https://lipidbank.jp/mediawiki/index.php?action=history&feed=atom&title=LBF20406CV18 2026-04-30T20:09:50Z Revision history for this page on the wiki MediaWiki 1.43.0 https://lipidbank.jp/mediawiki/index.php?title=LBF20406CV18&diff=55215&oldid=prev 2010-10-21T06:05:09Z

<p></p> <table style="background-color: #fff; color: #202122;" data-mw="interface"> <col class="diff-marker" /> <col class="diff-content" /> <col class="diff-marker" /> <col class="diff-content" /> <tr class="diff-title" lang="en"> <td colspan="2" style="background-color: #fff; color: #202122; text-align: center;">← Older revision</td> <td colspan="2" style="background-color: #fff; color: #202122; text-align: center;">Revision as of 15:05, 21 October 2010</td> </tr><tr><td colspan="2" class="diff-lineno" id="mw-diff-left-l6">Line 6:</td> <td colspan="2" class="diff-lineno">Line 6:</td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|LipidBank=XPR8034</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|LipidBank=XPR8034</div></td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|LipidMaps=LMFA03120015</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|LipidMaps=LMFA03120015</div></td></tr> <tr><td class="diff-marker" data-marker="−"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>|SysName=4R-{ (1-<del style="font-weight: bold; text-decoration: none;">cis,</del>3<del style="font-weight: bold; text-decoration: none;">-trans</del>) -3-[ 2S-<del style="font-weight: bold; text-decoration: none;">acetoxy</del>-2- <del style="font-weight: bold; text-decoration: none;">[</del>cis-2-octenyl<del style="font-weight: bold; text-decoration: none;">] </del>-5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide</div></td><td class="diff-marker" data-marker="+"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>|SysName=4R-{ (<ins style="font-weight: bold; text-decoration: none;">cis-</ins>1<ins style="font-weight: bold; text-decoration: none;">,trans</ins>-3) -3-[ 2S-<ins style="font-weight: bold; text-decoration: none;">Acetoxy</ins>-2- <ins style="font-weight: bold; text-decoration: none;"> (</ins>cis-2-octenyl<ins style="font-weight: bold; text-decoration: none;">) </ins>-5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide</div></td></tr> <tr><td class="diff-marker" data-marker="−"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>|Common Name=&amp;&amp;Clavulolactone I&amp;&amp;4R-{ (1Z,3E) -3-[ 2S-<del style="font-weight: bold; text-decoration: none;">acetoxy</del>-2- [(<del style="font-weight: bold; text-decoration: none;">Z)-2</del>-octenyl<del style="font-weight: bold; text-decoration: none;">] </del>-5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide&amp;&amp;</div></td><td class="diff-marker" data-marker="+"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>|Common Name=&amp;&amp;Clavulolactone I&amp;&amp;4R-{ (1Z,3E) -3-[ 2S-<ins style="font-weight: bold; text-decoration: none;">Acetoxy</ins>-2- [ (<ins style="font-weight: bold; text-decoration: none;">2Z</ins>-octenyl<ins style="font-weight: bold; text-decoration: none;">) </ins>-5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide&amp;&amp;</div></td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|Optical=[ alpha ]_D  -7.8°(C 0.26, CHCl_3 )[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]]</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|Optical=[ alpha ]_D  -7.8°(C 0.26, CHCl_3 )[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]]</div></td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|Mass Spectra=EIMS m/z 372 (M^+ ). HREIMS m/z 372.1916 for C_{22}H_{28}O_5 , calcd 372.1937.[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]]</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|Mass Spectra=EIMS m/z 372 (M^+ ). HREIMS m/z 372.1916 for C_{22}H_{28}O_5 , calcd 372.1937.[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]]</div></td></tr> </table>

Editor https://lipidbank.jp/mediawiki/index.php?title=LBF20406CV18&diff=55214&oldid=prev 2010-09-16T09:18:35Z

<p>New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=XPR8034 |LipidMaps=LMFA03120015 |SysName=4R-{ (1-cis,3-trans) -3-[ 2S-acetoxy-2- [cis-2-octenyl] -5-oxo-3-cyclopenteny...</p> <p><b>New page</b></p><div>{{Lipid/Header}}<br /> <br /> {{Hierarchy|{{PAGENAME}}}}<br /> <br /> {{Metabolite<br /> |LipidBank=XPR8034<br /> |LipidMaps=LMFA03120015<br /> |SysName=4R-{ (1-cis,3-trans) -3-[ 2S-acetoxy-2- [cis-2-octenyl] -5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide<br /> |Common Name=&amp;&amp;Clavulolactone I&amp;&amp;4R-{ (1Z,3E) -3-[ 2S-acetoxy-2- [(Z)-2-octenyl] -5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide&amp;&amp;<br /> |Optical=[ alpha ]_D -7.8°(C 0.26, CHCl_3 )[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]]<br /> |Mass Spectra=EIMS m/z 372 (M^+ ). HREIMS m/z 372.1916 for C_{22}H_{28}O_5 , calcd 372.1937.[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]]<br /> |UV Spectra= lambda ^{EtOH}_{max} 231 nm(log epsilon 4.14),292 nm(log epsilon 4.20)[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]]<br /> |IR Spectra= nu ^{film}_{max}1770,1732, 1704, 1643, and 1230cm^{-1}[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]]<br /> |NMR Spectra=^1 H-NMR(500MHz,CDCl_3 ) delta ppm0.88(3H,t,J=6.9Hz),1.20-1.35(6H,m),1.94(2H,m),1.97-2.04(1H,m),2.04(3H,s),2.48-2.58(1H,m),2.60(1H,d,J=9.5Hz),2.62(1H,dd,J=2.5,9.5Hz),2.70(1H,dd,J=8.3,14.6Hz),2.93(1H,dd,J=6.9,14.6Hz),5.18(1H,ddd,J=6.9,8.3,10.8Hz),5.53(1H,q,J=7.3Hz),5.53-5.59(1H,m),6.01(1H,ddd,J=0.6,8.7,10.9Hz),6.45(1H,d,J=6.1Hz),6.67(1H,ddd,J=1.2,10.9,12.8Hz),7.01(1H,d,J=12.8Hz),7.48(1H,d,J=6.1Hz).[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]] ^{13}C-NMR(125MHz,CDCl_3 ) delta ppm14.0,21.3,22.5,27.4,29.7,29.0,29.3,31.5,36.0,75.5,85.1,120.7,123.3,125.0,135.1,135.4,138.2,138.4,158.2,169.2,176.3,193.3.[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]]<br /> |Source=Clavulolactones were isolated from Japanese soft coral, Stolonifer Clavularia viridis Quoy and Gaimard.[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]][[Reference:Iguchi_K:Iwashima_M:Watanabe_K:,J. Nat. Prod.,1995,58,790|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Iwashima_M:Watanabe_K:,J. Nat. Prod.,1995,58,790}}]]<br /> |Chemical Synthesis=Clavulolactone I was converted from clavulone I.[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352|{{RelationTable/GetFirstAuthor|Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352}}]]<br /> |Metabolism=<br /> }}<br /> <br /> {{Lipid/Footer}}</div>

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