LBF20406CV02: Difference between revisions
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|LipidMaps=LMFA03120017 | |LipidMaps=LMFA03120017 | ||
|SysName= (R) -4-{ (1E,3Z) -3- [ (S) -2-acetoxy-2- [ (Z) -2-octenyl ] -5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide | |SysName= (R) -4-{ (1E,3Z) -3- [ (S) -2-acetoxy-2- [ (Z) -2-octenyl ] -5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide | ||
|Common Name=&&clavulolactone III | |Common Name=&&clavulolactone III [[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}}]]&& | ||
|Reflactive=[<FONT FACE="Symbol">a</FONT>]<SUB><FONT SIZE=-1>D</FONT></SUB> -7.3°(C 0.21, CHCl<SUB><FONT SIZE=-1>3</FONT></SUB>) | |Reflactive=[<FONT FACE="Symbol">a</FONT>]<SUB><FONT SIZE=-1>D</FONT></SUB> -7.3°(C 0.21, CHCl<SUB><FONT SIZE=-1>3</FONT></SUB>)[[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}}]] | ||
|Mass Spectra=EIMS m/z 372 (M<SUP><FONT SIZE=-1>+</FONT></SUP>). HREIMS m/z 372.1961 for C<SUB><FONT SIZE=-1>2</FONT></SUB><SUB><FONT SIZE=-1>2</FONT></SUB>H<SUB><FONT SIZE=-1>2</FONT></SUB><SUB><FONT SIZE=-1>8</FONT></SUB>O<SUB><FONT SIZE=-1>5</FONT></SUB>, calcd 372.1937. | |Mass Spectra=EIMS m/z 372 (M<SUP><FONT SIZE=-1>+</FONT></SUP>). HREIMS m/z 372.1961 for C<SUB><FONT SIZE=-1>2</FONT></SUB><SUB><FONT SIZE=-1>2</FONT></SUB>H<SUB><FONT SIZE=-1>2</FONT></SUB><SUB><FONT SIZE=-1>8</FONT></SUB>O<SUB><FONT SIZE=-1>5</FONT></SUB>, calcd 372.1937.[[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}}]] | ||
|UV Spectra=<FONT FACE="Symbol">l</FONT><SUP><FONT SIZE=-1>E</FONT></SUP><SUP><FONT SIZE=-1>t</FONT></SUP><SUP><FONT SIZE=-1>O</FONT></SUP><SUP><FONT SIZE=-1>H</FONT></SUP><SUB><FONT SIZE=-1>m</FONT></SUB><SUB><FONT SIZE=-1>a</FONT></SUB><SUB><FONT SIZE=-1>x</FONT></SUB> 293 nm(<FONT FACE="Symbol">e</FONT>15500),229 nm(<FONT FACE="Symbol">e</FONT>17900) | |UV Spectra=<FONT FACE="Symbol">l</FONT><SUP><FONT SIZE=-1>E</FONT></SUP><SUP><FONT SIZE=-1>t</FONT></SUP><SUP><FONT SIZE=-1>O</FONT></SUP><SUP><FONT SIZE=-1>H</FONT></SUP><SUB><FONT SIZE=-1>m</FONT></SUB><SUB><FONT SIZE=-1>a</FONT></SUB><SUB><FONT SIZE=-1>x</FONT></SUB> 293 nm(<FONT FACE="Symbol">e</FONT>15500),229 nm(<FONT FACE="Symbol">e</FONT>17900)[[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}}]] | ||
|IR Spectra=<FONT FACE="Symbol">n</FONT><SUP><FONT SIZE=-1>f</FONT></SUP><SUP><FONT SIZE=-1>i</FONT></SUP><SUP><FONT SIZE=-1>l</FONT></SUP><SUP><FONT SIZE=-1>m</FONT></SUP><SUB><FONT SIZE=-1>m</FONT></SUB><SUB><FONT SIZE=-1>a</FONT></SUB><SUB><FONT SIZE=-1>x</FONT></SUB>1778,1742, 1698, 1643, and 1232cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP> | |IR Spectra=<FONT FACE="Symbol">n</FONT><SUP><FONT SIZE=-1>f</FONT></SUP><SUP><FONT SIZE=-1>i</FONT></SUP><SUP><FONT SIZE=-1>l</FONT></SUP><SUP><FONT SIZE=-1>m</FONT></SUP><SUB><FONT SIZE=-1>m</FONT></SUB><SUB><FONT SIZE=-1>a</FONT></SUB><SUB><FONT SIZE=-1>x</FONT></SUB>1778,1742, 1698, 1643, and 1232cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>[[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}}]] | ||
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(400MHz,CDCl<SUB><FONT SIZE=-1>3</FONT></SUB>)<FONT FACE="Symbol">d</FONT>ppm0.88(3H,t,J=7.1Hz),1.22-1.33(6H,m),1.97(2H,brq,J=7.2Hz),2.03(3H,s),2.05(1H,m),2.47(1H,m),2.58(2H,dd,J=6.9,9.3Hz),2.65(1H,brdd,J=7.6,14.3Hz),2.84(1H,brdd,J=7.3,14.3Hz),5.10(1H,brdd,J=7.3,7.9Hz),5.22(1H,m),5.54(1H,m),6.08(1H,dd,J=7.3,15.6Hz),6.38(1H,d,J=6.1Hz),6.53(1H,d,J=11.3Hz),7.49(1H,d,J=6.1Hz),7.82(1H,brdd,J=11.3,15.6Hz). | |NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(400MHz,CDCl<SUB><FONT SIZE=-1>3</FONT></SUB>)<FONT FACE="Symbol">d</FONT>ppm0.88(3H,t,J=7.1Hz),1.22-1.33(6H,m),1.97(2H,brq,J=7.2Hz),2.03(3H,s),2.05(1H,m),2.47(1H,m),2.58(2H,dd,J=6.9,9.3Hz),2.65(1H,brdd,J=7.6,14.3Hz),2.84(1H,brdd,J=7.3,14.3Hz),5.10(1H,brdd,J=7.3,7.9Hz),5.22(1H,m),5.54(1H,m),6.08(1H,dd,J=7.3,15.6Hz),6.38(1H,d,J=6.1Hz),6.53(1H,d,J=11.3Hz),7.49(1H,d,J=6.1Hz),7.82(1H,brdd,J=11.3,15.6Hz).[[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}}]] <SUP><FONT SIZE=-1>1</FONT></SUP><SUP><FONT SIZE=-1>3</FONT></SUP>C-NMR(100MHz,CDCl<SUB><FONT SIZE=-1>3</FONT></SUB>)<FONT FACE="Symbol">d</FONT>ppm14.0,21.6,22.5,27.4,28.6,28.6,29.0,31.4,35.7,80.0,85.0,121.1,127.6,132.4,135.0,136.6,139.8,139.8,156.3,169.6,176.5,194.0.[[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}}]] | ||
}} | }} | ||
Revision as of 00:00, 12 December 2008
| IDs and Links | |
|---|---|
| LipidBank | XPR8036 |
| LipidMaps | LMFA03120017 |
| CAS | |
| KEGG | {{{KEGG}}} |
| KNApSAcK | {{{KNApSAcK}}} |
| mol | LBF20406CV02 |
| clavulolactone III IwashimaMet al. | |
|---|---|
| |
| Structural Information | |
| (R) -4-{ (1E,3Z) -3- [ (S) -2-acetoxy-2- [ (Z) -2-octenyl ] -5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide | |
| |
| Formula | C22H28O5 |
| Exact Mass | 372.193674006 |
| Average Mass | 372.45472000000007 |
| SMILES | CC(=O)O[C@@](CC=CCCCCC)(C=2)C(C(C2)=O)=CC=C[C@H](O1)CCC(=O)1 |
| Physicochemical Information | |
| Spectral Information | |
| Mass Spectra | EIMS m/z 372 (M+). HREIMS m/z 372.1961 for C22H28O5, calcd 372.1937. IguchiKet al. |
| UV Spectra | lEtOHmax 293 nm(e15500),229 nm(e17900) IguchiKet al. |
| IR Spectra | nfilmmax1778,1742, 1698, 1643, and 1232cm-1 IguchiKet al. |
| NMR Spectra | 1H-NMR(400MHz,CDCl3)dppm0.88(3H,t,J=7.1Hz),1.22-1.33(6H,m),1.97(2H,brq,J=7.2Hz),2.03(3H,s),2.05(1H,m),2.47(1H,m),2.58(2H,dd,J=6.9,9.3Hz),2.65(1H,brdd,J=7.6,14.3Hz),2.84(1H,brdd,J=7.3,14.3Hz),5.10(1H,brdd,J=7.3,7.9Hz),5.22(1H,m),5.54(1H,m),6.08(1H,dd,J=7.3,15.6Hz),6.38(1H,d,J=6.1Hz),6.53(1H,d,J=11.3Hz),7.49(1H,d,J=6.1Hz),7.82(1H,brdd,J=11.3,15.6Hz). IguchiKet al. 13C-NMR(100MHz,CDCl3)dppm14.0,21.6,22.5,27.4,28.6,28.6,29.0,31.4,35.7,80.0,85.0,121.1,127.6,132.4,135.0,136.6,139.8,139.8,156.3,169.6,176.5,194.0. IguchiKet al. |
| Other Spectra | |
| Chromatograms | |
| Reported Metabolites, References | |||||||||||||||
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