LBF18303HP04

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Upper classes: LB LBF



Methyl-10-hydroperoxy- (8E,12Z,15Z) -octadecatrienoic acid
LBF18303HP04.png
Structural Information
Systematic Name Methyl-10-hydroperoxy- (trans-8,cis-12,cis-15) -octadecatrienoic acid
Common Name
  • Methyl-10-hydroperoxy- (8E,12Z,15Z) -octadecatrienoic acid
Symbol
Formula C19H32O4
Exact Mass 324.23005951199997
Average Mass 324.45498
SMILES CCC=CCC=CCC(OO)C=CCCCCCCC(=O)OC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source Oxidation of linoleate by singlet oxygen Frankel_EN Frankel_EN Frankel_EN .
Chemical Synthesis
Metabolism
Biological Activity Pysiological damages are induced by these hydroperoxides which are incorporated into bodies or synthesized endogenously. Logani_MK et al. Sevanian_A et al. Fujimoto_K . It reacts with DNA in the presence of Fe ions and ascorbic acid Fujimoto_K et al..
Genetic Information
Note Isomerization of hydroperoxides: Positional isomers at 9, 10, 12, 13, 15, and 16 and their geometric isomers of cis, cis, trans- or cis, trans, trans are formed. The proportion of 9-, 16- isomers is higher than that of 12-, 13- isomers.
Spectral Information
Mass Spectra EI-MS(Me-ester; after reduction and hydrogenation) Chan_HWS : m/e=201[O=CH(CH2)8C(=OH)OCH3]; 172[CH2(CH2)7C(=O)OCH3];169[O=CH(CH2)8C=O]; GC-EI-MS (Me-ester; after reduction, TMS) TeraoJet al.: m/e=271[SMTO=CH-CH=CH(CH2)6COOCH3], GC-EI-MS(Me-ester;after reduction, hydrogenation)
UV Spectra
IR Spectra
NMR Spectra
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18303HP04 See above. Chan_HWS 1977
n.a. LBF18303HP04 See above. Frankel_EN 1980
n.a. LBF18303HP04 See above. Frankel_EN 1983
n.a. LBF18303HP04 See above. Frankel_EN 1984
n.a. LBF18303HP04 See above. Fujimoto_K 1986
n.a. LBF18303HP04 See above. Fujimoto_K et al. 1984
n.a. LBF18303HP04 See above. Logani_MK et al. 1980
n.a. LBF18303HP04 See above. Sevanian_A et al. 1985
n.a. LBF18303HP04 See above. Terao_J et al. 1977


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