LBF18207OX01

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Upper classes: LB LBF



13-KODE
LBF18207OX01.png
Structural Information
Systematic Name 13-Oxo-9,11-octadecadienoic acid
Common Name
  • 13-KODE
Symbol
Formula C18H30O3
Exact Mass 294.21949482599996
Average Mass 294.429
SMILES CCCCCC(=O)C=CC=CCCCCCCCC(O)=O
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source 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..
Chemical Synthesis
Metabolism
Biological Activity It showed a slightly lower toxicity than linoleate monohydroxyperoxide Fujimoto_K .
Genetic Information
Note
Spectral Information
Mass Spectra GC-EI-MS(after methanolysis and trimethylsilylation) HambergM Sessa_DJ et al. Frankel_EN et al. Gardner_HW et al.: m/e=308[M], 277[M-OCH3], 252[M-CH2=C H-CH2CH3], 237[M-(CH2)4CH3], 209[M-C(O)(CH2)4CH3], 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], 166[M-(CH2)6C(=O)OTMS]; REARRA
UV Spectra λ MeOH/max=277-278nm( ε =20300) Gardner_HW et al. StreckertGet al. SchieberlePet al.(038/078/075), λ EtOH /max=278nm Gardner_HW et al., λ max=267nm(cyclohexane) Sessa_DJ et al., DNP hydrazone: λ CHCl3/max=388, 304, 265nm Garssen_GJ et al.
IR Spectra Trans, trans unsaturations(strong absorption at 1000-990cm-1), cis, trans unsaturations(960-955cm-1), unsaturated ketone(1695-1600cm-1) Gardner_HW et al. StreckertGet al. SchieberlePet al. Sessa_DJ et al.
NMR Spectra 1H-NMR Gardner_HW et al. Sessa_DJ et al.: C8(2.20-2.23ppm), C9, 10, 12(6.06-6.21ppm), C11(7.02-7.51ppm) C14(2.54ppm)
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18207OX01 See above. Frankel_EN et al. 1977
n.a. LBF18207OX01 See above. Fujimoto_K 1986
n.a. LBF18207OX01 See above. Gardner_HW et al. 1974
n.a. LBF18207OX01 See above. Gardner_HW et al. 1984
n.a. LBF18207OX01 See above. Garssen_GJ et al. 1971
n.a. LBF18207OX01 See above. Hamberg_M 1975
n.a. LBF18207OX01 See above. Schieberle_P et al. 1979
n.a. LBF18207OX01 See above. Sessa_DJ et al. 1977
n.a. LBF18207OX01 See above. Streckert_G et al. 1975
n.a. LBF18207OX01 See above. Yamamoto_Y et al. 1984
n.a. LBF18207OX01 See above. Yamamoto_Y et al. 1984



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