Back to HOME

Fatty acid


DATA No : DFA8008 INFORMANT : Tetsuyuki Kobayashi

NAME : 12,13-Epoxy-9-Octadecenoic Acid

COMMON NAME:
SYMBOL:
FORMULA: C18H32O3 MOL.WT (average) : 296.445


Download ChemDraw structure data
Download Mol format file
BIOLOGICAL ACTIVITY
Antimicrobial compounds for Piricularia oryzae, a pathogenic fungus of rice blast disease (Imochi-byo)(Ref. 8072)
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:Trans olefin(960cm-1), cis olefin(720cm-1), trans epoxide(885cm-1), cis epoxide(840 and 820cm-1)(Ref. 8071)

NMR SPECTRA:1H-NMR(Ref. 8071): C8(2.01ppm), C9, 10(5.45ppm), C2, 11(2.29ppm), C12, 13(2.91ppm), J9-10= 10Hz(cis olefin)

MASS SPECTRA:GC-EI-MS(after solvolysation-trimethylsilylation in MeOH)(Ref. 8018/8062/8071): m/e= 299[SNTO=CH-CH2-CH=CH(CH2)7COOCH3], 217[CH3(CH2)4CH(OCH3)CHOTMS], 195[OHCCH2CH=CH(CH2)7CO], 173[ SMTO=CH(CH2)4CH3]

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
A major secondary product by autooxidation in a lipid film of linoleate(Ref. 8062). A bitter substance in lecithin(Ref. 8071).
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[8018]
AUTHOR:Kleiman, R., and Spencer, G. F.
TITLE:Gas Chromatgrphy-Mass Spectrometry of Methyl Esters of Unsaturated Oxygenated Fatty Acids
JOURNAL:J. Am. Oil Chem Soc.
VOL:50 PAGE : 31 -38 (1973)
[TOP]

[8062]
AUTHOR:Wu, G. S., Stein, R. A., and Mead, J. F.
TITLE:Autoxidation of fatty acid monolayers adsorbed on silica gel: II. Rates and products PubMed ID:200817
JOURNAL:Lipids.
VOL:12 PAGE : 971-978 (1977)
[TOP]

[8071]
AUTHOR:Sessa, D. J., Gardner, H. W., Kleiman, R., and Weisleder, D.
TITLE:Oxygenated fatty acid constituents of soybean phosphatidylcholines PubMed ID:561287
JOURNAL:Lipids.
VOL:12 PAGE : 613-619 (1977)
[TOP]

[8072]
AUTHOR:Kato, T., Yamaguthi, H., Uehara, T., and Namai, T.
TITLE:Tolerance to Race blast and Oxidized Unsaturated Fatty Acids
JOURNAL:Chemistry and Biology (in Japanese)
VOL:24 PAGE : 183 -188 (1986)
[TOP]

Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.