LBF18108HP01

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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)

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Upper classes: LB LBF

IDs and Links
LipidBank	DFA8009
LipidMaps	LMFA01040010
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF18108HP01

12,13-Epoxy-9-hydroperoxy-10-octadecenoic acid
Structural Information
Systematic Name	12,13-Epoxy-9-hydroperoxy-10-octadecenoic acid
Common Name	12,13-Epoxy-9-hydroperoxy-10-octadecenoic acid
Symbol
Formula	C18H32O5
Exact Mass	328.224974134
Average Mass	328.44368000000003
SMILES	C(C(C=CC(OO)CCCCCCCC(O)=O)1)(CCCCC)O1
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source	Major reactive products between 13-hydroperoxylinoleate (or linoleate) and soy bean extracts(pH=6.9) Gardner_HW et al.. Copper-catalyzed degradation products of linoleate methylhydroperoxide Wu_GS et al.. Production mechanism Frankel_EN Gardner_HW .
Chemical Synthesis
Metabolism
Biological Activity	It showed a slightly higher toxicity than linoleate monohydroxyperoxide. Fujimoto_K
Genetic Information
Note
Spectral Information
Mass Spectra	GC-EI-MS(after methanolysis, reduction and trimethylsilylation) Gardner_HW et al. TokitaMet al.
UV Spectra
IR Spectra	Isorated trans unsaturation(970cm-1), trans epoxide(885cm-1), OOH(3600 AND 3430cm-1) Gardner_HW et al.
NMR Spectra	1H-NMR(methyl ester) Gardner_HW et al.: C9(4.33ppm), C10(5.85ppm), C11(5.47ppm), C12(3.11ppm), C13(2.84ppm) J10-11=16Hz(trans olefin), J12-13=2Hz(trans epoxide)
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF18108HP01 See above. Frankel_EN 1984 n.a. LBF18108HP01 See above. Fujimoto_K 1986 n.a. LBF18108HP01 See above. Gardner_HW 1975 n.a. LBF18108HP01 See above. Gardner_HW et al. 1978 n.a. LBF18108HP01 See above. Tokita_M et al. 1987 n.a. LBF18108HP01 See above. Wu_GS et al. 1977