LBF20406CV13: Difference between revisions
(New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=XPR8009 |LipidMaps=LMFA03120009 |SysName=Methyl- (5-trans,7-trans) -7- [ 4R-chloro-2-hydroxy-2- [cis-2-octenyl] -5-oxo...) |
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|LipidBank=XPR8009 | |LipidBank=XPR8009 | ||
|LipidMaps=LMFA03120009 | |LipidMaps=LMFA03120009 | ||
|SysName=Methyl- (5- | |SysName=Methyl- (trans-5,trans-7) -7- [ 4R-chloro-2-hydroxy-2- (cis-2-octenyl) -5-oxo-3-cyclopentenylidene ] -5-heptenoic acid | ||
|Common Name=&&Chlorovulone II&&Methyl- (5E,7E) -7- [ 4R-chloro-2-hydroxy-2- [( | |Common Name=&&Chlorovulone II&&Methyl- (5E,7E) -7- [ 4R-chloro-2-hydroxy-2- [(2Z-octenyl) -5-oxo-3-cyclopentenylidene ] -5-heptenoic acid&& | ||
|Optical=[ alpha ]_D +22.7°(C 0.075, CHCl_3 )[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787}}]] | |Optical=[ alpha ]_D +22.7°(C 0.075, CHCl_3 )[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787}}]] | ||
|Solubility=Chlorovulones are soluble in MeOH, EtOH, CHCl_3 , or hexane. | |Solubility=Chlorovulones are soluble in MeOH, EtOH, CHCl_3 , or hexane. | ||
Latest revision as of 06:02, 21 October 2010
| LipidBank Top (トップ) |
Fatty acid (脂肪酸) |
Glycerolipid (グリセロ脂質) |
Sphingolipid (スフィンゴ脂質) |
Journals (雑誌一覧) |
How to edit (ページの書き方) |
| IDs and Links | |
|---|---|
| LipidBank | XPR8009 |
| LipidMaps | LMFA03120009 |
| CAS | |
| KEGG | {{{KEGG}}} |
| KNApSAcK | {{{KNApSAcK}}} |
| mol | LBF20406CV13 |
| Chlorovulone II | |
|---|---|
| |
| Structural Information | |
| Methyl- (trans-5,trans-7) -7- [ 4R-chloro-2-hydroxy-2- (cis-2-octenyl) -5-oxo-3-cyclopentenylidene ] -5-heptenoic acid | |
| |
| Formula | C21H29ClO4 |
| Exact Mass | 380.175437126 |
| Average Mass | 380.90525999999994 |
| SMILES | C(C(=O)1)(Cl)=C[C@](CC=CCCCCC)(C(=CC=CCCCC(OC)=O)1)O |
| Physicochemical Information | |
| [ α ]D +22.7°(C 0.075, CHCl3) IguchiKet al. | |
| Chlorovulones are soluble in MeOH, EtOH, CHCl3, or hexane. | |
| Chlorovulones were isolated from Japanese soft coral, Stolonifer Clavularia viridis Quoy and Gaimard. Iguchi_K et al. Nagaoka_H et al. | |
| Photoisomerization of chlorovulone I (fluoresent lamp, benzene, 40 hr) gave a mixture of chlorovulones I, II and III. Iguchi_K et al.(-)-Cholovulone II was synthesized from D-(-)-diethyl tartarate. Nagaoka_H et al. | |
| (-)-Chlorovulone II showed the strong antiproliferative and cytotoxic activities in himan promyelocytic leukemia (HL-60) ((IC_{50} 0.01 mu g/ml, cytotoxic effect >0.1 mu g/ml). Honda_A et al. | |
| Spectral Information | |
| Mass Spectra | |
| UV Spectra | λ max(EtOH) 237 nm( ε 10000),312 nm( ε 10100) IguchiKet al. |
| IR Spectra | ν max(CHCl3)3560,3300,1730,1705, and 1635cm-1(Yamada Yasuji) |
| NMR Spectra | 1H-NMR(400MHz,CDCl3) δ ppm0.88(3H,t,J=7.1Hz),1.30(6H,m),1.82(2H,quint.,J=7.4Hz),1.96(2H,brq,J=7.5Hz),2.30(2H,t,J=7.5Hz),2.35(2H,t,J=7.4Hz),2.68(1H,brdd,J=7.9,14.3Hz),2.81(1H,brdd,J=7.5,14.3Hz),3.67(3H,s),5.23(1H,ttd,J=1.4,7.7,10.9Hz),5.55(1H,brtd,J=7.5,10.9Hz),6.28(1H,td,J=7.4,15.1Hz),6.77(1H,tdd,J=1.3,11.9,15.1Hz),7.03(1H,d,J=11.9Hz),7.20(1H,s). IguchiKet al. |
| Other Spectra | |
| Chromatograms | |
| Reported Metabolites, References | ||||||||||||||||||||
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