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Fatty acid


DATA No : DFA8076 INFORMANT : Tetsuyuki Kobayashi

NAME : Methyl-10,12,13,16-Bisepidioxy-9-Hydroperoxy-14-Octadecenoate

COMMON NAME:
SYMBOL:
FORMULA: C19H32O8 MOL.WT (average) : 388.453


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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(Ref. 8085): C8: 1.6ppm; C9: 4.08ppm; C10, 12, 13, 16: 4.45ppm; C11: 2.1-2.7ppm; C14, 15: 5.68ppm; OOH: 8.45ppm

MASS SPECTRA:GC-EI-MS(after reduction(PH3P) and TMS-derivatization)(Ref. 8085): m/e=259[SMTO=CH(CH2)7COOCH3]; 185[M-259]; GC-EI-MS(after reduction, hydrogenation, and TMS-derivatization)(Ref. 8085): m/e=389[M-259-HOTMS]; 387[M-261-HOTMS]; 297[387-HOTMS]

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
It is produced from 10,12-epidioxy-9-hydroperoxides by singlet-oxygen mediated oxidation of 12-peroxyradical linoleate via 1,3-cyclization(Ref. 8026/8085).
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[8026]
AUTHOR:Frankel, E. N.
TITLE:Chemistry of free radical and singlet oxidation of lipids PubMed ID:6100997
JOURNAL:Prog Lipid Res.
VOL:23 PAGE : 197-221 (1984)
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[8085]
AUTHOR:Neff, W. E., and Frankel, E. N.
TITLE:Photosensitized Oxidation of Methyl Linolenate Monohydroperoxides: Hydro-Peroxy Cyclic Peroxides, Dihydroperoxides and Hydroperoxy Bis- Cyclic Peroxides
JOURNAL:Lipids
VOL:19 PAGE : 952 -957 (1984)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.