| Name | cytochrome P450 (protein family or complex) |
|---|---|
| Synonyms | cytochrome P450; cytochrome P 450; CYP450; CYP 450 |
| Name | tetrachloroethane |
|---|---|
| CAS | 1,1,2,2-tetrachloroethane |
| PubMed | Abstract | RScore(About this table) | |
|---|---|---|---|
| 2468781 | Colacci A, Bartoli S, Bonora B, Buttazzi C, Lattanzi G, Mazzullo M, Niero A, Turina MP, Grilli S: Covalent binding of 1,1,1,2-tetrachloroethane to nucleic acids as evidence of genotoxic activity. J Toxicol Environ Health. 1989;26(4):485-95. Unlike the related chemical 1,1,2,2-tetrachloroethane (1,1,2,2-TTCE), which is bioactivated only through an oxidative route, 1,1,1,2-TTCE metabolism is carried on by oxidative and reductive pathways, both dependent on cytochrome P-450. 1,1,1,2-TTCE is also bioactivated by microsomal GSH-transferases from liver and lung. |
81(1,1,1,1) | Details |
| 824867 | Vainio H, Parkki MG, Marniemi J: Effects of aliphatic chlorohydrocarbons on drug-metabolizing enzymes in rat liver in vivo. Xenobiotica. 1976 Oct;6(10):599-604. Carbon tetrachloride at 10-3 mmol/kg was the most active in decreasing cytochrome P-450 content and the overall drug hydroxylation activities in rat liver. 1,1,2,2-Tetrachloroethane was the next most active in decreasing the hepatic drug oxidizing enzymic activities. 3. |
81(1,1,1,1) | Details |
| 7479940 | Yin H, Anders MW, Korzekwa KR, Higgins L, Thummel KE, Kharasch ED, Jones JP: Designing safer chemicals: predicting the rates of metabolism of halogenated alkanes. Proc Natl Acad Sci U S A. 1995 Nov 21;92(24):11076-80. Excellent correlations between biotransformation rates and the calculated activation energies (delta Hact) of the cytochrome P450-mediated -atom abstractions were obtained for the in vitro biotransformation of six halogenated alkanes (1--1,1,2,2-tetrachloroethane, 1,1-difluoro-1,2,2-trichloroethane, 1,1,1-trifluro-2,2-dichloroethane, 1,1,1,2-tetrafluoro-2-chloroethane, 1,1,1,2,2,-pentafluoroethane, and 2-bromo-2-chloro-1,1,1-trifluoroethane) with both rat and human enzyme preparations: In (rate, rat liver microsomes) = 44.99 - 1.79 (delta Hact), r2 = 0.86; In (rate, human CYP2E1) = 46.99 - 1.77 (delta Hact), r2 = 0.97 (rates are in nmol of product per min per nmol of cytochrome P450 and energies are in kcal/mol). |
32(0,1,1,2) | Details |
| 6865901 | Toftgard R, Halpert J, Gustafsson JA: Xylene induces a cytochrome P-450 isozyme in rat liver similar to the major isozyme induced by phenobarbital. Mol Pharmacol. 1983 Jan;23(1):265-71. The turnover numbers for 7-ethoxycoumarin, benzo [a] pyrene, and 1,1,2,2-tetrachloroethane were also in the same range for the two cytochrome P-450 preparations. |
9(0,0,1,4) | Details |
| 1317068 | Paolini M, Sapigni E, Mesirca R, Pedulli GF, Corongiu FP, Dessi MA, Cantelli-Forti G: On the hepatotoxicity of 1,1,2,2-tetrachloroethane. . Toxicology. 1992;73(1):101-15. Intoxication of male and female mice with a single dose (300 or 600 mg/kg) of 1,1,2,2-tetrachloroethane (TTCE) resulted in significant decreases in cytochrome P-450 (to 58-73% of the control) and -cytochrome (P-450) c-reductase (to 29-35% of the control) in hepatic microsomes. |
6(0,0,1,1) | Details |
| 6601233 | Halpert J, Naslund B, Betner I: Suicide inactivation of rat liver cytochrome P-450 by chloramphenicol in vivo and in vitro. Mol Pharmacol. 1983 Mar;23(2):445-52. Intraperitoneal administration of chloramphenicol (100 mg/kg) to phenobarbital-treated rats causes 50% inhibition of liver microsomal 7-ethoxycoumarin and 1,1,2,2 tetrachloroethane metabolism but has no effect on the level of cytochrome P-450 detectable as its complex or on the -cytochrome c reductase (EC 1.6.2.4) activity. |
5(0,0,0,5) | Details |
| 7073766 | Nastainczyk W, Ahr HJ, Ullrich V: The reductive metabolism of halogenated alkanes by liver microsomal cytochrome P450. Biochem Pharmacol. 1982 Feb 1;31(3):391-6. From pentachloroethane as substrate trichloroethene (96%) and tetrachloroethane (4%) were produced. |
4(0,0,0,4) | Details |
| 3724741 | Halpert JR, Balfour C, Miller NE, Kaminsky LS: Dichloromethyl compounds as mechanism-based inactivators of rat liver cytochromes P-450 in vitro. Mol Pharmacol. 1986 Jul;30(1):19-24. Twenty dichloromethyl compounds have been tested as potential mechanism-based inactivators of the major phenobarbital-inducible isozyme of rat liver cytochrome P-450 (PB-B) in a reconstituted system. In contrast, dichloroacetamides containing an n-hexyl, n-butyl, or methyl substituent caused a significant loss of heme, as did the five non-amides tested: 1,1,2,2-tetrachloroethane, 1,1-dichloroacetone, methyl dichloroacetate, alpha,alpha-dichlorotoluene, and alpha,alpha-dichloroacetophenone. |
4(0,0,0,4) | Details |
| 11742743 | Tsotsou GE, Cass AE, Gilardi G: High throughput assay for cytochrome P450 BM3 for screening libraries of substrates and combinatorial mutants. Biosens Bioelectron. 2002 Jan;17(1-2):119-31. |
4(0,0,0,4) | Details |
| 7344494 | Nastainczyk W, Ahr H, Ulrich V: The mechanism of the reductive dehalogenation of polyhalogenated compounds by microsomal cytochrome P450. Adv Exp Med Biol. 1981;136 Pt A:799-808. Minor products were penta- (0.5%) and 1.1.2.2.-tetrachloroethane (4%). |
3(0,0,0,3) | Details |
| 6767185 | Callen DF, Wolf CR, Philpot RM: Cytochrome P-450 mediated genetic activity and cytotoxicity of seven halogenated aliphatic hydrocarbons in Saccharomyces cerevisiae. Mutat Res. 1980 Jan;77(1):55-63. All of the compounds tested (methylene halothane, chloroform, carbon tetrachloride, trichloroethylene, tetrachloroethylene and s-tetrachloroethane) induced mitotic gene convertants and recombinants and, to a lesser extent, gene revertants when incubated with log-phase cells of the yeast strain D7. |
3(0,0,0,3) | Details |
| 6088030 | Loew GH, Rebagliati M, Poulsen M: Metabolism and relative carcinogenic potency of chloroethanes: a quantum chemical structure-activity study. Cancer Biochem Biophys. 1984 Jun;7(2):109-32. Using the all-valence electron, semiempirical molecular orbital method, MNDO, properties have been identified and calculated for eight chloroethanes which can serve as indicators of their extent of transformation to by cytochrome P450 and the subsequent formation of aldehydes by loss of HCl from these |
2(0,0,0,2) | Details |
| 2043045 | Eriksson C, Brittebo EB: Epithelial binding of 1,1,2,2-tetrachloroethane in the respiratory and upper alimentary tract. Arch Toxicol. 1991;65(1):10-4. Addition of or dithionite to the incubations decreased the level of irreversible binding, suggesting that the activation of TCE to reactive products is mediated via an oxidative cytochrome P-450 dependent process in the olfactory mucosa. |
1(0,0,0,1) | Details |
| 6141910 | Town C, Leibman KC: The in vitro dechlorination of some polychlorinated ethanes. Drug Metab Dispos. 1984 Jan-Feb;12(1):4-8. Chlorinated olefins were formed in vitro from hexachloroethane, pentachloroethane, and 1,1,1,2-tetrachloroethane by phenobarbital-induced rat liver microsomes. The formation of olefins from these polychlorinated ethanes is apparently due to a cytochrome P-450-mediated vic-bisdechlorination reaction which may involve a free radical intermediate. |
1(0,0,0,1) | Details |
| 2576814 | Bronzetti G, Morichetti E, Del Carratore R, Rosellini D, Paolini M, Cantelli-Forti G, Grilli S, Vellosi R: Tetrachloroethane, pentachloroethane, and hexachloroethane: genetic and biochemical studies. Teratog Carcinog Mutagen. 1989;9(6):349-57. The in vivo effects on cytochrome P450 content (cyt. |
1(0,0,0,1) | Details |
| 4014669 | Thompson JA, Ho B, Mastovich SL: Dynamic headspace analysis of volatile metabolites from the reductive dehalogenation of trichloro- and tetrachloroethanes by hepatic microsomes. Anal Biochem. 1985 Mar;145(2):376-84. This technique was employed to investigate the reductive metabolism of 1,1,1-trichloroethane, 1,1,2-trichloroethane, and 1,1,2,2-tetrachloroethane by rat liver microsomes. These conversions were -dependent, occurred only under anaerobic conditions, and indicate that chloroethanes with relatively low electron affinities can be reduced slowly by microsomal cytochrome P-450. |
1(0,0,0,1) | Details |
| 6128194 | Halpert J: Cytochrome P-450-dependent covalent binding of 1,1,2,2-tetrachloroethane in vitro. Drug Metab Dispos. 1982 Sep-Oct;10(5):465-8. |
162(2,2,2,2) | Details |
| 6722974 | Casciola LA, Ivanetich KM: Metabolism of chloroethanes by rat liver nuclear cytochrome P-450. . Carcinogenesis. 1984 May;5(5):543-8. 1,2-Dichloroethane, 1,1,1-trichloroethane and 1,1,2,2-tetrachloroethane appear to be metabolized by hepatic nuclear cytochrome P-450. |
148(1,3,3,8) | Details |
| 3426575 | Hales DB, Ho B, Thompson JA: Inter- and intramolecular deuterium isotope effects on the cytochrome P-450-catalyzed oxidative dehalogenation of 1,1,2,2-tetrachloroethane. Biochem Biophys Res Commun. 1987 Dec 16;149(2):319-25. |
112(1,2,2,2) | Details |
| 7285278 | Ivanetich KM, Van den Honert LH: Chloroethanes : their metabolism by hepatic cytochrome P-450 in vitro. Carcinogenesis. 1981;2(8):697-702. Both oxidation and metabolite production are inhibited by CO, SKF 525A and/or The induction of cytochrome P-450 with phenobarbital enhances the binding and metabolism of the chloroalkanes, while the induction of cytochrome P-448 with beta-naphthoflavone does not. 1,1,1-trichloroethane is converted to 2,2,2-trichloroethanol by hepatic microsomal cytochrome P-450, while the major metabolites of 1,1,2-trichloroethane and 1,1,2,2-tetrachloroethane from this enzyme system are mono- and dichloroacetate, respectively. |
82(1,1,1,2) | Details |
| 7271831 | Halpert J, Neal RA: Cytochrome P-450-dependent metabolism of 1,1,2,2-tetrachloroethane to dichloroacetic acid in vitro. Biochem Pharmacol. 1981 Jun 1;30(11):1366-8. |
81(1,1,1,1) | Details |