LBF18303HP05

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Fatty acid (脂肪酸)

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Upper classes: LB LBF

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LipidBank
DFA8060
LipidMaps
LMFA01040044
CAS
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KNApSAcK
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LBF18303HP05.mol

Methyl-9,12-dihydroperoxy-10,13,15-octadecatrienoic acid
Structural Information
Systematic Name	Methyl-9,12-dihydroperoxy-10,13,15-octadecatrienoic acid
Common Name	Methyl-9,12-dihydroperoxy-10,13,15-octadecatrienoic acid
Symbol
Formula	C19H32O6
Exact Mass	356.219888756
Average Mass	356.45378
SMILES	CCC=CC=CC(OO)C=CC(OO)CCCCCCCC(=O)OC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source	It is produced from a 9-hydroperoxy isomer during autooxidation of linoleate Frankel_EN Frankel_EN Neff_WE et al.. It is produced from 9- or 12-hydroperoxy isomer during oxidation of linoleate by singlet-oxygen Frankel_EN Neff_WE et al. Neff_WE et al..
Chemical Synthesis
Metabolism
Biological Activity	It reacts with DNA in the presence of Fe ions and ascorbic acid Fujimoto_K et al..
Genetic Information
Note
Spectral Information
Mass Spectra	GC-EI-MS(after reduction and TMS-derivatization) Neff_WE et al.: m/e=453[M-CH3]; 437[M-OCH3]; 378[M-HOTMS]; 311[M-(CH2)7COOCH3]; 221[311-HOTMS]; 157[(CH2)7COOCH3], GC-EI-MS(after reduction, hydrogenation and TMS-derivatization)(102) m/e=443[M-OCH3]
UV Spectra	Conjugated diene: λ max=233-235nm Neff_WE et al. Neff_WE et al.
IR Spectra	OOH group: 3712-3140cm-1[bonded], 3530-3510cm-1[free]; olefinic protons: 3005cm-1; conjugated trans, cis diene: 988-979cm-1, 953-935cm-1; isolated trans unsaturation: 968-960cm-1 Neff_WE et al. Neff_WE et al.
NMR Spectra	1H-NMR Neff_WE et al. Neff_WE et al.: C2: 2.3ppm; C8, 17: 1.8-2.2ppm; C9, 12: 4.40-4.42, 4.86ppm; C10, 11, 13, 14, 15, 16: 5.26-6.28ppm; C18: 1.02ppm; OOH: 8.07ppm
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF18303HP05 See above. Frankel_EN 1983 n.a. LBF18303HP05 See above. Frankel_EN 1984 n.a. LBF18303HP05 See above. Fujimoto_K et al. 1984 n.a. LBF18303HP05 See above. Neff_WE et al. 1984 n.a. LBF18303HP05 See above. Neff_WE et al. 1981 n.a. LBF18303HP05 See above. Neff_WE et al. 1982