LBF18206HO03: Difference between revisions
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|Mass Spectra=GC-EI-MS(after methanolysis and trimethylsilylation)[[Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847|{{RelationTable/GetFirstAuthor|Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847}}]][[Reference:Kleiman_R:Spencer_GF:,J. Am. Oil Chem. Soc.,1973,50,31|{{RelationTable/GetFirstAuthor|Reference:Kleiman_R:Spencer_GF:,J. Am. Oil Chem. Soc.,1973,50,31}}]][[Reference:Frankel_EN:Neff_WE:Rohwedder_WK:Khambay_BP:Garwood_RF:Weedon_BC:,Lipids,1977,12,908|{{RelationTable/GetFirstAuthor|Reference:Frankel_EN:Neff_WE:Rohwedder_WK:Khambay_BP:Garwood_RF:Weedon_BC:,Lipids,1977,12,908}}]]: m/e=382[M], 367[M-CH3], 351[M-OCH3], 311[M-(CH2)4CH3], 225[M-(CH2)7COOCH3], GC-EI-MS(after methanolysis, hydrogenation and trimethylsilylation)[[Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847|{{RelationTable/GetFirstAuthor|Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847}}]], GC-EI-MS(after methanolysis and hydrogenation)[[Reference:Christophersen_BO:,Biochim. Biophys. Acta,1968,164,35|{{RelationTable/GetFirstAuthor|Reference:Christophersen_BO:,Biochim. Biophys. Acta,1968,164,35}}]] | |Mass Spectra=GC-EI-MS(after methanolysis and trimethylsilylation)[[Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847|{{RelationTable/GetFirstAuthor|Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847}}]][[Reference:Kleiman_R:Spencer_GF:,J. Am. Oil Chem. Soc.,1973,50,31|{{RelationTable/GetFirstAuthor|Reference:Kleiman_R:Spencer_GF:,J. Am. Oil Chem. Soc.,1973,50,31}}]][[Reference:Frankel_EN:Neff_WE:Rohwedder_WK:Khambay_BP:Garwood_RF:Weedon_BC:,Lipids,1977,12,908|{{RelationTable/GetFirstAuthor|Reference:Frankel_EN:Neff_WE:Rohwedder_WK:Khambay_BP:Garwood_RF:Weedon_BC:,Lipids,1977,12,908}}]]: m/e=382[M], 367[M-CH3], 351[M-OCH3], 311[M-(CH2)4CH3], 225[M-(CH2)7COOCH3], GC-EI-MS(after methanolysis, hydrogenation and trimethylsilylation)[[Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847|{{RelationTable/GetFirstAuthor|Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847}}]], GC-EI-MS(after methanolysis and hydrogenation)[[Reference:Christophersen_BO:,Biochim. Biophys. Acta,1968,164,35|{{RelationTable/GetFirstAuthor|Reference:Christophersen_BO:,Biochim. Biophys. Acta,1968,164,35}}]] | ||
|UV Spectra=Methyl ester: lambda /max=231, 233, 234nm [[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]] | |UV Spectra=Methyl ester: lambda /max=231, 233, 234nm [[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]] | ||
|IR Spectra=Methyl ester: trans, trans isomer: trans, trans conjugated diene(985cm^{-1}), free OH(3600cm^{-1}), bonded OH(3695-3318cm^{-1}), trans, cis isomer: trans, cis conjugated diene(990, 968cm^{-1}), olefinic(3005cm^{-1}), free OH(3600cm^{-1}), bonded OH(3700-3160cm- [[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]][[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]] | |IR Spectra=Methyl ester: trans, trans isomer: trans, trans conjugated diene(985cm^{-1}), free OH(3600cm^{-1}), bonded OH(3695-3318cm^{-1}), trans, cis isomer: trans, cis conjugated diene(990, 968cm^{-1}), olefinic(3005cm^{-1}), free OH(3600cm^{-1}), bonded OH(3700-3160cm^{-1}) [[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]][[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]] | ||
|NMR Spectra=^1 H-NMR(methyl ester): trans, trans olefinic protons(5.41ppm), trans,cis olefinic protons(5.91ppm), C9(4.15-4.20ppm), C14(2.07-2.10ppm)[[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]][[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]] | |NMR Spectra=^1 H-NMR(methyl ester): trans, trans olefinic protons(5.41ppm), trans,cis olefinic protons(5.91ppm), C9(4.15-4.20ppm), C14(2.07-2.10ppm)[[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]][[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]] | ||
|Source=Minor degradation products of linoleate hydroperoxide in the presence of Fe(III)-cystein[[Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696}}]]. A degradation product of hydroperoxymethyllinoleate in the presence of di-t-butyl diperoxyoxalate or Co(II)[[Reference:Yamamoto_Y:Saeki_N:Haga_S:Niki_E:_Kamiya_Y:,Bull. Chem. Soc. Jpn.,1984,57,3177|{{RelationTable/GetFirstAuthor|Reference:Yamamoto_Y:Saeki_N:Haga_S:Niki_E:_Kamiya_Y:,Bull. Chem. Soc. Jpn.,1984,57,3177}}]]. Reaction products bstween hydroperoxylinoleate and soy bean lipoxygenase[[Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847|{{RelationTable/GetFirstAuthor|Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847}}]]. | |Source=Minor degradation products of linoleate hydroperoxide in the presence of Fe(III)-cystein[[Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696}}]]. A degradation product of hydroperoxymethyllinoleate in the presence of di-t-butyl diperoxyoxalate or Co(II)[[Reference:Yamamoto_Y:Saeki_N:Haga_S:Niki_E:_Kamiya_Y:,Bull. Chem. Soc. Jpn.,1984,57,3177|{{RelationTable/GetFirstAuthor|Reference:Yamamoto_Y:Saeki_N:Haga_S:Niki_E:_Kamiya_Y:,Bull. Chem. Soc. Jpn.,1984,57,3177}}]]. Reaction products bstween hydroperoxylinoleate and soy bean lipoxygenase[[Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847|{{RelationTable/GetFirstAuthor|Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847}}]]. |
Latest revision as of 05:39, 8 November 2010
LipidBank Top (トップ) |
Fatty acid (脂肪酸) |
Glycerolipid (グリセロ脂質) |
Sphingolipid (スフィンゴ脂質) |
Journals (雑誌一覧) |
How to edit (ページの書き方) |
IDs and Links | |
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LipidBank | DFA8022 |
LipidMaps | LMFA01050124 |
CAS | |
KEGG | {{{KEGG}}} |
KNApSAcK | {{{KNApSAcK}}} |
mol | LBF18206HO03 |
9-Hydroxy-10,12-octadecadienoate | |
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Structural Information | |
9-Hydroxy-10,12-octadecadienoic acid | |
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Formula | C18H32O3 |
Exact Mass | 296.23514489 |
Average Mass | 296.44488 |
SMILES | CCCCCC=CC=CC(O)CCCCCCCC(O)=O |
Physicochemical Information | |
Minor degradation products of linoleate hydroperoxide in the presence of Fe(III)-cystein Gardner_HW et al.. A degradation product of hydroperoxymethyllinoleate in the presence of di-t-butyl diperoxyoxalate or Co(II) Yamamoto_Y et al.. Reaction products bstween hydroperoxylinoleate and soy bean lipoxygenase Streckert_G et al.. | |
Trans, trans isomer showed a slightly lower toxicity than linoleate monohydroxyperoxide Fujimoto_K . | |
Spectral Information | |
Mass Spectra | GC-EI-MS(after methanolysis and trimethylsilylation) StreckertGet al. KleimanRet al. Frankel_EN et al.: m/e=382[M], 367[M-CH3], 351[M-OCH3], 311[M-(CH2)4CH3], 225[M-(CH2)7COOCH3], GC-EI-MS(after methanolysis, hydrogenation and trimethylsilylation) StreckertGet al., GC-EI-MS(after methanolysis and hydrogenation) Christophersen_BO |
UV Spectra | Methyl ester: λ /max=231, 233, 234nm Sessa_DJ et al. |
IR Spectra | Methyl ester: trans, trans isomer: trans, trans conjugated diene(985cm-1), free OH(3600cm-1), bonded OH(3695-3318cm-1), trans, cis isomer: trans, cis conjugated diene(990, 968cm-1), olefinic(3005cm-1), free OH(3600cm-1), bonded OH(3700-3160cm-1) Neff_WE et al. Sessa_DJ et al. |
NMR Spectra | 1H-NMR(methyl ester): trans, trans olefinic protons(5.41ppm), trans,cis olefinic protons(5.91ppm), C9(4.15-4.20ppm), C14(2.07-2.10ppm) Neff_WE et al. Sessa_DJ et al. |
Other Spectra | |
Chromatograms |
Reported Metabolites, References | ||||||||||||||||||||||||||||||||||||||||||||||||||
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