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Chemical Compound Review

HPODE     (9Z,11E,13S)-13- hydroperoxyoctadeca-9,11...

Synonyms: AC1NQXHK, BSPBio_001327, CHEBI:15655, HMDB03871, BML2-D10, ...
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Disease relevance of CHEBI:15655


High impact information on CHEBI:15655


Biological context of CHEBI:15655


Anatomical context of CHEBI:15655

  • The aim of the present study was to investigate the relaxations to 13-HODE and its hydroperoxyprecursor (13-HPODE) and to examine the role of the endothelial cells [11].
  • In segments with endothelium, both cyclo-oxygenase inhibitors again abolished the relaxations to 13-HODE, but only diminished those to 13-HPODE [11].
  • 5. In the splenic artery 13-HPODE and 13-HODE induced contractions above 3 microM which were blocked by the thromboxane receptor antagonist, daltroban.(ABSTRACT TRUNCATED AT 250 WORDS)[11]
  • However, the formation of heptanone-etheno-dGuo adducts in calf thymus DNA was reduced when compared with the 13(S)-HPODE [12].
  • The effect of 13-L-hydroperoxylinoleic acid (LOOH) on both Xenopus oocytes and neurotransmitter receptors synthesized in the oocytes was studied by electrophysiological and ion flux measurement [13].

Associations of CHEBI:15655 with other chemical compounds


  1. Differential action of 13-HPODE on PPARalpha downstream genes in rat Fao and human HepG2 hepatoma cell lines. König, B., Eder, K. J. Nutr. Biochem. (2006) [Pubmed]
  2. Generation of free radicals during lipid hydroperoxide-triggered apoptosis in PC12h cells. Aoshima, H., Satoh, T., Sakai, N., Yamada, M., Enokido, Y., Ikeuchi, T., Hatanaka, H. Biochim. Biophys. Acta (1997) [Pubmed]
  3. Modified low density lipoprotein and its constituents augment cytokine-activated vascular cell adhesion molecule-1 gene expression in human vascular endothelial cells. Khan, B.V., Parthasarathy, S.S., Alexander, R.W., Medford, R.M. J. Clin. Invest. (1995) [Pubmed]
  4. Mechanism of inhibition of porcine leukocyte 12-lipoxygenase by the isoform-specific inhibitor 4-(2-oxapentadeca-4-yne)phenylpropanoic acid. Richards, K.M., Moody, J.S., Marnett, L.J. Biochemistry (1999) [Pubmed]
  5. Dioxododecenoic acid: a lipid hydroperoxide-derived bifunctional electrophile responsible for etheno DNA adduct formation. Lee, S.H., Silva Elipe, M.V., Arora, J.S., Blair, I.A. Chem. Res. Toxicol. (2005) [Pubmed]
  6. Changes in mitochondrial membrane potential during oxidative stress-induced apoptosis in PC12 cells. Satoh, T., Enokido, Y., Aoshima, H., Uchiyama, Y., Hatanaka, H. J. Neurosci. Res. (1997) [Pubmed]
  7. The inhibitory effect of luteolin-7-O-glucoside on the formation of pentyl and 7-carboxyheptyl radicals from 13-hydroperoxy-9,11-octadecadienoic acid in the presence of iron(II) ions. Iwahashi, H., Akata, K., Sunaga, A., Tone, Y., Yamada, N., Iijima, K. Free Radic. Res. (2004) [Pubmed]
  8. Effect of 4-hydroxy-2(E)-nonenal on soybean lipoxygenase-1. Gardner, H.W., Deighton, N. Lipids (2001) [Pubmed]
  9. The linoleic acid metabolite, 13-HpODE augments the phosphorylation of EGF receptor and SHP-2 leading to their increased association. Hui, R., Kameda, H., Risinger, J.I., Angerman-Stewart, J., Han, B., Barrett, J.C., Eling, T.E., Glasgow, W.C. Prostaglandins Leukot. Essent. Fatty Acids (1999) [Pubmed]
  10. 13(S)-HpODE augments epidermal growth factor signal transduction by attenuating EGF receptor dephosphorylation. Glasgow, W.C., Hui, R., Jayawickreme, S., Angerman-Stewart, J., Han, B.B., Eling, T.E. Adv. Exp. Med. Biol. (1999) [Pubmed]
  11. The role of endothelial cells in the relaxations induced by 13-hydroxy- and 13-hydroperoxylinoleic acid in canine arteries. De Meyer, G.R., Bult, H., Verbeuren, T.J., Herman, A.G. Br. J. Pharmacol. (1992) [Pubmed]
  12. Liquid chromatography/mass spectrometry analysis of bifunctional electrophiles and DNA adducts from vitamin C mediated decomposition of 15-hydroperoxyeicosatetraenoic acid. Williams, M.V., Lee, S.H., Blair, I.A. Rapid Commun. Mass Spectrom. (2005) [Pubmed]
  13. Effect of lipid hydroperoxide on Xenopus oocytes and on neurotransmitter receptors synthesized in Xenopus oocytes injected with exogenous mRNA. Aoshima, H., Anan, M., Ishii, H. Arch. Biochem. Biophys. (1987) [Pubmed]
  14. Micelle and acid-soap formation of linoleic acid and 13-L-hydroperoxylinoleic acid being substrates of lipoxygenase-1. Verhagen, J., Vliegenthart, J.F., Boldingh, J. Chem. Phys. Lipids (1978) [Pubmed]
  15. Formation of acyl radical in lipid peroxidation of linoleic acid by manganese-dependent peroxidase from Ceriporiopsis subvermispora and Bjerkandera adusta. Watanabe, T., Katayama, S., Enoki, M., Honda, Y., Kuwahara, M. Eur. J. Biochem. (2000) [Pubmed]
  16. Expression of cystatin C prevents oxidative stress-induced death in PC12 cells. Nishiyama, K., Konishi, A., Nishio, C., Araki-Yoshida, K., Hatanaka, H., Kojima, M., Ohmiya, Y., Yamada, M., Koshimizu, H. Brain Res. Bull. (2005) [Pubmed]
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