LBF18304HP01: Difference between revisions

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|Chemical Synthesis=
|Chemical Synthesis=
|Metabolism=
|Metabolism=
|Biological Activity=Pysiological damages are induced by these hydroperoxides which are incorporated into bodies or synthesized endogenously.[[Reference:Logani_MK:Davies_RE:,Lipids,1980,15,485|{{RelationTable/GetFirstAuthor|Reference:Logani_MK:Davies_RE:,Lipids,1980,15,485}}]][[Reference:Sevanian_A:Hochstein_P:,Annu. Rev. Nutr.,1985,5,365|{{RelationTable/GetFirstAuthor|Reference:Sevanian_A:Hochstein_P:,Annu. Rev. Nutr.,1985,5,365}}]][[Reference:Fujimoto_K:,Fragrance J. (in Japanese),1986,76,21|{{RelationTable/GetFirstAuthor|Reference:Fujimoto_K:,Fragrance J. (in Japanese),1986,76,21}}]]. It reacts with DNA in the presence of Fe ions and ascorbic acid[[Reference:Fujimoto_K:Neff_WE:Frankel_EN:,Biochim. Biophys. Acta,1984,795,100|{{RelationTable/GetFirstAuthor|Reference:Fujimoto_K:Neff_WE:Frankel_EN:,Biochim. Biophys. Acta,1984,795,100}}]].
}}
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{{Lipid/Footer}}

Revision as of 21:00, 6 January 2010

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(脂肪酸)
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Upper classes: LB LBF



16-Hydroperoxy-9,12,14-Octadecatrienoic Acid
LBF18304HP01.png
Structural Information
16-Hydroperoxy-9,12,14-Octadecatrienoic Acid/16-Hydroperoxy-9,12,14-Octadecatrienoate
  • 16-Hydroperoxy-9,12,14-Octadecatrienoic Acid
  • 16-Hydroperoxy-9,12,14-Octadecatrienoate
Formula C18H30O4
Exact Mass 310.21440944799997
Average Mass 310.4284
SMILES CCC(OO)C=CC=CCC=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 .
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 Frankel_EN et al.: m/e=285[O=CH(CH2)14C(=OH)OCH3]; 256[CH2(CH2)13C(=OH)OCH3]; 253[O=CH(CH2)14C=O], GC-EI-MS(Me-ester; after reduction,tms) Frankel_EN et al.: m/e=380[M]; 365[M-CH3]; 351[SMTO=CH-CH=CH-CH=CH-CH2-CH=CH-(CH2)7-COOCH3]
UV Spectra (Me-ester; after reduction; in etoh) Chan_HWS et al., cis, cis, trans isomer: lmax=236nm, cis, trans, trans isomer: lmax=232nm
IR Spectra (Me-ester; after reduction) Chan_HWS et al. Frankel_EN et al., cis, cis, trans isomer: 989-983 and 951-945cm-1; cis, trans, trans isomer: 991-983cm-1, (Me-ester) ToyodaIet al., OOH group: 3400cm-1
NMR Spectra
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18304HP01 See above. Chan_HWS 1977
n.a. LBF18304HP01 See above. Chan_HWS et al. 1982
n.a. LBF18304HP01 See above. Chan_HWS et al. 1977
n.a. LBF18304HP01 See above. Frankel_EN 1980
n.a. LBF18304HP01 See above. Frankel_EN 1983
n.a. LBF18304HP01 See above. Frankel_EN 1984
n.a. LBF18304HP01 See above. Frankel_EN et al. 1977
n.a. LBF18304HP01 See above. Fujimoto_K 1986
n.a. LBF18304HP01 See above. Fujimoto_K et al. 1984
n.a. LBF18304HP01 See above. Logani_MK et al. 1980
n.a. LBF18304HP01 See above. Sevanian_A et al. 1985
n.a. LBF18304HP01 See above. Toyoda_I et al. 1982