LBF18109EO02

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

IDs and Links
LipidBank	DFA8014
LipidMaps	LMFA01050120
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF18109EO02

12,13-Epoxy-11-hydroxy-9-octadecenoate
Structural Information
Systematic Name	12,13-Epoxy-11-hydroxy-9-octadecenoic acid
Common Name	12,13-Epoxy-11-hydroxy-9-octadecenoate
Symbol
Formula	C18H32O4
Exact Mass	312.23005951199997
Average Mass	312.44428
SMILES	C(C(C(O)C=CCCCCCCCC(O)=O)1)(CCCCC)O1
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source	13-Hydroperoxylinoleate in EtOH-water[the epoxide ring and OH show threo configuration] Hamberg_M et al.. A degradation product in the presence of Fe(III)-cystein[the epoxy ring: trans, the double bond: cis or trans] Gardner_HW et al. Gardner_HW et al. or hemoglobin[threo type: 80%, erythro type: 20%] Hamberg_M Hamberg_M .
Chemical Synthesis
Metabolism
Biological Activity
Genetic Information
Note
Spectral Information
Mass Spectra	GC-EI-MS(after methanolysis and trimethylsilylation) HambergMet al. Gardner_HW et al. StreckertGet al. Garssen_GJ et al. Gardner_HW et al. Neff_WE et al. HambergM: m/e=398[M], 298[M-CH3(CH2)4CHO], 285[SMTO=CH-CH=CH(CH2)7COOCH3], 241[M-(CH2)7-COOCH3], 113[CH-(-O-)-CH-(CH2)4CH3]; GC-EI-MS(after methanolysis, trimethylsilylation and hydrogenation) StreckertGet al.
UV Spectra
IR Spectra	Methyl ester: trans olefin(980-962cm-1), trans epoxide(900-890cm-1), OH(3590-3300cm-1) HambergMet al. Gardner_HW et al. GalliardTet al. StreckertGet al. SchieberlePet al.
NMR Spectra	1H-NMR Gardner_HW et al. GalliardTet al. Garssen_GJ et al. Gardner_HW et al. Neff_WE et al.:trans-epoxy-cis-ene: C8(2.08ppm), C9(5.60-5.65ppm), C10(5.32-5.46ppm), C11(4.25-4.63ppm), C12(2.77-2.78ppm), C13(2.92-3.0ppm), J9-10=11Hz, J10-11=8Hz, J11-12=3-5Hz, J12-13=2-2.5Hz, trans-epoxy-trans-ene: C8(2.06ppm), C9, 10(5.54ppm)
Other Spectra	ORD analysis Gardner_HW et al. Gardner_HW et al. Gardner et al.
Chromatograms

Reported Metabolites, References

Biospecies ID Compound Name Reference Comment n.a. LBF18109EO02 See above. Galliard_T et al. 1975 n.a. LBF18109EO02 See above. Gardner_HW et al. 1981 n.a. LBF18109EO02 See above. Gardner_HW et al. 1974 n.a. LBF18109EO02 See above. Gardner_HW et al. 1984 n.a. LBF18109EO02 See above. Gardner_HW et al. 1984 n.a. LBF18109EO02 See above. Garssen_GJ et al. 1976 n.a. LBF18109EO02 See above. Hamberg_M 1983 n.a. LBF18109EO02 See above. Hamberg_M 1975 n.a. LBF18109EO02 See above. Hamberg_M et al. 1973 n.a. LBF18109EO02 See above. Neff_WE et al. 1978 n.a. LBF18109EO02 See above. Schieberle_P et al. 1981 n.a. LBF18109EO02 See above. Streckert_G et al. 1975