https://lipidbank.jp/mediawiki/index.php?action=history&feed=atom&title=LBF18108EO01 2026-04-30T05:47:48Z Revision history for this page on the wiki MediaWiki 1.43.0 https://lipidbank.jp/mediawiki/index.php?title=LBF18108EO01&diff=48707&oldid=prev 2010-10-25T07:05:22Z

<p>New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=DFA8013 |LipidMaps=LMFA01050119 |SysName=12,13-Epoxy-9-hydroxy-10-octadecenoic acid |Common Name=&amp;&amp;12,13-Epoxy-9-hydro...</p> <p><b>New page</b></p><div>{{Lipid/Header}}<br /> <br /> {{Hierarchy|{{PAGENAME}}}}<br /> <br /> {{Metabolite<br /> |LipidBank=DFA8013<br /> |LipidMaps=LMFA01050119<br /> |SysName=12,13-Epoxy-9-hydroxy-10-octadecenoic acid<br /> |Common Name=&amp;&amp;12,13-Epoxy-9-hydroxy-10-octadecenoate&amp;&amp;<br /> |Mass Spectra=GC-EI-MS(after methanolysis and trimethylsilylation)[[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: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:Graveland_A_:,J. Am. Oil Chem. Soc.,1970,47,352|{{RelationTable/GetFirstAuthor|Reference:Graveland_A_:,J. Am. Oil Chem. Soc.,1970,47,352}}]][[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}}]][[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}}]]: m/e=398[M], 383[M-CH3], 367[M-OCH3], 327[M-(CH2)4CH3], 241[M-(CH2)7COOCH3], 285[CH=CH-CH(OTMS)-(CH2)7COOCH3], 259[SMTO=CH-(CH2)7COOCH3]GC-EI-MS(after methanolysis and trimethylsiltlation under acidity)[[Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246}}]] GC-EI-MS(after BF3-MeOH treatment and trimethylsilylation)[[Reference:Schieberle_P:Grosch_W:,Z. Lebensm. Unters. Forsch.,1981,173,192|{{RelationTable/GetFirstAuthor|Reference:Schieberle_P:Grosch_W:,Z. Lebensm. Unters. Forsch.,1981,173,192}}]]<br /> |UV Spectra= lambda =277 and 316nm(very weak absorption)[[Reference:Graveland_A_:,J. Am. Oil Chem. Soc.,1970,47,352|{{RelationTable/GetFirstAuthor|Reference:Graveland_A_:,J. Am. Oil Chem. Soc.,1970,47,352}}]]<br /> |IR Spectra=Methyl ester[[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: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:Graveland_A_:,J. Am. Oil Chem. Soc.,1970,47,352|{{RelationTable/GetFirstAuthor|Reference:Graveland_A_:,J. Am. Oil Chem. Soc.,1970,47,352}}]][[Reference:Gardner_HW:Kleiman_R:,Biochim. Biophys. Acta,1981,665,113|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:,Biochim. Biophys. Acta,1981,665,113}}]][[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}}]]: trans olefin(965-958cm^{-1}), trans epoxide( 890-874cm^{-1}), cis epoxide(weak absorption; 845 and 830cm^{-1}), free OH(3600cm^{-1})bonded OH(3640-3380cm^{-1})<br /> |NMR Spectra=^1 H-NMR[[Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Weisleder_D:Kleiman_R:,Lipids,1978,13,246}}]][[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: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:Graveland_A_:,J. Am. Oil Chem. Soc.,1970,47,352|{{RelationTable/GetFirstAuthor|Reference:Graveland_A_:,J. Am. Oil Chem. Soc.,1970,47,352}}]]: C9(3.9-4.2ppm), C10(5.93-5.95ppm), C11(5.41-5.53ppm), C12(3.09-3.1ppm; trans epoxide), C13(2.81-2.83ppm; trans epoxide), C12, 13(2.9- 3.4ppm; cis epoxide),OH proton(3.6ppm), J10-11=15.6Hz(trans unsaturation),J12-13=2-2.2Hz(trans epoxide)<br /> |NOTE Spectra=ORD analysis[[Reference:Gardner_HW:Kleiman_R:,Biochim. Biophys. Acta,1981,665,113|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:,Biochim. Biophys. Acta,1981,665,113}}]]<br /> |Source=A degradation product of 13-hydroperoxylinoleate in the presence of Fe(III)-cystein[[Reference:Gardner_HW:Kleiman_R:,Biochim. Biophys. Acta,1981,665,113|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:,Biochim. Biophys. Acta,1981,665,113}}]] or hemoglobin[[Reference:Hamberg_M:,Lipids,1975,10,87|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Lipids,1975,10,87}}]][[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]]. Degradation products of 13-hydroperoxymethyllinoleate by radical reactions[[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:Schieberle_P:Grosch_W:,Z. Lebensm. Unters. Forsch.,1981,173,192|{{RelationTable/GetFirstAuthor|Reference:Schieberle_P:Grosch_W:,Z. Lebensm. Unters. Forsch.,1981,173,192}}]]. A major component of epoxy-hydroxy compounds generated from methyllinoleate by autooxydation.<br /> |Chemical Synthesis=<br /> |Metabolism=<br /> |Other Spectra=ORD analysis[[Reference:Gardner_HW:Kleiman_R:,Biochim. Biophys. Acta,1981,665,113|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Kleiman_R:,Biochim. Biophys. Acta,1981,665,113}}]]<br /> }}<br /> <br /> {{Lipid/Footer}}</div>

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