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Lipid peroxide


DATA No : OPO8005 INFORMANT : Tetsuyuki Kobayashi

NAME : 8-Hydroperoxy-9,12-Octadecadienoic Acid

COMMON NAME:
SYMBOL:
FORMULA: C18H32O4 MOL.WT (average) : 312.444
BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:

NMR SPECTRA:1H-NMR (after methanolyzation, reduction and 400MHz )(Ref. 8050): olefinic protons(5.91-5.51ppm), C8 (4.45ppm), C11(2.84ppm), C14(2.05ppm),J9-10= J12-13= 10.7Å }0.2Hz (cis)

MASS SPECTRA:GC-EI-MS(after methanolysis, reduction and trimethylsilylation) (Ref. 8050>: m/e= 292[M-HOTMS], 271[CH=CH-CH(OTMS)-(CH2)6COOCH3], 239[M-(CH2)6C00CH3], 173[SMTO=CH-(CH2)6COOCH3-TMS+H], 149[239-HOTMS] standard peak

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
A minor component of monohydroperoxide generated from linoleic acid or methyllinoleate by autooxidation(Ref. 8050/8051). A minor component of hydroperoxide generated from linoleic acid through oxidation by soy bean lipoxygenase (type-2)(Ref. 8050).
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE
8-OOH and 14-OOH are known as small amount components of monohydroperoxidate from auto oxidation of linoleic acid and oxidation of soybean lipoxygenase(type-2). Their amount oes not change by temperature or addition of a-tocopherol(Ref. 8050).
REFERENCES
Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.