https://lipidbank.jp/mediawiki/index.php?action=history&feed=atom&title=LBF20503HP05 2026-04-30T06:05:18Z Revision history for this page on the wiki MediaWiki 1.43.0 https://lipidbank.jp/mediawiki/index.php?title=LBF20503HP05&diff=56373&oldid=prev 2010-10-27T05:59:23Z

<p></p> <table style="background-color: #fff; color: #202122;" data-mw="interface"> <col class="diff-marker" /> <col class="diff-content" /> <col class="diff-marker" /> <col class="diff-content" /> <tr class="diff-title" lang="en"> <td colspan="2" style="background-color: #fff; color: #202122; text-align: center;">← Older revision</td> <td colspan="2" style="background-color: #fff; color: #202122; text-align: center;">Revision as of 14:59, 27 October 2010</td> </tr><tr><td colspan="2" class="diff-lineno" id="mw-diff-left-l4">Line 4:</td> <td colspan="2" class="diff-lineno">Line 4:</td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><br></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><br></td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>{{Metabolite</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>{{Metabolite</div></td></tr> <tr><td class="diff-marker" data-marker="−"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>|LipidBank=<del style="font-weight: bold; text-decoration: none;">DFA8099</del></div></td><td class="diff-marker" data-marker="+"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>|LipidBank=<ins style="font-weight: bold; text-decoration: none;">DFA8098</ins></div></td></tr> <tr><td class="diff-marker" data-marker="−"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>|LipidMaps=<del style="font-weight: bold; text-decoration: none;">LMFA03070016</del></div></td><td class="diff-marker" data-marker="+"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>|LipidMaps=<ins style="font-weight: bold; text-decoration: none;">LMFA03070015</ins></div></td></tr> <tr><td class="diff-marker" data-marker="−"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>|SysName=Methyl-<del style="font-weight: bold; text-decoration: none;">9</del>-hydroperoxy-5,<del style="font-weight: bold; text-decoration: none;">7</del>,11,14,17-<del style="font-weight: bold; text-decoration: none;">eicosapentaenoic </del>acid</div></td><td class="diff-marker" data-marker="+"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>|SysName=Methyl-<ins style="font-weight: bold; text-decoration: none;">8</ins>-hydroperoxy-5,<ins style="font-weight: bold; text-decoration: none;">9</ins>,11,14,17-<ins style="font-weight: bold; text-decoration: none;">eicosapentaenic </ins>acid</div></td></tr> <tr><td class="diff-marker" data-marker="−"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>|Common Name=&amp;&amp;Methyl-<del style="font-weight: bold; text-decoration: none;">9</del>-hydroperoxy-5,<del style="font-weight: bold; text-decoration: none;">7</del>,11,14,17-<del style="font-weight: bold; text-decoration: none;">eicosapentaenoic </del>acid&amp;&amp;</div></td><td class="diff-marker" data-marker="+"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>|Common Name=&amp;&amp;Methyl-<ins style="font-weight: bold; text-decoration: none;">8</ins>-hydroperoxy-5,<ins style="font-weight: bold; text-decoration: none;">9</ins>,11,14,17-<ins style="font-weight: bold; text-decoration: none;">eicosapentaenic </ins>acid&amp;&amp;</div></td></tr> <tr><td class="diff-marker" data-marker="−"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>|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) <del style="font-weight: bold; text-decoration: none;">(125)</del>: m/e=399[M-CH3]; 383[M-OCH3]; 367[399-CH3OH]</div></td><td class="diff-marker" data-marker="+"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>|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)<ins style="font-weight: bold; text-decoration: none;">[[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}}]]</ins>: m/e=399[M-CH3]; 383[M-OCH3]; 367[399-CH3OH<ins style="font-weight: bold; text-decoration: none;">]; 271[SMTO=CH(CH2)11CH3</ins>]</div></td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|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}}]]</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|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}}]]</div></td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|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}}]]</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|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}}]]</div></td></tr> <!-- diff cache key wikidb:diff:1.41:old-56372:rev-56373:php=table --> </table>

Editor https://lipidbank.jp/mediawiki/index.php?title=LBF20503HP05&diff=56372&oldid=prev 2010-10-27T05:58:30Z

<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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