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Chemical Compound Review

Cyanooxirane     oxirane-2-carbonitrile

Synonyms: GLYCIDONITRILE, CCRIS 6496, AG-F-57805, AC1L2GQR, LS-72154, ...
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Disease relevance of Cyanoethylene oxide


High impact information on Cyanoethylene oxide


Biological context of Cyanoethylene oxide

  • Mechanistic studies implicate the involvement of oxidative stress in rat brain due to a metabolite (2-cyanoethylene oxide or CEO, cyanide), but do not conclusively rule out a potential role for the direct genotoxicity of CEO [7].

Anatomical context of Cyanoethylene oxide


Gene context of Cyanoethylene oxide


  1. A note on synthesis and reactivity towards DNA of glycidonitrile, the epoxide of acrylonitrile. Peter, H., Schwarz, M., Mathiasch, B., Appel, K.E., Bolt, H.M. Carcinogenesis (1983) [Pubmed]
  2. Urinary metabolites of [1,2,3-13C]acrylonitrile in rats and mice detected by 13C nuclear magnetic resonance spectroscopy. Fennell, T.R., Kedderis, G.L., Sumner, S.C. Chem. Res. Toxicol. (1991) [Pubmed]
  3. In vivo interaction of acrylonitrile and 2-cyanoethylene oxide with DNA in rats. Hogy, L.L., Guengerich, F.P. Cancer Res. (1986) [Pubmed]
  4. Metabolism of acrylonitrile by isolated rat hepatocytes. Geiger, L.E., Hogy, L.L., Guengerich, F.P. Cancer Res. (1983) [Pubmed]
  5. Molecular analysis of hprt mutants induced by 2-cyanoethylene oxide in human lymphoblastoid cells. Recio, L., Simpson, D., Cochrane, J., Liber, H., Skopek, T.R. Mutat. Res. (1990) [Pubmed]
  6. Cytogenetic analysis of spontaneous and 2-cyanoethylene oxide-induced tk-/- mutants in TK6 human lymphoblastoid cultures. Kodama, Y., Boreiko, C.J., Skopek, T.R., Recio, L. Environ. Mol. Mutagen. (1989) [Pubmed]
  7. Cancer dose--response assessment for acrylonitrile based upon rodent brain tumor incidence: use of epidemiologic, mechanistic, and pharmacokinetic support for nonlinearity. Kirman, C.R., Gargas, M.L., Marsh, G.M., Strother, D.E., Klaunig, J.E., Collins, J.J., Deskin, R. Regulatory toxicology and pharmacology : RTP. (2005) [Pubmed]
  8. Metabolism of acrylonitrile to 2-cyanoethylene oxide in F-344 rat liver microsomes, lung microsomes, and lung cells. Roberts, A.E., Lacy, S.A., Pilon, D., Turner, M.J., Rickert, D.E. Drug Metab. Dispos. (1989) [Pubmed]
  9. In vitro reactions of 2-cyanoethylene oxide with calf thymus DNA. Solomon, J.J., Singh, U.S., Segal, A. Chem. Biol. Interact. (1993) [Pubmed]
  10. Mutagenicity of acrylonitrile and its metabolite 2-cyanoethylene oxide in human lymphoblasts in vitro. Recio, L., Skopek, T.R. Mutat. Res. (1988) [Pubmed]
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