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	<id>https://lipidbank.jp/mediawiki/index.php?action=history&amp;feed=atom&amp;title=LBF20306HX04</id>
	<title>LBF20306HX04 - Revision history</title>
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	<updated>2026-04-30T19:09:39Z</updated>
	<subtitle>Revision history for this page on the wiki</subtitle>
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	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53741&amp;oldid=prev</id>
		<title>Editor at 07:41, 21 October 2010</title>
		<link rel="alternate" type="text/html" href="https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53741&amp;oldid=prev"/>
		<updated>2010-10-21T07:41:50Z</updated>

		<summary type="html">&lt;p&gt;&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
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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 16:41, 21 October 2010&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot; id=&quot;mw-diff-left-l6&quot;&gt;Line 6:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 6:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidBank=XPR5101&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidBank=XPR5101&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidMaps=LMFA03090003&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidMaps=LMFA03090003&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy- (11R,12S)-epoxy- (5-cis&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;,8&lt;/del&gt;-&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;cis,&lt;/del&gt;14&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;-cis&lt;/del&gt;) -eicosatrienoic acid&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy- (11R,12S)-epoxy- (&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;cis-&lt;/ins&gt;5&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;,cis&lt;/ins&gt;-&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;8,&lt;/ins&gt;cis-14) -eicosatrienoic acid&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;Hepoxilin B_3&amp;amp;&amp;amp;10-Hydroxy- (11R,12S)-epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;Hepoxilin B_3&amp;amp;&amp;amp;10-Hydroxy- (11R,12S)-epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^{23}_D =-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^{23}_D =-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;

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		<author><name>Editor</name></author>
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	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53740&amp;oldid=prev</id>
		<title>Editor at 02:59, 10 June 2010</title>
		<link rel="alternate" type="text/html" href="https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53740&amp;oldid=prev"/>
		<updated>2010-06-10T02:59:33Z</updated>

		<summary type="html">&lt;p&gt;&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
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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 11:59, 10 June 2010&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot; id=&quot;mw-diff-left-l14&quot;&gt;Line 14:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 14:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; ^1 H-NMR(C_6 D_6 ) :  delta  5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, OCH_3 ), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, COCH_3 ), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] ^{13}NMR(C_6 D_6 ) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; ^1 H-NMR(C_6 D_6 ) :  delta  5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, OCH_3 ), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, COCH_3 ), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] ^{13}NMR(C_6 D_6 ) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=[[&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;Reference:&lt;/del&gt;Reference:Corey_EJ:Kang_J:Laguzza_BC:Jones_RL:,Tetrahedron_Lett.,1983,24,4913|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Kang_J:Laguzza_BC:Jones_RL:,Tetrahedron_Lett.,1983,24,4913}}]]  {{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=[[Reference:Corey_EJ:Kang_J:Laguzza_BC:Jones_RL:,Tetrahedron_Lett.,1983,24,4913|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Kang_J:Laguzza_BC:Jones_RL:,Tetrahedron_Lett.,1983,24,4913}}]]  {{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Metabolism=The presence of hepoxilin synthase was suggested by a finding that intact cells (skin) and tissue slices (brain hippocampus and pineal gland) transformed 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid to hepoxilins A3 and B3, but tissue boiling inhibited the hepoxilin production [[Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107}}]].&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Metabolism=The presence of hepoxilin synthase was suggested by a finding that intact cells (skin) and tissue slices (brain hippocampus and pineal gland) transformed 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid to hepoxilins A3 and B3, but tissue boiling inhibited the hepoxilin production [[Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107}}]].&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Symbol=HxB3&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Symbol=HxB3&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;

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		<author><name>Editor</name></author>
	</entry>
	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53739&amp;oldid=prev</id>
		<title>Editor at 02:57, 10 June 2010</title>
		<link rel="alternate" type="text/html" href="https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53739&amp;oldid=prev"/>
		<updated>2010-06-10T02:57:56Z</updated>

		<summary type="html">&lt;p&gt;&lt;/p&gt;
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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 11:57, 10 June 2010&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot; id=&quot;mw-diff-left-l14&quot;&gt;Line 14:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 14:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; ^1 H-NMR(C_6 D_6 ) :  delta  5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, OCH_3 ), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, COCH_3 ), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] ^{13}NMR(C_6 D_6 ) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; ^1 H-NMR(C_6 D_6 ) :  delta  5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, OCH_3 ), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, COCH_3 ), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] ^{13}NMR(C_6 D_6 ) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;!--1075--&amp;gt; &lt;/del&gt;{{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;[[Reference:Reference:Corey_EJ:Kang_J:Laguzza_BC:Jones_RL:,Tetrahedron_Lett.,1983,24,4913|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Kang_J:Laguzza_BC:Jones_RL:,Tetrahedron_Lett.,1983,24,4913}}]]  &lt;/ins&gt;{{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Metabolism=The presence of hepoxilin synthase was suggested by a finding that intact cells (skin) and tissue slices (brain hippocampus and pineal gland) transformed 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid to hepoxilins A3 and B3, but tissue boiling inhibited the hepoxilin production [[Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107}}]].&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Metabolism=The presence of hepoxilin synthase was suggested by a finding that intact cells (skin) and tissue slices (brain hippocampus and pineal gland) transformed 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid to hepoxilins A3 and B3, but tissue boiling inhibited the hepoxilin production [[Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107}}]].&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Symbol=HxB3&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Symbol=HxB3&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;

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		<author><name>Editor</name></author>
	</entry>
	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53738&amp;oldid=prev</id>
		<title>Editor at 07:18, 2 June 2010</title>
		<link rel="alternate" type="text/html" href="https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53738&amp;oldid=prev"/>
		<updated>2010-06-02T07:18:37Z</updated>

		<summary type="html">&lt;p&gt;&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
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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 16:18, 2 June 2010&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot; id=&quot;mw-diff-left-l6&quot;&gt;Line 6:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 6:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidBank=XPR5101&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidBank=XPR5101&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidMaps=LMFA03090003&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidMaps=LMFA03090003&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy- (11R,12S)-epoxy- (5-cis,8-cis,14-cis) -&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;icosatrienoic &lt;/del&gt;acid&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy- (11R,12S)-epoxy- (5-cis,8-cis,14-cis) -&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;eicosatrienoic &lt;/ins&gt;acid&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;Hepoxilin B_3&amp;amp;&amp;amp;10-Hydroxy- (11R,12S)-epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;Hepoxilin B_3&amp;amp;&amp;amp;10-Hydroxy- (11R,12S)-epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^{23}_D =-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^{23}_D =-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;

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&lt;/table&gt;</summary>
		<author><name>Editor</name></author>
	</entry>
	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53737&amp;oldid=prev</id>
		<title>Editor at 11:44, 1 June 2010</title>
		<link rel="alternate" type="text/html" href="https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53737&amp;oldid=prev"/>
		<updated>2010-06-01T11:44:13Z</updated>

		<summary type="html">&lt;p&gt;&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
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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 20:44, 1 June 2010&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot; id=&quot;mw-diff-left-l6&quot;&gt;Line 6:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 6:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidBank=XPR5101&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidBank=XPR5101&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidMaps=LMFA03090003&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidMaps=LMFA03090003&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;10-Hydroxy- (11R,12S)-epoxy- (5-cis,8-cis,14-cis) -icosatrienoic acid&lt;/ins&gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;|Common Name=&amp;amp;&amp;amp;HEPOXILIN B3&lt;/del&gt;&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;|Common Name=&amp;amp;&amp;amp;Hepoxilin B_3&amp;amp;&amp;amp;10-Hydroxy- (11R,12S)-epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&amp;amp;&amp;amp;&lt;/ins&gt;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^{23}_D =-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^{23}_D =-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Solubility=DIETHYL ETHER [[Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Solubility=DIETHYL ETHER [[Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;

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&lt;/table&gt;</summary>
		<author><name>Editor</name></author>
	</entry>
	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53736&amp;oldid=prev</id>
		<title>Editor: LBF20406HX02 moved to LBF20306HX04</title>
		<link rel="alternate" type="text/html" href="https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53736&amp;oldid=prev"/>
		<updated>2010-04-14T21:00:00Z</updated>

		<summary type="html">&lt;p&gt;&lt;a href=&quot;/mediawiki/index.php?title=LBF20406HX02&amp;amp;action=edit&amp;amp;redlink=1&quot; class=&quot;new&quot; title=&quot;LBF20406HX02 (page does not exist)&quot;&gt;LBF20406HX02&lt;/a&gt; moved to &lt;a href=&quot;/wiki/LBF20306HX04&quot; title=&quot;LBF20306HX04&quot;&gt;LBF20306HX04&lt;/a&gt;&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
				&lt;col class=&quot;diff-marker&quot; /&gt;
				&lt;col class=&quot;diff-content&quot; /&gt;
				&lt;col class=&quot;diff-marker&quot; /&gt;
				&lt;col class=&quot;diff-content&quot; /&gt;
				&lt;tr class=&quot;diff-title&quot; lang=&quot;en&quot;&gt;
				&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 06:00, 15 April 2010&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot; id=&quot;mw-diff-left-l7&quot;&gt;Line 7:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 7:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidMaps=LMFA03090003&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|LipidMaps=LMFA03090003&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;HEPOXILIN B3&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&lt;/del&gt;&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;HEPOXILIN B3&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^{23}_D =-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^{23}_D =-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Solubility=DIETHYL ETHER [[Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Solubility=DIETHYL ETHER [[Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;

&lt;!-- diff cache key wikidb:diff:1.41:old-53735:rev-53736:php=table --&gt;
&lt;/table&gt;</summary>
		<author><name>Editor</name></author>
	</entry>
	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53735&amp;oldid=prev</id>
		<title>Editor: LBF20406HX02 moved to LBF20306HX04</title>
		<link rel="alternate" type="text/html" href="https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53735&amp;oldid=prev"/>
		<updated>2010-02-25T10:00:10Z</updated>

		<summary type="html">&lt;p&gt;&lt;a href=&quot;/mediawiki/index.php?title=LBF20406HX02&amp;amp;action=edit&amp;amp;redlink=1&quot; class=&quot;new&quot; title=&quot;LBF20406HX02 (page does not exist)&quot;&gt;LBF20406HX02&lt;/a&gt; moved to &lt;a href=&quot;/wiki/LBF20306HX04&quot; title=&quot;LBF20306HX04&quot;&gt;LBF20306HX04&lt;/a&gt;&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
				&lt;col class=&quot;diff-marker&quot; /&gt;
				&lt;col class=&quot;diff-content&quot; /&gt;
				&lt;col class=&quot;diff-marker&quot; /&gt;
				&lt;col class=&quot;diff-content&quot; /&gt;
				&lt;tr class=&quot;diff-title&quot; lang=&quot;en&quot;&gt;
				&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 19:00, 25 February 2010&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot; id=&quot;mw-diff-left-l8&quot;&gt;Line 8:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 8:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;HEPOXILIN B3&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;HEPOXILIN B3&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;23_D &lt;/del&gt;=-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;{23}_D &lt;/ins&gt;=-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Solubility=DIETHYL ETHER [[Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Solubility=DIETHYL ETHER [[Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Mass Spectra=METHYL ESTER TMS ETHER ; m/e 311, 282, 269(base peak) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Mass Spectra=METHYL ESTER TMS ETHER ; m/e 311, 282, 269(base peak) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|IR Spectra=ACETATE METHYL ESTER ;  nu (CHLOROFORM) 2956, 1743, 1550, 1372, 1234, 1033, 999cm^- &lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;^&lt;/del&gt;1 &lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt; &lt;/del&gt;[[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|IR Spectra=ACETATE METHYL ESTER ;  nu (CHLOROFORM) 2956, 1743, 1550, 1372, 1234, 1033, 999cm^&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;{&lt;/ins&gt;-1&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;} &lt;/ins&gt;[[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; ^1 H-NMR(C_6 D_6 ) :  delta  5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, OCH_3 ), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, COCH_3 ), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] ^&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;1 ^3 &lt;/del&gt;NMR(C_6 D_6 ) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; ^1 H-NMR(C_6 D_6 ) :  delta  5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, OCH_3 ), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, COCH_3 ), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] ^&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;{13}&lt;/ins&gt;NMR(C_6 D_6 ) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=&amp;lt;!--1075--&amp;gt; {{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=&amp;lt;!--1075--&amp;gt; {{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;

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		<author><name>Editor</name></author>
	</entry>
	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53734&amp;oldid=prev</id>
		<title>Editor: LBF20406HX02 moved to LBF20306HX04</title>
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		<updated>2010-02-19T14:00:10Z</updated>

		<summary type="html">&lt;p&gt;&lt;a href=&quot;/mediawiki/index.php?title=LBF20406HX02&amp;amp;action=edit&amp;amp;redlink=1&quot; class=&quot;new&quot; title=&quot;LBF20406HX02 (page does not exist)&quot;&gt;LBF20406HX02&lt;/a&gt; moved to &lt;a href=&quot;/wiki/LBF20306HX04&quot; title=&quot;LBF20306HX04&quot;&gt;LBF20306HX04&lt;/a&gt;&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
				&lt;col class=&quot;diff-marker&quot; /&gt;
				&lt;col class=&quot;diff-content&quot; /&gt;
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				&lt;tr class=&quot;diff-title&quot; lang=&quot;en&quot;&gt;
				&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 23:00, 19 February 2010&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot; id=&quot;mw-diff-left-l8&quot;&gt;Line 8:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 8:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;HEPOXILIN B3&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;HEPOXILIN B3&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [alpha]X^23_D =-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [ alpha ]X^23_D =-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Solubility=DIETHYL ETHER [[Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Solubility=DIETHYL ETHER [[Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Mass Spectra=METHYL ESTER TMS ETHER ; m/e 311, 282, 269(base peak) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Mass Spectra=METHYL ESTER TMS ETHER ; m/e 311, 282, 269(base peak) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|IR Spectra=ACETATE METHYL ESTER ; nu(CHLOROFORM) 2956, 1743, 1550, 1372, 1234, 1033, 999cm^- ^1  [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|IR Spectra=ACETATE METHYL ESTER ; &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt; &lt;/ins&gt;nu (CHLOROFORM) 2956, 1743, 1550, 1372, 1234, 1033, 999cm^- ^1  [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; ^1 H-NMR(C_6 D_6 ) : delta 5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, OCH_3 ), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, COCH_3 ), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] ^1 ^3 NMR(C_6 D_6 ) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; ^1 H-NMR(C_6 D_6 ) : &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt; &lt;/ins&gt;delta &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt; &lt;/ins&gt;5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, OCH_3 ), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, COCH_3 ), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] ^1 ^3 NMR(C_6 D_6 ) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=&amp;lt;!--1075--&amp;gt; {{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=&amp;lt;!--1075--&amp;gt; {{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;

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		<author><name>Editor</name></author>
	</entry>
	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53733&amp;oldid=prev</id>
		<title>Editor: LBF20406HX02 moved to LBF20306HX04</title>
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		<updated>2010-02-19T14:00:00Z</updated>

		<summary type="html">&lt;p&gt;&lt;a href=&quot;/mediawiki/index.php?title=LBF20406HX02&amp;amp;action=edit&amp;amp;redlink=1&quot; class=&quot;new&quot; title=&quot;LBF20406HX02 (page does not exist)&quot;&gt;LBF20406HX02&lt;/a&gt; moved to &lt;a href=&quot;/wiki/LBF20306HX04&quot; title=&quot;LBF20306HX04&quot;&gt;LBF20306HX04&lt;/a&gt;&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
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				&lt;col class=&quot;diff-content&quot; /&gt;
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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 23:00, 19 February 2010&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot; id=&quot;mw-diff-left-l8&quot;&gt;Line 8:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 8:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|SysName=10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;HEPOXILIN B3&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Common Name=&amp;amp;&amp;amp;HEPOXILIN B3&amp;amp;&amp;amp;10-Hydroxy-11 (R) ,12 (S) -epoxyeicosa-5,8,14 (Z,Z,Z) -trienoic acid&amp;amp;&amp;amp;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;FONT FACE=&quot;Symbol&quot;&amp;gt;a&amp;lt;/FONT&amp;gt;&lt;/del&gt;]X&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;sub&amp;gt;D&amp;lt;/sub&amp;gt;&amp;lt;sup&amp;gt;23&amp;lt;/sup&amp;gt;&lt;/del&gt;=-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Optical=ACETATE, METHYL ESTER ; [&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;alpha&lt;/ins&gt;]X&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;^23_D &lt;/ins&gt;=-10.9°(C=0.11, CHLOROFORM) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Solubility=DIETHYL ETHER [[Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Solubility=DIETHYL ETHER [[Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Mizuno_K:Yamamoto_S:,Prostaglandins,1983,25,79}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Mass Spectra=METHYL ESTER TMS ETHER ; m/e 311, 282, 269(base peak) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Mass Spectra=METHYL ESTER TMS ETHER ; m/e 311, 282, 269(base peak) [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|IR Spectra=ACETATE METHYL ESTER ; &lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;FONT FACE=&quot;Symbol&quot;&amp;gt;n&amp;lt;/FONT&amp;gt;&lt;/del&gt;(CHLOROFORM) 2956, 1743, 1550, 1372, 1234, 1033, 999cm&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=&lt;/del&gt;-1&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;gt;-&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt;&amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;1&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt; &lt;/del&gt;[[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|IR Spectra=ACETATE METHYL ESTER ; &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;nu&lt;/ins&gt;(CHLOROFORM) 2956, 1743, 1550, 1372, 1234, 1033, 999cm&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;^&lt;/ins&gt;- &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;^&lt;/ins&gt;1 &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt; &lt;/ins&gt;[[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; &lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;&lt;/del&gt;1&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt;&lt;/del&gt;H-NMR(&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;C&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;D&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;&lt;/del&gt;) : &lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;FONT FACE=&quot;Symbol&quot;&amp;gt;d&amp;lt;/FONT&amp;gt; &lt;/del&gt;5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, &lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;OCH&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;3&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;&lt;/del&gt;), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, &lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;COCH&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;3&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;&lt;/del&gt;), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] &lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;1&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt;&amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=-&lt;/del&gt;1&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;gt;&lt;/del&gt;3&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt;&lt;/del&gt;NMR(&lt;del style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;C&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;D&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;&lt;/del&gt;) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;^&lt;/ins&gt;1 H-NMR(&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;C_6 D_6 &lt;/ins&gt;) : &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;delta &lt;/ins&gt;5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;OCH_3 &lt;/ins&gt;), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;COCH_3 &lt;/ins&gt;), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;^&lt;/ins&gt;1 &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;^&lt;/ins&gt;3 NMR(&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;C_6 D_6 &lt;/ins&gt;) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=&amp;lt;!--1075--&amp;gt; {{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=&amp;lt;!--1075--&amp;gt; {{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;

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		<author><name>Editor</name></author>
	</entry>
	<entry>
		<id>https://lipidbank.jp/mediawiki/index.php?title=LBF20306HX04&amp;diff=53732&amp;oldid=prev</id>
		<title>Editor: LBF20406HX02 moved to LBF20306HX04</title>
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		<updated>2010-01-26T16:30:00Z</updated>

		<summary type="html">&lt;p&gt;&lt;a href=&quot;/mediawiki/index.php?title=LBF20406HX02&amp;amp;action=edit&amp;amp;redlink=1&quot; class=&quot;new&quot; title=&quot;LBF20406HX02 (page does not exist)&quot;&gt;LBF20406HX02&lt;/a&gt; moved to &lt;a href=&quot;/wiki/LBF20306HX04&quot; title=&quot;LBF20306HX04&quot;&gt;LBF20306HX04&lt;/a&gt;&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
				&lt;col class=&quot;diff-marker&quot; /&gt;
				&lt;col class=&quot;diff-content&quot; /&gt;
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				&lt;tr class=&quot;diff-title&quot; lang=&quot;en&quot;&gt;
				&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 01:30, 27 January 2010&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot; id=&quot;mw-diff-left-l14&quot;&gt;Line 14:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 14:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; &amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;1&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt;H-NMR(C&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;D&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;) : &amp;lt;FONT FACE=&amp;quot;Symbol&amp;quot;&amp;gt;d&amp;lt;/FONT&amp;gt; 5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, OCH&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;3&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, COCH&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;3&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] &amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;1&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt;&amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;3&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt;NMR(C&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;D&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|NMR Spectra=ACETATE METHYL ESTER ; &amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;1&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt;H-NMR(C&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;D&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;) : &amp;lt;FONT FACE=&amp;quot;Symbol&amp;quot;&amp;gt;d&amp;lt;/FONT&amp;gt; 5.67(dd, J=9.2, 6.4Hz, 1H, 10-CH), 5.52, 5.46, 5.42, 5.35, 5.32, 3.36(s, 3H, OCH&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;3&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;), 2.95(m, 2H, 7-CH), 2.92(m, 1H, 11-CH), 2.86(ddd, J=7.4, 7.4, 2.1Hz, 1H, 12-CH), 2.30(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.18(ddd, J=14.8, 7.4, 7.4Hz, 1H, 13-CH), 2.12(t, J=7.4Hz, 2H, 2-CH), 1.98(dt, J=7.4, 7.4Hz, 2H, 4-CH), 1.92(dt, J=8.8, 8.8Hz, 2H, 16-CH), 1.65(s, 3H, COCH&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;3&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;), 1.60(tt, J=7.4, 7.4Hz, 2H, 3-CH), 1.25(m, 6H), 0.88(t, J=7.0Hz, 3H, 20-CH). [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]] &amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;1&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt;&amp;lt;SUP&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;3&amp;lt;/FONT&amp;gt;&amp;lt;/SUP&amp;gt;NMR(C&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;D&amp;lt;SUB&amp;gt;&amp;lt;FONT SIZE=-1&amp;gt;6&amp;lt;/FONT&amp;gt;&amp;lt;/SUB&amp;gt;) : 134.22, 133.35, 130.17, 127.74, 124.31, 123.37, 70.86, 58.30, 55.71, 50.94, 33.30, 31.71, 29.66, 29.52, 27.59, 26.73, 25.00, 22.88, 20.53, 14.23 [[Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126|{{RelationTable/GetFirstAuthor|Reference:Moghaddam_MF:Gerwick_WH:Ballantine_DL:,J. Biol. Chem.,1990,265,6126}}]]&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Source=Hepoxilin B3 together with hepoxilin A3 is produced from arachidonic acid or more directly from 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid in various animal tissues including brain, pineal gland, pancreas and skin [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]].&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis= {{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Chemical Synthesis=&lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;!--1075--&amp;gt; &lt;/ins&gt;{{Image200|LBF20306HX04FT0001.gif}}&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Metabolism=The presence of hepoxilin synthase was suggested by a finding that intact cells (skin) and tissue slices (brain hippocampus and pineal gland) transformed 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid to hepoxilins A3 and B3, but tissue boiling inhibited the hepoxilin production [[Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107}}]].&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Metabolism=The presence of hepoxilin synthase was suggested by a finding that intact cells (skin) and tissue slices (brain hippocampus and pineal gland) transformed 12(S)-hydroperoxy-5,8,10,14-eicosatetraenoic acid to hepoxilins A3 and B3, but tissue boiling inhibited the hepoxilin production [[Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:Reynaud_D:Demin_PM:,Lipids,1995,30,107}}]].&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Symbol=HxB3&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Symbol=HxB3&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;−&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Biological Activity=Little has been described about the biological actvity of hepoxilin B3 except for its poteniation of glucose-dependent insulin secretion [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]] and of bradykinin-induced increase of vascular permeability .&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot; data-marker=&quot;+&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;|Biological Activity=Little has been described about the biological actvity of hepoxilin B3 except for its poteniation of glucose-dependent insulin secretion [[Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1|{{RelationTable/GetFirstAuthor|Reference:Pace-Asciak_CR:,Biochim. Biophys. Acta,1994,1215,1}}]] and of bradykinin-induced increase of vascular permeability &lt;ins style=&quot;font-weight: bold; text-decoration: none;&quot;&gt;&amp;lt;!--0057--&amp;gt;&lt;/ins&gt;.&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;}}&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;}}&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;br&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;br&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;{{Lipid/Footer}}&lt;/div&gt;&lt;/td&gt;&lt;td class=&quot;diff-marker&quot;&gt;&lt;/td&gt;&lt;td style=&quot;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;&quot;&gt;&lt;div&gt;{{Lipid/Footer}}&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;

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&lt;/table&gt;</summary>
		<author><name>Editor</name></author>
	</entry>
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