LBF18107EO02

Revision as of 21:00, 14 April 2010 by Editor (talk | contribs)
(diff) ← Older revision | Latest revision (diff) | Newer revision → (diff)
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



9,10-Epoxy-13-oxo-11-octadecenoic acid
LBF18107EO02.png
Structural Information
9,10-Epoxy-13-oxo-11-octadecenoic acid
  • 9,10-Epoxy-13-oxo-11-octadecenoic acid
Formula C18H30O4
Exact Mass 310.21440944799997
Average Mass 310.4284
SMILES C(C(C=CC(=O)CCCCC)1)(CCCCCCCC(O)=O)O1
Physicochemical Information
A degradation product of hydroperoxylinoleate in the presence of Fe(III)-cystein[the epoxide ring: trans or cis, the double bond: trans] Gardner_HW et al. Gardner_HW et al.. A minor reactive product between linoleate and soy bean extracts Gardner_HW et al..
Spectral Information
Mass Spectra GC-EI-MS(after methanolysis and trimethylsilylation ) Gardner_HW et al., GC-EIMS(after BF3-MeOH treatment and trimethylsilylation)(075/072): m/e=428[M], 413[M-CH3], 259[SMTO=CH(CH2)7- COOCH3], 242[CH3OCH-CH=CH-C(OTMS)(CH2)4CH3]
UV Spectra λ ether/max=229-230nm; ε =16500 ( α , β -unsaturated carbonyl) Gardner_HW et al. SchieberlePet al.
IR Spectra Methyl ester: trans monoene(973cm-1), trans epoxide(885cm-1), cis epoxide(825 cm-1), conjugated carbonyl(1700, 1680, and 1635cm-1) Gardner_HW et al.
NMR Spectra 1H-NMR Gardner_HW et al.: C9(2.9ppm;trans epoxide), C10(3.20ppm; trans epoxide), C9(3.14ppm; cis-epoxide),C10(3.47ppm; cis epoxide), C11(6.57-6.63ppm), C12(6.34-6.36ppm), C14(2.52ppm), J9-10=2Hz(trans epoxide), J9-10=4Hz(cis epoxide), J11-12=16Hz(trans olefin)
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18107EO02 See above. Gardner_HW et al. 1981
n.a. LBF18107EO02 See above. Gardner_HW et al. 1974
n.a. LBF18107EO02 See above. Schieberle_P et al. 1979