LBF15306CV02

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Fatty acid (脂肪酸)

Glycerolipid (グリセロ脂質)

Sphingolipid (スフィンゴ脂質)

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Upper classes: LB LBF

IDs and Links
LipidBank	XPR8045
LipidMaps	LMFA03120026
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF15306CV02

Clavirin II
Structural Information
Systematic Name	2E- [ (R)-2-Acetoxy-2- [2Z-octenyl ] -5-oxo-3-cyclopentenylidene ] acetaldehyde
Common Name	Clavirin II (E) -2- [ (R) -2-Acetoxy-2- [ (Z) -2-octenyl ] -5-oxo-3-cyclopentenylidene ] acetaldehyde
Symbol
Formula	C17H22O4
Exact Mass	290.151809192
Average Mass	290.35418
SMILES	CCCCCC=CC[C@](OC(C)=O)(C=1)C(=CC=O)C(=O)C1
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation	[ α ]D -33.7°(C 0.43, CHCl3) IwashimaMet al.
Refractive Index
Solubility
Source	Clavirins were isolated from Japanese soft coral, Stolonifer Clavularia viridis Quoy and Gaimard. Iwashima_M et al.
Chemical Synthesis	Clavirin I and II were synthesized from 4-alkoxy-2-cyclopentenone. Iwashima_M et al.
Metabolism	Clavirins may possibly be biosynthesized from clavulone. Iwashima_M et al.
Biological Activity	Clavirins showed growth-inhibitory activity toward Hela S3 at 1 mu g/ml. Iwashima_M et al.
Genetic Information
Note
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra	1H-NMR(500MHz,CDCl3) δ ppm0.88(3H,t,J=7.1Hz),1.20-1.40(6H,m),1.95(2H,brq,J=7.2Hz),2.09(3H,s),2.88(1H,dd,J=7.1,14.5Hz),2.91(1H,dd,J=7.5,14.5Hz),5.23(1H,ddd,J=1.6,7.2,10.9Hz),5.62(1H,ddd,J=7.1,7.5,10.9Hz),6.53(1H,d,J=8.0Hz),6.54(1H,d,J=6.2Hz),7.65(1H,d,J=6.2Hz),10.33(1H,d,J=8.0Hz). IwashimaMet al. 13C-NMR(125MHz,CDCl3) δ ppm14.0,21.3,22.5,27.5,28.9,31.4,37.3,84.4,120.1,125.6,134.8,136.5,149.4,159.3,169.2,190.6,192.5. IwashimaMet al.
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF15306CV02 See above. Iwashima_M et al. 1999