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Chemical Compound Review

Timnodonic acid     (5Z,8Z,11Z,14Z,17Z)-icosa- 5,8,11,14,17...

Synonyms: Miraxion, Icosapent, Icosapento, Icosapentum, Timnodonate, ...
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Disease relevance of Eicosapentaenoic acid


Psychiatry related information on Eicosapentaenoic acid


High impact information on Eicosapentaenoic acid


Chemical compound and disease context of Eicosapentaenoic acid


Biological context of Eicosapentaenoic acid


Anatomical context of Eicosapentaenoic acid


Associations of Eicosapentaenoic acid with other chemical compounds


Gene context of Eicosapentaenoic acid


Analytical, diagnostic and therapeutic context of Eicosapentaenoic acid


  1. A highly unsaturated fatty acid predicts carbon transfer between primary producers and consumers. Müller-Navarra, D.C., Brett, M.T., Liston, A.M., Goldman, C.R. Nature (2000) [Pubmed]
  2. Influence of diets containing eicosapentaenoic or docosahexaenoic acid on growth and metastasis of breast cancer cells in nude mice. Rose, D.P., Connolly, J.M., Rayburn, J., Coleman, M. J. Natl. Cancer Inst. (1995) [Pubmed]
  3. Biology of cachexia. Tisdale, M.J. J. Natl. Cancer Inst. (1997) [Pubmed]
  4. Dietary enrichment with the polyunsaturated fatty acid eicosapentaenoic acid prevents proteinuria and prolongs survival in NZB x NZW F1 mice. Prickett, J.D., Robinson, D.R., Steinberg, A.D. J. Clin. Invest. (1981) [Pubmed]
  5. Suppression by diets rich in fish oil of very low density lipoprotein production in man. Nestel, P.J., Connor, W.E., Reardon, M.F., Connor, S., Wong, S., Boston, R. J. Clin. Invest. (1984) [Pubmed]
  6. Omega-3 eicosapentaenoic acid in bipolar depression: report of a small open-label study. Osher, Y., Bersudsky, Y., Belmaker, R.H. The Journal of clinical psychiatry. (2005) [Pubmed]
  7. Efficacy of ethyl-eicosapentaenoic acid in bipolar depression: randomised double-blind placebo-controlled study. Frangou, S., Lewis, M., McCrone, P. The British journal of psychiatry : the journal of mental science. (2006) [Pubmed]
  8. Modulation of cytokine production in vivo by dietary essential fatty acids in patients with colorectal cancer. Purasiri, P., Murray, A., Richardson, S., Heys, S.D., Horrobin, D., Eremin, O. Clin. Sci. (1994) [Pubmed]
  9. Changes of HDL subfractions by eicosapentaenoic acid intake and physical load in 20- to 25-year-old men. Sakamoto, N., Yoshimoto, S., Nishiike, T., Iguchi, H., Sakamoto, K. Ann. Nutr. Metab. (2000) [Pubmed]
  10. Eicosapentaenoic acid in treatment-resistant depression associated with symptom remission, structural brain changes and reduced neuronal phospholipid turnover. Puri, B.K., Counsell, S.J., Hamilton, G., Richardson, A.J., Horrobin, D.F. International journal of clinical practice. (2001) [Pubmed]
  11. Dietary n-3 polyunsaturated fatty acids and smoking-related chronic obstructive pulmonary disease. Atherosclerosis Risk in Communities Study Investigators. Shahar, E., Folsom, A.R., Melnick, S.L., Tockman, M.S., Comstock, G.W., Gennaro, V., Higgins, M.W., Sorlie, P.D., Ko, W.J., Szklo, M. N. Engl. J. Med. (1994) [Pubmed]
  12. Effect of dietary enrichment with eicosapentaenoic and docosahexaenoic acids on in vitro neutrophil and monocyte leukotriene generation and neutrophil function. Lee, T.H., Hoover, R.L., Williams, J.D., Sperling, R.I., Ravalese, J., Spur, B.W., Robinson, D.R., Corey, E.J., Lewis, R.A., Austen, K.F. N. Engl. J. Med. (1985) [Pubmed]
  13. Lipid peroxidation and oxidant stress regulate hepatic apolipoprotein B degradation and VLDL production. Pan, M., Cederbaum, A.I., Zhang, Y.L., Ginsberg, H.N., Williams, K.J., Fisher, E.A. J. Clin. Invest. (2004) [Pubmed]
  14. Dietary effects of menhaden oil on the growth and membrane lipid composition of rat mammary tumors. Jurkowski, J.J., Cave, W.T. J. Natl. Cancer Inst. (1985) [Pubmed]
  15. Dietary menhaden oil lowers plasma prostaglandins and calcium in mice bearing the prostaglandin-producing HSDM1 fibrosarcoma. Tashjian, A.H., Voelkel, E.F., Robinson, D.R., Levine, L. J. Clin. Invest. (1984) [Pubmed]
  16. Dietary fish oil blocks the microcirculatory manifestations of ischemia-reperfusion injury in striated muscle in hamsters. Lehr, H.A., Hübner, C., Nolte, D., Kohlschütter, A., Messmer, K. Proc. Natl. Acad. Sci. U.S.A. (1991) [Pubmed]
  17. Protective effect of eicosapentaenoic acid on ouabain toxicity in neonatal rat cardiac myocytes. Hallaq, H., Sellmayer, A., Smith, T.W., Leaf, A. Proc. Natl. Acad. Sci. U.S.A. (1990) [Pubmed]
  18. Neuroprotective effect of docosahexaenoic acid-enriched phospholipids in experimental diabetic neuropathy. Coste, T.C., Gerbi, A., Vague, P., Pieroni, G., Raccah, D. Diabetes (2003) [Pubmed]
  19. Stereospecific elimination of hydrogen at C-10 in eicosapentaenoic acid during the conversion to leukotriene C5. Hammarström, S. J. Biol. Chem. (1983) [Pubmed]
  20. Beta-carotene antagonizes the effects of eicosapentaenoic acid on cell growth and lipid peroxidation in WiDr adenocarcinoma cells. Palozza, P., Calviello, G., Maggiano, N., Lanza, P., Ranelletti, F.O., Bartoli, G.M. Free Radic. Biol. Med. (2000) [Pubmed]
  21. Platelet-membrane fatty acids, platelet aggregation, and thromboxane formation during a mackerel diet. Siess, W., Roth, P., Scherer, B., Kurzmann, I., Böhlig, B., Weber, P.C. Lancet (1980) [Pubmed]
  22. Eicosapentaenoic acid, bleeding time, and serum lipids. Saynor, R., Verel, D. Lancet (1982) [Pubmed]
  23. Effect of fish oil on platelet kinetics in patients with ischaemic heart disease. Hay, C.R., Durber, A.P., Saynor, R. Lancet (1982) [Pubmed]
  24. Reduction in blood viscosity by eicosapentaenoic acid. Kobayashi, S., Hirai, A., Terano, T., Hamazaki, T., Tamura, Y., Kumagai, A. Lancet (1981) [Pubmed]
  25. Does fish oil lower blood pressure? A meta-analysis of controlled trials. Morris, M.C., Sacks, F., Rosner, B. Circulation (1993) [Pubmed]
  26. Linoleic and eicosapentaenoic acids in adipose tissue and platelets and risk of coronary heart disease. Wood, D.A., Riemersma, R.A., Butler, S., Thomson, M., Macintyre, C., Elton, R.A., Oliver, M.F. Lancet (1987) [Pubmed]
  27. Leukotriene B5 is formed in human neutrophils after dietary supplementation with icosapentaenoic acid. Strasser, T., Fischer, S., Weber, P.C. Proc. Natl. Acad. Sci. U.S.A. (1985) [Pubmed]
  28. Dietary fish oil accelerates the response to coronary thrombolysis with tissue-type plasminogen activator. Evidence for a modest platelet inhibitory effect in vivo. Braden, G.A., Knapp, H.R., Fitzgerald, D.J., FitzGerald, G.A. Circulation (1990) [Pubmed]
  29. Melanoma growth is reduced in fat-1 transgenic mice: impact of omega-6/omega-3 essential fatty acids. Xia, S., Lu, Y., Wang, J., He, C., Hong, S., Serhan, C.N., Kang, J.X. Proc. Natl. Acad. Sci. U.S.A. (2006) [Pubmed]
  30. N-3 fatty acids stimulate intracellular degradation of apoprotein B in rat hepatocytes. Wang, H., Chen, X., Fisher, E.A. J. Clin. Invest. (1993) [Pubmed]
  31. Fatty acids suppress voltage-gated Na+ currents in HEK293t cells transfected with the alpha-subunit of the human cardiac Na+ channel. Xiao, Y.F., Wright, S.N., Wang, G.K., Morgan, J.P., Leaf, A. Proc. Natl. Acad. Sci. U.S.A. (1998) [Pubmed]
  32. Unique effect of arachidonic acid on human neutrophil TNF receptor expression: up-regulation involving protein kinase C, extracellular signal-regulated kinase, and phospholipase A2. Moghaddami, N., Costabile, M., Grover, P.K., Jersmann, H.P., Huang, Z.H., Hii, C.S., Ferrante, A. J. Immunol. (2003) [Pubmed]
  33. Differential modulation of Toll-like receptors by fatty acids: preferential inhibition by n-3 polyunsaturated fatty acids. Lee, J.Y., Plakidas, A., Lee, W.H., Heikkinen, A., Chanmugam, P., Bray, G., Hwang, D.H. J. Lipid Res. (2003) [Pubmed]
  34. Eicosapentaenoic acid inhibits UV-induced MMP-1 expression in human dermal fibroblasts. Kim, H.H., Shin, C.M., Park, C.H., Kim, K.H., Cho, K.H., Eun, H.C., Chung, J.H. J. Lipid Res. (2005) [Pubmed]
  35. Differential modulation of ACAT1 and ACAT2 transcription and activity by long chain free fatty acids in cultured cells. Seo, T., Oelkers, P.M., Giattina, M.R., Worgall, T.S., Sturley, S.L., Deckelbaum, R.J. Biochemistry (2001) [Pubmed]
  36. Effects of polyunsaturated fatty acids on prostaglandin synthesis and cyclooxygenase-mediated DNA adduct formation by heterocyclic aromatic amines in human adenocarcinoma colon cells. Moonen, H.J., Dommels, Y.E., van Zwam, M., van Herwijnen, M.H., Kleinjans, J.C., Alink, G.M., de Kok, T.M. Mol. Carcinog. (2004) [Pubmed]
  37. Mechanisms responsible for inhibition of vein-graft arteriosclerosis by fish oil. Sarris, G.E., Fann, J.I., Sokoloff, M.H., Smith, D.L., Loveday, M., Kosek, J.C., Stephens, R.J., Cooper, A.D., May, K., Willis, A.L. Circulation (1989) [Pubmed]
  38. Renal effects of dietary supplementation with fish oil in cyclosporine-treated liver transplant recipients. Badalamenti, S., Salerno, F., Lorenzano, E., Paone, G., Como, G., Finazzi, S., Sacchetta, A.C., Rimola, A., Graziani, G., Galmarini, D. Hepatology (1995) [Pubmed]
  39. Inhibition of translation initiation mediates the anticancer effect of the n-3 polyunsaturated fatty acid eicosapentaenoic acid. Palakurthi, S.S., Flückiger, R., Aktas, H., Changolkar, A.K., Shahsafaei, A., Harneit, S., Kilic, E., Halperin, J.A. Cancer Res. (2000) [Pubmed]
  40. Neuroprotective effect of eicosapentaenoic acid in hippocampus of rats exposed to gamma-irradiation. Lonergan, P.E., Martin, D.S., Horrobin, D.F., Lynch, M.A. J. Biol. Chem. (2002) [Pubmed]
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