LBF18108HP01: Difference between revisions
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|IR Spectra=Isorated trans unsaturation(970cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), trans epoxide(885cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), OOH(3600 AND 3430cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>) [[Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246}}]] | |IR Spectra=Isorated trans unsaturation(970cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), trans epoxide(885cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), OOH(3600 AND 3430cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>) [[Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246}}]] | ||
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(methyl ester)[[Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246}}]]: C9(4.33ppm), C10(5.85ppm), C11(5.47ppm), C12(3.11ppm), C13(2.84ppm) J10-11=16Hz(trans olefin), J12-13=2Hz(trans epoxide) | |NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(methyl ester)[[Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246}}]]: C9(4.33ppm), C10(5.85ppm), C11(5.47ppm), C12(3.11ppm), C13(2.84ppm) J10-11=16Hz(trans olefin), J12-13=2Hz(trans epoxide) | ||
|Source=Major reactive products between 13-hydroperoxylinoleate (or linoleate) and soy bean extracts(pH=6.9)[[Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246}}]]. Copper-catalyzed degradation products of linoleate methylhydroperoxide[[Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971|{{RelationTable/GetFirstAuthor|Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971}}]]. Production mechanism [[Reference:Frankel_EN:,Prog. Lipid Res.,1984,23,197|{{RelationTable/GetFirstAuthor|Reference:Frankel_EN:,Prog. Lipid Res.,1984,23,197}}]][[Reference:Gardner_HW:,J. Agric. Food Chem.,1975,23,129|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:,J. Agric. Food Chem.,1975,23,129}}]]. | |Source=Major reactive products between 13-hydroperoxylinoleate (or linoleate) and soy bean extracts(pH=6.9)[[Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246}}]]. Copper-catalyzed degradation products of linoleate methylhydroperoxide[[Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971|{{RelationTable/GetFirstAuthor|Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971}}]]. Production mechanism [[Reference:Frankel_EN:,Prog. Lipid Res.,1984,23,197|{{RelationTable/GetFirstAuthor|Reference:Frankel_EN:,Prog. Lipid Res.,1984,23,197}}]]<!--8030-->[[Reference:Gardner_HW:,J. Agric. Food Chem.,1975,23,129|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:,J. Agric. Food Chem.,1975,23,129}}]]<!--8074-->. | ||
|Chemical Synthesis= | |Chemical Synthesis= | ||
|Metabolism= | |Metabolism= | ||
|Biological Activity=It showed a slightly higher toxicity than linoleate monohydroxyperoxide.[[Reference:Fujimoto_K:,Fragrance J. (in Japanese),1986,76,21|{{RelationTable/GetFirstAuthor|Reference:Fujimoto_K:,Fragrance J. (in Japanese),1986,76,21}}]] | |Biological Activity=It showed a slightly higher toxicity than linoleate monohydroxyperoxide.<!--8045-->[[Reference:Fujimoto_K:,Fragrance J. (in Japanese),1986,76,21|{{RelationTable/GetFirstAuthor|Reference:Fujimoto_K:,Fragrance J. (in Japanese),1986,76,21}}]] | ||
}} | }} | ||
{{Lipid/Footer}} | {{Lipid/Footer}} |
Revision as of 16:30, 26 January 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 | DFA8009 |
LipidMaps | LMFA01040010 |
CAS | |
KEGG | {{{KEGG}}} |
KNApSAcK | {{{KNApSAcK}}} |
mol | LBF18108HP01 |
12,13-Epoxy-9-Hydroperoxy-10-Octadecenoic Acid | |
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Structural Information | |
12,13-Epoxy-9-Hydroperoxy-10-Octadecenoic Acid | |
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Formula | C18H32O5 |
Exact Mass | 328.224974134 |
Average Mass | 328.44368000000003 |
SMILES | C(C(C=CC(OO)CCCCCCCC(O)=O)1)(CCCCC)O1 |
Physicochemical Information | |
Major reactive products between 13-hydroperoxylinoleate (or linoleate) and soy bean extracts(pH=6.9) Gardner_HW et al.. Copper-catalyzed degradation products of linoleate methylhydroperoxide Wu_GS et al.. Production mechanism Frankel_EN Gardner_HW . | |
It showed a slightly higher toxicity than linoleate monohydroxyperoxide. Fujimoto_K | |
Spectral Information | |
Mass Spectra | GC-EI-MS(after methanolysis, reduction and trimethylsilylation) Gardner_HW et al. TokitaMet al. |
UV Spectra | |
IR Spectra | Isorated trans unsaturation(970cm-1), trans epoxide(885cm-1), OOH(3600 AND 3430cm-1) Gardner_HW et al. |
NMR Spectra | 1H-NMR(methyl ester) Gardner_HW et al.: C9(4.33ppm), C10(5.85ppm), C11(5.47ppm), C12(3.11ppm), C13(2.84ppm) J10-11=16Hz(trans olefin), J12-13=2Hz(trans epoxide) |
Other Spectra | |
Chromatograms |
Reported Metabolites, References | |||||||||||||||||||||||||||||||||||
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