LBF20406CV07
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 | |
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LipidBank | XPR8003 |
LipidMaps | LMFA03120003 |
CAS | |
KEGG | {{{KEGG}}} |
KNApSAcK | {{{KNApSAcK}}} |
mol | LBF20406CV07 |
Clavulone III | |
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Structural Information | |
Methyl-4R- (5-trans,7-cis) -4-acetoxy-7- [ 2S-acetoxy-2- [cis-2-octenyl] -5-oxo-3-cyclopentenylidene] -5-heptenoic acid | |
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Formula | C25H34O7 |
Exact Mass | 446.230453442 |
Average Mass | 446.53326000000004 |
SMILES | O(C(C)=O)[C@@](C1=CC=C[C@@H](CCC(OC)=O)OC(C)=O)(CC=CCCCCC)C=CC1=O |
Physicochemical Information | |
[ α ]D +45.5°(C 0.22, CHCl3) KikuchiHet al. | |
Clavulones are soluble in MeOH, EtOH, CHCl3, or hexane. | |
Clavulones were isolated from Japanese soft coral, Stolonifer Clavularia viridis Quoy and Gaimard. Kikuchi_H et al. Kobayashi_M et al. Kikuchi_H et al. Kobayashi_M et al. | |
Clavulones were synthesized from L-(+)-diethyl tartarate and D-mannitol as a natural form. Nagaoka_H et al.Other synthesis of clavulone. Hashimoto_S et al. Klunder_AJH et al. Takemoto_M et al. Zhu_J et al. | |
The biosynthesis of clavulones is suggested to proceed from arachidonic acid via 8(R)-HEPETE and pre-clavulone A. Corey_EJ Corey_EJ et al. Corey_EJ et al. Corey_EJ et al. | |
Clavulones showed a significant anti-inflammatory effect at 30 mu g/ml by the fertile egg test. Kikuchi_H et al.Clavulone showed positive chronotropic action on the cultured myocardial cells. Honda_A et al. | |
Spectral Information | |
Mass Spectra | |
UV Spectra | λ max(EtOH) 230 nm( ε 17200),295 nm( ε 17600) KikuchiHet al. |
IR Spectra | ν max(film)1735,1690,1640,and 1230cm-1 KikuchiHet al. |
NMR Spectra | 1H-NMR(270MHz,CDCl3) δ ppm0.88(3H,t,J=6.9Hz),2.04(3H,s),2.10(3H,s),2.39(2H,t,J=7.5Hz),2.66(1H,dd,J=7,14.5Hz),2.86(1H,dd,J=7,14.5Hz),3.67(3H,s),5.21(1H,dt,J=11,7Hz),5.52(1H,dt,J=11,8Hz),5.44(1H,q,J=6Hz),6.02(1H,dd,J=6,15.5Hz),6.36(1H,d,J=6.3Hz),6.52(1H,d,J=11.2Hz),7.50(1H,d,J=6.3Hz),7.74(1H,dd,J=11.2,15.5Hz). KikuchiHet al.13C-NMR(67.8MHz,CDCl3) δ ppm14.0(q),21.0(q),21.7(q),22.5(t),27.4(t),29.1(t),29.2(t),29.8(t),31.5(t),35.6(t),51.7(q),72.5(d),85.3(s),121.4(d),126.5(d),133.4(d),134.8(d),135.7(s),141.0(d),156.1(d),169.7(s),170.1(s),173.1(s),194.1(s). KikuchiHet al. |
Other Spectra | CD λ ext(EtOH)( Δ ε )nm 245(+3.4),297(-0.6). KikuchiHet al. |
Chromatograms |
Reported Metabolites, References | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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