https://lipidbank.jp/mediawiki/index.php?action=history&feed=atom&title=LBF18108EO02 2026-04-30T05:47:52Z Revision history for this page on the wiki MediaWiki 1.43.0 https://lipidbank.jp/mediawiki/index.php?title=LBF18108EO02&diff=48708&oldid=prev 2010-10-25T07:23:00Z

<p>New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=DFA8017 |LipidMaps=LMFA01060067 |SysName=12,13-Epoxy-9-oxo-10-octadecenoic acid |Common Name=&amp;&amp;12,13-Epoxy-9-oxo-10-oc...</p> <p><b>New page</b></p><div>{{Lipid/Header}}<br /> <br /> {{Hierarchy|{{PAGENAME}}}}<br /> <br /> {{Metabolite<br /> |LipidBank=DFA8017<br /> |LipidMaps=LMFA01060067<br /> |SysName=12,13-Epoxy-9-oxo-10-octadecenoic acid<br /> |Common Name=&amp;&amp;12,13-Epoxy-9-oxo-10-octadecenoic acid&amp;&amp;<br /> |Mass Spectra=GC-EI-MS(after methanolysis and trimethylsilylation)[[Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696}}]], GC-EI-MS(after NaBH4-reduction, methanolysis and trimethylsilylation)[[Reference:Gardner_HW:Kleiman_R:,Lipids,1977,12,941|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:,Lipids,1977,12,941}}]][[Reference:Hamberg_M:,Lipids,1975,10,87|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Lipids,1975,10,87}}]] GC-EI-MS(after BF3-MeOH treatment and trimethylsilylation)[[Reference:Schieberle_P:Tsoukalas_B:Grosch_W:,Z. Lebensm. Unters. Forsch.,1979,168,448|{{RelationTable/GetFirstAuthor|Reference:Schieberle_P:Tsoukalas_B:Grosch_W:,Z. Lebensm. Unters. Forsch.,1979,168,448}}]][[Reference:Gardner_HW:Kleiman_R:,Lipids,1977,12,941|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:,Lipids,1977,12,941}}]]: m/e=428[M], 413[M-CH3], 328[CH3OCH-CH=CH-C(O)-(CH2)7-C(OTMS)OCH3], 173[SMTO=CH(CH2)4CH3]<br /> |UV Spectra= lambda ether/max=229-230nm; epsilon =16500 ( alpha , beta -unsaturated carbonyl)[[Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696}}]][[Reference:Schieberle_P:Tsoukalas_B:Grosch_W:,Z. Lebensm. Unters. Forsch.,1979,168,448|{{RelationTable/GetFirstAuthor|Reference:Schieberle_P:Tsoukalas_B:Grosch_W:,Z. Lebensm. Unters. Forsch.,1979,168,448}}]]<br /> |IR Spectra=Methyl ester: trans monoene(973cm^{-1}), trans epoxide(885cm^{-1}), cis epoxide(825 cm^{-1}), conjugated carbonyl(1700, 1680, and 1635cm^{-1}) [[Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696}}]]<br /> |NMR Spectra=^1 H-NMR: C8(2.52ppm), C10(6.34-6.36ppm), C11(6.57-6.63ppm), C12(3.2ppm; trans epoxide), C13(2.9ppm; trans epoxide), C12(3.47ppm; cis epoxide), C13(3.14ppm; cis epoxide), J12-13=2Hz(trans epoxide), J12-13=4Hz(cis epoxide), J10-11=16Hz(trans olefin)<br /> |NOTE Spectra=ORD analysis<br /> |Source=A degradation product of hydroperoxylinoleate in the presence of Fe(III)-cystein[the epoxide ring: trans or cis, the double bond: trans][[Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1974,9,696}}]][[Reference:Gardner_HW:Kleiman_R:,Biochim. Biophys. Acta,1981,665,113|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:,Biochim. Biophys. Acta,1981,665,113}}]]. A minor reactive product between linoleate and soy bean extracts[[Reference:Gardner_HW:Kleiman_R:,Lipids,1977,12,941|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:,Lipids,1977,12,941}}]].<br /> |Chemical Synthesis=<br /> |Metabolism=<br /> |Other Spectra=ORD analysis<br /> }}<br /> <br /> {{Lipid/Footer}}</div>

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