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Gene Review

Cyp2c6  -  cytochrome P450, family 2, subfamily c,...

Rattus norvegicus

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Disease relevance of Cyp2c6


High impact information on Cyp2c6

  • Cytochrome P450 2C6 (CYP2C6) is a developmentally regulated, constitutively expressed form of rat liver microsomal cytochrome P450 that in the liver of adult male rats is induced to a limited extent by phenobarbital [1].
  • Immunohistochemical investigations of serial sections revealed that Naf also reduced expression of the altered phenotype when cytochrome P450-PB and pyruvate kinase (type L) were used as foci markers, but not when glutathione-S-transferase B (GST-B) was used [2].
  • In normal parts of the liver PB induced DNA replication only in association with expression of P450-PB; both responses were restricted to the pericentral area of the liver lobule [3].
  • We report here that (i) benzanthracene and PB induce P450 c mRNA in differentiated and dedifferentiated cells and (ii) dexamethasone and PB induce P450 b/e and/or P450 PB1 mRNAs in differentiated cells but not in dedifferentiated cells [4].
  • However, the P-450-PB-dependent oxidation of ethanol can be masked under conditions in which .OH production is increased [5].

Biological context of Cyp2c6


Anatomical context of Cyp2c6

  • These results suggest that P-450-PB does not catalyze the oxidation of .OH scavengers or promote the production of .OH, even at ratios of P-450/reductase approaching those found with intact microsomes and even in the presence of excess iron-EDTA, whereas ethanol is directly oxidized by P-450-PB, as are typical drug substrates [5].
  • The major phenobarbital-inducible form of cytochrome P-450 (cytochrome P-450 PB) was purified to homogeneity from rat liver microsomes and rabbit antibodies prepared against the purified enzyme [7].
  • Immunoreactive cytochrome P-450 PB was observed to decrease less rapidly than the spectrally detectable enzyme in the microsomal membranes [7].

Associations of Cyp2c6 with chemical compounds

  • Rat hepatic cytochrome P-450 PB-1 is a prominent constitutive P-450 form whose levels increase approximately 2-3 fold upon phenobarbital administration [8].
  • The product pattern was influenced by pretreatment with 3-methylcholanthrene, benzo(a)pyrene, phenobarbitone and Arochlor 1254 and by addition of anti-cytochrome P450-PB immunoglobulin [9].
  • These results suggest the following: NDMA demethylation is catalyzed by PB-induced cytochrome P-450 species (P450-PB) and MC-induced cytochrome P-450 species (P448-MC) [10].
  • This decrease at high P-450/reductase ratios could reflect tight coupling of reductase to P-450-PB, therefore decreasing electron transfer from reductase to ferric-EDTA, or could involve non-specific scavenging of .OH by P-450-PB [5].
  • Phenobarbital and Aroclor 1254 pretreatments resulted in several-fold increases in immunoreactive cytochrome P-450 PB over control levels [7].

Other interactions of Cyp2c6


Analytical, diagnostic and therapeutic context of Cyp2c6

  • As indicators of adaptive responses we measured DNA synthesis cumulatively by infusion of [3H]thymidine for the entire period of PB treatment, and cytochrome P450-PB by immunocytochemistry on histological liver sections [3].
  • Maximal increase in cytochrome P450-PB was 21-fold by morphometric analysis and 15-fold by ELISA [14].


  1. Hepatocyte nuclear factor 3 is a major determinant of CYP2C6 promoter activity in hepatoma cells. Shaw, P.M., Weiss, M.C., Adesnik, M. Mol. Pharmacol. (1994) [Pubmed]
  2. Effects of hypolipidemic drugs nafenopin and clofibrate on phenotypic expression and cell death (apoptosis) in altered foci of rat liver. Gerbracht, U., Bursch, W., Kraus, P., Putz, B., Reinacher, M., Timmermann-Trosiener, I., Schulte-Hermann, R. Carcinogenesis (1990) [Pubmed]
  3. Facilitated expression of adaptive responses to phenobarbital in putative pre-stages of liver cancer. Schulte-Hermann, R., Timmermann-Trosiener, I., Schuppler, J. Carcinogenesis (1986) [Pubmed]
  4. Phenobarbital, dexamethasone and benzanthracene induce several cytochrome P450 mRNAs in rat hepatoma cells. Corcos, L., Weiss, M.C. FEBS Lett. (1988) [Pubmed]
  5. Differential effects of the cytochrome P-450/reductase ratio on the oxidation of ethanol and the hydroxyl radical scavenging agent 2-keto-4-thiomethylbutyric acid (KMBA). Winston, G.W., Cederbaum, A.I. Biochem. Pharmacol. (1986) [Pubmed]
  6. Evidence that the biotransformation of dapsone and monoacetyldapsone to their respective hydroxylamine metabolites in rat liver microsomes is mediated by cytochrome P450 2C6/2C11 and 3A1. Vage, C., Svensson, C.K. Drug Metab. Dispos. (1994) [Pubmed]
  7. Detection of phenobarbital-induced cytochrome P-450 in rat hepatic microsomes using an enzyme-linked immunosorbent assay. Seidel, S.L., Shawver, L.K., Shires, T.K. Arch. Biochem. Biophys. (1984) [Pubmed]
  8. Isolation and characterization of cDNA clones for cytochromes P-450 immunochemically related to rat hepatic P-450 form PB-1. Friedberg, T., Waxman, D.J., Atchison, M., Kumar, A., Haaparanta, T., Raphael, C., Adesnik, M. Biochemistry (1986) [Pubmed]
  9. The mechanism of reductive dehalogenation of halothane by liver cytochrome P450. Ahr, H.J., King, L.J., Nastainczyk, W., Ullrich, V. Biochem. Pharmacol. (1982) [Pubmed]
  10. Relation between hepatic microsomal metabolism of N-nitrosamines and cytochrome P-450 species. Kawanishi, T., Ohno, Y., Takahashi, A., Takanaka, A., Kasuya, Y., Omori, Y. Biochem. Pharmacol. (1985) [Pubmed]
  11. In vivo effect of diallyl sulfide and cimetidine on phenacetin metabolism and bioavailability in rat. Szutowski, M.M., Zalewska, K., Jadczak, M., Marek, M. Acta Biochim. Pol. (2002) [Pubmed]
  12. Identification of the forms of cytochrome P-450 induced in rat liver by 2-acetylaminofluorene using immunoblotting and partial purification. Aström, A., DePierre, J.W. Biochem. Biophys. Res. Commun. (1985) [Pubmed]
  13. Metabolic activation of carbon tetrachloride: induction of cytochrome P-450 with phenobarbital or 3-methylcholanthrene and its effect on covalent binding. Frank, H., Haussmann, H.J., Remmer, H. Chem. Biol. Interact. (1982) [Pubmed]
  14. Induction of cytochrome P450 by phenobarbital in rat liver visualized by monoclonal antibody immunoelectron microscopy in situ. Marti, U., Hauri, H.P., Meyer, U.A. Eur. J. Cell Biol. (1990) [Pubmed]
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