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	<id>https://lipidbank.jp/mediawiki/index.php?action=history&amp;feed=atom&amp;title=LBF18109EO02</id>
	<title>LBF18109EO02 - Revision history</title>
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	<updated>2026-04-30T09:36:32Z</updated>
	<subtitle>Revision history for this page on the wiki</subtitle>
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	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF18109EO02&amp;diff=48981&amp;oldid=prev</id>
		<title>Editor at 06:48, 25 October 2010</title>
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		<updated>2010-10-25T06:48:51Z</updated>

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				&lt;td colspan=&quot;2&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;← Older revision&lt;/td&gt;
				&lt;td colspan=&quot;2&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;Revision as of 15:48, 25 October 2010&lt;/td&gt;
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		<author><name>Editor</name></author>
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	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF18109EO02&amp;diff=48980&amp;oldid=prev</id>
		<title>Editor: New page: {{Lipid/Header}}  {{Hierarchy|{{PAGENAME}}}}  {{Metabolite |LipidBank=DFA8014 |LipidMaps=LMFA01050120 |SysName=12,13-Epoxy-11-hydroxy-9-octadecenoic acid |Common Name=&amp;&amp;12,13-Epoxy-11-hydr...</title>
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		<updated>2010-10-25T06:48:33Z</updated>

		<summary type="html">&lt;p&gt;New page: {{Lipid/Header}}  {{Hierarchy|{{PAGENAME}}}}  {{Metabolite |LipidBank=DFA8014 |LipidMaps=LMFA01050120 |SysName=12,13-Epoxy-11-hydroxy-9-octadecenoic acid |Common Name=&amp;amp;&amp;amp;12,13-Epoxy-11-hydr...&lt;/p&gt;
&lt;p&gt;&lt;b&gt;New page&lt;/b&gt;&lt;/p&gt;&lt;div&gt;{{Lipid/Header}}&lt;br /&gt;
&lt;br /&gt;
{{Hierarchy|{{PAGENAME}}}}&lt;br /&gt;
&lt;br /&gt;
{{Metabolite&lt;br /&gt;
|LipidBank=DFA8014&lt;br /&gt;
|LipidMaps=LMFA01050120&lt;br /&gt;
|SysName=12,13-Epoxy-11-hydroxy-9-octadecenoic acid&lt;br /&gt;
|Common Name=&amp;amp;&amp;amp;12,13-Epoxy-11-hydroxy-9-octadecenoate&amp;amp;&amp;amp;&lt;br /&gt;
|Mass Spectra=GC-EI-MS(after methanolysis and trimethylsilylation)[[Reference:Hamberg_M:Gotthammar_B:,Lipids,1973,8,737|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:Gotthammar_B:,Lipids,1973,8,737}}]][[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:Streckert_G:Stan_HJ:,Lipids,1975,10,847|{{RelationTable/GetFirstAuthor|Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847}}]][[Reference:Garssen_GJ:Veldink_GA:Vliegenthart_JF:Boldingh_J:,Eur. J. Biochem.,1976,62,33|{{RelationTable/GetFirstAuthor|Reference:Garssen_GJ:Veldink_GA:Vliegenthart_JF:Boldingh_J:,Eur. J. Biochem.,1976,62,33}}]][[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: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:Hamberg_M:,Lipids,1975,10,87|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Lipids,1975,10,87}}]]: m/e=398[M], 298[M-CH3(CH2)4CHO], 285[SMTO=CH-CH=CH(CH2)7COOCH3], 241[M-(CH2)7-COOCH3], 113[CH-(-O-)-CH-(CH2)4CH3]; GC-EI-MS(after methanolysis, trimethylsilylation and hydrogenation)[[Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847|{{RelationTable/GetFirstAuthor|Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847}}]]&lt;br /&gt;
|IR Spectra=Methyl ester: trans olefin(980-962cm^{-1}), trans epoxide(900-890cm^{-1}), OH(3590-3300cm^{-1}) [[Reference:Hamberg_M:Gotthammar_B:,Lipids,1973,8,737|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:Gotthammar_B:,Lipids,1973,8,737}}]][[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:Galliard_T:Phillips_DR:Matthew_JA:,Biochim. Biophys. Acta,1975,409,157|{{RelationTable/GetFirstAuthor|Reference:Galliard_T:Phillips_DR:Matthew_JA:,Biochim. Biophys. Acta,1975,409,157}}]][[Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847|{{RelationTable/GetFirstAuthor|Reference:Streckert_G:Stan_HJ:,Lipids,1975,10,847}}]][[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}}]]&lt;br /&gt;
|NMR Spectra=^1 H-NMR[[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:Galliard_T:Phillips_DR:Matthew_JA:,Biochim. Biophys. Acta,1975,409,157|{{RelationTable/GetFirstAuthor|Reference:Galliard_T:Phillips_DR:Matthew_JA:,Biochim. Biophys. Acta,1975,409,157}}]][[Reference:Garssen_GJ:Veldink_GA:Vliegenthart_JF:Boldingh_J:,Eur. J. Biochem.,1976,62,33|{{RelationTable/GetFirstAuthor|Reference:Garssen_GJ:Veldink_GA:Vliegenthart_JF:Boldingh_J:,Eur. J. Biochem.,1976,62,33}}]][[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: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}}]]:trans-epoxy-cis-ene: C8(2.08ppm), C9(5.60-5.65ppm), C10(5.32-5.46ppm), C11(4.25-4.63ppm), C12(2.77-2.78ppm), C13(2.92-3.0ppm), J9-10=11Hz, J10-11=8Hz, J11-12=3-5Hz, J12-13=2-2.5Hz, trans-epoxy-trans-ene: C8(2.06ppm), C9, 10(5.54ppm)&lt;br /&gt;
|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}}]][[Reference:Gardner_HW:Nelson_EC:Tjarks_LW:England_RE:,Chem. Phys. Lipids,1984,35,87|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Nelson_EC:Tjarks_LW:England_RE:,Chem. Phys. Lipids,1984,35,87}}]][[Reference:Gardner:HW:Weisleder_D:Nelson_EC:,J. Org. Chem.,1984,49,508|{{RelationTable/GetFirstAuthor|Reference:Gardner:HW:Weisleder_D:Nelson_EC:,J. Org. Chem.,1984,49,508}}]]&lt;br /&gt;
|Source=13-Hydroperoxylinoleate in EtOH-water[the epoxide ring and OH show threo configuration][[Reference:Hamberg_M:Gotthammar_B:,Lipids,1973,8,737|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:Gotthammar_B:,Lipids,1973,8,737}}]]. A degradation product in the presence of Fe(III)-cystein[the epoxy ring: trans, the double bond: cis or 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}}]] or hemoglobin[threo type: 80%, erythro type: 20%][[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}}]].&lt;br /&gt;
|Chemical Synthesis=&lt;br /&gt;
|Metabolism=&lt;br /&gt;
|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}}]][[Reference:Gardner_HW:Nelson_EC:Tjarks_LW:England_RE:,Chem. Phys. Lipids,1984,35,87|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:Nelson_EC:Tjarks_LW:England_RE:,Chem. Phys. Lipids,1984,35,87}}]][[Reference:Gardner:HW:Weisleder_D:Nelson_EC:,J. Org. Chem.,1984,49,508|{{RelationTable/GetFirstAuthor|Reference:Gardner:HW:Weisleder_D:Nelson_EC:,J. Org. Chem.,1984,49,508}}]]&lt;br /&gt;
}}&lt;br /&gt;
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{{Lipid/Footer}}&lt;br /&gt;
&amp;#039;&amp;#039;&amp;#039;Bold text&amp;#039;&amp;#039;&amp;#039;&lt;/div&gt;</summary>
		<author><name>Editor</name></author>
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