CH2)nCO 93 CH2(CH2)nCO 4.6 Acid CH3(CH2)nCOOH 8.2 Acid+H 30 Methyl ester 8.8 Monoacetin 36 C3H7 100 -CH2CH2CH=CH2 72 -CH2CHCH=CHCH=CH2 9.1 -CH=CHCH=CHCH=CH2 2.3 m/e=98 82(Ref. 5086) |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with dodecanoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization and other methods.(Ref. 5093)/(Ref. 5027) Can also be prepared using glycidol.(Ref. 5112) |
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398 | sn-Glycerol 1-dodecanoate |
Glycerol 1-dodecanoate (S)-form / 2,3-Dihydroxypropyl dodecanoate |
NAG5114 | Nobuo Ueta |
C15H30O4 | 274.396 | Has antibacterial activity in vitro against gram-positive bacteria and Helicobacter spp.(Ref. 5054)/(Ref. 5035) Inactivates chlamydia trachomatis in vitro.(Ref. 5072) Prevents detectable growth of pathogenic organisms. (Ref. 5064) Suppresses growth of vancomycin-resistant Enterococcus faecalis on plates with vancomycin and blocks the induction of vancomycin resistance, which involves a membrane-associated signal transduction mechanism, either at or before initiation of transcription.(Ref. 5061) Provides partial protection against glutamate toxicity in neuronal cultures.(Ref. 0062) Inhibits the production of staphylococcal toxic shock toxin-1.(Ref. 5079)/(Ref. 5066) Modulates immune cell proliferation.(Ref. 5060) Has moderate biological activities in the brine shrimp lethality test and against renal (A-498) and pancreatic (PACA-2) human tumor cells.(Ref. 5070) |
54-55C.(Ref. 5169) |
[a] D -4.9(dry Py). (Ref. 5011) |
Parent ion(P) 0.8 P-[0H] 2.1 P-[H2O] 0.6 P-[CH2OH] 15 Acyl CH3(CH2)nCO 93 CH2(CH2)nCO 4.6 Acid CH3(CH2)nCOOH 8.2 Acid+H 30 Methyl ester 8.8 Monoacetin 36 C3H7 100 -CH2CH2CH=CH2 72 -CH2CHCH=CHCH=CH2 9.1 -CH=CHCH=CHCH=CH2 2.3 m/e=98 82(Ref. 5086) |
Synthesize from 2,3-isopropylidene-sn-glycerol. (Obtained in three steps: acetnation of L-mannitol, cleavage of the resulting 1,2,5,6-diacetone-L-mannitol with lead tetraacetate, and reduction of the isopropylidene-sn-2,3-glyceraldehyde to the glycerol derivative.) This compaund is then acylated with dodecanoate chloride, cleaved with boric acid, and obtained 3-dodecanoate-sn-glycerol is purified by crystallization and other methods. (Ref. 5095) |
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399 | a,a'-Dicaprin |
Glycerol 1,3-didecanoate / Decanoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5115 | Nobuo Ueta |
C23H44O5 | 400.592 | Cryst. (Hexane). 44C. Exhibits polymorphic forms. b1 42C. b2 44.5C. (Ref. 5038) |
Obtained by the acylation of 1-caprinoyl glycerol with caprinoylchloride in the presence of pyridine and chloroform. The reaction is allowed to proceed for 4 hours and then checked for completeness by TLC. If needed, small quantities of pyridine and myristoylchloride are added until the unreacted monopalmitoyl glycerol essentially disappears. If the reaction is complete, remove the solvent and crystallize four times from hexane-ethanol(8:2,v/v) at 22C.(Ref. 5096)/(Ref. 5073) |
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400 | a,a'-Dicaprolaurin / 2-Laurodidecanoin |
Glycerol 1,3-didecanoate 2-dodecanoate / Dodecanoic acid 1-[ [(1-oxodecyl)oxy]methyl]-2-[1-oxodecyl)oxy]ethyl ester |
NAG5116 | Nobuo Ueta |
C35H66O6 | 582.895 | Cryst.(EtOH). 37.5C. Exhibits polymorphism. aform 6C. b'1form 37.5C. b'2form 34C. (Ref. 5040) |
Prepared by acylation of 1,3-didecanoyl glycerol with dodecanoyl chloride. The reaction is monitored by TLC and , if necessary, small amounts of additional pyridine and dodecanoyl chloride are added to ensure completion of acylation. Maximum yields are obtained by using a 50% molar excess of pyridine and dodecanoyl chloride. The product is purified by crystallization and columnchromatography.(Ref. 5098) |
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401 | a,b-Dicapropalmitin |
Glycerol 1,2-didecanoate 3-hexadecanoate()-form |
NAG5117 | Nobuo Ueta |
C39H74O6 | 639.001 | Cryst.(Benzene). 35C. Exhibits polymorphism.(Ref. 5002) |
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402 | a,a'-Dicapropalmitin |
Glycerol 1,3-didecanoate 2-hexadecanoate |
NAG5118 | Nobuo Ueta |
C39H74O6 | 639.001 | Cryst.(Ethanol). 40C. Exhibits polymorphism.(Ref. 5002) |
Prepared by acylation of 1,3-didecanoyl glycerol with palmitoyl chloride. The reaction is monitored by TLC and , if necessary, small amounts of additional pyridine and palmitoyl chloride are added to ensure completion of acylation. Maximum yields are obtained by using a 50% molar excess of pyridine and palmitoyl chloride. The product is purified by crystallization and columnchromatography.(Ref. 5098) |
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403 | a,a'-Dicaprostearin |
Glycerol 1,3-didecanoate 2-octadecanoate |
NAG5119 | Nobuo Ueta |
C41H78O6 | 667.054 | Cryst.(Ethanol). 44.5C. Exhibits polymorphism.(Ref. 5002) |
Prepared by acylation of1,3-didecanoyl glycerol with stearoyl chloride. The reaction is monitored by TLC and , if necessary, small amounts of additional pyridine and stearoyl chloride are added to ensure completion of acylation. Maximum yields are obtained by using a 50% molar excess of pyridine and stearoyl chloride. The product is purified by crystallization and columnchromatography.(Ref. 5098) |
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404 | a,a'-Dicaproolein |
Glycerol 1,3-didecanoate 2-(9-octadecenoate)(Z)-form |
NAG5120 | Nobuo Ueta |
C41H76O6 | 665.039 | Prepared by acylation of1,3-didecanoyl glycerol with oleoyl chloride. The reaction is monitored by TLC and , if necessary, small amounts of additional pyridine and oleoyl chloride are added to ensure completion of acylation. Maximum yields are obtained by using a 50% molar excess of pyridine and oleoyl chloride. The product is purified by crystallization and columnchromatography.(Ref. 5098) |
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405 | a,b-Dicapromyristin |
Glycerol 1,2-didecanoate 3-tetradecanoate() -form / Tetradecanoic acid 2,3-bis [(1-oxodecyl)oxy]propyl ester |
NAG5121 | Nobuo Ueta |
C37H70O6 | 610.948 | Cryst. (Benzene). Mp 34.5C. Exhibits polymorphism.(Ref. 5002) |
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406 | 1,2-Didecanoyl-3-tetradecanoyl-sn-glycerol |
Glycerol 1,2-didecanoate 3-tetradecanoate(R)-form / Tetradecanoic acid 2,3-bis [(1-oxodecyl)oxy] propyl ester |
NAG5122 | Nobuo Ueta |
C37H70O6 | 610.948 | Cryst. (EtOH). Mp 26-26.5C.(Ref. 5002) |
[M] 27+2.9 (Benzene). (Ref. 5011) |
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407 | a,a'-Dicapromyristin |
Glycerol 1,3-didecanoate 2-tetradecanoate |
NAG5123 | Nobuo Ueta |
C37H70O6 | 610.948 | Cryst. (EtOH). Mp 34C. Exhibits polymorphism.(Ref. 5002) |
Prepared by acylattion of 1,3-dicaproyl glycerol with myristoyl chloride.(Ref. 5098) |
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408 | a,b-Dibehenostearin |
Glycerol 1,2-didocosanoate 3-octadecanoate()-form |
NAG5124 | Nobuo Ueta |
C65H126O6 | 1003.692 | Cryst. (pet.ether/ethanol). Mp 73.5C. Exhibits polymorphism.(Ref. 5002) |
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409 | ab-Dilaurin |
Glycerol 1,2-didodecanoate ()-form / Dodecanoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5125 | Nobuo Ueta |
C27H52O5 | 456.699 | Stimulates Ca2+-ATPase activity and inhibits ATP-dependent Ca2+ transport by increasing the permeability of the membranes to Ca2+.(Ref. 5052) |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 0127)/(Ref. 5106)/(Ref. 5109) Can also be prepared using glycidol.(Ref. 5112) |
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410 | 1,2-Dilauroyl-sn-glycerol |
Glycerol 1,2-didodecanoate (S)-form / Dodecanoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5126 | Nobuo Ueta |
C27H52O5 | 456.699 | [a] -3.24 (c,7.3 in chloroform). Benzyl ether : [a] +6.90 (c,7.33 in chloroform). (Ref. 5108) |
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411 | a,a'-Dilaurin |
Glycerol 1,3-didodecanoate/ Dodecanoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5127 | Nobuo Ueta |
C27H52O5 | 456.699 | |||||||||||||||||||||||
412 | a,b-Dilaurocaprin |
Glycerol 1,2-didodecanoate 3-decanoate()-form / Dodecanoic acid 1-[ [(1-oxodecyl) oxy] methyl]-1,2-ethanediyl ester |
NAG5128 | Nobuo Ueta |
C37H70O6 | 610.948 | Cryst. (benzene). Mp 35.5C. Exhibits polymorphism.(Ref. 5013) |
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413 | a,a'-Dilaurocaprin / 2-Caprinyldilaurin |
Glycerol 1,3-didodecanoate 2-decanoate/ Dodecanoic acid 2-[(1-oxodecyl) oxy]-1,3-propanediyl ester |
NAG5129 | Nobuo Ueta |
C37H70O6 | 610.948 | Cryst.(benzene). Mp 38.5C. Exhibits polymorphism (Lower Mp's reported 8C, 23C, 33C).(Ref. 5013) |
h 70 1.43705 |
Isol. from seeds of Cinnamomum laureiri and cocoa butter. |
Prepared by acylattion of 1,3-dilauroyl glycerol with caprioyl chloride.(Ref. 5098) |
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414 | a,a'-Dilauropalmitin |
Glycerol 1,3-didodecanoate 2-hexadecanoate |
NAG5130 | Nobuo Ueta |
C43H82O6 | 695.108 | Cryst. (EtOH). Mp 45.5C. Exhibits polymorphysm. (Ref. 5013) |
Prepared by acylattion of 1,3-dilauroyl glycerol with palmitoyl chloride.(Ref. 5098) |
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415 | a,a'-Dilaurostearin |
Glycerol 1,3-didodecanoate 2-octadecanoate |
NAG5131 | Nobuo Ueta |
C45H86O6 | 723.161 | Cryst. (EtOH). Mp 47C. Exhibits polymorphism.(Ref. 5013) |
Prepared by acylattion of 1,3-dilauroyl glycerol with stearoyl chloride.(Ref. 5098) |
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416 | 1,2-Dilauroyl-3-oleoyl-sn-glycerol |
Glycerol 1,2-didodecanoate 3-(9-octadecenoate)(R)-(Z)-form / 9-Octadecenoic acid 2,3-bis[(1-oxododecyl) oxy] propyl ester |
NAG5132 | Nobuo Ueta |
C45H84O6 | 721.145 | Oil. (Ref. 5013) |
[M] +4.5 (benzene) (Ref. 5113) |
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417 | a,b-Dilauroelaidin |
Glycerol 1,2-didodecanoate 3-(9-octadecenoate)()-(E)-form / 9-Octadecenoic acid 2,3-bis[(1-oxododecyl) oxy] propyl ester |
NAG5133 | Nobuo Ueta |
C45H84O6 | 721.145 | Cryst. (EtOH). Mp 27C.(Ref. 5013) |
h 45 1.45023 |
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418 | a,b-Dilauroolein |
Glycerol 1,2-didodecanoate 3-(9-octadecenoate)()-(Z)-form / 9-Octadecenoic acid 2,3-bis[(1-oxododecyl) oxy] propyl ester |
NAG5134 | Nobuo Ueta |
C45H84O6 | 721.145 | Cryst. (dietylether). Mp 16C (20C). Exhibits polymorphism.(Ref. 5013) |
h 40 1.45322 |
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419 | a,a'-Dilauroolein |
Glycerol 1,3-didodecanoate 2-(9-octadecenoate) (Z)-form |
NAG5135 | Nobuo Ueta |
C45H84O6 | 721.145 | Cryst. (pet. ether at -30C). Mp 15C. Exhibits polymorphysm.(Ref. 5013) |
Prepared by acylattion of 1,3-dilauroyl glycerol with oleoyl chloride. (Ref. 5098) |
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420 | a,b-Dilaurocaprylin |
Glycerol 1,2-didodecanoate 3-octanoate()-form |
NAG5136 | Nobuo Ueta |
C35H66O6 | 582.895 | Cryst. (EtOH/ acetone). Mp 28.5C.(Ref. 5013) |
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421 | a,b-Dilauromyristin / 1-Myristodilaurin |
Glycerol 1,2-didodecanoate 3-tetradecanoate()-form / Tetradecanoic acid 2,3-bis[(1-oxododecyl) oxy] propyl ester |
NAG5137 | Nobuo Ueta |
C41H78O6 | 667.054 | Cryst.(benzene). Mp 43.5C. Exhibits polymorphism (Lower Mp's reported 19C, 33.5C, 39C)(Ref. 5140) |
h 701.43878 |
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422 | 1,2-Dilauroyl-3-myristoyl-sn-glycerol |
Glycerol 1,2-didodecanoate 3-tetradecanoate(R)-form / Tetradecanoic acid 2,3-bis[(1-oxododecyl) oxy] propyl ester |
NAG5138 | Nobuo Ueta |
C41H78O6 | 667.054 | Cryst.(EtOH). Mp 39.5-40C.(Ref. 5140) |
[M] 27 +0.8 (benzene). (Ref. 5119) |
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423 | a,a'-Dilauromyristin / 2-Myristodilaurin |
Glycerol 1,3-didodecanoate 2-tetradecanoate/ Tetradecanoic acid 2-[(1-oxododecyl) 0xy]-1-[ [(1-oxododecyl) oxy] methyl] etyl ester |
NAG5139 | Nobuo Ueta |
C41H78O6 | 667.054 | h 70 1.43907 |
Prepared by acylattion of 1,3-dilauroyl glycerol with myristoyl chloride.(Ref. 5098) |
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424 | a,b-Dipalmitin / Glycerol 1,2-palmitate/ 1,2-Dipalmitin |
Glycerol 1,2-dihexadecanoate()-form / Hexadecanoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5140 | Nobuo Ueta |
C35H68O5 | 568.911 | Several methods of synthesis are available(Ref. 5127)/(Ref. 5106), but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. One of the most convenient methods is acylation of tetrahydropyranylglycerol with palmitic chloride.(Ref. 5097) Can also be prepared using glycidol.(Ref. 5112) |
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425 | 1,2-Dipalmitoyl-sn-glycerol |
Glycerol 1,2-dihexadecanoate(S)-form / Hexadecanoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5141 | Nobuo Ueta |
C35H68O5 | 568.911 | Enhances the activity of reconstituted Cz-ATPase vesicles.(Ref. 5136) |
[a] -2.75 (c, 7.62 in chloroform ). Benzyl ether: [a] D +6.3 (c, 8.5 in chloroform). 4-Nitrobenzoyl: [a] D -1.4 (c, 10.7 in chloroform).(Ref. 5140) |
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426 | a,a.-Dipalmitin / Glycerol 1,3-dipalmitate/ 1,3-dipalmitin |
Glycerol 1,3-dihexadecanoate/ Hexadecanoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5142 | Nobuo Ueta |
C35H68O5 | 568.911 | |||||||||||||||||||||||
427 | a,b-Dipalmitocaproin |
Glycerol 1,2-dihexadecanoate 3-decanoate ()-form |
NAG5143 | Nobuo Ueta |
C45H86O6 | 723.161 | Cryst. (EtOH/benzene). Mp 45.5C. Exhibits polymorphism.(Ref. 5144) |
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428 | a,a.-Dipalmitocaprin |
Glycerol 1,3-dihexadecanoate 2-decanoate/ Hexadecanoic acid 2-[(1-oxodecyl) oxy] -1,3-propanediyl ester |
NAG5144 | Nobuo Ueta |
C45H86O6 | 723.161 | Prepared by acylattion of 1,3-dipalmitoyl glycerol with caprioyl chloride.(Ref. 5098) |
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429 | a,a.-Dipalmitobehenin |
Glycerol 1,3-dihexadecanoate 2-docosanoate |
NAG5145 | Nobuo Ueta |
C57H110O6 | 891.480 | Cryst.(pet.ether/ diether ether). Mp 66.6C. Exhibits polymorphism.(Ref. 5144) |
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430 | a,b-Dipalmitolinolein |
Glycerol 1,2-dihexadecanoate 3-(9,12-octadecadienoate) ()-(all-Z)-form / 9,12-Octadecadienoic acid 2,3-bis[(1-oxohexadecyl) oxy]-propyl ester |
NAG5146 | Nobuo Ueta |
C53H98O6 | 831.342 | Cryst. Mp 36.5-38C.(Ref. 5144) |
Consist. of soybean oil. (Ref. 5123) |
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431 | a,a.-Dipalmitolinolein |
Glycerol 1,3-dihexadecanoate 2-(9,12-octadecadienoate) (all-Z)-form / 9,12-Octadecadienoic acid 2-[(1-oxohexadecyl) oxy]-1-[ [(1-oxohexadecyl) oxy] methyl ] ethyl ester |
NAG5147 | Nobuo Ueta |
C53H98O6 | 831.342 | Cryst. Mp 25.5-26C.(Ref. 5144) |
Consist. of safflower oil. (Ref. 5124) |
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432 | 2,3-Dipalmitoyl-1-stearoyl-sn-glycerol |
Glycerol 1,2-dihexadecanoate 3-(octadecanoate) (S)-form / Octadecanoic acid 2,3-bis[(1-oxohexadecyl) oxy]-1-[(1-oxohexadecyl) oxy] propyl ester |
NAG5148 | Nobuo Ueta |
C53H102O6 | 835.373 | Cryst. (benzene/ EtOH). Mp 58C.(Ref. 5144) |
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433 | a,b-Dipalmitostearin |
Glycerol 1,2-dihexadecanoate 3-(octadecanoate) ()-form / Octadecanoic acid 2,3-bis[(1-oxohexadecyl) oxy]-1-[(1-oxohexadecyl) oxy] propyl ester |
NAG5149 | Nobuo Ueta |
C53H102O6 | 835.373 | Cryst. (benzene/ EtOH). Mp 62.5-63.5C. Exhibits polymorphism.(Ref. 5144) |
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434 | a,a.-Dipalmitostearin |
Glycerol 1,3-dihexadecanoate 2-(octadecanoate) / Octadecanoic acid 2-[(1-oxohexadecyl) oxy]-1-[ [(1-oxohexadecyl) oxy] methyl] ethyl ester |
NAG5150 | Nobuo Ueta |
C53H102O6 | 835.373 | |||||||||||||||||||||||
435 | a,b-Dipalmitoelaidin |
Glycerol 1,2-dihexadecanoate 3-(9-octadecenoate)()-(E)-form / 9-Octadecenoic acid 2,3-bis [(1-oxohexadecyl) oxy] propyl ester |
NAG5151 | Nobuo Ueta |
C53H100O6 | 833.357 | Cryst. Mp 51.7C.(Ref. 5144) |
Found in palm oil and other oils. |
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436 | Glycerol 1,2-dihexadecanoate 3-(9-octadecenoate) (R)-(Z)-form / 9-Octadecenoic acid 2,3-bis [(1-oxohexadecyl) oxy] propyl ester |
NAG5152 | Nobuo Ueta |
C53H100O6 | 833.357 | Mp 35.5-36C.(Ref. 5144) |
[a] D 0 (c, 10.2 in chloroform). (Ref. 5113) |
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437 | 1-Oleoyl-2,3-dipalmitoyl-sn-glycerol |
Glycerol 1,2-dihexadecanoate 3-(9-octadecenoate)(S)-(Z)-form / 9-Octadecenoic acid 2,3-bis [(1-oxohexadecyl) oxy] propyl ester |
NAG5153 | Nobuo Ueta |
C53H100O6 | 833.357 | Cryst. (acetone or benzene/ ethanol). Mp 37C.(Ref. 5144) |
[a] D 0 (c, 10,2 in chloroform). [M] -3.6(benzene). (Ref. 5113) |
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438 | a,b-Dipalmitoolein / 2,3-Dipalmito-1-olein,8CI/ 3-Oleo-1,2-dipalmitin |
Glycerol 1,2-dihexadecanoate 3-(9-octadecenoate)()-(Z)-form / 9-Octadecenoic acid 2,3-bis [(1-oxohexadecyl) oxy] propyl ester |
NAG5154 | Nobuo Ueta |
C53H100O6 | 833.357 | Cryst. (dietylether). Mp 34.5C.(Ref. 5144) |
1.4556(40C).(Ref. 5144) |
Found in palm oil and other oils. |
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439 | a,a.-Dipalmitoelaidin |
Glycerol 1,3-dihexadecanoate 2-(9-octadecenoate)(E)-form / 9-Octadecenoic acid 2-[(1-oxohexadecyl) oxy]-1-[ [(1-oxohexadecyl)oxy] methyl] ethyl ester |
NAG5155 | Nobuo Ueta |
C53H100O6 | 833.357 | Cryst.(acetone). Mp 56.5C. Exhibits polymorphism. (Ref. 5144) |
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440 | a,a.-Dipalmitoolein / 2-Oleodipalmitin |
Glycerol 1,3-dihexadecanoate 2-(9-octadecenoate)(Z)-form / 9-Octadecenoic acid 2-[(1-oxohexadecyl) oxy]-1-[ [(1-oxohexadecyl)oxy] methyl] ethyl ester |
NAG5156 | Nobuo Ueta |
C53H100O6 | 833.357 | Cryst.(acetone). Mp 37.2C. Exhibits polymorphism. b1=36.7C. (Ref. 5144)The crystal shows the typical polymorphism phenomenon. Knowledge and naming on got polymorphism are different by the researcher, and there is following correspondence on got polymolphism each. The crystallization phenomenon of the POP is greatly dependent on the polymorphism. By being dependent on the temperature of the crystallization, got polymorphism and the crystallization kinetic change. |
1.65 at 13.9C, 1.30 at 13.6C, 1.05 at 12.9C, 0.80 at 11.5C g solute/100g solvent in tetradecane(Ref. 5182) |
13C-NMR spectra (Ref. 5183) |
X-ray short spacing and long spacing (Ref. 5184) |
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441 | a,a.-Dipalmitomyristin |
Glycerol 1,3-dihexadecanoate 2-tetradecanoate / Hexadecanoic acid 2-[(1-oxotetradecyl) oxy]-1,3-propanediyl ester |
NAG5157 | Nobuo Ueta |
C49H94O6 | 779.267 | Cryst. (ethanol/benzene). Mp 60C. Exhibits polymorphism. (Ref. 5122) |
Prepared by acylattion of 1,3-dipalmitoyl glycerol with myristoyl chloride.(Ref. 5098) |
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442 | a,b-Dimontanylglycerol |
Glycerol 1,2-dioctacosanoate / Octacosanoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5158 | Nobuo Ueta |
C59H116O5 | 905.549 | Cryst. (EtOAC). Mp 82-82.5C. Ac: Cryst.(methanol/ chlorofolm). Mp 68-69.5C. (Ref. 5149) |
Consist. of Morus alba root bark.(Ref. 5130) |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127) Can also be prepared using glycidol.(Ref. 5112) |
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443 | 1,2-Dilinoleoyl-sn-glycerol |
Glycerol 1,2-di-9,12-octadecadienoate(S)-(all-Z)-form / 9,12-Octadecadienoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5159 | Nobuo Ueta |
C39H68O5 | 616.954 | Oil.(Ref. 5149) |
[a] -2.0(c, 1.1 in chloroform).(Ref. 5149) |
There are several procedures. (Ref. 5101)/(Ref. 5131)/(Ref. 5132)/(Ref. 5133) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed. (Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
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444 | a,b-Dilinolein |
Glycerol 1,2-di-9,12-octadecadienoate()-(all-Z)-form / 9,12-Octadecadienoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5160 | Nobuo Ueta |
C39H68O5 | 616.954 | Oil. Octabromide: Mp 103-104C.(Ref. 5149) |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127)/(Ref. 5131)/(Ref. 5132)/(Ref. 5133) Can also be prepared using glycidol.(Ref. 5112) |
|||||||||||||||||||||
445 | a,a.-Dilinolein |
Glycerol 1,3-di-9,12-octadecadienoate(all-Z)-form / 9,12-Octadecadienoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5161 | Nobuo Ueta |
C39H68O5 | 616.954 | Oil. Mp -2.6C. Octabromide: Mp 90-93C.(Ref. 5149) |
||||||||||||||||||||||
446 | a,b-Dilinoleolaurin |
Glycerol 1,2-di-9,12-octadecadienoate 3-dodecanoate()-(all-Z)-form / 9,12-Octadecadienoic acid 1-[ [(1-oxododecyl) oxy] methyl]-1,2-ethanediyl ester |
NAG5162 | Nobuo Ueta |
C51H90O6 | 799.257 | Oil. Mp -12 to -11C.(Ref. 5149) |
Prepared by acylation of 1-dodecanoylglycerol with linoleoyl chloride.(Ref. 5098) |
|||||||||||||||||||||
447 | a,b-Dilinoleopalmitin |
Glycerol 1,2-di-9,12-octadecadienoate 3-hexadecanoate()-(all-Z)-form / 9,12-Octadecadienoic acid 2-[ [(1-oxohexadecyl) oxy] methyl]-1,2-ethanediyl ester |
NAG5163 | Nobuo Ueta |
C55H98O6 | 855.363 | Oil. Mp -4 to -3C.(Ref. 5149) |
||||||||||||||||||||||
448 | a,a.-Dilinoleopalmitin |
Glycerol 1,3-di-9,12-octadecadienoate 2-hexadecanoate / 9,12-Octadecadienoic acid 2-[(1-oxohexadecyl) oxyl]-1,3-propanediyl ester |
NAG5164 | Nobuo Ueta |
C55H98O6 | 855.363 | Oil. Mp -3 to -1.5C.(Ref. 5149) |
Consisit. of safflower oil. (Ref. 5124) |
|||||||||||||||||||||
449 | a,b-Dilinoleostearin |
Glycerol 1,2-di-9,12-octadecadienoate 3-octadecanoate()-(all-Z)-form |
NAG5165 | Nobuo Ueta |
C57HH102O6 | 884.424 | Oil. Octabromide: Mp 43.5-44C.(Ref. 5149) |
||||||||||||||||||||||
450 | a,a.-Dilinoleostearin |
Glycerol 1,3-di-9,12-octadecadienoate 2-octadecanoate(all-Z)-form / 9,12-Octadecadienoic acid 2-[(1-oxooctadecyl) oxy]-1,3-propanediyl ester |
NAG5166 | Nobuo Ueta |
C57H102O6 | 883.416 | Oil. Octabromide: Mp 40-41C.(Ref. 5149) |
||||||||||||||||||||||
451 | 1,2-Distearoyl sn-glycerol |
Glycerol 1,2-dioctadecanoate(S)-form / Octadecanoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5167 | Nobuo Ueta |
C39H76O5 | 625.018 | Cryst. (chlorofolm/pet.ether). Mp 74-76C. 3-Benzyl ether: Mp 50-51C.(Ref. 5170) |
[a] -2.91 (c, 6.18 in chlorofolm). 3-Benzyl ether: [a4] +6.1 (c, 7.48 in chlorofolm).(Ref. 5170) |
|||||||||||||||||||||
452 | 1,2-Distearoyl sn-glycerol |
Glycerol 1,2-dioctadecanoate()-form / Octadecanoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5168 | Nobuo Ueta |
C39H76O5 | 625.018 | |||||||||||||||||||||||
453 | a,a.-Distearin |
Glycerol 1,3-dioctadecanoate / Octadecanoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5169 | Nobuo Ueta |
C39H76O5 | 625.018 | |||||||||||||||||||||||
454 | a,b-Distearobutyrin/ 3-Butyryl-1,2-stearoyl-sn-glycerol |
Glycerol 1,2-dioctadecanoate 3-butanoate(S)-form / Octadecanoic acid 1-[(1-oxobutoxy) methyl]-1,2-ethanediyl ester |
NAG5170 | Nobuo Ueta |
C43H82O6 | 695.108 | Cryst. (acetone). Mp 49C.(Ref. 5170) |
||||||||||||||||||||||
455 | a,a.-Distearocaprin |
Glycerol 1,3-dioctadecanoate 2-decanoate / Octadecanoic acid 2-[(1-oxodecyl) oxy]-1,3-propanediyl ester |
NAG5171 | Nobuo Ueta |
C49H94O6 | 779.267 | h 70 1.44153 |
Prepared by acylattion of 1,3-distearoyl glycerol with decanoyl chloride. (Ref. 5098) |
|||||||||||||||||||||
456 | a,b-Distearobehenin |
Glycerol 1,2-dioctadecanoate 3-docosanoate()-form / Docosanoic acid 2,3-bis[(1-oxooctadecyl) oxy] propyl ester |
NAG5172 | Nobuo Ueta |
C61H118O6 | 947.586 | Cryst. (hexane/ acetone). Mp 49C, 75.5C. Exhibits polymorphism. (Ref. 5171) |
||||||||||||||||||||||
457 | a,b-Distearolaurin |
Glycerol 1,2-dioctadecanoate 3-dodecanoate / Octadecanoic acid 3-[(1-oxododecyl) oxy]-1,2-propanediyl ester |
NAG5173 | Nobuo Ueta |
C51H98O6 | 807.320 | Cryst. (ethanol/ benzene). Mp 52C. Exhibits polymorphism.(Ref. 5171) |
Prepared by acylation of 1-lauroylglycerol with stearoyl chloride. (Ref. 5098) |
|||||||||||||||||||||
458 | a,a.-Distearolaurin |
Glycerol 1,3-dioctadecanoate 2-dodecanoate / Octadecanoic acid 2-[(1-oxododecyl) oxy]-1,3-propanediyl ester |
NAG5174 | Nobuo Ueta |
C51H98O6 | 807.320 | h 70 1.44222 |
Prepared by acylattion of 1,3-distearoyl glycerol with lauroyl chloride. (Ref. 5098) |
|||||||||||||||||||||
459 | 3-Acetyl-1,2-distearoyl-sn-glycerol |
Glycerol 1,2-dioctadecanoate 3-ethanoate (S)-form / Octadecanoic acid 1-[(acetyloxy) methyl]-1,2-ethanediyl ester |
NAG5175 | Nobuo Ueta |
C41H78O6 | 667.054 | Cryst. (acetone). Mp 49C, 53C. (Ref. 5171) |
[M] 27 -60 (benzene).(Ref. 5011) |
Consist. of Euonymus spp. seed oils. (Ref. 5140) |
||||||||||||||||||||
460 | a,a.-Distearopalmitin/ 2-Palmitodistearin |
Glycerol 1,3-dioctadecanoate 2-hexadecanoate / Octadecanoic acid 2-[(1-oxohexadecyl) oxy]-1,3-propanediyl ester |
NAG5176 | Nobuo Ueta |
C55H106O6 | 863.427 | h 70 1.44374 |
Isol. from cocoa butter.(Ref. 5080) |
Prepared by acylattion of 1,3-distearoyl glycerol with palmitoyl chloride.(Ref. 5098) |
||||||||||||||||||||
461 | a,a.-Distearocaprin |
Glycerol 1,3-dioctadecanoate 2-hexanoate / Octadecanoic acid 2-[(1-oxohexyl) oxy]-1,3-propanediyl ester |
NAG5177 | Nobuo Ueta |
C45H86O6 | 723.161 | Prepared by acylattion of 1,3-distearoyl glycerol with caproyl chloride.(Ref. 5098) |
||||||||||||||||||||||
462 | a,b-Distearolinolein |
Glycerol 1,2-dioctadecanoate 3-(9,12-octadecanoate) ()-(Z,Z)-form / 9,12-Octadecadienoic acid 2,3-bis[(1-oxooctadecyl) oxyl] propyl ester |
NAG5178 | Nobuo Ueta |
C57H106O6 | 887.448 | Cryst. Mp 39.5-40.8C.(Ref. 5171) |
||||||||||||||||||||||
463 | a,a.-Distearolinolein |
Glycerol 1,3-dioctadecanoate 2-(9,12-octadecadienoate) (Z,Z)-form / 9,12-Octadecadienoic acid 2-[(1-oxooctadecyl) oxy]-1-[ [(1-oxoxctadecyl) oxy] methyl] ethyl ester |
NAG5179 | Nobuo Ueta |
C57H106O6 | 887.448 | Cryst. Mp 36.3-37.0C.Tetrabromide: cryst Mp 53.5-54.5C.(Ref. 5171) |
||||||||||||||||||||||
464 | 1,2-Distearoyl-3-oleoyl-sn-glycerol |
Glycerol 1,2-dioctadecanoate 3-(9-octadecenoate) (R,Z)-form / 9-Octadecenoic acid 2,3-bis[(1-oxooctadecyl) oxy] propyl ester |
NAG5180 | Nobuo Ueta |
C57H108O6 | 889.464 | [M] +3.4 (benzene).(Ref. 5113) |
||||||||||||||||||||||
465 | a,b-Distearoolein |
Glycerol 1,2-dioctadecanoate 3-(9-octadecenoate) ()-(Z)-form / 9-Octadecenoic acid 2,3-bis[(1-oxooctadecyl) oxy] propyl ester |
NAG5181 | Nobuo Ueta |
C57H108O6 | 889.464 | Cryst. (acetone). Mp 42.1C. Exhibits polymorphism.(Ref. 5171) |
||||||||||||||||||||||
466 | a,a.-Distearoelaidin |
Glycerol 1,3-dioctadecanoate 2-(9-octadecenoate) (E)-form / 9-Octadecenoic acid 2-[(1-oxooctadecyl) oxy] -1-[ [(1-oxooctadecyl) oxy] methyl] ethyl ester |
NAG5182 | Nobuo Ueta |
C57H108O6 | 889.464 | |||||||||||||||||||||||
467 | a,a.-Distearoolein/ 2-Oleodistearin |
Glycerol 1,3-dioctadecanoate 2-(9-octadecenoate) (Z)-form / 9-Octadecenoic acid 2-[(1-oxooctadecyl) oxy] -1-[ [(1-oxooctadecyl) oxy] methyl] ethyl ester |
NAG5183 | Nobuo Ueta |
C57H108O6 | 889.464 | 1.65 at 19.3C, 1.30 at 19.0C, 1.05 at 18.3C, 0.80 at 17.0C g solute/100g solvent in tetradecane(Ref. 5182) |
X-ray short spacing and long spacing(Ref. 5184) |
Present in oils of Dipterocarpus spp., Allanblackia spp. and others and cocoa butter.(Ref. 5145) |
||||||||||||||||||||
468 | a,b-Distearopropionin |
Glycerol 1,2-dioctadecanoate 3-propanoate(S)-form / Octadecanoic acid 1-[(1-oxopropoxy) methyl]-1,2-ethanediyl ester |
NAG5184 | Nobuo Ueta |
C42H80O6 | 681.081 | Cryst. (acetone). Mp 48C.(Ref. 5172) |
||||||||||||||||||||||
469 | 1,2-Distearoyl-3-myristoyl-sn-glycerol |
Glycerol 1,2-dioctadecanoate 3-tetradecanoate(S)-form / Octadecanoic acid 1-[ [(1-oxotetradecyl) oxy] methyl]-1,2-ethanediyl ester |
NAG5185 | Nobuo Ueta |
C53H102O6 | 835.373 | Cryst. (ethanol). Mp 60-61C.(Ref. 5172) |
[M] 27-1.4(benzene). (Ref. 5172) |
|||||||||||||||||||||
470 | a,b-Distearomyristin |
Glycerol 1,2-dioctadecanoate 3-tetradecanoate()-form / Octadecanoic acid 1-[ [(1-oxotetradecyl) oxy] methyl]-1,2-ethanediyl ester |
NAG5186 | Nobuo Ueta |
C53H102O6 | 835.373 | Cryst. (benzene/ethanol). Mp 62C. Exhibits polymorphism.(Ref. 5172) |
Prepared by acylation of 1-myristoylglycerol with stearoyl chloride. (Ref. 5098) |
|||||||||||||||||||||
471 | a,a.-Dilinolenin |
Glycerol 1,3-di-9,12,15-octadecatrienoate(all-Z) |
NAG5187 | Nobuo Ueta |
C39H64O5 | 612.922 | Oil. Mp -12.3C.(Ref. 5172) |
||||||||||||||||||||||
472 | 1,2-Dielaidoyl-sn-glycerol |
Glycerol 1,2-di-9-octadecenoate(S)-(E,E)-form / 9-Octadecenoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5188 | Nobuo Ueta |
C39H72O5 | 620.986 | Mp ca. 25C.(Ref. 5172) |
[a] -1.85 (c, 1.0 in chloroform).(Ref. 5172) |
There are several procedures. (Ref. 5101)/(Ref. 5132)/(Ref. 5133)/(Ref. 5147) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed. (Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
||||||||||||||||||||
473 | 1,2-Dioleoyl-sn-glycerol / 1,2-Diolein |
Glycerol 1,2-di-9-octadecenoate(S)-(Z,Z)-form / 9-Octadecenoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5189 | Nobuo Ueta |
C39H72O5 | 620.986 | Oil.(Ref. 5172) |
[a] -1.91 (c, 6.2 in chloroform).(Ref. 5172) |
There are several procedures. (Ref. 5101)/(Ref. 5132)/(Ref. 5133)/(Ref. 5147) Perhaps the most useful method is that of Buchnea. Carefully defined enantiomeric monoacyl-sn-glycerol is used. This is tritylated to produce monoacyltrityl-sn-glycerol, which can then be acylated in the free 2 position. The product is then purified by chromatography on silicic acid-boric acid columns, when the trityl group is removed. (Ref. 5019)/(Ref. 5029)/(Ref. 5090) |
||||||||||||||||||||
474 | a,b-Diolein / 1,2-Diolein |
Glycerol 1,2-di-9-octadecenoate()-(Z,Z)-form / 9-Octadecenoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5190 | Nobuo Ueta |
C39H72O5 | 620.986 | Oil.(Ref. 5172) |
Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127)/(Ref. 5132)/(Ref. 5133)/(Ref. 5147) Can also be prepared using glycidol.(Ref. 5112) |
The amount of phosphatidic acid formed from this diglycerol in cortical gray matter is maximum at the neonatal stage, and gradually decreased with age.(Ref. 5051) |
||||||||||||||||||||
475 | a,a.-Dielaidin |
Glycerol 1,3-di-9-octadecenoate(E,E)-form / 9-Octadecenoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5191 | Nobuo Ueta |
C39H72O5 | 620.986 | Cryst. (diethylester/ ethanol at 10C). Mp 50.1C.(Ref. 5173) |
||||||||||||||||||||||
476 | a-Elaido-a.-olein |
Glycerol 1,3-di-9-octadecenoate()-(Z,Z)-form / 9-Octadecenoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5192 | Nobuo Ueta |
C39H72O5 | 620.986 | Cryst. (diethylester/ methanol). Mp 28.8C. Exhibists polymorphism.(Ref. 5173) |
||||||||||||||||||||||
477 | a,a.-Diolein |
Glycerol 1,3-di-9-octadecenoate(Z,Z)-form / 9-Octadecenoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5193 | Nobuo Ueta |
C39H72O5 | 620.986 | Cryst. (acetone). Mp 26-28C.(Ref. 5173) |
||||||||||||||||||||||
478 | a,b-Dielaidolaurin |
Glycerol 1,2-di-9-octadecenoate 3-dodecanoate()-(E,E)-form / 9-Octadecenoic acid 1-[ [(1-oxododecyl) oxy] methyl]-1,2-ethanediyl ester / 5,7-Dimethoxy-d-(3-methyl-but-2-enoyl) coumarin / 5,7-Dimethoxy-d-(3-methyl-1-oxo-2-butenyl)-2H-1-benzopyran-2-one |
NAG5194 | Nobuo Ueta |
C51H94O6 | 803.288 | Cryst. (ethanol). Mp 35.5C.(Ref. 5173) |
||||||||||||||||||||||
479 | a,b-Dioleolaurin |
Glycerol 1,2-di-9-octadecenoate 3-dodecanoate()-(Z,Z)-form / 9-Octadecenoic acid 1-[ [(1-oxododecyl) oxy] methyl]-1,2-ethanediyl ester / 5,7-Dimethoxy-d-(3-methyl-but-2-enoyl) coumarin / 5,7-Dimethoxy-d-(3-methyl-1-oxo-2-butenyl)-2H-1-benzopyran-2-one |
NAG5195 | Nobuo Ueta |
C51H94O6 | 803.288 | Oil, Cryst. (diethylester at -20C). Mp 5-6C.(Ref. 5173) |
||||||||||||||||||||||
480 | sn-Glyceryl 1,2-dioleate 3-palmitate |
Glycerol 1,2-di-9-octadecenoate 3-hexadecanoate(S)-(Z,Z)-form / 9-Octadecenoic acid 1-[ [(1-oxohexadecyl) oxy] methyl]-1,2-ethanediyl ester |
NAG5196 | Nobuo Ueta |
C35H102O6 | 619.181 | Oil. Mp 18.5-19C.(Ref. 5173) |
[M] -3.3 (benzene). (Ref. 5113) |
|||||||||||||||||||||
481 | a,b-Dielaidopalmitin / 1-palmitodiolein |
Glycerol 1,2-di-9-octadecenoate 3-hexadecanoate()-(E,E)-form / 9-Octadecenoic acid 1-[ [(1-oxohexadecyl) oxy] methyl]-1,2-ethanediyl ester |
NAG5197 | Nobuo Ueta |
C55H102O6 | 859.395 | Isol. from cocoa butter, olive oil and palm oil.(Ref. 5150) |
||||||||||||||||||||||
482 | a,b-Dioleopalmitin / 1-Palmitodiolein |
Glycerol 1,2-di-9-octadecenoate 3-hexadecanoate()-(Z,Z)-form/ 9-Octadecenoic acid 1-[ [(1-oxohexadecyl) oxy] methyl]-1,2-ethanediyl ester |
NAG5198 | Nobuo Ueta |
C55H102O6 | 859.395 | Oil. (Ref. 5173) |
Isol. from cocoa butter, olive oil and palm oil.(Ref. 5150) |
|||||||||||||||||||||
483 | a,a.-Dielaidopalmitin |
Glycerol 1,3-di-9-octadecenoate 2-hexadecanoate(E,E)-form / 9-Octadecenoic acid 2-[(1-oxohexadecyl) oxy]-1,3-propanediyl ester |
NAG5199 | Nobuo Ueta |
C55H102O6 | 859.395 | Cryst. Mp 44.5. Exhibits polymorphism.(Ref. 5173) |
||||||||||||||||||||||
484 | a,a.-Dioleopalmitin |
Glycerol 1,3-di-9-octadecenoate 2-hexadecanoate(Z,Z)-form / 9-Octadecenoic acid 2-[(1-oxohexadecyl) oxy]-1,3-propanediyl ester |
NAG5200 | Nobuo Ueta |
C55H102O6 | 859.395 | Oil. Mp 5-6, 19. Exhibits polymorphism.(Ref. 5173) |
||||||||||||||||||||||
485 | a,b-Dioleolinolein |
Glycerol 1,2-di-9-octadecenoate 3-(9,12-octadecadienoate)()-(all-Z)-form / 9,12-Octadecadienoic acid 2,3-bis[(1-oxo-9-octadecenyl) oxy] propyl ester |
NAG5201 | Nobuo Ueta |
C57H102O6 | 883.416 | |||||||||||||||||||||||
486 | a,a.-Dioleolinolein |
Glycerol 1,3-di-9-octadecenoate 2-(9,12-octadecadienoate)(all-Z)-form / 9,12-Octadecadienoic acid 2-[(1-oxo-9-octadecenyl) oxy]-1-[ [(1-oxo-9-octadecenyl) oxy] methyl] ethyl ester |
NAG5202 | Nobuo Ueta |
C57H102O6 | 883.416 | |||||||||||||||||||||||
487 | a,b-Dielaidostearin |
Glycerol 1,2-di-9-octadecenoate 3-octadecanoate()-(E,E)-form / 9-Octadecenoic acid 2-[(1-oxo-9-octadecenyl) oxy]-3-[(1-oxooctadecyl) oxy] propyl ester |
NAG5203 | Nobuo Ueta |
C57H106O6 | 887.448 | Cryst. (acetone). Mp 49.9. Exhibits polymorphism.(Ref. 5173) |
||||||||||||||||||||||
488 | a-Elaido-b-oleostearin |
Glycerol 1,2-di-9-octadecenoate 3-octadecanoate()-(Z,Z)-form / 9-Octadecenoic acid 2-[(1-oxo-9-octadecenyl) oxy]-3-[(1-oxooctadecyl) oxy] propyl ester |
NAG5204 | Nobuo Ueta |
C57H106O6 | 887.448 | Cryst. Mp 29-31C.(Ref. 5173) |
||||||||||||||||||||||
489 | a-Oleo-b-elaidostearin |
Glycerol 1,2-di-9-octadecenoate 3-octadecanoate()-(Z,E)-form / 9-Octadecenoic acid 2-[(1-oxo-9-octadecenyl) oxy]-3-[(1-oxooctadecyl) oxy] propyl ester |
NAG5205 | Nobuo Ueta |
C57H106O6 | 887.448 | Cryst. Mp 27-28.5C.(Ref. 5173) |
||||||||||||||||||||||
490 | a,b-Dioleostearin |
Glycerol 1,2-di-9-octadecenoate 3-octadecanoate()-(Z,Z)-form / 9-Octadecenoic acid 2-[(1-oxo-9-octadecenyl) oxy]-3-[(1-oxooctadecyl) oxy] propyl ester |
NAG5206 | Nobuo Ueta |
C57H106O6 | 887.448 | Cryst. Mp 22.5-23.5. Exhibits polymorphism.(Ref. 5173) |
||||||||||||||||||||||
491 | a,a.-Dielaidostearin |
Glycerol 1,3-di-9-octadecenoate 2-octadecanoate(E,E)-form / 9-Octadecenoic acid 2-[(1-oxooctadecyl) oxy]-1,3-propanediyl ester |
NAG5207 | Nobuo Ueta |
C57H106O6 | 887.448 | Cryst. (acetone). Mp 50.1. Exhibits polymorphism.(Ref. 5173) |
||||||||||||||||||||||
492 | a-Elaido-a.-oleostearin |
Glycerol 1,3-di-9-octadecenoate 2-octadecanoate(E,Z)-form / 9-Octadecenoic acid 2-[(1-oxooctadecyl) oxy]-1,3-propanediyl ester |
NAG5208 | Nobuo Ueta |
C57H106O6 | 887.448 | Cryst. Mp 26-28C.(Ref. 5173) |
||||||||||||||||||||||
493 | a,a.-Dioleostearin |
Glycerol 1,3-di-9-octadecenoate 2-octadecanoate(Z,Z)-form / 9-Octadecenoic acid 2-[(1-oxooctadecyl) oxy]-1,3-propanediyl ester |
NAG5209 | Nobuo Ueta |
C57H106O6 | 887.448 | Cryst. (dietylester). Mp 10.5-12.5 (14-15). Exhibits polymorphism.(Ref. 5173) |
||||||||||||||||||||||
494 | a,a.-Dipentadecanoin |
Glycerol 1,3-dipentadecanoate / Pentadecanoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5210 | Nobuo Ueta |
C33H64O5 | 540.858 | Cryst. (hexane). Mp 70C.(Ref. 5174) |
||||||||||||||||||||||
495 | 1,2-Dimyristoyl-sn-glycerol |
Glycerol 1,2-ditetradecanoate(S)-form / Tetradecanoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5211 | Nobuo Ueta |
C31H60O5 | 512.805 | [a] -3.05 (c, 6.95 in chloroform). Me ether: [M] +925 (ethanol). Hexadecyl ether: [M] +1747 (ethanol). Benzyl ether: [a] +5.90 (c, 7.1 in chlorofolm).(Ref. 5109) |
||||||||||||||||||||||
496 | Glycerol 1,2-ditetradecanoate()-form / Tetradecanoic acid 1-(hydroxymethyl)-1,2-ethanediyl ester |
NAG5212 | Nobuo Ueta |
C31H60O5 | 512.805 | Several methods of synthesis are available, but all procedures have to overcome the problems associated with the inherent instability of the isomer and its isomerization to 1,3-diacylglycerol. In addition, it is difficult to crystallize 1,2-diacylglycerols because of their high solubility in appropriate solvents. If only a small amount of this compound is needed, it is more convenient to use pancreatic lipase and to isolate the product by TLC. (Ref. 5097)/(Ref. 5127)/(Ref. 5106)/(Ref. 5109)/(Ref. 5107) Can also be prepared using glycidol.(Ref. 5112) |
|||||||||||||||||||||||
497 | a,a.-Dimyristin |
Glycerol 1,3-ditetradecanoate / Tetradecanoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5213 | Nobuo Ueta |
C31H60O5 | 512.805 | |||||||||||||||||||||||
498 | a,b-Dimyristocaprin |
Glycerol 1,2-ditetradecanoate 3-decanoate()-form / Tetradecanoic acid 1-[ [(1-oxodecyl) oxy] methyl]-1,2-ethanediyl ester |
NAG5214 | Nobuo Ueta |
C41H78O6 | 667.054 | Cryst. (benzene). Mp 43.5. Exhibits polymorphism.(Ref. 5175) |
Prepared by acylattion of 1-caproyl glycerol with myristoyl chloride.(Ref. 5098) |
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499 | a,a.-Dimyristocaprin |
Glycerol 1,3-ditetradecanoate 2-decanoate |
NAG5215 | Nobuo Ueta |
C41H78O6 | 667.054 | Cryst. (ethanol). Mp 43.5. Exhibits polymorphism.(Ref. 5175) |
Prepared by acylattion of 1,3-dimyristoyl glycerol with caproyl chloride.(Ref. 5098) |
|||||||||||||||||||||
500 | a,b-Dimyristolaurin / Laurodimyristin |
Glycerol 1,2-ditetradecanoate 3-dodecanoate()-form / Tetradecanoic acid 1-[ [(1-oxododecyl) oxy] methyl]-1,2-ethanediyl ester |
NAG5216 | Nobuo Ueta |
C43H82O6 | 695.108 | Cryst. (benzene). Mp 46.5. Exhibits polymorphism.(Ref. 5175) |
Major consist. of the seed oil of Virola surinamensis.(Ref. 5153) |
Prepared by acylattion of 1-lauroyl glycerol with myristoyl chloride.(Ref. 5098) |
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501 | a,a.-Dimyristolaurin |
Glycerol 1,3-ditetradecanoate 2-dodecanoate()-form / Tetradecanoic acid 2-[(1-oxododecyl) oxy]-1,3-propanediyl ester |
NAG5217 | Nobuo Ueta |
C43H82O6 | 695.108 | Cryst. (ethanol). Mp 50. Exhibits polymorphism.(Ref. 5175) |
h 70 1.43901 |
Prepared by acylattion of 1,3-dimyristoyl glycerol with lauroyl chloride.(Ref. 5098) |
||||||||||||||||||||
502 | 2-Sorbo-1,3-dimyristin |
Glycerol 1,3-ditetradecanoate 2-hexadienoate(E,E)-form |
NAG5218 | Nobuo Ueta |
C37H66O6 | 606.916 | Cryst. (methanol). Mp 54-54.5. (Ref. 5175) |
Present in the aphid Dactynotus jaceae. (Ref. 5154) |
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503 | ab-Dimyristostearin |
Glycerol 1,2-ditetradecanoate 3-octadecanoate |
NAG5219 | Nobuo Ueta |
C49H94O6 | 779.267 | Cryst. (ethanol/benzene). Mp 56. Exhibits polymorphism.(Ref. 5175) |
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504 | a,a.-Dimyristostearin |
Glycerol 1,3-ditetradecanoate 2-octadecanoate |
NAG5220 | Nobuo Ueta |
C49H94O6 | 779.267 | Cryst. (ethanol/benzene). Mp 55.5. Exhibits polymorphism.(Ref. 5175) |
Prepared by acylattion of 1,3-dimyristoyl glycerol with stearoyl chloride.(Ref. 5098) |
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505 | a,a.-Dimyristoolein |
Glycerol 1,3-ditetradecanoate 2-(9-octadecenoate) |
NAG5221 | Nobuo Ueta |
C49H92O6 | 777.251 | Cryst. (ethanol/benzene). Mp 28.5. Exhibits polymorphism.(Ref. 5175) |
Prepared by acylattion of 1,3-dimyristoyl glycerol with oleoyl chloride.(Ref. 5098) |
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506 | a,a.-Ditridecanoin |
Glycerol 1,3-ditridecanoate / Tridecanoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5222 | Nobuo Ueta |
C29H56O5 | 484.752 | Cryst. (hexane). Mp 62.0. (Ref. 5176) |
||||||||||||||||||||||
507 | sn-1,2-Dioctanoylglycerol |
Glycerol 1,2-dioctanoate(S)-form |
NAG5223 | Nobuo Ueta |
C19H36O5 | 344.486 | cell-permeable lipid |
||||||||||||||||||||||
508 | Glycerol trilaulate / Trilaurin |
Glycerol tridodecanoate / Dodecanoic acid 1,2,3-propanetrylester |
NAG5224 | Nobuo Ueta |
C39H74O6 | 639.001 | Cryst. Exhibits polymorphism. aform 15.0C. bform 46.4C. (Ref. 5040) |
Raman |
Prepared by acylation of glycerol with lauroyl chloride.(Ref. 5092) |
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509 | a,a.-Dimyristopalmitin / 2-Palmitodimyristin |
1,3-Ditetradecanoate 2-hexadecanoate |
NAG5225 | Nobuo Ueta |
C47H90O6 | 751.214 | Cryst. Exhibits polymorphism. aform 38C. b'1form 58.5C. b'2form 55C. (Ref. 5040) |
Prepared by acylattion of 1,3-dimyristoyl glycerol with palmitoyl chloride.(Ref. 5098) |
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510 | 1-Oleoyl-2-acetylglycerol |
Glycerol-1-(9-octadecenoate) 2-acetate |
NAG5226 | Nobuo Ueta |
C23H42O5 | 398.577 | Stimulates phosphatidylcholine biosynthesis in type II cells by direct activation of cholinephosphate cytidylyltransferase.(Ref. 5049) |
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511 | a-Stearo-b-capropalmitin / 1-Stearoyl-2-caproyl-3-palmitoyl glycerol |
Glycerol 1-Stearate 2-decanoate 3-hexadecanoate |
NAG5227 | Nobuo Ueta |
C47H90O6 | 751.214 | 22.87g/100g Diethl ether, 10.60g/100g Petroleum ether, 0.59g/100g Acetone, 0.03g/100g Ethanol (at 25C) (Ref. 5043) |
||||||||||||||||||||||
512 | a-Stearo-b-lauromyristin |
Glycerol 1-octadecanoate 2-dodecanoate 3-tetradecanoate / Octadecanoic acid 2-[(1-oxododecyl)oxy]-3-[(1-oxotetradecyl)oxy]propyl ester |
NAG5228 | Nobuo Ueta |
C47H90O6 | 751.214 | 30.68g/100g Diethl ether, 16.26g/100g Petroleum ether, 0.68g/100g Acetone, 0.04g/100g Ethanol (at 25C) (Ref. 5043) |
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513 | a-Stearo-b-myristolaurin |
Glycerol-1-octadecanoate 2-tetradecanoate 3-dodecanoate |
NAG5229 | Nobuo Ueta |
C47H90O6 | 751.214 | 112.59/100g Diethl ether, 81.44g/100g Petroleum ether, 2.53g/100g Acetone, 0.07g/100g Ethanol (at 25C) (Ref. 5043) |
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514 | 1-stearoyl-3-oleyl-glycerol |
Glycerol 1-octadecanoate 3-(9-octadecenoate) |
NAG5230 | Nobuo Ueta |
C39H74O5 | 623.002 | 42.5C. (Ref. 5074) |
Produced by solution isomerization of 1-stearoyl-2-oleeyl-sn-glycerol, and isolated by flash chromatography and crystallized by slow evaporation in ethyl acetate at 4C. (Ref. 5074) |
|||||||||||||||||||||
515 | 1-Monocaprin / a-Monocaprin / 1-Monocapriate |
Glycerol 1-decanoate /Decanoic acid 2,3-dihydroxypropyl ester |
NAG5231 | Nobuo Ueta |
C13H26O4 | 246.343 | P-[CH2OH] 7.6 Acyl CH3(CH2)nCO 62 CH2(CH2)nCO 1.1 Acid CH3(CH2)nCOOH 7.7 Acid+H 18 Methyl ester 2.9 Monoacetin 12 C3H7 100 -CH2CH2CH=CH2 70 -CH2CHCH=CHCH=CH2 9.0 -CH=CHCH=CHCH=CH2 2.7 m/e=98 30(Ref. 5086) |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with decanoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization and other methods.(Ref. 5093) Can also be prepared using glycidol.(Ref. 5112) |
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516 | 2-Monocaprin / b-Monocaprin |
Glycerol 2-decanoate |
NAG5232 | Nobuo Ueta |
C13H26O4 | 246.343 | bform 40.4C. |
h 1.44045 |
The starting material for this synthesis is 1,3-benzylideneglycerol. (Prepared by condensing benzaldehyde with glycerol, using p-toluenesulfonic acid as the catalyst.) In this compound, only the free 2-hydroxyl is available for acylation. Acylation is carried out with decanoic acid, and the blocking group is removed by treatment with boric acid and water. The presence of boric acid inhibits isomerization to the more stable 1-monoacylglycerol. The product is purified by crystallization and a boric acid TLC system. If only a small amount of this product is required, it is more convenient to hydrolyse trimyristin with pancreatic lipase. This enzyme is specific for the 1 and 3 positions and thus yields 2-monodecanoate. By keeping the incubation times short(e.g. 5min), acyl migration is minimized. (Ref. 5094) |
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517 | 2-Arachidonoyl-sn-glycerol |
Glycerol 2-(5,8,11,14-eicosatetraenoate) |
NAG5233 | Nobuo Ueta |
C23H38O4 | 378.545 | Increases intracellular free Ca2+ concentrations in NG108-15 cells through a cannabinoid CB1 receptor-dependent mechanism.(Ref. 5118) |
A rat brain contains a significant amount of arachidonoylglycerol. (Ref. 5128) |
1,3-Benzylidene-sn-glycerol is prepared from glycerol and benzaldehyde using sulfosalicylic acid as a catalyst. Arachidonoyl anhydride is prepared from arachidonic acid by treatment with dicyclohexylcarbodiimide. 2-Acyl-1,3-benzylideneglycerol is synthesized from 1,3-benzylidenglycerol and arachidonoyl anhydride using dimethylaminopyridine as a catalyst. This compound is purified by TLC, and then treated with boric acid and boric acid trimethyl ester, at 85C under vacuum for 3min, to yield 2-arachidonoyl-sn-glycerol. The product is purified by TLC and boric acid-impregnated TLC. (Ref. 5118) |
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518 | Glycerol-1(3)-(9'-hydroperoxy-10',12'-octadecadienoyl)-2,3(1,2)-dilinoleate |
NAG5234 | Nobuo Ueta |
C57H98O8 | 911.383 | Conjugated diene: lMax = 232-233 NM e = 24554(in MeOH) e = 21000(in Hexane) |
Free C-OOH: 3450-3446 CM-1 Bonded C-OOH: 3550,3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T and T,T Diene: 987-990,950 CM-1 |
1H-NMR OOH(1H): 7.92 PPM CH=CH-CH=CH(4H): 5.45-6.56 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C(4H): 2.76 PPM CH2-C=C(10H): 2.1-2.2 PPM 13C-NMR C=C-C=C: 127.4-136.3 PPM C-OOH: 86.4 PPM (Ref. 5177) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
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519 | Glyceryl-1(3)-(13'-hydroperoxy-9',11'-octadecadienoyl)-2,3(1,2)-dilinoleate |
NAG5235 | Nobuo Ueta |
C57H98O8 | 911.383 | Conjugated diene: lMax = 232-233 NM e = 24554(in MeOH) e = 21000(in Hexane) |
Free C-OOH: 3450-3446 CM-1 Bonded C-OOH: 3550,3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T and T,T Diene: 987-990,950 CM-1 |
1H-NMR OOH(1H): 7.92 PPM CH=CH-CH=CH(4H): 5.45-6.56 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C(4H): 2.76 PPM CH2-C=C(10H): 2.1-2.2 PPM 13C-NMR C=C-C=C: 127.4-136.3 PPM C-OOH: 86.4 PPM (Ref. 5177) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
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520 | Glyceryl-2-(9'-hydroperoxy-10',12'-octadecadienoyl)-1,3-dilinoleate |
NAG5236 | Nobuo Ueta |
C57H98O8 | 911.383 | Conjugated diene: lMax = 232-233 NM e = 24554(in MeOH) e = 21000(in Hexane) |
Free C-OOH: 3450-3446 CM-1 Bonded C-OOH: 3550,3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T and T,T Diene: 987-990,950 CM-1 |
1H-NMR OOH(1H): 7.92 PPM CH=CH-CH=CH(4H): 5.45-6.56 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C(4H): 2.76 PPM CH2-C=C(10H): 2.1-2.2 PPM 13C-NMR C=C-C=C: 127.4-136.3 PPM C-OOH: 86.4 PPM (Ref. 5177) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
||||||||||||||||||||
521 | Glyceryl-2-(13'-hydroperoxy-9',11'-octadecadienoyl)-1,3-dilinoleate |
NAG5237 | Nobuo Ueta |
C57H98O8 | 911.383 | Conjugated diene: lMax = 232-233 NM e = 24554(in MeOH) e = 21000(in Hexane) |
Free C-OOH: 3450-3446 CM-1 Bonded C-OOH: 3550,3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T and T,T Diene: 987-990,950 CM-1 |
1H-NMR OOH(1H): 7.92 PPM CH=CH-CH=CH(4H): 5.45-6.56 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C(4H): 2.76 PPM CH2-C=C(10H): 2.1-2.2 PPM 13C-NMR C=C-C=C: 127.4-136.3 PPM C-OOH: 86.4 PPM (Ref. 5177) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
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522 | Glyceryl-1(3)-(9'-hydroperoxy-10',12',15'-octadecatrienoyl)-2,3(1,2)-dilinolenate |
NAG5238 | Nobuo Ueta |
C57H92O8 | 905.336 | Conjugated diene: lMax = 232 NM e = 21400(in MeOH) |
Free C-OOH: 3431 CM-1 Bonded C-OOH: 3550-3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T Unsaturation: 987,950 CM-1 |
1H-NMR OOH(1H): 8.40 PPM CH=CH-CH=CH(4H): 5.42-6.55 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C: 2.88 PPM 13C-NMR C=C-C=C-C=C: 126.94-132.42 PPM C-OOH: 86.7 PPM (Ref. 5181) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
||||||||||||||||||||
523 | Glyceryl-1(3)-16'-hydroperoxy-9',12',14'-octadecatrienoyl)-2,3(1,2)-dilinolenate |
NAG5239 | Nobuo Ueta |
C57H92O8 | 905.336 | Conjugated diene: lMax = 232 NM e = 21400(in MeOH) |
Free C-OOH: 3431 CM-1 Bonded C-OOH: 3550-3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T Unsaturation: 987,950 CM-1 |
1H-NMR OOH(1H): 8.40 PPM CH=CH-CH=CH(4H): 5.42-6.55 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C: 2.88 PPM 13C-NMR C=C-C=C-C=C: 126.94-132.42 PPM C-OOH: 86.7 PPM (Ref. 5181) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
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524 | Glyceryl-2-(9'-hydroperoxy-10',12',15'-octadecatrienoyl)-1,3-dilinolenate |
NAG5240 | Nobuo Ueta |
C57H92O8 | 905.336 | Conjugated diene: lMax = 232 NM e = 21400(in MeOH) |
Free C-OOH: 3431 CM-1 Bonded C-OOH: 3550-3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T Unsaturation: 987,950 CM-1 |
1H-NMR OOH(1H): 8.40 PPM CH=CH-CH=CH(4H): 5.42-6.55 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C: 2.88 PPM 13C-NMR C=C-C=C-C=C: 126.94-132.42 PPM C-OOH: 86.7 PPM (Ref. 5181) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
||||||||||||||||||||
525 | Glyceryl-2-(16'-hydroperoxy-9',12',14'-octadecatrienoyl)-1,3-dilinolenate |
NAG5241 | Nobuo Ueta |
C57H92O8 | 905.336 | Conjugated diene: lMax = 232 NM e = 21400(in MeOH) |
Free C-OOH: 3431 CM-1 Bonded C-OOH: 3550-3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T Unsaturation: 987,950 CM-1 |
1H-NMR OOH(1H): 8.40 PPM CH=CH-CH=CH(4H): 5.42-6.55 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C: 2.88 PPM 13C-NMR C=C-C=C-C=C: 126.94-132.42 PPM C-OOH: 86.7 PPM (Ref. 5181) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
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526 | Glyceryl-1(3)-(12'-hydroperoxy-9',13',15'-octadecatrienoyl)-2,3(1,2)-dilinolenate |
NAG5242 | Nobuo Ueta |
C57H92O8 | 905.336 | Conjugated diene: lMax = 232 NM e = 21400(in MeOH) |
Free C-OOH: 3431 CM-1 Bonded C-OOH: 3550-3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T Unsaturation: 987,950 CM-1 |
1H-NMR OOH(1H): 8.40 PPM CH=CH-CH=CH(4H): 5.42-6.55 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C: 2.88 PPM 13C-NMR C=C-C=C-C=C: 126.94-132.42 PPM C-OOH: 86.7 PPM (Ref. 5181) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
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527 | Glyceryl-1(3)-(13'-hydroperoxy-9',11',15'-octadecatrienoyl)-2,3(1,2)-dilinolenate |
NAG5243 | Nobuo Ueta |
C57H92O8 | 905.336 | Conjugated diene: lMax = 232 NM e = 21400(in MeOH) |
Free C-OOH: 3431 CM-1 Bonded C-OOH: 3550-3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T Unsaturation: 987,950 CM-1 |
1H-NMR OOH(1H): 8.40 PPM CH=CH-CH=CH(4H): 5.42-6.55 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C: 2.88 PPM 13C-NMR C=C-C=C-C=C: 126.94-132.42 PPM C-OOH: 86.7 PPM (Ref. 5181) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
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528 | Glyceryl-2-(12'-hydroperoxy-9',13',15'-octadecatrienoyl)-1,3-dilinolenate |
NAG5244 | Nobuo Ueta |
C57H92O8 | 905.336 | Conjugated diene: lMax = 232 NM e = 21400(in MeOH) |
Free C-OOH: 3431 CM-1 Bonded C-OOH: 3550-3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T Unsaturation: 987,950 CM-1 |
1H-NMR OOH(1H): 8.40 PPM CH=CH-CH=CH(4H): 5.42-6.55 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C: 2.88 PPM 13C-NMR C=C-C=C-C=C: 126.94-132.42 PPM C-OOH: 86.7 PPM (Ref. 5181) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
||||||||||||||||||||
529 | Glyceryl-2-(13'-hydroperoxy-9',11',15'-octadecatrienoyl)-1,3-dilinolenate |
NAG5245 | Nobuo Ueta |
C57H92O8 | 905.336 | Conjugated diene: lMax = 232 NM e = 21400(in MeOH) |
Free C-OOH: 3431 CM-1 Bonded C-OOH: 3550-3200 CM-1 Olefinic H: 3007 CM-1 Conjugated C,T Unsaturation: 987,950 CM-1 |
1H-NMR OOH(1H): 8.40 PPM CH=CH-CH=CH(4H): 5.42-6.55 PPM CH(Bonded OOH): 4.35 PPM C=C-CH2-C=C: 2.88 PPM 13C-NMR C=C-C=C-C=C: 126.94-132.42 PPM C-OOH: 86.7 PPM (Ref. 5181) |
The degradation of flavor is caused, when fats and oils and foods including them are left in the air. This is due to autooxidation or photosensitized oxidation of unsaturated acyl group in triglycerides that are majar components of oils and fats. The oxidation products cause the degradation of oils and fats and furthermore demonstrate various toxicity, when it is absorbed in the internal. |
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530 | 1,3-Rac-palmitoyl-stearoyl-2-oleoylglycerol |
NAG5246 | Nobuo Ueta |
C55H104O6 | 861.411 | 35.5C. (b polymorphism) (Ref. 5185)The crystal shows the typical polymorphism phenomenon. 4 crystal pholumorphism (a,d,PSEUDO-b',b) has been confimed at least. The crystallization phenomenon of the POS is greatly dependent on the polymorphism. That is to say, the polymorphic type which appeared by the crystallization temperature is different from the crystallization kinetic. It is there being a cause at purity of used sample. |
1.65 at 13.3C, 1.30 at 13,2C, 1.05 at 13.0C, 0.80 at 11.9C g solute/100g solvent in tetradecane. (Ref. 5185) |
X-ray short spcing and long spacing (Ref. 5185) |
This molecular species is a main constituent of fats and oils got from the species of the fruit of the tree whici is produced in tropical zone such as cacao(THEOBROMA CACAO L.) and SHOREA STENOPTERA(Ref. 5185) |
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531 | 1,3-Diarachidoyl-2-oleoylglycerol |
NAG5247 | Nobuo Ueta |
C61H116O6 | 945.570 | 48.3C(b1 polymorph)(Ref. 5186) 7polymorphism of SUB-a,a',b',g,PSEUDO-b',b2,b1 has been confirmed. In the type of triglyceride with second oleoyl unit and saturated acyl group in the 1,3-position, the 5polymorphism except for SUB-a, b' is common to POP, SOS(1,3-distearoyl-2-oleoylglycerol) and BOB.(Ref. 5186) |
X-ray short spacing and long spacing(Ref. 5186) |
This molecular species is very few in the nature. The generation is possible under the catalyst of lipase with the specificity in the 1,3 position of the glycerin by the transesterification.(Ref. 5186) |
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532 | 1,3-Dibehenoyl-2-oleoylglycerol |
NAG5248 | Nobuo Ueta |
C65H124O6 | 1001.676 | 53.3C(b1 polymorph)(Ref. 5186) 7polymorphism equal to AOA(1,3-diarachidonoyl-2-oleoylglycerol) has been confirmed. The polymorphism of b2 exists in the seed crystal of the assimilation of oiliness confectionnery including cacao butter as well as b2 and b1 of SOS(1,3-distearoyl-2-oleoylglycerol).(Ref. 5186) |
X-ray short spacing and long spacing(Ref. 5186) |
This molecular species is seldom in tha nature. The generation is easy under the catalyst of lipase with the specificity in the 1,3-position of the glycerol by the transesterification.(Ref. 5186) |
|||||||||||||||||||||
533 | 1-Monocaprylin |
Glycerol 1-octanoate /Octanoic acid 2,3-dihydroxypropyl ester |
NAG5249 | Nobuo Ueta |
C11H22O4 | 218.290 | Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with octanoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization and other methods.(Ref. 5093) Can also be prepared using glycidol.(Ref. 5112) |
||||||||||||||||||||||
534 | 1-Monohendecanoin |
Glycerol 1-undecanoate /Undecanoic acid 2,3-dihydroxypropyl ester |
NAG5250 | Nobuo Ueta |
C14H28O4 | 260.370 | Exhibits polymorphism. aform 36.5C. b'form 52C. bform 56.5C. |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with undecanoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization and other methods.(Ref. 5093) Can also be prepared using glycidol.(Ref. 5112) |
|||||||||||||||||||||
535 | 1-Monotridecanoin |
Glycerol 1-tridecanoate /Tridecanoic acid 2,3-dihydroxypropyl ester |
NAG5251 | Nobuo Ueta |
C16H32O4 | 288.423 | Exhibits polymorphism. aform 50C. b'form 61C. bform 65C. |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with tridecanoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization and other methods.(Ref. 5093) Can also be prepared using glycidol.(Ref. 5112) |
|||||||||||||||||||||
536 | 1-Monopentadecanoin |
Glycerol 1-pentadecanoate /Pentadecanoic acid 2,3-dihydroxypropyl ester |
NAG5252 | Nobuo Ueta |
C18H36O4 | 316.476 | Exhibits polymorphism. aform 62C. b'form 69C. bform 72C. |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with pentadecanoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization and other methods.(Ref. 5093) Can also be prepared using glycidol.(Ref. 5112) |
|||||||||||||||||||||
537 | 1-Monomargalin |
Glycerol 1-heptadecanoate /Heptadecanoic acid 2,3-dihydroxypropyl ester |
NAG5253 | Nobuo Ueta |
C20H40O4 | 344.529 | Exhibits polymorphism. aform 70C. b'form 74.5C. bform 77C. |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with heptadecanoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization and other methods.(Ref. 5093) Can also be prepared using glycidol.(Ref. 5112) |
|||||||||||||||||||||
538 | 1-Monoarachin |
Glycerol 1-eicosanoate /Eicosanoic acid 2,3-dihydroxypropyl ester |
NAG5254 | Nobuo Ueta |
C23H46O4 | 386.609 | bform 84C. |
Glycerol is reacted with acetone in the presence of p-toluensulphonic acid to yield 1,2-isopropylidene glycerol, which can be acylated with eicosanoic acid under refluxing conditions in the presence of the acid catalyst. Acid catalyst and excess isopropylidene glycerol are removed with sodium acetate solution, and the extent of the acetonation and acylation reactions can be determined by quantification of the amount of water released. The isopropylidene ester is then cleaved with boric acid and the product is purified by crystallization and other methods.(Ref. 5093) Can also be prepared using glycidol.(Ref. 5112) |
|||||||||||||||||||||
539 | 1,3-Diundecanoin |
Glycerol 1,3-diundecanoate / Undecanoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5255 | Nobuo Ueta |
C25H48O5 | 428.646 | Exhibits polymorphism. b'form 47C. bform 49C. |
||||||||||||||||||||||
540 | 1,3-Dimargarin |
Glycerol 1,3-diheptadecanoate / Heptadecanoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5256 | Nobuo Ueta |
C37H72O5 | 596.965 | Exhibits polymorphism. b'form 72.5C. bform 74.5C. |
||||||||||||||||||||||
541 | 1,3-Diarachin |
Glycerol 1,3-dieicosanoate / Eicosanoic acid 2-hydroxy-1,3-propanediyl ester |
NAG5257 | Nobuo Ueta |
C43H84O5 | 681.124 | bform 75C. |
||||||||||||||||||||||
542 | 1-Caproyl-2,3-distearin |
Glycerol 1-hexanoate 2,3-dioctadecanoate |
NAG5258 | Nobuo Ueta |
C45H86O6 | 723.161 | 42.7C. |
||||||||||||||||||||||
543 | Trinonanoin |
Glycerol trinonanoate / Nonanoic acid 1,2,3-propanetrylester |
NAG5259 | Nobuo Ueta |
C30H56O6 | 512.762 | 8.7C. |
||||||||||||||||||||||
544 | Tricaprylin |
Glycerol trioctanoate / Octanoic acid 1,2,3-propanetrylester |
NAG5260 | Nobuo Ueta |
C27H50O6 | 470.682 | 9.810.1C. |
d 0.9867 |
h 1.44268 |
||||||||||||||||||||
545 | 1-Aceto-2,3-distearin |
Glycerol 1-etanoate 2,3-dioctadecanoate |
NAG5261 | Nobuo Ueta |
C41H78O6 | 667.054 | 56.6C. |
||||||||||||||||||||||
546 | 1-aceto-2,3-dipalmitin |
Glycerol 1-etanoate 2,3-dihexadecanoate |
NAG5262 | Nobuo Ueta |
C37H70O6 | 610.948 | 5152C. |
||||||||||||||||||||||
547 | 1-Caproyl-2,3-diolein |
Glycerol 1-hexanoate 2,3-di-9-octadecenoate |
NAG5263 | Nobuo Ueta |
C45H82O6 | 719.129 | -11.0-10.0C. |
h 35 1.46114 |
|||||||||||||||||||||
548 | 1-elaid-2,3-dicaprylin |
Glycerol 1,2-dioctanoate 3-9-octadecenoate(E)-form |
NAG5264 | Nobuo Ueta |
C37H68O6 | 608.932 | 3.0C. |
h 45 1.44786 |
|||||||||||||||||||||
549 | 1-Linoleo-2,3-dicaprylin |
Glycerol 1,2-dioctanoate 3-9,12-octadecadienoate |
NAG5265 | Nobuo Ueta |
C37H64O6 | 604.900 | -13-12C. |
h 50 1.45183 |
|||||||||||||||||||||
550 | 1-caprylil-2,3-dilaurin |
Glycerol 1-octanoate 2,3-didodecanoate |
NAG5266 | Nobuo Ueta |
C35H66O6 | 582.895 | 28.4C. |
h 70 1.43576 |
|||||||||||||||||||||
551 | 1-Caprylil-2,3-distearin |
Glycerol 1-octanoate 2,3-dioctadecanoate |
NAG5267 | Nobuo Ueta |
C47H90O6 | 751.214 | 47.6C. |
h 70 1.44028 |
|||||||||||||||||||||
552 | 1-Caprylil-2,3-diolein |
Glycerol 1-octanoate 2,3-di-9-octadecenoate |
NAG5268 | Nobuo Ueta |
C47H86O6 | 747.182 | -6.6-5,6C. |
h 35 1.45998 |
|||||||||||||||||||||
553 | 1-Stearo-2,3-dicaprin |
Glycerol 1,2-didecanoate 3-octadecanoate |
NAG5269 | Nobuo Ueta |
C41H78O6 | 667.054 | gform 13C, aform 32C, b'form 38C, bform 41C. |
||||||||||||||||||||||
554 | 1-Oleo-2,3-dicaprin |
Glycerol 1,2-didecanoate 3-9-octadecenoate(Z)-form |
NAG5270 | Nobuo Ueta |
C41H76O6 | 665.039 | 34C. |
h 40 1.45185 |
|||||||||||||||||||||
555 | 1-Elaido-2,3-dicaprin |
Glycerol 1,2-didecanoate 3-9-octadecenoate(E)-form |
NAG5271 | Nobuo Ueta |
C41H76O6 | 665.039 | 15.0C. |
h 45 1.44895 |
|||||||||||||||||||||
556 | 1-Linoleo-2,3-dicaprin |
Glycerol 1,2-didecanoate 3-9,12-octadecadienoate |
NAG5272 | Nobuo Ueta |
C41H74O6 | 663.023 | -1.00.0C. |
h 50 1.45226 |
|||||||||||||||||||||
557 | 1-Capril-2,3-dilaurin |
Glycerol 1-decanoate 2,3-didodecanoate |
NAG5273 | Nobuo Ueta |
C37H60O6 | 600.869 | gform 5C, aform 26C, b'form 31C, bform 35.5C. |
h 70 1.43705 |
|||||||||||||||||||||
558 | 1-Capril-2,3-distearin |
Glycerol 1-decanoate 2,3-dioctadecanoate |
NAG5274 | Nobuo Ueta |
C49H94O6 | 779.267 | gform 33C, aform 42.5C, b'form 46C, bform 49C. |
h 70 1.44058 |
|||||||||||||||||||||
559 | 1-Capril-2,3-dipalmitin |
Glycerol 1-decanoate 2,3-dihexadecanoate |
NAG5275 | Nobuo Ueta |
C45H86O6 | 723.161 | gform 23C, aform 37C, b'form 41C, bform 45.5C. |
||||||||||||||||||||||
560 | 1-Capril-2,3-dimyristin |
Glycerol 1-decanoate 2,3-ditetradecanoate |
NAG5276 | Nobuo Ueta |
C41H78O6 | 667.054 | gform 15C, aform 32C, b'form 38C, bform 43.5C. |
||||||||||||||||||||||
561 | 1-Capril-2-lauro-3-myristin |
Glycerol 1-decanoate 2-dodecanoate 3-tetradecanoate |
NAG5277 | Nobuo Ueta |
C39H74O6 | 639.001 | 36.537.0C. |
||||||||||||||||||||||
562 | 2-Oleo-1,3-dicaprin |
Glycerol 1,3-didecanoate 2-9-octadecenoate |
NAG5278 | Nobuo Ueta |
C41H76O6 | 665.039 | 56C. |
||||||||||||||||||||||
563 | 1-Capril-2,3-diolein |
Glycerol 1-decanoate 2,3-di-9-octadecenoate(Z,Z)-form |
NAG5279 | Nobuo Ueta |
C49H90O6 | 775.235 | -0.50.5C. |
h 35 1.45941 |
|||||||||||||||||||||
564 | 1-Capril-2,3-dielaidin |
Glycerol 1-decanoate 2,3-di-9-octadecenoate(E,E)-form |
NAG5280 | Nobuo Ueta |
C49H90O6 | 775.235 | 25C. |
h 45 1.45391 |
|||||||||||||||||||||
565 | 1-Linoleo-2,3-dilaurin |
Glycerol 1,2-didodecanoate 3-(9,12-octadecadienoate) |
NAG5281 | Nobuo Ueta |
C45H82O6 | 719.129 | 1516C. |
h 50 1.45287 |
|||||||||||||||||||||
566 | 1-Lauro-2,3-dilinolein |
Glycerol 1-dodecanoate 2,3-di-9,12-octadecadienoate |
NAG5282 | Nobuo Ueta |
C51H90O6 | 799.257 | -12-11C. |
h 50 1.46895 |
|||||||||||||||||||||
567 | 1-Oleo-2,3-dimyristin |
Glycerol 1,2-tetradecanoate 3-(9-octadecenoate)(Z)-form |
NAG5283 | Nobuo Ueta |
C49H92O6 | 777.251 | 25.0C. |
h 40 1.45458 |
|||||||||||||||||||||
568 | 1-Elaidino-2,3-dimyristin |
Glycerol 1,2-tetradecanoate 3-(9-octadecenoate)(E)-form |
NAG5284 | Nobuo Ueta |
C49H92O6 | 777.251 | 39.5C. |
h 45 1.45136 |
|||||||||||||||||||||
569 | 1-Linoleo-2,3-dimyristin |
Glycerol 1,2-tetradecanoate 3-(9,12-octadecadienoate) |
NAG5285 | Nobuo Ueta |
C49H90O6 | 775.235 | 2021C. |
h 50 1.45287 |
|||||||||||||||||||||
570 | 2-Myristo-1,3--distearin |
Glycerol 1,3-dioctadecanoate 2-tetradecanoate |
NAG5286 | Nobuo Ueta |
C53H102O6 | 835.373 | gform 47C, aform 56C, b'form 59C, bform 62.5C. |
h 70 1.44300 |
|||||||||||||||||||||
571 | 1-Caprylil-2-capro-3-stearin |
Glycerol-1-octanoate-2-decanoate-3-octadecanoate |
NAG5287 | Nobuo Ueta |
C39H74O6 | 639.001 | This is abailable commercially. |
||||||||||||||||||||||
572 | 2-Butyro-1,3-stearin |
Glycerol 1,3-dihexadecanoate 2-butyrate |
NAG5288 | Nobuo Ueta |
C39H74O6 | 639.001 | This is abailable commercially. |
||||||||||||||||||||||
573 | 1-Lauro-2-olein |
Glycerol-1-dodecanoate-2-(9-octadecenoate) |
NAG5289 | Nobuo Ueta |
C33H62O5 | 538.842 | bform 32C. |
h 70 1.44335 |
|||||||||||||||||||||
574 | 1-Myristo-2-olein |
Glycerol-1-tetradecanoate-2-(9-octadecenoate) |
NAG5290 | Nobuo Ueta |
C35H66O5 | 566.896 | bform 41C. |
h 70 1.44455 |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats and Oils, pp384-386, Reinhold Publ. Corp., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954)Vegetable Fats and Oils, p.485, Reinhold Publ. Corp., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Hilditch, T.P. and Williams, P.W. (1964 ) Chemical Constitution of Natural Fats, 4th edn, p.314, John Wiley & Sons, NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Rukmini, C. |
TITLE | : | New, unusual long chain fatty acid (argemonic acid) from Argemone Mexicana PubMed ID:1141635 |
JOURNAL | : | J Am Oil Chem Soc. |
VOL | : | 52 PAGE : 171-173 (1975) |
AUTHOR | : | Eckey,E.W. (1954)Vegetable Fats & Oils, p. 449, Reinhold Publ. Corp., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Muller-Mulot W. |
TITLE | : | Rapid method for the quantitative determination of individual tocopherols in oils and fats. PubMed ID:993549 |
JOURNAL | : | J. Ame. Oil Chem. Soc. |
VOL | : | 53 PAGE : 732-736 (1976) |
AUTHOR | : | Codex Alimentarurs Commission (1993) Proposed Draft Standard for Named Vegetable Oils, Codex CX 1993/16. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Parsons, J. G., and Price, P. B. |
TITLE | : | Search for barley (Hordeum vulgare L.) with higher lipid content PubMed ID:4427520 |
JOURNAL | : | Lipids. |
VOL | : | 9 PAGE : 804-808 (1974) |
AUTHOR | : | Chow, C. K., Draper, H. H., and Csallany, A. S. |
TITLE | : | Method for the assay of free and esterified tocopherols PubMed ID:5407965 |
JOURNAL | : | Anal Biochem. |
VOL | : | 32 PAGE : 81-90 (1969) |
AUTHOR | : | |
TITLE | : | FDA Analysis Codex Alinorm 87/17 CX/FO 87/8 Dec. 1986 |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckay, E.W. (1954) Veg. Fats & Oils, p. 692, Reinhold Publ. Co. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Hildritch, T.P. & Williams, P.W. (1964) The Chemical Constituent of Natural Fats, 4th edn., p. 326, John Wiley, NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 703, Reinhold Publ. Co. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Pryde, E.H. et al., eds. (1981) New Sources of Fats and Oils, pp. 55-68, AOCS. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Vegetable Fats and Oils, p. 423, Reinhold Publ. Co. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Vegetable Fats & Oils, p. 421, Reinhold Publ. Co. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 579, Reinhold Publ. Co. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Hilditch, T.P. & Williams, P.W. (1964) The Chemical Constitution of Natural Fats, 4th edn., p. 246, Johm Wiley & Sons, NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 769-770, Reinhold Publ. Co. |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 481, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Russell & Pritchard (1991) Analysis of Oilseeds, Fats & Fatty Foods, p. 293 |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 616, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 481, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 482, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Kochhar S.P. |
TITLE | : | Influence of processing on sterols of edible vegetable oils. PubMed ID:6356149 |
JOURNAL | : | Prog. Lipid Res. |
VOL | : | 22 PAGE : 161-188 (1983) |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p.733-734, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p.599, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Hilditch, T.P. & Williams, P.W. (1964) Chem. Constitution of Natural Fats, 4th edn., p. 190, John Wiley & Sons, NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Rossell, J.B. & Pritchard, J.L.R. (1991) Analysis of Oilseeds, Fat & Fatty Foods, p. 293, Elsevier Applied Science, NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Rossell, J.B. & Pritchard, J.L.R. (1991) Analysis of Oilseed, Fats and Fatty Food, p. 293, Elsevier Applied Science, NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Muller-Mulot W. |
TITLE | : | Rapid method for the quantitative determination of individual tocopherols in oils and fats. PubMed ID:993549 |
JOURNAL | : | J. Ame. Oil Chem. Soc. |
VOL | : | 53 PAGE : 732-736 (1976) |
AUTHOR | : | Kochhar S.P. |
TITLE | : | Influence of processing on sterols of edible vegetable oils. PubMed ID:6356149 |
JOURNAL | : | Prog. Lipid Res. |
VOL | : | 22 PAGE : 167-188 (1983) |
AUTHOR | : | Codex Alimentarurs Commission (1993) Proposed Draft Standard for Named Vegetable Oils, Codex CX 1993/16 |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 760, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p.361, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Hilditch, T.P. & Williams, P.W. (1964) The Chemical Constitution of Natural Fats, p. 341, John Wiley & Sons, NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 707, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 447, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Pryde, E.H. (1981) New Sources of Fats and Oils, AOCS |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 579, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Hilditch, T.P. & Williams, P.W. (1964) Chem. Constitution of Natural Fats, 4th edn., p. 255, John Wiley & Sons, NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Graham, S. A. |
TITLE | : | Cuphea: a new plant source of medium-chain fatty acids PubMed ID:2653730 |
JOURNAL | : | Crit Rev Food Sci Nutr. |
VOL | : | 28 PAGE : 139-173 (1989) |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 667, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p.692, Reinhold Publ. Co., NY |
TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
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VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 664-666, Reinhold Publ. Co., NY |
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AUTHOR | : | Williams, K.A. (1966) Oils, Fats & Fatty Foods, 4th edn., p. 357-358, Amer. Elsevier, NY |
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TITLE | : | Influence of processing on sterols of edible vegetable oils. PubMed ID:6356149 |
JOURNAL | : | Prog. Lipid Res. |
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JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Kochhar S.P. |
TITLE | : | Influence of processing on sterols of edible vegetable oils. PubMed ID:6356149 |
JOURNAL | : | Prog. Lipid Res. |
VOL | : | 22 PAGE : 161-188 (1983) |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 484, Reinhold Publ. Co., NY |
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AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 667, Reinhold Publ. Co., NY |
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TITLE | : | |
JOURNAL | : | |
VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 616, Reinhold Publ. Co., NY |
TITLE | : | |
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VOL | : | PAGE : - () |
AUTHOR | : | Hilditch, T.P. & Williams, P.W. (1964) The Chemical Constitution of Natural Fats, 4th edn., p. 275, Johm Wiley & Sons, NY |
TITLE | : | |
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VOL | : | PAGE : - () |
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TITLE | : | Rapid method for the quantitative determination of individual tocopherols in oils and fats. PubMed ID:993549 |
JOURNAL | : | J. Am. Oil Chem. Soc. |
VOL | : | 53 PAGE : 732-736 (1976) |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 561,Reinhold Publ. Co., NY |
TITLE | : | |
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VOL | : | PAGE : - () |
AUTHOR | : | Hilditch, T.P. and Williams, P.W. (1964) The Chemical Constitution of Natural Fats, 4th edn., p. 324, John Wiley & Sons, NY |
TITLE | : | |
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AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 472, Reinhold Publ. Co., NY |
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AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 785, Reinhold Publ. Co., NY |
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TITLE | : | |
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AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 412, Reinhold Publ. Co., NY |
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VOL | : | PAGE : - () |
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AUTHOR | : | Rossell, J.B. (1991) Analysis of Oilseed, Fats and Fatty Foods, p. 266 |
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VOL | : | PAGE : - () |
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VOL | : | PAGE : - () |
AUTHOR | : | CODEX Committee on Fats and Oils, 12th Session, London, 4-19/23-1982 |
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VOL | : | PAGE : - () |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 551, Reinhold Publ. Co., NY |
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AUTHOR | : | Sengupta A, Basu SP, Saha S. |
TITLE | : | Triglyceride composition of Sapindus mukorossi seed oil. PubMed ID:1123974 |
JOURNAL | : | Lipids |
VOL | : | 10 PAGE : 33-40 (1975) |
AUTHOR | : | Eckey, E.W. (1954) Veg. Fats & Oils, p. 712, Reinhold Publ. Corp., NY |
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AUTHOR | : | Sengupta A, Basu SP, Saha S. |
TITLE | : | Triglyceride composition of Sapindus mukorossi seed oil. PubMed ID:1123974 |
JOURNAL | : | Lipids |
VOL | : | 10 PAGE : 33-40 (1975) |
AUTHOR | : | Eckey, E.W. (1954) VEg. Fats & Oils, p. 424, Reinhold Publ. Corp., NY |
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JOURNAL | : | J. Am. Oil Chem. Soc. |
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TITLE | : | Lipids, XI Synthesis of triglycerides of soybean oil. |
JOURNAL | : | Zh.Obshch.Khim |
VOL | : | 32 PAGE : 2208-2210 (1962) |
AUTHOR | : | Serebrenikova, G.A., Mitrofanova, T.K., Klykov, V.N., Sarycheva, I.K., and Preobrazhenskii, N.A. |
TITLE | : | Lipids, XVII. Synthesis of the glyceride components of safflower oil. |
JOURNAL | : | Zh. Obshch. Khim. |
VOL | : | 33 PAGE : 60-62 (1963) |
AUTHOR | : | Mitchell.L.C. |
TITLE | : | Specific diacid triglycerides by a simple two-step procedure. |
JOURNAL | : | J.Am.Oil Chem.Soc |
VOL | : | 494 PAGE : 281-282 (1972) |
AUTHOR | : | Salter, A. M., Mangiapane, E. H., Bennett, A. J., Bruce, J. S., Billett, M. A., Anderton, K. L., Marenah, C. B., Lawson, N., and White, D. A. |
TITLE | : | The effect of different dietary fatty acids on lipoprotein metabolism: concentration-dependent effects of diets enriched in oleic, myristic, palmitic and stearic acids PubMed ID:9536864 |
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TITLE | : | Properties of 2-oleodipalmitin, 2-elaidodipalmitin, and some of their mixtures. |
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TITLE | : | Phospholipids. I. Synthesis of phosphatidyl ethanolamines. |
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VOL | : | 55 PAGE : 310-316 (1978) |
AUTHOR | : | Lutton,E.S., Stewart,C.B., and Fehl,A.J. |
TITLE | : | Polymorphism of mixed triglycerides containing odd fatty acids |
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AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp129, Chapman & Hall, London |
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TITLE | : | |
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VOL | : | PAGE : - () |
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TITLE | : | Synthesis of racemic 1,2-diolein. |
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VOL | : | 61 PAGE : 156-157 (1965) |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp133, Chapman & Hall, London |
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AUTHOR | : | Quinn,J.G., Schultz,D.M., and Jensen,R.G. |
TITLE | : | Melting point of several enantiomeric glycerides. |
JOURNAL | : | Lipids |
VOL | : | 6 PAGE : 692- (1971) |
AUTHOR | : | Carreau,J.P. |
TITLE | : | Synthesis of triglycerides with three different fatty acids. II, Epoxide ring cleavage and preparation of monoesters and mixed diesters of halohydrins. |
JOURNAL | : | Bull.Soc.Chim.Fr. |
VOL | : | 11 PAGE : 4107-4110 (1970) |
AUTHOR | : | Culp,T.W., Harlow,R.D., Litchfield,C., and Reiser,R. |
TITLE | : | Analysis of triglycerides by consecutive chromatografhic techniques (II) Ucuhuba kernel fat. |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp153, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp146, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp156, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp154, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp152, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp150, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp151, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp149, Chapman & Hall, London |
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AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp148, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp147, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp145, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp144, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp143, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp142, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp134, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp135, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp1137, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp138, Chapman & Hall, London |
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VOL | : | PAGE : - () |
AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp139, Chapman & Hall, London |
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AUTHOR | : | Gunstone, F.D., Harwood, J.L. and Padley, F.B.(1994) The Lipid Handbook second edition (Gunstone, F.D., Harwood, J.L. and Padley, F.B.), Dictionary section pp140, Chapman & Hall, London |
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AUTHOR | : | Neff,W.E./ Frankel,E.N., Miyashita,K., |
TITLE | : | Autoxidation of polyunsaturated triacylglycerols. I. Trilinoleoylglycerol |
JOURNAL | : | LIPIDS |
VOL | : | 25 PAGE : 33-39 (1990) |
AUTHOR | : | Park,D.K., Terao,J., Matusita,S. |
TITLE | : | The isomeric composition of hydroperoxides formed by autoxidation of unsaturated triacylglycerides and vegitable oils |
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VOL | : | 45 PAGE : 2071-2076 (1981) |
AUTHOR | : | Park,D.K., Terao,J., Matsushita,S. |
TITLE | : | High performance liquid chromatography of hydroperoxides formed by autoxidation of vegitables oils. |
JOURNAL | : | Agric.Biol.Chem |
VOL | : | 45 PAGE : 2443-2448 (1981) |
AUTHOR | : | Terao,J., Matushita,S. |
TITLE | : | Analysis of photosensitized oxidation products of unsaturated triglycerides and vegitable oils by gas chromatography mass spectrometry. |
JOURNAL | : | Agric.Biol.Chem |
VOL | : | 45 PAGE : 601-608 (1981) |
AUTHOR | : | Frankel,E,N., Neff,W,E., Miyashita.K. |
TITLE | : | Autoxidation of polyunsurturated triacylglycerols.II. Trilinolenoylglycerol. |
JOURNAL | : | LIPIDS |
VOL | : | 25 PAGE : 40-47 (1990) |
AUTHOR | : | Derorme,D., Gorard,Y., Rokach,J. |
TITLE | : | Total synthesis of leukotriene E4 metabolites and precursors to radiolabeled forms of those metabolites |
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VOL | : | 54 PAGE : 3635-3640 (1989) |
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AUTHOR | : | Komori,S., Hayano,S., et al. (1971) Yusikagakubinran ( Japan Oil Chemists' Sosiety eds), pp99, Maruzen Co., Tokyo |
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