LBF20406CV18

From Jcbl.jp
Jump to: navigation, search
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)


Upper classes: LB LBF



Clavulolactone I
LBF20406CV18.png
Structural Information
Systematic Name 4R-{ (cis-1,trans-3) -3-[ 2S-Acetoxy-2- (cis-2-octenyl) -5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide
Common Name
  • Clavulolactone I
  • 4R-{ (1Z,3E) -3-[ 2S-Acetoxy-2- [ (2Z-octenyl) -5-oxo-3-cyclopentenylidene ] -1-propenyl}-4-butanolide
Symbol
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
Melting Point
Boiling Point
Density
Optical Rotation [ α ]D -7.8°(C 0.26, CHCl3) IwashimaMet al.
Refractive Index
Solubility
Source Clavulolactones were isolated from Japanese soft coral, Stolonifer Clavularia viridis Quoy and Gaimard. Iwashima_M et al. Iguchi_K et al.
Chemical Synthesis Clavulolactone I was converted from clavulone I. Iwashima_M et al.
Metabolism
Biological Activity
Genetic Information
Note
Spectral Information
Mass Spectra EIMS m/z 372 (M+). HREIMS m/z 372.1916 for C22}H_{28O5, calcd 372.1937. IwashimaMet al.
UV Spectra λ EtOH
max
   231 nm(log ε 4.14),292 nm(log ε 4.20) IwashimaMet al.
IR Spectra ν film
max
  1770,1732, 1704, 1643, and 1230cm-1 IwashimaMet al.
NMR Spectra 1H-NMR(500MHz,CDCl3) δ ppm0.88(3H,t,J=6.9Hz),1.20-1.35(6H,m),1.94(2H,m),1.97-2.04(1H,m),2.04(3H,s),2.48-2.58(1H,m),2.60(1H,d,J=9.5Hz),2.62(1H,dd,J=2.5,9.5Hz),2.70(1H,dd,J=8.3,14.6Hz),2.93(1H,dd,J=6.9,14.6Hz),5.18(1H,ddd,J=6.9,8.3,10.8Hz),5.53(1H,q,J=7.3Hz),5.53-5.59(1H,m),6.01(1H,ddd,J=0.6,8.7,10.9Hz),6.45(1H,d,J=6.1Hz),6.67(1H,ddd,J=1.2,10.9,12.8Hz),7.01(1H,d,J=12.8Hz),7.48(1H,d,J=6.1Hz). IwashimaMet al. 13C-NMR(125MHz,CDCl3) δ ppm14.0,21.3,22.5,27.4,29.7,29.0,29.3,31.5,36.0,75.5,85.1,120.7,123.3,125.0,135.1,135.4,138.2,138.4,158.2,169.2,176.3,193.3. IwashimaMet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406CV18 See above. Iguchi_K et al. 1995
n.a. LBF20406CV18 See above. Iwashima_M et al. 1999


Personal tools