LBF18206OX01: Difference between revisions

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|Chemical Synthesis=
|Chemical Synthesis=
|Metabolism=
|Metabolism=
|Biological Activity=It showed a slightly lower toxicity than linoleate monohydroxyperoxide[[Reference:Fujimoto_K:,Fragrance J. (in Japanese),1986,76,21|{{RelationTable/GetFirstAuthor|Reference:Fujimoto_K:,Fragrance J. (in Japanese),1986,76,21}}]].
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Revision as of 21:00, 6 January 2010

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(脂肪酸)
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Upper classes: LB LBF



9-Oxo-10,12-Octadecadienoic Acid
LBF18206OX01.png
Structural Information
9-Oxo-10,12-Octadecadienoic Acid/9-Oxo-10,12-Octadecadienoate
  • 9-Oxo-10,12-Octadecadienoic Acid
  • 9-Oxo-10,12-Octadecadienoate
Formula C18H30O3
Exact Mass 294.21949482599996
Average Mass 294.429
SMILES CCCCCC=CC=CC(=O)CCCCCCCC(O)=O
Physicochemical Information
A degradation product of hydroperoxylinoleate in the presence of Fe(III)-cystein[trans, trans; or trans, cis] Gardner_HW et al.. A degradation product of hydroperoxymethyllinoleate in the presence of di-t-butyl diperoxyoxalate or Co(II) Yamamoto_Y et al..
It showed a slightly lower toxicity than linoleate monohydroxyperoxide Fujimoto_K .
Spectral Information
Mass Spectra GC-EI-MS(after methanolysis and hydrogenation) SchieberlePet al. Sessa_DJ et al. Frankel_EN et al. Gardner_HW et al.: m/e=308[M], 277[M-OCH3], 237[M-(CH2)4CH3], 185[C(O)(CH2)6COOCH3], 166[CH3(CH2)4-CH=CH-CH=CH-C(OH)=CH2; Maclafferty transposition] 151[M-(CH2)7COOCH3]GC-EI-MS(TMS) Gardner_HW et al.: m/e=366[M], 341[M-CH3], 295[ [M-(CH2)4CH3], 276[M-HOTMS]
UV Spectra l MeOH /max=277-278nm(e=20300),lmax=267nm(cyclohexane) Gardner_HW et al. StreckertGet al. SchieberlePet al. Sessa_DJ et al.
IR Spectra Trans, trans unsaturations(strong absorption at 1000-990cm-1), trans,cis unsaturations(960-955cm-1), unsaturated ketone(1695-1600cm-1) Gardner_HW et al. StreckertGet al. SchieberlePet al. Sessa_DJ et al. Gardner_HW et al.
NMR Spectra 1H-NMR Gardner_HW et al. Sessa_DJ et al.: C8(2.54ppm), C10, 12, 13(6.06-6.21ppm), C11(7.02-7.51ppm), C14(2.20-2.23ppm)
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18206OX01 See above. Frankel_EN et al. 1977
n.a. LBF18206OX01 See above. Fujimoto_K 1986
n.a. LBF18206OX01 See above. Gardner_HW et al. 1974
n.a. LBF18206OX01 See above. Gardner_HW et al. 1984
n.a. LBF18206OX01 See above. Schieberle_P et al. 1979
n.a. LBF18206OX01 See above. Sessa_DJ et al. 1977
n.a. LBF18206OX01 See above. Streckert_G et al. 1975
n.a. LBF18206OX01 See above. Yamamoto_Y et al. 1984
n.a. LBF18206OX01 See above. Yamamoto_Y et al. 1984