https://lipidbank.jp/mediawiki/index.php?action=history&feed=atom&title=LBF20503HP06 2026-04-30T06:09:58Z Revision history for this page on the wiki MediaWiki 1.43.0 https://lipidbank.jp/mediawiki/index.php?title=LBF20503HP06&diff=56374&oldid=prev 2010-10-27T05:56:36Z

<p>New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=DFA8099 |LipidMaps=LMFA03070016 |SysName=Methyl-9-hydroperoxy-5,7,11,14,17-eicosapentaenoic acid |Common Name=&amp;&amp;Methyl...</p> <p><b>New page</b></p><div>{{Lipid/Header}}<br /> <br /> {{Hierarchy|{{PAGENAME}}}}<br /> <br /> {{Metabolite<br /> |LipidBank=DFA8099<br /> |LipidMaps=LMFA03070016<br /> |SysName=Methyl-9-hydroperoxy-5,7,11,14,17-eicosapentaenoic acid<br /> |Common Name=&amp;&amp;Methyl-9-hydroperoxy-5,7,11,14,17-eicosapentaenoic acid&amp;&amp;<br /> |Mass Spectra=GC-EI-MS(after reduction and TMS-derivatization)[[Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897|{{RelationTable/GetFirstAuthor|Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897}}]]: m/e=404[M]; 389[M-CH3] 314[M-HOTMS], GC-EI-MS(Me-ester: after reduction, hydrogenation and TMS-derivatization) (125): m/e=399[M-CH3]; 383[M-OCH3]; 367[399-CH3OH]<br /> |UV Spectra=conjugated diene: lambda max=235.5nm [[Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897|{{RelationTable/GetFirstAuthor|Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897}}]]<br /> |IR Spectra=OOH group: 3400cm^{-1} [[Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897|{{RelationTable/GetFirstAuthor|Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897}}]]<br /> |NMR Spectra=^1 H-NMR[[Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897|{{RelationTable/GetFirstAuthor|Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897}}]]: OOH proton: 8.5ppm<br /> |Source=Autooxidation of icosapentaenoate[[Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897|{{RelationTable/GetFirstAuthor|Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897}}]]. Oxidation of icosapentaenoate by singlet-oxygen[[Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897|{{RelationTable/GetFirstAuthor|Reference:Yamauchi_R:Yamada_T:Kato_K:Ueno_Y:,Agric. Biol. Chem.,1983,47,2897}}]]. Oxidation of icosapentaenoate in the presence of myoglobin&lt;!--8110--&gt;.<br /> |Chemical Synthesis=<br /> |Metabolism=<br /> |Note=Isomerization of hydroperoxides generated from icosapentaenoete by autooxidation: the proportion of 5-, 18-isomer (outer hydroperoxides) is higher than that of other isomer (8-,9-,11-,12-,14-,15-isomer[inner hydroperoxides])&lt;!--8110--&gt;.<br /> }}<br /> <br /> {{Lipid/Footer}}</div>

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