LBF18303HP03

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Upper classes: LB LBF



13-HpOTrE
LBF18303HP03.png
Structural Information
13-Hydroperoxy-9,11,15-octadecatrienoic acid
  • 13-HpOTrE
Formula C18H30O4
Exact Mass 310.21440944799997
Average Mass 310.4284
SMILES CCC=CCC(OO)C=CC=CCCCCCCCC(O)=O
Physicochemical Information
Auto oxidation of linoleate Frankel_EN Frankel_EN Frankel_EN Chan_HWS et al.. Oxidation of linoleate by singlet oxygen Frankel_EN Frankel_EN Frankel_EN . Reaction products between linoleate and soy bean lipoxygenase(pH:8.7,25
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..
Spectral Information
Mass Spectra EI-MS(Me-ester; after reduction and hydrogenation) Chan_HWS Chan_HWS et al.: m/e=243[O=CH(CH2)11C(=OH)OCH3]; 214[CH2(CH2)10C(=OH)OCH3]; 211[O=CH(CH2)11C=O], GC-EI-MS(Me-ester; after reduction and TMS) TeraoJet al. Frankel_EN et al.: m/e=380[M]; 365[M-CH3]; 311[SMTO=CH-CH=CH-CH=CH-(CH2)7-COOCH3]
UV Spectra (Me-ester; after reduction; in ethanol) Chan_HWS et al., cis, trans, cis isomer: λ max=233nm, trans, trans, cis isomer: λ max=232nm
IR Spectra (Me-ester; after reduction) Chan_HWS et al. Frankel_EN et al., cis, trans, cis isomer: 989-983 and 950-945cm-1; trans, trans, cis isomer: 992-983cm-1, (Me-ester) ToyodaIet al., OOH group: 3400cm-1
NMR Spectra 1H-NMR(cis,trans,cis-isomer) Gardner_HW et al.: C10: 5.95ppm; C11: 6.54ppm; C12: 5.54ppm; C13: 4.38ppm; J10-11=11Hz; J11-12=15Hz[C11-12: trans]; J12-13=8Hz 1H-NMR(cis,trans,cis-isomer; after reduction) Gardner_HW et al.: C10: 5.94ppm; C11: 6.49ppm; C12: 5.64ppm; C13: 4.20ppm
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18303HP03 See above. Chan_HWS 1977
n.a. LBF18303HP03 See above. Chan_HWS et al. 1982
n.a. LBF18303HP03 See above. Chan_HWS et al. 1977
n.a. LBF18303HP03 See above. Frankel_EN 1980
n.a. LBF18303HP03 See above. Frankel_EN 1983
n.a. LBF18303HP03 See above. Frankel_EN 1984
n.a. LBF18303HP03 See above. Frankel_EN et al. 1977
n.a. LBF18303HP03 See above. Fujimoto_K 1986
n.a. LBF18303HP03 See above. Fujimoto_K et al. 1984
n.a. LBF18303HP03 See above. Gardner_HW et al. 1972
n.a. LBF18303HP03 See above. Logani_MK et al. 1980
n.a. LBF18303HP03 See above. Sevanian_A et al. 1985
n.a. LBF18303HP03 See above. Terao_J et al. 1977
n.a. LBF18303HP03 See above. Zimmerman_DC et al. 1970