LBF20306CV03
| 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 | XPR8012 |
| LipidMaps | LMFA03120012 |
| CAS | |
| KEGG | {{{KEGG}}} |
| KNApSAcK | {{{KNApSAcK}}} |
| mol | LBF20306CV03 |
| 10,11-epoxy Chlorovulone I | |
|---|---|
| |
| Structural Information | |
| Methyl- (cis-5,trans-7) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- (2-cis-octenyl) -5-oxo-3-cyclopentanylidene] -5-heptenoic acid | |
| |
| Formula | C21H29ClO5 |
| Exact Mass | 396.17035174800003 |
| Average Mass | 396.90466 |
| SMILES | C(C=CCCCCC)[C@]([C@@H]12)(O)C(C(=O)[C@@]1(Cl)O2)=CC=CCCCC(OC)=O |
| Physicochemical Information | |
| [ α ]D -24.1°(C 0.44, CHCl3) IguchiKet al. | |
| 10,11-Epoxychlorovulone I is soluble in MeOH, EtOH, CHCl3, or hexane. | |
| 10,11-Epoxychlorovulone I was isolated from Japanese soft coral, Stolonifer Clavularia viridis Quoy and Gaimard. Iguchi_K et al. | |
| Epoxidation of chlorovulone I with excess 5% aqueous sodium hypochlorite solution in DMF gave 10,11-epoxychlorovulone I. Iguchi_K et al. | |
| 10,11-Epoxychlorovulone I showed the strong antiproliferative and cytotoxic activities in himan promyelocytic leukemia (HL-60) ((IC^{50} 0.04 mu g/ml, cytotoxic effect >0.3 mu g/ml). Honda_A et al. Iguchi_K et al. | |
| Spectral Information | |
| Mass Spectra | HRCIMS m/z 397.1815 (M+1, calcd for C35 21 ClO5, 397.1780) IguchiKet al. |
| UV Spectra | λ max(EtOH) 300 nm( ε 4300) IguchiKet al. |
| IR Spectra | ν max(CHCl3)3580,1740, and 1625cm-1 IguchiKet al. |
| NMR Spectra | 1H-NMR(400MHz,CDCl3) δ ppm0.88(3H,t,J=7.2Hz),1.80(2H,quint.,J=7.4Hz),1.99(2H,brq,J=7.7Hz),2.33(2H,t,J=7.3Hz),2.39(2H,m),2.72(1H,brd,J=7.3Hz),3.68(3H,s),3.96(1H,s),5.23(1H,m),5.60(1H,m),6.13(1H,tdd,J=7.9,10.9,1.0Hz),6.82(1H,tdd,J=1.6,10.9,12.5Hz),7.54(1H,d,J=12.5Hz). IguchiKet al. |
| Other Spectra | |
| Chromatograms | |
| Reported Metabolites, References | ||||||||||
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