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Acylglycerol

(total 574)
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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
MELTING POINT BOILING POINT DENSITY REFRACTIVE INDEX OPTICAL ROTATION SOLUBILITY UV SPECTRA IR SPECTRA NMR SPECTRA MASS SPECTRA OTHER SPECTRA
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Almond Oil
NAG0001
Akira Hayashi





Almond Oil (Ref. 0001/0002/0003)




2 No image
Apricot Kerner Oil
NAG0002
Akira Hayashi





Apricot Kerner Oil (Ref. 0004/0005/0006)




3 No image
Argan Seed Oil
NAG0003
Akira Hayashi





Argan Seed Oil (Ref. 0007)
Argania Spinosa *1



*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)
4 No image
Acorn Oil
NAG0004
Akira Hayashi





Acorn Oil(Ref. 0008)




5 No image
African Mango
NAG0005
Akira Hayashi





African Mango(Ref. 0009)
Irvingia Gabonensisi




6 No image
Alfalfa Oil
NAG0006
Akira Hayashi





Alfalfa Oil(Ref. 0010/0011)
Medicago Sativa




7 No image
Argemone Oil
NAG0007
Akira Hayashi





Argemone Oil (Plant also known aspickly poppy, Mexican poppy or devil's fig) (Ref. 0012/0013)
Argemone Mexicana L. *1



*1: The oil from the seed also contains argemonic acid [(+)6-hydroxy-6-methyl-9-oxo-octacosanoic acid] in addition to a toxic alkaloid sanguinarene(Ref. 0010/0011)
8 No image
Avocado (pulp) Oil
NAG0008
Akira Hayashi





Avocado (pulp) Oil (Ref. 0014/0015/0016/0017/0018)




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)




10 No image
Baobab Seed Oil
NAG0010
Akira Hayashi





Baobab Seed Oil (Ref. 0020/0021)
Various Adansonice Species




11 No image
Barley Oil
NAG0011
Akira Hayashi





Barley Oil (Ref. 0022/0023/0024/0025/0026)




12 No image
Blackcurrant Oil
NAG0012
Akira Hayashi





Blackcurrant Oil (Ref. 0027/0028/0029/0030/0031)




13 No image
Borage Oil
NAG0013
Akira Hayashi





Borage Oil(Ref. 0032/0033)+FDA/USDA data
Borago Officinalis (L.) *1



*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
14 No image
Borneo Tallow
NAG0014
Akira Hayashi





Borneo Tallow(Ref. 0037/0038)
Shorea Stenoptera




15 No image
Brazil Nut Oil
NAG0015
Akira Hayashi





Brazil Nut Oil(Ref. 0039/0040)
Bertholletia Excelsa, Nobilis




16 No image
Buffalo Gourd Seed Oil
NAG0016
Akira Hayashi





Buffalo Gourd Seed Oil (Ref. 0041)
Cucurbita Foetidissima HBK




17 No image
California Laurel Seed Oil
NAG0017
Akira Hayashi





California Laurel Seed Oil (Ref. 0042/0043)
Umbellularia Californica




18 No image
Camphor Kerner Fat
NAG0018
Akira Hayashi





Camphor Kernel Fat (Ref. 0044/0045/0046)
Camphor Tree (Cinnamomum Camphora




19 No image
Candlenut (Lamberg) Oil
NAG0019
Akira Hayashi





Candlenut (Lamberg) Oil (Ref. 0047/0048)
Dimorphotheca Pluvialis




20 No image
Cantaloupe Seed Oil
NAG0020
Akira Hayashi





Cantaloupe Seed Oil (Ref. 0049)
Cucumis Melo




21 No image
Cape Marigold Oil
NAG0021
Akira Hayashi





Cape Marigold Seed Oil(Ref. 0050)
Dimorphotheca Pluvialis




22 No image
Carob Bean Oil
NAG0022
Akira Hayashi





Carob Bean Oil (Ref. 0051)
Ceratonia Siliqua




23 No image
Cathew Nut Oil
NAG0023
Akira Hayashi





Cathew Nut Oil (Ref. 0052/0053/0054)




24 No image
Cassia Siamea Seed Oil
NAG0024
Akira Hayashi





Cassia Siamea Seed Oil (Ref. 0055)




25 No image
Cassia Alata Seed Oil
NAG0025
Akira Hayashi





Cassia Alata Seed Oil (Ref. 0056/0057)
Ringworm Shrub




26 No image
Cassia Occidentalis Seed Oil
NAG0026
Akira Hayashi





Cassia Occidentalis Seed Oil (Ref. 0057)
""Wild Coffee,"" Africa




27 No image
Cassia Siberiana Seed Oil
NAG0027
Akira Hayashi





Cassia Siberiana SeedOil (Ref. 0058/0057)




28 No image
Castor Oil
NAG0028
Akira Hayashi





Castor Oil (Ref. 0059/0060/0061)




29 No image
Chia Oil
NAG0029
Akira Hayashi





Chia Oil(Ref. 0062/0063)
Salivia Hispanica




30 No image
Chinese Vegetable Tallow
NAG0030
Akira Hayashi





Chinese Vegetable Tallow . Seedcoat (mesocarp) fat. Chinese Tallow tree (Ref. 0064/0065/0066)
Sapium Sebiferum




31 No image
Cocoa Butter
NAG0031
Akira Hayashi





Cocoa Butter (Ref. 0067/0068/0069/0070/0071/0072/0073/0074/0075)
Theolbroma Cacao *1



*1 TG composition
SSS 2,SUS 81, SSU <1, SUU 15, UUU 1,
32 No image
Coconut Oil
NAG0032
Akira Hayashi





Coconut Oil (Ref. 0076)




33 No image
Coffee Bean Oil
NAG0033
Akira Hayashi





Coffee Bean Oil (Ref. 0077)Raw, Brazil




34 No image
Coffee Bean Oil (Roasted)
NAG0034
Akira Hayashi





Coffee Bean Oil (Roasted) (Ref. 0079)




35 No image
Cohune Nut Oil
NAG0035
Akira Hayashi





Cohune Nut Oil (Ref. 0080/0081/0082)
Cohune Palm Oil




36 No image
Confrey Seed Oil
NAG0036
Akira Hayashi





Comfrey Seed Oil (Ref. 0083)
Symphytum Officinale




37 No image
Coriander Seed Oil
NAG0037
Akira Hayashi





Coriander Seed Oil (Ref. 0084/0085/0086)
Coriandrum Sativum




38 No image
Corn Oil
NAG0038
Akira Hayashi





Corn Oil (Ref. 0087)
Maize Oil




39 No image
Cottonseed Oil
NAG0039
Akira Hayashi





Cottonseed Oil (Ref. 0087)




40 No image
Crambe Oil
NAG0040
Akira Hayashi





Crambe Oil (Ref. 0088/0089/0090/0091)
Crambe Abyssinica




41 No image
Croton Seed Oil
NAG0041
Akira Hayashi





Croton Seed Oil (Ref. 0092/0093)
Croton Tiglium




42 No image
Cuphea Seed Oil
NAG0042
Akira Hayashi





Cuphea Seed Oil (Ref. 0094/0095/0096)
Capric Acid Rich Species




43 No image
Cuphea Seed Oil
NAG0043
Akira Hayashi





Cuphea Seed Oil (Ref. 0097/0096)
Caprylic Acid Rich Species




44 No image
Cuphea Seed Oil
NAG0044
Akira Hayashi





Cuphea Seed Oil (Ref. 0098/0096)
Lauric Aci Rich Species (C. wrightii)




45 No image
Cuphea Seed Oil
NAG0045
Akira Hayashi





Cuphea Seed Oil (Ref. 0099/0096)
Linoleic Acid Rich Species




46 No image
Cupa Assu Kerner Oil
NAG0046
Akira Hayashi





Cupu Assu Kernel Oil (A wild cacao native to Brazil.) (Ref. 0100/0101/0102)
Theobroma Grandiflora




47 No image
Dhupa Fat
NAG0047
Akira Hayashi





Dhupa Fat (malabar tallow) (Ref. 0103/0104)
Valeria Indica




48 No image
Douglas Meadowfoam Seed Oil
NAG0048
Akira Hayashi





Douglas Meadowfoam Seed Oil (Ref. 0105)
Limmanthese Douglasii




49 No image
Dwarf Borage Oil
NAG0049
Akira Hayashi





Dwarf Borage Oil (Ref. 0106)
Borago Pygmea (Borage Oil)




50 No image
Elm Seed Oil
NAG0050
Akira Hayashi





Elm Seed Oil (Ref. 0107/0108)
Ulmus Americana Linn.




51 No image
Emu Oil
NAG0051
Akira Hayashi





Emu Oil




52 No image
Euphorbia Lagascae Seed Oil
NAG0052
Akira Hayashi





Euphorbia Lagascae Seed Oil (Ref. 0109)




53 No image
Evening Primrose Oil
NAG0053
Akira Hayashi





Evening Primrose Oil (Ref. 0110/0111/0112/0113/0114)
Oenothera Spp.




54 No image
Fenugreek Seed Oil
NAG0054
Akira Hayashi





Fenugreek Seed Oil (Ref. 0115)
Trigonella Foenum-Graecum




55 No image
Finger Millet
NAG0055
Akira Hayashi





Finger Millet (Ref. 0116)
Eleusine Coracana




56 No image
Foztail Millet
NAG0056
Akira Hayashi





Foxtail Millet (Ref. 0117/0118)
Setaria Italica




57 No image
Gooseberry
NAG0057
Akira Hayashi





Gooseberry (Ref. 0119)
Ribes Grossularia




58 No image
Grapefruit Seed Oil
NAG0058
Akira Hayashi





Grapefruit Seed Oil (Ref. 0120/0121/0122/0123)
Citrus Grandis




59 No image
Grapeseed Oil
NAG0059
Akira Hayashi





Grapeseed Oil (Ref. 0124/0125/0126/0127)




60 No image
Guava Seed Oil
NAG0060
Akira Hayashi





Guava Seed Oil (Ref. 0128)
Psidium Guajava L.




61 No image
Horse Chestnut Oil
NAG0061
Akira Hayashi





Horse Chestnut Oil (Ref. 0129)
Aesculus Hippocastanum




62 No image
Illipe' (Mowrah) Butter
NAG0062
Akira Hayashi





Illipe' (Mowrah) Butter (Ref. 0130/0131/0132)
Madhuca Latifolia or Bassia Latifolia




63 No image
Isano (Boleko) Seed Oil
NAG0063
Akira Hayashi





Isano (Boleko) Seed Oil (Ref. 0133/0134)
Onguckoa Gore Engler




64 No image
Hannoa Undulata Seed Oil
NAG0064
Akira Hayashi





Hannoa Undulata Seed Oil (Ref. 0135)
Simarubaceal *1



* 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
65 No image
Hazelnut Oil
NAG0065
Akira Hayashi





Hazelnut Oil (Ref. 0136/0137/0138/0139)
Corylus Avellana L. *1



*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
66 No image
Hempseed Oil
NAG0066
Akira Hayashi





Hempseed Oil (Ref. 0140/0141/0142/0143)
Cannabis Saliva L.




67 No image
Jaboty Tallow
NAG0067
Akira Hayashi





Jaboty Tallow (Ref. 0144/0145)
Erisma Calcaratum (Joboty Butter, Jaboty Fat)




68 No image
Jack Bean Oil
NAG0068
Akira Hayashi





Jack Bean Oil (Ref. 0146)
Canavalia Ensiformis




69 No image
Jaoan Tallow
NAG0069
Akira Hayashi





Japan Tallow (Ref. 0147)
Japan Wax (Rhus Spp.)




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




71 No image
Jojoba Oil
NAG0071
Akira Hayashi





Jojoba Oil (Ref. 0149/0150)




72 No image
Kapok Seed Oil
NAG0072
Akira Hayashi





Kapok Seed Oil (Ref. 0151/0152/0153)
Bombax Family (Ceiba pentandra, etc.,)




73 No image
Kokum Butter
NAG0073
Akira Hayashi





Kokum Butter (Ref. 0154/0155)
Garcinia Indica *1



*1 TG composition:
Oleodistearin, 59-68; Oleopalmitostearin, 8-14; Oleodipalmolein, 2; Stearodiolein, 20-21; Palmitodiolein, 0.5-2; Triolein, 2.
74 No image
Kusum Oil
NAG0074
Akira Hayashi





Kusum Oil (Ref. 0156/0157)
Macassar Oil (Schleicheratrijuga)




75 No image
Lallemantia Oil
NAG0075
Akira Hayashi





Lallemantia Oil (Ref. 0158/0159)
Lallemantia Iberica




76 No image
Lemon Seed Oil
NAG0076
Akira Hayashi





Lemon Seed Oil (Ref. 0160/0161)




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.
78 No image
Lindera Umbellata Seed Oil
NAG0078
Akira Hayashi





Lindera Umbellata Seed Oil (Ref. 0163)




79 No image
Linora Oil
NAG0079
Akira Hayashi





Linola Oil (Ref. 0164)
Low Linolenic Linseed (Flax)




80 No image
Linseed Oil
NAG0080
Akira Hayashi





Linseed Oil (Ref. 0164/0165/0166/0167/0168)




81 No image
Lupine Seed Oil
NAG0081
Akira Hayashi





Lupine Seed Oil (Ref. 0169)
Lupinus Albus




82 No image
Lupu Fat
NAG0082
Akira Hayashi





Lupu Fat (A wild cacao of Central and Aouth America ) (Ref. 0170/0171)
Tribroma (Theobroma) bicolor




83 No image
Mammy Apple Seed Oil
NAG0083
Akira Hayashi





Mammy Apple Seed Oil (Ref. 0172/0173/0174)
Calocarpum Mammosum




84 No image
Mango Pulp Oil
NAG0084
Akira Hayashi





Mango Pulp Oil (Ref. 0175)
Mangifera Indica




85 No image
Mango Seed Oil
NAG0085
Akira Hayashi





Mango Seed Oil (Ref. 0176/0177/0178)
Mangifera Indica




86 No image
Marigold Seed Oil
NAG0086
Akira Hayashi





Marigold Seed Oil (Ref. 0179)
Calendula Officinalis




87 No image
Meadowfoam Seed Oil
NAG0087
Akira Hayashi





Meadowfoam Seed Oil (Ref. 0180/0181/0182/0183)
Limnanthes Alba




88 No image
Munch Seed Oil
NAG0088
Akira Hayashi





Munch Seed Oil (Ref. 0184)
Dimorphotheca Pluvialis L. *1



*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.
89 No image
Mustard Seed
NAG0089
Akira Hayashi





Mustard Seed(Ref. 0185/0186/0187/0188)




90 No image
Neem (Margosa) Oil
NAG0090
Akira Hayashi





Neem (Margosa) Oil (Ref. 0189/0190/0191)
Azadirachta Indica (Melia azasirachta)




91 No image
Naou Oil
NAG0091
Akira Hayashi





Naou Oil (Ref. 0192/0193)
Parinarium Mocrophullum Seed Oil




92 No image
Niger Seed Oil
NAG0092
Akira Hayashi





Niger Seed Oil (Ref. 0194/0195/0196)
Guizotia Abyssinica




93 No image
Nutmeg Butter
NAG0093
Akira Hayashi





Nutmeg Butter (Ref. 0197/0198/0199/0200)
Myristica Fragrans




94 No image
Oat Oil
NAG0094
Akira Hayashi





Oat Oil (Ref. 0201/0202/0203)
Avena Sativa




95 No image
Oat Bean Oil
NAG0095
Akira Hayashi





Oat Bean Oil (Ref. 0204)
Pentaclethra Macrophylla




96 No image
Oiticica Oil
NAG0096
Akira Hayashi





Oiticica Oil (Ref. 0205)
Licania Rigida




97 No image
Okra Seed Oil
NAG0097
Akira Hayashi





Okra Seed Oil (Ref. 0206/0207)
Hibiscus Esculentus




98 No image
Olive Oil
NAG0098
Akira Hayashi





Olive Oil (Ref. 0208/0209/0210) *4



*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.
99 No image
Olive pomace Oil
NAG0099
Akira Hayashi





Olive Pomace Oil *1 (Ref. 0210/0212/0211)



*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)
100 No image
Orange Seed Oil
NAG0100
Akira Hayashi





Orange Seed Oil (Ref. 0213/0214/0215/0216)
Citrus Sinensis




101 No image
Ouricuri Tallow
NAG0101
Akira Hayashi





Ouricuri Tallow (Ref. 0217/0218)
Syagrus Coronata Mart.




102 No image
Palm Kerner Oil
NAG0102
Akira Hayashi





Palm Kernel Oil (Ref. 0219)




103 No image
Palm Oil
NAG0103
Akira Hayashi





Palm Oil (Ref. 0220)




104 No image
Palm Olein
NAG0104
Akira Hayashi





Palm Olein (Ref. 0220)




105 No image
Palm Stearin
NAG0105
Akira Hayashi





Palm Stearin (Ref. 0220)




106 No image
Palas Oil
NAG0106
Akira Hayashi





Palas Oil (Ref. 0221)
Butea Frondoca (or Butea Monosperma)




107 No image
Papaya Seed Oil
NAG0107
Akira Hayashi





Papaya Seed Oil (Ref. 0222/0223/0224/0225/0226)Carrrrica Papaya




108 No image
Pataua Palm Oil
NAG0108
Akira Hayashi





Pataua Palm Oil (Ref. 0227)
Jessenia Bataua Mart. (Pulp of fruit)




109 No image
Peach Kerner Oil
NAG0109
Akira Hayashi





Peach Kernel Oil (Ref. 0228/0229/0230/0231)
Prunus Persica




110 No image
Peanut Oil
NAG0110
Akira Hayashi





Peanut Oil (Ref. 0232)
Arachis Oil




111 No image
Pecan Nut Oil
NAG0111
Akira Hayashi





Pecan Nut Oil (Ref. 0233/0234/0235)




112 No image
Perilla Oil
NAG0112
Akira Hayashi





Perilla Oil (Ref. 0236/0237/0238)
Perilla Frutescens




113 No image
Pine Nut Oil
NAG0113
Akira Hayashi





Pine Nut Oil (Ref. 0239)
Pinus Monophylla




114 No image
Pine Nut Oil
NAG0114
Akira Hayashi





Pine Nut Oil (Ref. 0240/0239)
Pinus Pinea




115 No image
Pine Seed Oil
NAG0115
Akira Hayashi





Pine Seed Oil (Ref. 0240)
Pinus Pinaster




116 No image
Pistachio Nut Oil
NAG0116
Akira Hayashi





Pistachio Nut Oil (Ref. 0241/0242/0243)
Pistacia Vera




117 No image
Poppyseed Oil
NAG0117
Akira Hayashi





Poppyseed Oil (Ref. 0244/0245)
Papaver Somniferum




118 No image
Proso Millet
NAG0118
Akira Hayashi





Proso Millet (Ref. 0246/0247)
Ponicum Miliaceum




119 No image
Pumpkin Seed Oil
NAG0119
Akira Hayashi





Pumpkin Seed Oil (Ref. 0248/0249/0250)
Nephelium Lappaceum




120 No image
Rambutan Tallow
NAG0120
Akira Hayashi





Rambutan Tallow (Ref. 0251)
Nephelium Lappacerum




121 No image
Rapeseed Oil
NAG0121
Akira Hayashi





Rapeseed Oil (Ref. 0252/0253/0254)




122 No image
Rapeseed Oil(low erucic acid)
NAG0122
Akira Hayashi





Rapeseed Oil, Low Erucic Acid (Ref. 0255)
Canola




123 No image
Ravison Oil
NAG0123
Akira Hayashi





Ravison Oil (Ref. 0256)
Brassica Campestris




124 No image
Rye Germ Oil
NAG0124
Akira Hayashi





Rye Germ Oil (Ref. 0257/0258)
Secale Cercale




125 No image
Saflower Seed Oil
NAG0125
Akira Hayashi





Saflower Seed Oil (Ref. 0259)




126 No image
Saflower Seed Oil (high olein)
NAG0126
Akira Hayashi





Saflower Seed Oil (Ref. 0260/0261/0262)
High Oleic




127 No image
Sal Fat
NAG0127
Akira Hayashi





Sal Fat (Ref. 0263/0264/0265/0266)
Shorea Robusta




128 No image
Sapindus Mukorossi Seed Oil
NAG0128
Akira Hayashi





Sapindus Mukorossi Seed Oil (Ref. 0267/0268)(Seeds from US, India,Vietnam)
Chinese Soapberry




129 No image
Sesame Seed Oil
NAG0129
Akira Hayashi





Sesame Seed Oil (Ref. 0269/0267)
Sesame Inidicum




130 No image
Sheanut Butter
NAG0130
Akira Hayashi





Sheanut Butter (Ref. 0271/0272/0273/0274)
Butyrospermum Parkii




131 No image
Soap Tree Seed Oil
NAG0131
Akira Hayashi





Soap Tree Seed Oil (Ref. 0275/0276/0277)
Sapindus Trifoliatus L. (*1)



*1:Soapberry family. S. Trifolius is a tree native to India, Arabia, and neighboring areas. The family contains cyanolipids.
132 No image
Soybean Oil
NAG0132
Akira Hayashi





Soybean Oil (Ref. 0278)




133 No image
Spicebush Kerner Fat
NAG0133
Akira Hayashi





Spicebush Kernel Fat (Ref. 0279/0280/0281)
Lindera Benzoin




134 No image
Sterculia Foetida Oil
NAG0134
Akira Hayashi





Sterculia Foetida Oil (Ref. 0282/0283)
Java Olive Oil




135 No image
Stillingia Seed Oil
NAG0135
Akira Hayashi





Stillingia Seed Oil (Ref. 0284/0285)
Sapium Sebiferum (Seed Kernel Oil, Chinese tallow tree)




136 No image
Sunflower Seed Oil
NAG0136
Akira Hayashi





Sunflower Seed Oil (Ref. 0286/0287)




137 No image
Sunflower Seed Oil (high olein)
NAG0137
Akira Hayashi





Sunflower Seed Oil (Ref. 0288/0289)High Oleic




138 No image
Tall Oil
NAG0138
Akira Hayashi





Tall Oil (Ref. 0290)
Crude, US(*1)



*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.
139 No image
Tamarind Kerner Oil
NAG0139
Akira Hayashi





Tamarind Kernel Oil (Ref. 0291)
Tamarindus Indica




140 No image
Teaseed Oil
NAG0140
Akira Hayashi





Teaseed Oil (Ref. 0292/0293)
Sasanqua Oil (Camilla Sasanqua)




141 No image
Teaseed Oil
NAG0141
Akira Hayashi





Teaseed Oil (Ref. 0292/0293/0294)
Thea Sinensis




142 No image
Teaseed Oil (Japanese)
NAG0142
Akira Hayashi





Teaseed Oil (Japanese) (Ref. 0292)
Tsubaki Oil (Camellia Japonica)




143 No image
Teaseed Oil (Turkish)
NAG0143
Akira Hayashi





Teaseed Oil (Turkish) (Ref. 0295)




144 No image
Tobacco Seed Oil
NAG0144
Akira Hayashi





Tobacco Seed Oil (Ref. 0296/0297/0298/0299>




145 No image
Tomato Seed Oil
NAG0145
Akira Hayashi





Tomato Seed Oil (Ref. 0300/0301/0302)




146 No image
Tucum (Aouara) Kerner Oil
NAG0146
Akira Hayashi





Tucum (Aouara) Kernel Oil (Ref. 0303/0304/0305)
Astrocaryum Vulgare Mart.



*1: Astrocarpum tucuma
147 No image
Tonka Bean Oil
NAG0147
Akira Hayashi





Tonka Bean Oil (Ref. 0306/0307/0308)
Dipteryx Odorata (Erythrina Spp.)




148 No image
Tucum Palp Oil
NAG0148
Akira Hayashi





Tucum Pulp Oil (Ref. 0309/0310)
astrocaryum Vulgare Mart




149 No image
Tung Oil
NAG0149
Akira Hayashi





Tung Oil (Ref. 0311/0312/0313)
Alteeeeurites Fordii




150 No image
Ucuhuba Butter Oil
NAG0150
Akira Hayashi





Ucuhuba Butter Oil (Ref. 0314/0315/0316)
Virola Surinamensis




151 No image
Veronia Arthelmintica Seed Oil
NAG0151
Akira Hayashi





Veronia Anthelmintica Seed Oil (Ref. 0317/0318)




152 No image
Veronia Galamensis Seed Oil
NAG0152
Akira Hayashi





Veronia Galamensis SeedOil (Ref. 0319)




153 No image
Walnut Oil
NAG0153
Akira Hayashi





Walnut Oil (Ref. 0320/0321/0322/0323/0324)
Juglans Regia L.




154 No image
Watermelon Seed
NAG0154
Akira Hayashi





Watermelon Seed (Ref. 0325)



*1: Refractive Index at 25C : 1.4741-1.4748.
155 No image
Watermelon Seed Oil
NAG0155
Akira Hayashi





Watermelon Seed Oil (Ref. 0325)
CitrullusVulgaris




156 No image
Western Soapberry Seed Fat
NAG0156
Akira Hayashi





Western Soapberry Seed Fat (Ref. 0326/0327/0328)(Wild Chinaberry, Soapberry family , see also Soap Tree Seed Oil)
Sapindus Drummondii




157 No image
Wheat Germ Oil
NAG0157
Akira Hayashi





Wheat Germ Oil (Ref. 0329/0330/0331/0332/0333)




158 No image
Borage Oil
NAG0158
Akira Hayashi





Borage Oil (Ref. 0334/0335)
Borrago Officinalis (L.)



*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.
159 No image
Borneo Tallow
NAG0159
Akira Hayashi





Borneo Tallow (Ref. 0339/0340)
Shorea Stenoptera




160 No image
Brazil Nut Oil
NAG0160
Akira Hayashi





Brazil Nut Oil (Ref. 0341/0342/0343)
Bertholletia Excelsa, Nobilis (Berthrolletia taceae)




161 No image
Buffalo Gourd Seed Oil
NAG0161
Akira Hayashi





Buffalo Gourd Seed Oil (Native to Northern Mexico) (Ref. 0344)
Cucurbita Foetidissima HBK




162 No image
California Laurel Seed Oil
NAG0162
Akira Hayashi





California Laurel Seed Oil (Ref. 0345/0346)
Umbellularia Californica




163 No image
Camphor Kerner Fat
NAG0163
Akira Hayashi





Camphor Kernel Fat (Ref. 0347/0348/0346)
Camphor Tree (Cinnamomum Camphora)




164 No image
Dwarf Borage Oil
NAG0164
Akira Hayashi





Dwarf Borage Oil (Ref. 0349)
Borago Pygmea (Borage Oil)




165 No image
Elm Seed Oil
NAG0165
Akira Hayashi





Elm Seed Oil (Ref. 0350/0351)
Ulmus Americana Linn.)




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.
167 No image
Euphorbia Lagascae Seed Oil
NAG0167
Akira Hayashi





Euphorbia Lagascae Seed Oil (Ref. 0352)




168 No image
Evening Primrose Oil
NAG0168
Akira Hayashi





Evening PrimroseOil (Ref. 0353/0354/0355/0356/0357)
Ocenothera Spp.




169 No image
Fenugrek Seed Oil
NAG0169
Akira Hayashi





Fenugreek Seed Oil (Ref. 0358)
Trigonella Foenum-Graecum




170 No image
Finger Millet
NAG0170
Akira Hayashi





Finger Millet (Ref. 0359)
Eleusine Coracana




171 No image
Foxtail Millet
NAG0171
Akira Hayashi





Foxtail Millet (Ref. 0360/0359)
Setaria Itarica




172 No image
Gooseberry
NAG0172
Akira Hayashi





Gooseberry (Ref. 0361)
Ribes Grossularia




173 No image
Grapefruit Seed Oil
NAG0173
Akira Hayashi





Grapefruit Seed Oil (Ref. 0362/0363/0364/0365)
Citrus Grandis




174 No image
Grapeseed Oil
NAG0174
Akira Hayashi





Grapeseed Oil (Ref. 0366/0367/0368/0369/0370)




175 No image
Guava Seed Oil
NAG0175
Akira Hayashi





Guava Seed Oil (Ref. 0371)
Psidium Guajava L.




176 No image
Hannoa Undulata Seed Oil
NAG0176
Akira Hayashi





Hannoa Undulata Seed Oil (Ref. 0372) * 1
Simarubaceal

* 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>


177 No image
Hazelnut Oil
NAG0177
Akira Hayashi





Hazelnut Oil (Ref. 0373/0374/0375/0376/0377) * 1
Corylus Avellana L. (Filbert. )



* 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.
178 No image
Hempseed Oil
NAG0178
Akira Hayashi





Hempseed Oil (Ref. 0378/0379/0380/0381)
Cannabis Sativa L.




179 No image
Horse Chestnut Oil
NAG0179
Akira Hayashi





Horse Chestnut Oil <0382>
Aesculus Hippocastanum




180 No image
Illipe' (Mowrah) Butter
NAG0180
Akira Hayashi





Illipe' (Mowrah) Butter (Ref. 0383/0384/0385)
Madhuca Latifolia (or Bassia Latifolia)




181 No image
Isano (Boleko) Seed Oil
NAG0181
Akira Hayashi





Isano (Boleko) Seed Oil (Ref. 0386/0387)
Onguekoa Gore Engler



* 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.
182 No image
Jacoty Tallow
NAG0182
Akira Hayashi





Jacoty Tallow (Ref. 0388/0389)
Erisma Calcaratum (Jacoty Fat, Jacoty Butter)




183 No image
Jack Bean Oil
NAG0183
Akira Hayashi





Jack Bean Oil (Ref. 0390)
Canavalia Ensiformis




184 No image
Japan Tallow
NAG0184
Akira Hayashi





Japan Tallow (Ref. 0391)
Jpan Wax (RhusSpp.)




185 No image
Japn Almond Fat
NAG0185
Akira Hayashi





Java Almond Fat (Tree native to Malasia. See also Pili Nut/Java Almond (Canarium Luzonicum)) (Ref. 0392/0393)
Dacryodes Rostrata




186 No image
Jojoba Oil
NAG0186
Akira Hayashi





Jojoba Oil (Ref. 0394/0395)




187 No image
KaKapok Seed Oil
NAG0187
Akira Hayashi





Kapok Seed Oil (Ref. 0396/0397/0398/0399)
(Note: Kapok seed oil contains up to 15% cyclopropenoid fatty acid.)
Bombax Family (Ceiba pentandra etc.,)




188 No image
Mango Seed Oil
NAG0188
Akira Hayashi





Mango Seed Oil (Ref. 0400/0401/0402/0403)
Mangifera Indica




189 No image
Marigold Seed Oil
NAG0189
Akira Hayashi





Marigold Seed Oil (Ref. 0404)
calendula Officinalis




190 No image
Meadowfoam Seed Oil
NAG0190
Akira Hayashi





Meadowfoam Seed Oil (Ref. 0405/0406/0407/0408)
Limnanthes Alba




191 No image
Munch Seed Oil
NAG0191
Akira Hayashi





Munch Seed Oil (Ref. 0409) * 1
Dimorphotheca Pluvitalis (L.)



* 1: Triacylglycerol composition: C50: 0.6; C52: 1.9; C54-1DA: 15.8; C54-2DA: 70.7; C54-3DA: 4.6.
192 No image
Mustard Seed
NAG0192
Akira Hayashi





Mustard Seed (Ref. 0410/0411/0412/0413)




193 No image
Neem (Margosa) Oil
NAG0193
Akira Hayashi





Neem (Margosa) Oil (Ref. 0414/0415/0416>
Azadirachta Indica (Melia azadirachta)




194 No image
Pine Seed Oil
NAG0194
Akira Hayashi





Pine Seed Oil (Ref. 0417)
Pinus Pinaster




195 No image
Pistachio Nut Oil
NAG0195
Akira Hayashi





Pistachio Nut Oil (Ref. 0418/0419/0420/0421)
Pistacia Vera




196 No image
Poppyseed Oil
NAG0196
Akira Hayashi





Poppyseed Oil (Ref. 0422/0423)
Papaver Somniferum




197 No image
Proso Millet
NAG0197
Akira Hayashi





Proso Millet (Ref. 0424/0425)
Ponicum Miliaceum




198 No image
Pumpkin Seed Oil
NAG0198
Akira Hayashi





Pumpkin Seed Oil (Ref. 0426/0427/0428)
Cucurbita Pepo




199 No image
Rambutan Tallow
NAG0199
Akira Hayashi





Rambutan Tallow (Ref. 0429)
Nephelium Lappaceum




200 No image
Rapeseed Oil
NAG0200
Akira Hayashi





Rapeseed Oil (Ref. 0430/0431/0432)




201 No image
Rapeseed Oil (low erucic acid)
NAG0201
Akira Hayashi





Rapeseed Oil, Low Erucic Acid (Ref. 0433)
Canola




202 No image
Ravison Oil
NAG0202
Akira Hayashi





Ravison Oil (Ref. 0434)
Brassica Campestris




203 No image
Rice Bran Oil
NAG0203
Akira Hayashi





Rice Bran Oil (Ref. 0435/0436/0437/0438/0439/0440)




204 No image
Rocket Salad Seed Oil
NAG0204
Akira Hayashi





Rocket Salad Seed Oil (More commonly known as Taramira Seed Oil, as well as Jamba) (Ref. 0441/0442/0443/0444/0445)
Eruca Sativa




205 No image
Rubber Seed Oil
NAG0205
Akira Hayashi





Rubber Seed Oil (Ref. 0446/0447)
Heves Brasiliensis




206 No image
Sunflower Seed Oil
NAG0206
Akira Hayashi





Sunflower Seed Oil (Ref. 0448/0449)




207 No image
Sunflower Seed Oil (high olein)
NAG0207
Akira Hayashi





Sunflower Seed Oil (Ref. 0450/0451)
High Oleic




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,)




209 No image
Tamarind Kerner Oil
NAG0209
Akira Hayashi





Tamarind Kerner Oil (Ref. 0453)
Tamarindus Indica




210 No image
Teaseed Oil
NAG0210
Akira Hayashi





Teaseed Oil (Ref. 0454/0455)
Sasanqua Oil (Camilla Sasanqua)




211 No image
Teaseed Oil
NAG0211
Akira Hayashi





Teaseed Oil (Ref. 0454/0455/0456/0457)
Thea Sinensis




212 No image
Anchovy Oil
NAG0212
Akira Hayashi





Anchovy Oil (Ref. 0458)




213 No image
Bacury Seed Oil
NAG0213
Akira Hayashi





Bacury Seed Fat (Ref. 0459)
Platonia Insignis




214 No image
Bitter Almond Kerner Oil
NAG0214
Akira Hayashi





Bitter Almond Kerner Oil (Ref. 0460)




215 No image
Bombax Constantum Seed Oil
NAG0215
Akira Hayashi





Bombax Constantum Seed Oil (Ref. 0461)




216 No image
Butterfat
NAG0216
Akira Hayashi





Butterfat (Ref. 0462/0463)




217 No image
Cameline Oil (False Flax)
NAG0217
Akira Hayashi





Cameline Oil (False Flax) (Ref. 0464>
Camelina Sativa




218 No image
Capelin Oil
NAG0218
Akira Hayashi





Capelin Oil (Ref. 0465)



* 1: 22:6: 1-11; Other: 3-6.
219 No image
Carp Lipids
NAG0219
Akira Hayashi





Carp Lipids (Ref. 0466)




220 No image
Cherry Kerner Oil
NAG0220
Akira Hayashi





Cherry Kerner Oil (Ref. 0467/0468)
Prunus Cerasus




221 No image
Catfish Lipids
NAG0221
Akira Hayashi





Catfish Lipids (Ref. 0466>




222 No image
Cherrystone Cram
NAG0222
Akira Hayashi





Cherrystone Cram (Ref. 0469)
Zuahaug Lipids




223 No image
Chestnut Oil
NAG0223
Akira Hayashi





Chestnut Oil (Ref. 0470)
Castanea Mollisima




224 No image
Chicken Fat
NAG0224
Akira Hayashi





Chicken Fat (Ref. 0471)
(note: Physical constants from AOCS Method I 1-46)




225 No image
Chinese Melon Seed Oil (Bitter Courd)
NAG0225
Akira Hayashi





Chinese Melon Seed Oil (Bitter Gourd) (Ref. 0472)
Momordica Charantia L.




226 No image
Chinook Salmon Lipids (Northeast Pacific)
NAG0226
Akira Hayashi





Chinook Salmon Lipids (Northeast Pacific (6 fish)) (Ref. 0473)




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.
228 No image
Corn Oil (high oleic acid)
NAG0228
Akira Hayashi





Corn Oil, High Oleic Acid (Ref. 0475>




229 No image
Corn Oil (low saturated acids)
NAG0229
Akira Hayashi





Corn Oil, Low Sat. Fatty Acids <0475>




230 No image
Crab Lipids (King)
NAG0230
Akira Hayashi





Crab Lipids, King (Ref. 0476)




231 No image
Crab Lipids (Queen)
NAG0231
Akira Hayashi





Crab Lipids, Queen <0476>




232 No image
Cupania Anacardioides Seed Oil
NAG0232
Akira Hayashi





Cupania Anacardioides Seed Oil (Ref. 0477>
Sapindaceae (Soapberry) Family




233 No image
Domba Fat
NAG0233
Akira Hayashi





Domba Fat (Ref. 0478)
Calophyllum Inophyllum




234 No image
Dover Sole Lipids
NAG0234
Akira Hayashi





Dover Sole Lipids (Ref. 0479)




235 No image
Eel Lipids
NAG0235
Akira Hayashi





Eel Lipids (Ref. 0480)




236 No image
Gamboge Butter
NAG0236
Akira Hayashi





Gamboge Butter (Ref. 0481)
Garcinia Morella Kerner Fat




237 No image
Ghee (Buffalo Milk ) Butter
NAG0237
Akira Hayashi





Ghee (Buffalo Milk) Butter (Ref. 0482)




238 No image
Goose Fat
NAG0238
Akira Hayashi





Goose Fat (Ref. 0483)
(Note: Physical constants from AOCS Methods I 1-46.)




239 No image
Herring Oil
NAG0239
Akira Hayashi





Herring Oil (Ref. 0484)




240 No image
Horse Fat
NAG0240
Akira Hayashi





Horse Fat (Ref. 0485)
(Note: Physical constants from AOCS Methods I 1-46.)




241 No image
Ironwood Fat
NAG0241
Akira Hayashi





Ironwood Fat (Indian Rose Chestnut, Nahar Fat ) (Ref. 0486)




242 No image
Lard
NAG0242
Akira Hayashi





Lard (Rendered Pork Fat) (Ref. 0487/0488/0489> * 1



* 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.
243 No image
Maasbanker Oil
NAG0243
Akira Hayashi





Maasbanker Oil (Ref. 0490)



* 1: 22:6: 6-23; Others: 1-11.
244 No image
Macadamia Nut Oil
NAG0244
Akira Hayashi





Macadamia Nut Oil (Ref. 0491/0492)
Macadamia Tetraphylla




245 No image
Mackerel Oil
NAG0245
Akira Hayashi





Mackerel Oil (Ref. 0493)




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.
247 No image
Neetsfoot Oil
NAG0247
Akira Hayashi





Neetsfoot Oil (Ref. 0495)




248 No image
Norway Pout Oil
NAG0248
Akira Hayashi





Norway Pout Oil (Ref. 0496)



* 1: 22:6: 11-20; Others 4-18.
249 No image
Ocimum (Basil) Seed Oil
NAG0249
Akira Hayashi





Ocimum (Basil) Seed Oil (Ref. 0497)
O Basilicum (O. Canum; O. Gratissimum; O.Sanctum.)




250 No image
Oyster Lipids ( American)
NAG0250
Akira Hayashi





Oyster Lipids (American) (Ref. 0498)




251 No image
Oyster Lipids (European)
NAG0251
Akira Hayashi





Oyster Lipids ( European) (Ref. 0498)




252 No image
Paullinia Eleans seed Oil
NAG0252
Akira Hayashi





Paullinia Eleans Seed Oil (Ref. 0499)
Sapindaceae (Soapberry) Family



* 1: 22:1(C13): 0.4; 22:1(C15): 0.8.
253 No image
Peanut Oil (high oleic)
NAG0253
Akira Hayashi





Peanut Oil , High Oleic (Ref. 0500)




254 No image
Plum Kerner Oil
NAG0254
Akira Hayashi





Plum Kerner Oil (Ref. 0501/0502/0503)
Prumus Domestica




255 No image
Premier Jus
NAG0255
Akira Hayashi





Premier Jus (Ref. 0504/0505) *1
Tallow (Beef and/or Sheep)



* 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.
256 No image
Rabbit Fat
NAG0256
Akira Hayashi





Rabbit Fat (Ref. 0506)




257 No image
Rapeseed Oil (low linolenic acid)
NAG0257
Akira Hayashi





Rapeseed Oil (Low Linolenic Acid) (Ref. 0507/0508)
Low Linolenic Canola




258 No image
Redfish Oil (Norway Haddock)
NAG0258
Akira Hayashi





Redfish Oil (Norway Haddock (Sebastes Viviparus)) (Ref. 0509)
Sebastes Marinus




259 No image
Sablefish Lipids
NAG0259
Akira Hayashi





Sablefish Lipids (Ref. 0510)




260 No image
Safflower Oil (high linoleic)
NAG0260
Akira Hayashi





Safflower Oil, High Linoleic (Ref. 0511)




261 No image
Salmon Oil
NAG0261
Akira Hayashi





Salmon Oil (Ref. 0511)




262 No image
Samanea Saman Seed Oil
NAG0262
Akira Hayashi





Samanea Saman Seed Oil (Ref. 0512)
Monkey Pod




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.
264 No image
Sardine, Pilchard Oil
NAG0264
Akira Hayashi





Sardine, Pilchard Oil (Ref. 0514)



* 1: 22:6:4-13; Others:1-14.
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.
266 No image
Shark Liver Oil
NAG0266
Akira Hayashi





Shark Liver Oil (Ref. 0516) (Sold for vitamin A content)




267 No image
Sheep Fat
NAG0267
Akira Hayashi





Sheep Fat (Ref. 0517)
Subcutaneous




268 No image
Shrimp (Alaska)
NAG0268
Akira Hayashi





Shrimp, Alaska (Ref. 0518)




269 No image
Sorghum Seed Lipid
NAG0269
Akira Hayashi





Sorghum Seed Lipid (Ref. 0519)
Sorghum Bicolor




270 No image
Sorghum Seed Lipid
NAG0270
Akira Hayashi





Sorghum Seed Lipid (Ref. 0520)
Sorgum Vulgare




271 No image
Soybean Oil
NAG0271
Akira Hayashi





Soybean Oil (Ref. 0521)
Low Linolenic Acid




272 No image
Sprat Oil
NAG0272
Akira Hayashi





Sprat Oil (Ref. 0522)




273 No image
Sweet Rocket Oil
NAG0273
Akira Hayashi





Sweet Rocket Oil (Dame's Violet) (Ref. 0523)
Hesperis Matronalis




274 No image
Tallow (Beef)
NAG0274
Akira Hayashi





Tallow (Beef) (Ref. 0524/0525)
(note: Physical constants from AOCS Methods I 1-46.)




275 No image
Tallow Fat
NAG0275
Akira Hayashi





Tallow Fat (Kanya Fat) (Ref. 0526/0527)
Pentadesma Butyracea




276 No image
Tallow (Mutton)
NAG0276
Akira Hayashi





Tallow (Mutton) (Ref. 0528/0529)
(Note: Physical constants from AOCS Methods I 1-46.)




277 No image
Trout Lipids
NAG0277
Akira Hayashi





Trout Lipids (Ref. 0530)




278 No image
Tuna (White Meat)
NAG0278
Akira Hayashi





Tuna (White Meat) (Ref. 0531)
Thunmus Alalunga L.



* 1: 22:5(n-3): 2; 22:6(n-3): 29.
279 No image
Turtle (Green) Oil
NAG0279
Akira Hayashi





Turtle (Green) Oil (Ref. 0532)




280 No image
Whale Oil
NAG0280
Akira Hayashi





Whale Oil (Ref. 0532)
Barsenidae




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.
282 No image
Rice Bran Oil
NAG0282
Akira Hayashi





Rice Bran Oil (Ref. 0534/0535/0536/0537/0538/0539)




283 No image
Rocket Salad Seed Oil
NAG0283
Akira Hayashi





Rocket Salad Seed Oil (Taramira Jumba) (Ref. 0540)
Eruca Sativa



* 1: According to Eckey, p. 442 (Ref. 0541)--Iodine value: 89-108; 16:0: 4-5; 18:1: 5-29; 18:2: 9-29; 18:3: 7-14; 20:0: 1-2; 20:1: 7-12; 22:0: 1-2; D13-22:1: 46-58; 24:0:1.

* 2: According to (Ref. 0542) --18:3:36; D13-22:1:10.
284 No image
Rubber Seed Oil
NAG0284
Akira Hayashi





Rubber Seed Oil <0543/0544>
Hevea Brasiliensis




285
a,b-Dicaprolaurin / a,b-caproxyl-a'-lauroxyl glycerol
Glycerol 1,2-didecanoate 3-dodecanoate (pm)-form / Dodecanoic acid 2,3-bis[(1-oxodecyl)oxy]propyl ester
NAG5001
Nobuo Ueta
C35H66O6 582.895 Download ChemDraw structure file

Cryst.(Benzene). 30degC. Exhibits polymorphism. (Ref. 5002)





Prepared by acylation of 1-dodecanoylglycerol with decanoyl chloride. (Ref. 5098)



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 Download ChemDraw structure file

-20sim-19degC. -12degC. (Ref. 5157)




Consist. of soybean oil.(Ref. 5003)
Prepared by acylattion of 1-linoleoyl-3-oleoyl glycerol with stearoyl chloride.(Ref. 5099)/(Ref. 5003)
Can also be prepared using glycidol.(Ref. 5091)/(Ref. 5058)



287
a-Linoleo-b-stearopalmitin / a-Linoleoyl-b-stearoyl-a'-palmitoyl glycerol
Glycerol 1-(9,12-octadecadienoate) 2-octadecanoate 3-hexadecanoate (pm)-(all-Z)-form
NAG5003
Nobuo Ueta
C55H102O6 859.395 Download ChemDraw structure file

Cryst. 36sim37degC. (Ref. 5157)





Prepared by acylattion of 1-linoleoyl-3-palmitoyl glycerol with stearoyl chloride.(Ref. 5099)/(Ref. 5004)/(Ref. 5034)
Can also be prepared using glycidol.(Ref. 5091)/(Ref. 5058)



288
a-Linoleoxl-b-palmitoxyl-a'-oleoxl glycerol / a-Linoleo-b-palmitoolein
Glycerol 1-(9,12-octadecadienoate) 2-hexadecanoate 3-9-octadecenoate (pm)-(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 Download ChemDraw structure file

-10sim-9degC. (Ref. 5157)




Consist. of safflower oil.(Ref. 5004)
Prepared by acylattion of 1-linoleoyl-3-oleoyl glycerol with parmitoyl chloride. (Ref. 5099)/(Ref. 5004)/(Ref. 5034)
Can also be prepared using glycidol. (Ref. 5091)/(Ref. 5058)



289
1-Linoleoyl-2-stearoyl-sn-glycerol
Glycerol 1-(9,12-octadecadienoate) 2-octadecanoate(S)-(all Z)-form
NAG5005
Nobuo Ueta
C39H72O5 620.986 Download ChemDraw structure file

Oil. 18.5degC. (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)



290
a-Linoleo-b-stearin
Glycerol 1-(9,12-octadecadienoate) 2-octadecanoate(pm)-(all-Z)-form
NAG5006
Nobuo Ueta
C39H72O5 620.986 Download ChemDraw structure file

Oil. 9-10degC. (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)



291
Glycerol tripalmitate / Tripalmitin / Palmitin
Glycerol trihexadecanoate / Hexadecanoic acid 1,2,3-propanetryl ester
NAG5007
Nobuo Ueta
C51H98O6 807.320 Download ChemDraw structure file
Suppresses endothelin-3-induced NO synthesis in human endothelial cells by inhibiting cytosolic Ca2+ elevation.(Ref. 5085)
Dietary tripalmitin increases the iron stores in the body and reduces the levels of cytochrome P-450 in the hepatic microsome.(Ref. 5083)
66sim66.4deg. Needles from ether. Exhibits polymorphic forms. aform 45.0degC. b'1form 63.5degC. bform 65.5degC. (Ref. 5040)/(Ref. 5023)
310sim320degC.
d 4-70 0.8730, d 4-80 0.8663
1.43807(80degC)
Insol. in water. Practically insol. in alcohol (0.0043parts/100parts of abs alcohol). Freely sol. in ether,benzene,chloroform.



Present in palm oil , other plant waxes, animal fats, and wax of Mycobacterium.(Ref. 5036)/(Ref. 5037)
Prepared from glycerol and palmitic acid in the presence of Twitchell reagent(Ref. 5090), or in the presence of trifluoroacetic anhydride.(Ref. 5091) Easily prepared by reaction of glycerol with palmitic chloride. Purification can be effected by crystallization or by TLC.(Ref. 5092)
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)

292
b-Monolinolein / 2-Monolinolein
Glycerol 2-(9,12-octadecadienoate)(Z,Z)-form
NAG5008
Nobuo Ueta
C21H38O4 354.524 Download ChemDraw structure file
Inactivates African swine fever virus and inhibits its replication in Vero cells.(Ref. 5059)
Oil,cryst.(pet.ether at -35deg). 8.9degC. (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)



293
Triarachidin
Glycerol trieicosanoate/ Eicosanoic acid 1,2,3-propanetriyl ester
NAG5009
Nobuo Ueta
C63H122O6 975.639 Download ChemDraw structure file

78deg Cryst.(hexane). (Ref. 5012)/(Ref. 5024)





Prepared by acylation of glycerol with eicosanoyl chloride.(Ref. 5092)



294
Triheneicosanoin
Glycerol triheneicosanoate
NAG5010
Nobuo Ueta
C66H128O6 1017.719 Download ChemDraw structure file

75.9deg. Cryst.(hexane) . Exhibits polymorphism. (Ref. 5012)





Prepared by acylation of glycerol with heneicosanoyl chloride.(Ref. 5092)



295
Triheptadecanoin,8CI / Trimargarin
Glycerol triheptadecanoate
NAG5011
Nobuo Ueta
C54H104O6 849.400 Download ChemDraw structure file

64deg. Cryst.(hexane). Exhibits polymorphism. (Ref. 5012)/(Ref. 5025)





Prepared by acylation of glycerol with heptadecanoyl chloride.(Ref. 5092)



296
Tricaproin
Glycerol trihexanoate / Hexanoic acid 1,2,3-propanetriyl ester
NAG5012
Nobuo Ueta
C21H38O6 386.523 Download ChemDraw structure file

-25degC. (Ref. 5039)
d 4-20 1.03424
h d-20 1.44268





Prepared by acylation of glycerol with hexanoyl chloride.(Ref. 5092)



297
Triricinolein / Ricinolein
Glycerol tri-12-hydroxy-9-octadecenoate-all-[R-(Z)-]-form
NAG5013
Nobuo Ueta
C57H104O9 933.430 Download ChemDraw structure file

Oil.
d 29 0.962 (Ref. 5041)
h d-29 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)
298
Glycerol trilinoleate / Trilinolein
Glycerol tri-9,12-octadecadienoate(9Z,12Z)-form
NAG5014
Nobuo Ueta
C57H98O6 879.384 Download ChemDraw structure file
Improves ventricular depolarization and suppresses ventricular extrasystoles.(Ref. 5080)/(Ref. 5081)
-11deg. 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)



299
Trinonadecanoin
Glycerol trinonadecanoate
NAG5015
Nobuo Ueta
C60H116O6 933.559 Download ChemDraw structure file

71deg. Cryst.(hexane). Exhibits polymorphism. (Ref. 5012)
aform 60degC. b'form 66.5sim70degC. bform 70.5degC.





Prepared by acylation of glycerol with nonadecanoyl chloride.(Ref. 5092)



300
Glycerol tristearate / Tristearin / Stearin
Glycerol trioctadecanoate / Octadecanoic acid 1,2,3-propanetriyl ester
NAG5016
Nobuo Ueta
C57H110O6 891.480 Download ChemDraw structure file

73.5deg Cryst.(hexane or ether). Exhibits polymorphism (lower Mp's reported 54.9deg, 64deg, 54.5deg). aform 54.5degC. b'1 70.0degC. bform 72.0degC. (Ref. 5039)/(Ref. 5040)
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)
Tristearin-rich diets did not increase the cholesterol content of any of the major lipoprotein fractions.(Ref. 5126)/(Ref. 5103)
Dietary tristearin causes downiregulation of HMGCoA reductase and LDL receptor genes and up-regulation of the microsomal triglyceride transfer protein gene.(Ref. 5103)/(Ref. 5126)

301
Triparinarin
Glycerol tri-9,11,13,15-octadecatetraenoate
NAG5017
Nobuo Ueta
C57H86O6 867.289 Download ChemDraw structure file

49sim50degC. (Ref. 5158)




Consist. of Parinarium laurinium seed oil.(Ref. 5045)




302 No image
Glycerol trilinolenate / Trilinolenin / Linolenin
Glycerol tri-9,12,15-octadecatrienoate(9Z,12Z,15Z)-form
NAG5018
Nobuo Ueta
C57H92O6 873.337

Oil. -24.2degC. (Ref. 5158)



Consist. of linseed oil. Isolated from Pinus taeda pollen.(Ref. 5036)/(Ref. 5046)
Prepared by acylation of glycerol with linoleoyl chloride. (Ref. 5092)



303
Tripetroselaidin / Tripetroselin
Glycerol tri-6-octadecenoate (all-E)-form / 6-Octadecenoic acid 1,2,3-propanetriyl ester
NAG5019
Nobuo Ueta
C57H104O6 885.432 Download ChemDraw structure file

52degC. Exhibits polymorphism. (Ref. 5158)







304
Tripetroselinin / Tripetroselin
Glycerol tri-6-octadecenoate (all-Z)-form / 6-Octadecenoic acid 1,2,3-propanetriyl ester
NAG5020
Nobuo Ueta
C57H104O6 885.432 Download ChemDraw structure file

28degC. Exhibits polymorphism. (Ref. 5158)



Consist. of some Umbelliferae seed oils, e.g.Petroselinum spp.(Ref. 5158)



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 Download ChemDraw structure file
Suppresses endothelin-3-induced NO synthesis in human endothelial cells by inhibiting cytosolic Ca2+ elevation.(Ref. 5085)
Oil. 5degC Exists in polymorphic forms. aform -32degC. b.&1form -12degC. b.&2form 49degC. (Ref. 5040)/(Ref. 5024)
235sim240degC
d 4-15 0.915
h d-60 1.4561 / h d-20 1.4676





Consist. of olive oil ( 67sim23%) 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)

306
Glycerol trielaidate / Trielaidin
Glycerol tri-9-octadecenoate (E,E,E)-form
NAG5022
Nobuo Ueta
C57H104O6 885.432 Download ChemDraw structure file

41degC Exists in polymorphic forms. aform 15.5degC. b'1form 37degC. b'2form 42degC. (Ref. 5040)/(Ref. 5024)









307
Trilignocerin
Glycerol tritetracosanoate / Tetracosanoic acid 1,2,3-propenetriyl ester
NAG5023
Nobuo Ueta
C75H146O6 1143.958 Download ChemDraw structure file

Cryst.(hexane). 86degC. Exhibits polymorphism.





Prepared by acylation of glycerol with tetracosanoyl chloride.(Ref. 5092)



308
Glycerol trimyristate / Trimyristin / Myristin
Glycerol tritetradecanoate
NAG5024
Nobuo Ueta
C45H86O6 723.161 Download ChemDraw structure file
Dietary trimyristin alters the production of specific proteins that may be involved in macrophage activation.(Ref. 5104)
Solid face at ordinary temp. 58.5degC. Exists in polymorphic forms. aform 33.0degC. b'1form 54.5degC. bform 57.0degC. (Ref. 5040)/(Ref. 5012)




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)

309
Tritridecanoin,8CI
Glycerol tritridecanoate
NAG5025
Nobuo Ueta
C42H80O6 681.081 Download ChemDraw structure file

Solid face at ordinary temp. Cryst. (hexane). 44.5degC. Exhibits polymorphism. (Ref. 5012)





Prepared by acylation of glycerol with tridecanoyl chloride.(Ref. 5092)



310
Triundecanoin
Glycerol triundecanoate
NAG5026
Nobuo Ueta
C36H68O6 596.922 Download ChemDraw structure file

Cryst.(hexane). 31.2deg. Exhibits polymorphism. (Ref. 5012)/(Ref. 5055)





Prepared by acylation of glycerol with undecanoyl chloride.(Ref. 5092)



311
a,b-Dioleomyristin
Glycerol 1-tetradecanoate 2,3-di-9-octadecenoate (pm)-(all-Z)-form / 9-Octadecenoic acid 1-[ [(1-oxotetradecyl)oxy]methyl]-1,2-ethanediyl ester
NAG5027
Nobuo Ueta
C53H98O6 831.342 Download ChemDraw structure file

Cryst. (Diethylether at -20degC). 12sim13deg.(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)



312
a,b-Dielaidiomyristin
Glycerol-tetradecanoate 2,3-di-9-octadecenoate (pm)-(all-E)-form / 9-Octadecenoic acid 1-[ [(1-oxotetradecyl)oxy]methyl]-1,2-ethanediyl ester
NAG5028
Nobuo Ueta
C53H98O6 831.342 Download ChemDraw structure file

Cryst.( Pet.eher or Ethanol ). 40degC. (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)



313
Tricaprin / Caprin
Glycerol tridecanoate / Decanoic acid 1,2,3-propanetriyl ester
NAG5029
Nobuo Ueta
C33H62O6 554.842 Download ChemDraw structure file

Cryst.( Pet.eher or Ethanol ). 32degC. Exhibits polymorphism. aform -15.0degC. bform 31.5degC. (Ref. 5040)/(Ref. 5012)





Prepared by acylation of glycerol with caprinoyl chloride.(Ref. 5092)



314
Tribehenin / Glyceryl behenate
Glycerol tridocosanoate / Docosanoic acid 1,2,3-propanetriyl ester
NAG5030
Nobuo Ueta
C69H134O6 1059.799 Download ChemDraw structure file

Cryst.(Hexane). 82.5degC Exhibits polymorphism. (Ref. 5012)





Prepared by acylation of glycerol with docosanoyl chloride.(Ref. 5092)/(Ref. 5012)



315
a,b-Dilinoleomyristin
Glycerol 1-tetradecanoate 2,3-di-9,12-octadecadienoate(pm)-(all-Z)-form
NAG5031
Nobuo Ueta
C53H94O6 827.310 Download ChemDraw structure file

Oil. -9sim-8degC. (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)



316
b-Monomyristin / Glycerol 2-myristate / 2-Monomyristin
Glycerol 2-tetradecanoate
NAG5032
Nobuo Ueta
C17H34O4 302.449 Download ChemDraw structure file
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). 60sim61degC.
1,3-Benzylidene:62degC. (Ref. 5159)
h d-70 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)



317
1-Monomyristin / a-Monomyristin / Glycerol 1-myristate
Glycerol 1-tetradecanoate(pm)-form / 2,3-Dihydroxypropyl tetradecanoate
NAG5033
Nobuo Ueta
C17H34O4 302.449 Download ChemDraw structure file
Has moderate biological activities in the brine shrimp lethality test and against renal (A-498) and pancreatic (PACA-2) human tumor cells.(Ref. 5070)
70sim71degC. (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)



318
a-Oleo-b-stearin
Glycerol 1-(9-octadecenoate)2-octadecanoate(pm)-(Z)-form / 9-Octadecenoic acid
NAG5034
Nobuo Ueta
C39H74O5 623.002 Download ChemDraw structure file

19sim20degC.





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)



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 Download ChemDraw structure file

Cryst.(Eher or Ethanol). Exhibits polymorphism. 65.5sim66degC. (Ref. 5156)








320
a-Oleo-a'-stearin
Glycerol 1-(9-octadecenoate) 3-octadecanoate (pm)-(Z)-form / 9-Octadecenoic acid 2-hydroxy-3-[(1-oxooctadecyl)oxy] propyl ester
NAG5036
Nobuo Ueta
C39H74O5 623.002 Download ChemDraw structure file

Cryst.(Acetone). 48sim49degC. 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)



321
a-Oleo-b-stearopalmitin
Glycerol 1-(9-octadecenoate) 2-octadecanoate 3-hexadecanoate(pm)-(Z)-form / 9-Octadecenoic acid 3- [(1-oxohexadecyl) oxy] -2- [(1-oxooctadecyl) oxy] propyl ester
NAG5037
Nobuo Ueta
C55H104O6 861.411 Download ChemDraw structure file

Cryst. 41sim41.5degC. Exhibits polymorphism. (Ref. 5156)





Prepared by acylattion of 1-oleoyl-3-palmitoyl glycerol with stearoyl chloride.(Ref. 5099)
Can also be prepared using glycidol.(Ref. 5091)



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 Download ChemDraw structure file

Cryst. 14.8degC. (Ref. 5156)




Isol. from palm kernel oil.(Ref. 5156)
Prepared by acylattion of 1-oleoyl-3-myristoyl glycerol with caproyl chloride.(Ref. 5099)



323
a-Oleo-a'-myristin
Glycerol 1-(9-octadecenoate) 3-tetradecanoate (pm)-(Z)-form
NAG5039
Nobuo Ueta
C35H66O5 566.896 Download ChemDraw structure file

Cryst.(Ether/Ethanol). 41degC. (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)



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 Download ChemDraw structure file

Oil. (Ref. 5160)
[a] d-20-2.6deg. (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)



325
a-Oleo-b-linolein
Glycerol 1-(9-octadecenoate) 2-(9,12-octadecadienoate) (pm)-(all-Z)-form
NAG5041
Nobuo Ueta
C39H70O5 618.970 Download ChemDraw structure file

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)



326
a-Oleo-b-linoleopalmitin
Glycerol 1-(9-octadecenoate) 2-(9,12-octadecadienoate) 3-hexadecanoate(pm)-(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 Download ChemDraw structure file

13sim14degC. (Ref. 5160)




Present in many plant oils and animal fats.
Prepared by acylattion of 1-oleoyl-3-palmitoyl glycerol with linoleoyl chloride.(Ref. 5099)/(Ref. 5016)/(Ref. 5056)
Can also be prepared using glycidol.(Ref. 5091)



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 Download ChemDraw structure file

8.5sim9degC/14sim14.5degC. (Ref. 5160)




Widespread occurrence in animals and plants.
Prepared by acylattion of 1-oleoyl-3-stearoyl glycerol with linoleoyl chloride.(Ref. 5099)/(Ref. 5003)/(Ref. 5017)
Can also be prepared using glycidol.(Ref. 5091)



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 Download ChemDraw structure file

bform 54degC.
h d-70 1.44690
[a] D-2.8deg(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)



329
a-Stearo-b-olein
Glycerol 1-octadecanoate 2-(9-octadecenoate) (pm)-(Z)-form / 9-Octadecenoic acid 1-(hydroxymethyl)-2-[(1-oxooctadecyl)oxy]ethyl ester
NAG5045
Nobuo Ueta
C39H74O5 623.002 Download ChemDraw structure file

39.5sim40degC.(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)



330
a-Stearo-b-oleoarachidin
Glycerol 1-octadecanoate 2-(9-octadecenoate) 3-eicosanoate (pm)-(Z)-form / Eicosanoic acid 2-[(1-oxo-9-octadecenyl)oxy]-3-[(1-oxooctadecyl)oxy]propyl ester
NAG5046
Nobuo Ueta
C59H112O6 917.517 Download ChemDraw structure file

Cryst. (Acetone). 41sim42degC.(Ref. 5161)





Prepared by acylattion of 1-stearoyl-3-palmitoyl glycerol with arachidoyl chloride.(Ref. 5099)/(Ref. 5007)
Can also be prepared using glycidol.(Ref. 5091)



331
a-Stearo-b-oleopalmitin
Glycerol 1-octadecanoate 2-(9-octadecenoate) 3-hexadecanoate (pm)-(Z)-form / 9-Octadecenoic acid 1-[ [(oxohexadecyl)oxy]methyl]-2-[(1-oxooctadecyl)oxy]ethyl ester
NAG5047
Nobuo Ueta
C55H104O6 861.411 Download ChemDraw structure file

Cryst.(Methanol/Hexane). 32sim38degC. Exhibits polymorphism.(Ref. 5161)




Consist. of cocoa butter and confectionery fats.
Prepared by acylation of 1-stearoyl-3-palmitoyl glycerol with oleoyl chloride. The reaction is complete in 3 days. The product is purified by crystallization and alumina columnchromatography. (Ref. 5099)/(Ref. 5007)
Can also be prepared using glycidol. (Ref. 5091)/(Ref. 5058)



332
a-Stearo-a'-myristin
Glycerol 1-octadecanoate 3-tetradecanoate (pm)-(Z)-form
NAG5048
Nobuo Ueta
C35H68O5 568.911 Download ChemDraw structure file

Cryst. (Ether/Ethanol). 66.5sim67degC.(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)



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 Download ChemDraw structure file

Cryst.(Methanol). 59.5deg. Exhibits polymorphism.(Ref. 5161)
10.97g/100g Diethl ether, 7.59g/100g Petroleum ether, 0.18g/100g Acetone, 0.03g/100g Ethanol (at 25degC) (Ref. 5043)





Prepared by acylation of 1- stearoyl-3-palmitoyl glycerol with myristoyl chloride.The product is purified by crystallization and alumina columnchromatography.(Ref. 5099)
Can also be prepared using glycidol.(Ref. 5091)



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 Download ChemDraw structure file
Stimulates (in vitro) germination of pollen of Chrysanthemum leucanthemum.(Ref. 5162)
Cryst. in two forms (Ethanol/Benzene at -20degC). -15.7degC/-13.5degC.(Ref. 5162)




Present in Tulipa gesneriana flowers.(Ref. 5063)/(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 -40degC.(Ref. 5093)
Can also be prepared using glycidol.(Ref. 5112)



335
a-Monoelaidin
Glycerol 1-(9-octadecenoate)(pm)-(E)-form / 9-Octadecenoic acid 2,3-dihydroxypropyl ester
NAG5051
Nobuo Ueta
C21H40O4 356.540 Download ChemDraw structure file

Cryst. 58.5deg. 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 -25degC.(Ref. 5093)/(Ref. 5065>
Can also be prepared using glycidol.(Ref. 5112)



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 Download ChemDraw structure file

Paste. (Ref. 5162)
[a] D-3.6deg (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 -22degC. (Ref. 5095)/(Ref. 5029)/(Ref. 5065)



337
a-Monoolein / 1-Monoolein/1-Monooleate
Glycerol 1-(9-octadecenoate)(pm)-(Z)-form / 9-Octadecenoic acid 2,3-dihydroxypropyl ester
NAG5053
Nobuo Ueta
C21H40O4 356.540 Download ChemDraw structure file
Is a competitive inhibitor of dansylsacrosine binding to human serum albumin.(Ref. 5071)
Inactivates African swine fever virus and inhibits its replication in Vero cells.(Ref. 5059)
Cryst. 35deg. 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 -25degC.(Ref. 5093)/(Ref. 5065)
Can also be prepared using glycidol.(Ref. 5112)



338
2-Monoelaidin
Glycerol 2-(9-octadecenoate)(E)-form / 2-Hydroxy-1-(hydroxymethyl)ethyl 9-octadecenoate
NAG5054
Nobuo Ueta
C21H40O4 356.540 Download ChemDraw structure file

53.7deg. (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)



339
2-Monoolein / b-Monoolein
Glycerol 2-(9-octadecenoate)-(Z)-form / 2-Hydroxy-1-(hydroxymethyl)ethyl 9-octadecenoate
NAG5055
Nobuo Ueta
C21H40O4 356.540 Download ChemDraw structure file
Insect attractant.(Ref. 5078)
Is a competitive inhibitor of dansylsacrosine binding to human serum albumin.(Ref. 5071)
Inactivates African swine fever virus and inhibits its replication in Vero cells.(Ref. 5059)

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)

Presents in mushrooms. (Ref. 5078)/(Ref. 5162)
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)


340
a-Oleo-b-palmitostearin
Glycerol 1-(9-octadecenoate) 2-hexadecanoate 3-octadecanoate(pm)-(Z)-form / 9-Octadecenoic acid 2-[(1-oxohexadecyl)oxy]-3-[(1-oxooctadecyl9oxy]propyl ester
NAG5056
Nobuo Ueta
C55H104O6 861.411 Download ChemDraw structure file

Cryst. 40sim41deg.(Ref. 5162)




Isol. from cocoa butter.(Ref. 5162)
Prepared by acylattion of 1-oleoyl-3-stearoyl glycerol with palmitoyl chloride.(Ref. 5099)/(Ref. 5007)/(Ref. 5034)
Can also be prepared using glycidol.(Ref. 5091)



341
a-Oleo-b-palmitolaurin
Glycerol-1-(9-octadecenoate) 2-hexadecanoate 3-dodecanoate(pm)-(Z)-form
NAG5057
Nobuo Ueta
C49H92O6 777.251 Download ChemDraw structure file

Cryst. (Acetone/Pet.ether). 29.5deg.(Ref. 5162)





Prepared by acylattion of 1-oleoyl-3-laurinoyl glycerol with parmitoyl chloride.(Ref. 5099)/(Ref. 5069)
Can also be prepared using glycidol.(Ref. 5091)



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 Download ChemDraw structure file

Cryst. (Acetone). 45sim46deg/48.5sim49deg.(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)



343
a-Oleo-a'-palmitin
Glycerol 1-(9-octadecenoate) 3-hexadecanoate (pm)-(Z)-form / 9-Octadecenoic acid 2-hydroxy-3-[(1-oxohexadecyl)oxy] propyl ester
NAG5059
Nobuo Ueta
C37H70O5 594.949 Download ChemDraw structure file

Cryst. (Ethanol/Pet.ether). 44.5sim45deg. (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)



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 Download ChemDraw structure file

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)



345
a-Oleo-a'-laurin
Glycerol 1-(9-octadecenoate) 3-dodecanoate (pm)-(Z)-Form
NAG5061
Nobuo Ueta
C33H62O5 538.842 Download ChemDraw structure file

Cryst. (Ether/Ethanol). 32deg.(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)



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 Download ChemDraw structure file





Widespread occurrence in animals and plants.
Prepared by acylation of 1- stearoyl-3-palmitoyl glycerol with linoleoyl chloride.The product is purified by crystallization and alumina columnchromatography.(Ref. 5099)/(Ref. 5056)
Can also be prepared using glycidol.(Ref. 5091)



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 Download ChemDraw structure file

Oil. 17.5deg.(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)



348
a-Stearo-b-linolein
Glycerol 1-octadecanoate 2-(9,12-octadecadienoate) (pm)-(Z,Z)-form / 9,12-Octadecadienoic acid 1-(hydroxymethyl)-2-[81-oxooctadecyl) oxy] ethyl ester
NAG5064
Nobuo Ueta
C39H72O5 620.986 Download ChemDraw structure file

Oil. 13.5deg.(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)



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 Download ChemDraw structure file

Cryst. (Acetone). 56deg. Exhibits polymorphism.(Ref. 5163)
11.03g/100g Diethl ether, 5.46g/100g Petroleum ether, 0.18g/100g Acetone, 0.03g/100g Ethanol (at 25degC) (Ref. 5043)




Prepared by acylation of 1- stearoyl-3-myristoyl glycerol with palmitoyl chloride.The product is purified by crystallization and alumina columnchromatography.(Ref. 5099)>
Can also be prepared using glycidol.(Ref. 5091)



350
a-Stearo-b-caprolaurin
Glycerol 1-octadecenoate2-decanoate 3-dodecanoate
NAG5066
Nobuo Ueta
C43H82O6 695.108 Download ChemDraw structure file

Cryst. (Acetone). 41.8deg. Exhibits polymorphism.(Ref. 5164)
192.13g/100g Diethl ether, 179.56/100g Petroleum ether, 13.49g/100g Acetone, 0.39g/100g Ethanol (at 25degC) (Ref. 5043)





Prepared by acylation of 1- stearoyl-3-lauroyl glycerol with caproyl chloride.The product is purified by crystallization and alumina columnchromatography.(Ref. 5099)
Can also be prepared using glycidol.(Ref. 5091)



351
a-stearo-b-capromyristin
Glycerol 1-octadecanoate 2-decanoate 3-tetradecanoate (pm)-form
NAG5067
Nobuo Ueta
C45H86O6 723.161 Download ChemDraw structure file

Cryst. (Acetone). 52.5deg. Exhibits polymorphism.(Ref. 5164)
53.75g/100g Diethl ether, 37.03g/100g Petroleum ether, 1.96g/100g Acetone, 0.08g/100g Ethanol (at 25degC) (Ref. 5043)





Prepared by acylation of 1- stearoyl-3-myristoyl glycerol with caproyl chloride.The product is purified by crystallization and alumina columnchromatography.(Ref. 5099)
Can also be prepared using glycidol.(Ref. 5091)



352
a-Stearo-a'-laurin
Glycerol 1-octadecanoate 3-dodecanoate (pm)-form
NAG5068
Nobuo Ueta
C33H64O5 540.858 Download ChemDraw structure file

Cryst. 62.0deg.(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)



353
a-Stearo-b-lauropalmitin
Glycerol 1-octadecanoate 2-dodecanoate 3-hexadecanoate (pm)-form
NAG5069
Nobuo Ueta
C49H94O6 779.267 Download ChemDraw structure file

Cryst. (Acetone). 57.5deg. Exhibits polymorphism.(Ref. 5164)
16.49g/100g Diethl ether, 9.49g/100g Petroleum ether, 0.31g/100g Acetone, 0.03g/100g Ethanol (at 25degC) (Ref. 5043)





Prepared by acylation of 1- stearoyl-3-palmitoyl glycerol with lauroyl chloride.The product is purified by crystallization and alumina columnchromatography.(Ref. 5099)
Can also be prepared using glycidol.(Ref. 5091)



354
a-Stearo-b-palmitin
Glycerol 1-octadecanoate 2-hexadecanoate (pm)-form
NAG5070
Nobuo Ueta
C37H72O5 596.965 Download ChemDraw structure file

Cryst.(hexane). 69-71deg.(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)



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 Download ChemDraw structure file

Cryst.(Acetone). 74-75deg.(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)



356
a-Stearoyl-a'-palmitin
Glycerol 1-octadecanoate 3-hexadecanoate (pm)-form
NAG5072
Nobuo Ueta
C37H72O5 596.965 Download ChemDraw structure file

Crist.(Acetone). 71deg.(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)



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 Download ChemDraw structure file

Cryst.(Acetone). 49deg.(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)



358
a-Stearo-b-palmitobutyrin
Glycerol 1-octanoate 2-hexadecanoate 3-butanoate (pm)-form / Octadecanoic acid 3-(1-oxobutoxy)-2-[(1-oxohexadecyl)oxy]propyl ester
NAG5074
Nobuo Ueta
C41H78O6 667.054 Download ChemDraw structure file

Crisr.(Benzene/Etanol). 47.5-48deg.(Ref. 5164)





Prepared by acylattion of 1-stearoyl-3-butyroyl glycerol with palmitoyl chloride.(Ref. 5099)/(Ref. 5008) Can also be obtained from glycidol.(Ref. 5091)



359
a-Stearo-b-palmitolaurin
Glycerol 1-octadecanoate 2-hexadecanoate 3-dodecanoate (pm)-form
NAG5075
Nobuo Ueta
C49H94O6 779.267 Download ChemDraw structure file

Cryst.(Acetone). 52deg. Exhibits polymorphism.(Ref. 5164)
72.63/100g Diethl ether, 58.88g/100g Petroleum ether, 1.47g/100g Acetone, 0.06g/100g Ethanol (at 25degC) (Ref. 5043)





Prepared by acylation of 1- stearoyl-3-lauroyl glycerol with palmitoyl chloride.The product is purified by crystallization or alumina columnchromatography.(Ref. 5099)
Can also be prepared using glycidol.(Ref. 5091)



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 Download ChemDraw structure file

Cryst.(Acetone). 49deg.(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)



361
a-Stearo-b-butyropalmitin
Glycerol 1-octadecanoate 2-butanoate 3-hexadecanoate (pm)-form
NAG5077
Nobuo Ueta
C41H78O6 667.054 Download ChemDraw structure file

Cryst.(Benzene/Ethanol). 45.5-46deg.(Ref. 5165)





Prepared by acylattion of 1-stearoyl-3-palmitoyl glycerol with butyroyl chloride.(Ref. 5099)/(Ref. 5008)



362
b-Monostearin / Glycerol 2-stearate
Glycerol 2-octadecanoate / Octadecanoic acid 2-hydroxy-1-(hydroxymethyl)ethyl ester
NAG5078
Nobuo Ueta
C21H42O4 358.556 Download ChemDraw structure file
a cosmetic allergen(Ref. 5077)/(Ref. 5082)
Cryst.(pet.ethew). 74deg
1,3-Benzylidene: 69deg.(Ref. 5165)
h d-70 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)



363
a-Monostearin / Glycerol 1-stearate / 1-O-stearoylglycerol/1-Monostearin
Glycerol 1-ctadecanoate (pm)-form / Octadecanoic acid 2,3-dihydroxypropyl ester
NAG5079
Nobuo Ueta
C21H42O4 358.556 Download ChemDraw structure file
a cosmetic allergen(Ref. 5077)/(Ref. 5082)
Cryst.(hexane/Ethanol).77-79deg. Exhibits polymorphism.
Isopropylidene: Cryst.(pet.ether). 39-40deg.(Ref. 5165)/(Ref. 5075)
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 -25degC.(Ref. 5093)/(Ref. 5011)
Can also be prepared using glycidol.(Ref. 5112)



364
3-Stearoyl-sn-glycerol
Glycerol 1-octadecanoate(R)-form / Octadecanoic acid 2,3-dihydroxypropyl ester
NAG5080
Nobuo Ueta
C21H42O4 358.556 Download ChemDraw structure file

Cryst.(Chloroform at -20deg). 74-75deg.
Isopropylidene: Cryst.(Ethanol). 42-43deg.(Ref. 5165)/(Ref. 5075)
-34.1deg(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)



365
a-Linoleo-b-oleostearin
Glycerol 1-(9,12-octadecadienoate) 2-(9-octadecenoate) 3-octadecanoate(all-Z)-form /
NAG5081
Nobuo Ueta
C57H104O6 885.432 Download ChemDraw structure file

-17deg to -15deg, -4deg to -2deg.(Ref. 5165)





Prepared by acylattion of 1-linoleoyl-3-stearoyl glycerol with oleoyl chloride.(Ref. 5099)/(Ref. 5003)
Can also be prepared using glycidol.(Ref. 5091)



366
a-Linoleo-b-oleopalmitin
Glycerol 1-(9,12-octadecadienoate)2-(9-octadecenoate) 3-hexadecanoate(pm)-(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 Download ChemDraw structure file

13-13.5deg. Exhibits polymorphism.(Ref. 5165)




Widely distributed on aimals oil and plants oil.
Prepared by acylation of 1- linoleoyl-3-palmitoyl glycerol with oleoyl chloride.The product is purified by crystallization and alumina columnchromatography.(Ref. 5099)/(Ref. 5016)
Can also be prepared using glycidol.(Ref. 5091)



367
a-Linoleo-a'-olein
Glycerol 1-(9,12-octadecadienoate) 3-(9-octadecenoate) (pm)-(all Z)-form
NAG5083
Nobuo Ueta
C39H70O5 618.970 Download ChemDraw structure file

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)



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 Download ChemDraw structure file

Oil.(Ref. 5165)
[a] d-20 -4.47deg.(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)



369
Tribrassidin
Glycerol tri-13-docosenoate(all-E)-form / 13-Docosenoic acid 1,2,3-propanetriyl ester
NAG5085
Nobuo Ueta
C69H128O6 1053.751 Download ChemDraw structure file

58degC. Exhibits polymorphism.(Ref. 5155)









370
Trierucin
Glycerol tri-13-docosenoate / 13-Docosenoic acid 1,2,3-propanetriyl ester (all-Z)-form
NAG5086
Nobuo Ueta
C69H128O6 1053.751 Download ChemDraw structure file

32degC Exhibits polymorphism.(Ref. 5155)
aform 6degC. b'1form 17degC. b'2form 30degC. (Ref. 5040)




Widespread in seed oils.(Ref. 5155)




371
a-Linoleo-a'-palmitin
Glycerol 1-(9,12-octadecadienoate) 3-hexadecanoate(pm)-(all-Z)-form / 9,12-Octadecadienoic acid 2-hydroxy-3[(1-oxohexadecyl)oxy]propyl ester
NAG5087
Nobuo Ueta
C37H68O5 592.933 Download ChemDraw structure file

Cryst. 27-28deg.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)



372
a-Linoleo-b-palmitostearin
Glycerol 1-(9,12-octadecadienoate) 2-hexadecanoate 3-octadecanoate (pm)-(all-Z)-form
NAG5088
Nobuo Ueta
C55H102O6 859.395 Download ChemDraw structure file

Cryst. 34-34.5deg.C(Ref. 5157)




Consist. of corn oil.(Ref. 5032)
Prepared by acylation of 1- linoleoyl-3-stearoyl glycerol with palmitoylchloride.The product is purified by crystallization and alumina columnchromatography.(Ref. 5099)/(Ref. 5032)
Can also be prepared using glycidol.(Ref. 5091)



373
1-Monolinolein / a-Monolinolein / Linolein
Glycerol 1-(9,12-octadecadienoate) (pm)-(Z,Z)-form / 2,3-Dihydoroxypropyl-9,12-octadecadienoic acid
NAG5089
Nobuo Ueta
C21H38O4 354.524 Download ChemDraw structure file
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 -26deg) 14-15degC.(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 -40degC.(Ref. 5093)
Can also be prepared using glycidol.(Ref. 5112)



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 Download ChemDraw structure file

[a] D+5.4deg (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)






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 Download ChemDraw structure file
Sporogenic compd. of Sclerotinia fructicola.(Ref. 5033)
[a] D-5.2deg (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)






376
a-Palmito-b-myristolaurin
Glycerol 1-hexadecanoate 2-tetradecanoate 3-dodecanoate (pm)-form / Hexadecanoic acid 3-[(1-oxododecyl)oxy]-2-[(1-oxotetradecyl)oxy]propyl ester
NAG5092
Nobuo Ueta
C45H86O6 723.161 Download ChemDraw structure file

Cryst.(Acetone). 49degC. Exhibits polymorphism.(Ref. 5166)





Prepared by acylation of 1- palmitoyl-3-lauroyl glycerol with myristoyl chloride.The product is purified by crystallization and alumina columnchromatography.(Ref. 5099)
Can also be prepared using glycidol.(Ref. 5091)



377
a-Palmito-a'-myristin
Glycerol 1-hexadecanoate 3-tetradecanoate (pm)-form
NAG5093
Nobuo Ueta
C33H64O5 540.858 Download ChemDraw structure file

Cryst.(pet.ether) 63.5-64degC.(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 22degC.(Ref. 5096)



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 Download ChemDraw structure file

Oil.(Ref. 5167)
h d-70 1.44574
[a] d-25 +2.5deg(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)



379
a-Palmito-b-olein
Glycerol 1-hexadecanoate 2-(9-octadecanoate) (pm)-(Z)-form / 9-Octadecanoic acid 1-hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl ester
NAG5095
Nobuo Ueta
C37H70O5 594.949 Download ChemDraw structure file

31-32deg.(Ref. 5167)
[a] d-25 +2.5deg(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)



380
a-Palmito-b-stearomyristin
Glycerol 1-hexadecanoate 2-octadecanoate 3-tetradecanoate (pm)-form / Octadecanoic acid 1-[ [(1-oxohexadecyl)oxy]methyl]-2-[(1-oxotetradecyl)oxy]ethyl ester
NAG5096
Nobuo Ueta
C51H98O6 807.320 Download ChemDraw structure file

Cryst.(Ethanol/Benzene). 58.5-59deg.(Ref. 5167)





Prepared by acylation of 1- palmitoyl-3-myristoyl glycerol with stearoyl chloride.The product is purified by crystallization and alumina columnchromatography.(Ref. 5099)
Can also be prepared using glycidol.(Ref. 5091)



381
a-Palmito-b-stearin
Glycerol 1-hexadecanoate 2-octadecanoate (pm)-form / Octadecanoic acid 1-(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl ester
NAG5097
Nobuo Ueta
C37H72O5 596.965 Download ChemDraw structure file

Cryst.(Hexane). 59-61degC.(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)



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 Download ChemDraw structure file

Oil.(Ref. 5168)
[a] d-25 +2.5deg(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)



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 Download ChemDraw structure file

61degC.(Ref. 5168)





Prepared by acylation of 3-palmitoyl-sn-glycerol with stearoyl chloride, 1,2-distearoyl-sn-glycerol with palmitoyl chloride, or 1-stearoyl-3-palmitoyl-sn-glycerol with stearoyl chloride.(Ref. 5102)/(Ref. 5011)/(Ref. 5008)
Also be obtained from glycidol. (Ref. 5091)



384
a,b-Distearopalmitin
Glycerol 1-hexadecanoate 2,3-dioctadecanoate (pm)-form / Octadecanoic acid 1-[ [(1-oxohexadecyl)oxy]methyl]-1,2-ethanediyl ester
NAG5100
Nobuo Ueta
C55H106O6 863.427 Download ChemDraw structure file

Cryst.(Ethanol/pet.ether). 62.5degC. Exihibits polymorphism.(Ref. 5168)








385
a-Palmito-a'-laurin
Glycerol 1-hexadecanoate 3-dodecanoate(pm)-form / Hexadecanoic acid 2-hydroxy-3-[(1-oxododecyl)oxy]propyl ester
NAG5101
Nobuo Ueta
C31H60O5 512.805 Download ChemDraw structure file

Cryst.(Hexane). 54.5degC.(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 22degC.(Ref. 5096)/(Ref. 5007)



386
Glycerol 1-palmitate / a-Monopalmitin
Glycerol 1-hexadecanoate (pm)-form / Hexadexanoic acid 2,3-dihydroxypropyl ester
NAG5102
Nobuo Ueta
C19H38O4 330.503 Download ChemDraw structure file

Cryst.(pet.ether). 77degC.(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 22degC and other methods.(Ref. 5093)
Can also be prepared using glycidol.(Ref. 5112)



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