Name | cytochrome P450 (protein family or complex) |
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Synonyms | cytochrome P450; cytochrome P 450; CYP450; CYP 450 |
Name | ethylene dibromide |
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CAS | 1,2-dibromoethane |
PubMed | Abstract | RScore(About this table) | |
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9073592 | Ploemen JP, Wormhoudt LW, Haenen GR, Oudshoorn MJ, Commandeur JN, Vermeulen NP, de Waziers I, Beaune PH, Watabe T, van Bladeren PJ: The use of human in vitro metabolic parameters to explore the risk assessment of hazardous compounds: the case of ethylene dibromide. Toxicol Appl Pharmacol. 1997 Mar;143(1):56-69. Ethylene dibromide (1,2-dibromoethane, EDB) is metabolized by two routes: a conjugative route catalyzed by glutathione S-transferases (GST) and an oxidative route catalyzed by cytochrome P450 (P450). |
31(0,1,1,1) | Details |
8435094 | Khan S, Sood C, O'Brien PJ: Molecular mechanisms of dibromoalkane cytotoxicity in isolated rat hepatocytes. Biochem Pharmacol. 1993 Jan 26;45(2):439-47. Bromoaldehydic metabolites formed by cytochrome P450-dependent mixed-function oxidases were probably responsible for lipid peroxidation as deuterated 1,2-dibromoethane (d4-DBE) induced less lipid peroxidation and was less cytotoxic even though GSH was depleted as rapidly and as effectively. |
4(0,0,0,4) | Details |
3514588 | Tamura S, Sugiyama T, Minami Y, Tarui S, Okamoto M, Yamano T: Analysis of debromination of 1,2-dibromoethane by cytochrome P-450-linked hydroxylation systems as observed by electrode. J Biochem. 1986 Jan;99(1):163-71. |
4(0,0,0,4) | Details |
3532707 | Sipes IG, Wiersma DA, Armstrong DJ: The role of activation of 1,2-dibromoethane by Adv Exp Med Biol. 1986;197:457-67. Unstable metabolites may arise during the metabolism of xenobiotic compounds with enzyme systems other than the cytochrome P-450 system. |
in the toxicity of xenobiotic compounds: metabolic 3(0,0,0,3) | Details |
9107551 | Wormhoudt LW, Commandeur JN, Ploemen JH, Abdoelgafoer RS, Makansi A, Van Bladeren PJ, Vermeulen NP: Urinary thiodiacetic acid. Drug Metab Dispos. 1997 Apr;25(4):508-15. A selective biomarker for the cytochrome P450-catalyzed oxidation of 1,2-dibromoethane in the rat.. |
2(0,0,0,2) | Details |
8620578 | Wormhoudt LW, Ploemen JH, Commandeur JN, van Ommen B, van Bladeren P, Vermeulen NP: Cytochrome P450 catalyzed metabolism of 1,2-dibromoethane in liver microsomes of differentially induced rats. Chem Biol Interact. 1996 Jan 5;99(1-3):41-53. |
2(0,0,0,2) | Details |
1448445 | Nichols WK, Covington MO, Seiders CD, Safiullah S, Yost GS: Bioactivation of halogenated hydrocarbons by rabbit pulmonary cells. Pharmacol Toxicol. 1992 Nov;71(5):335-9. Evidence of cytochrome P-450 bioactivation was assessed by utilizing the suicide inhibitor, 1-aminobenzotriazole (ABT) to ameliorate cytotoxicity. |
2(0,0,0,2) | Details |
3512989 | Guobaitis RJ, Ellingham TJ, Maddock MB: The effects of pretreatment with cytochrome P-450 inducers and preincubation with a cytochrome P-450 effector on the mutagenicity of genotoxic carcinogens mediated by hepatic and renal S9 from two species of marine fish. Mutat Res. 1986 Feb;164(1):59-70. Neither UI S9 from toadfish liver or kidney nor that from eel liver consistently affected the direct mutagenicity of ethylene dibromide (EDB) or substantially activated dimethylnitrosamine (DMN). |
2(0,0,0,2) | Details |
8870687 | Wormhoudt LW, Ploemen JH, de Waziers I, Commandeur JN, Beaune PH, van Bladeren PJ, Vermeulen NP: Inter-individual variability in the oxidation of 1,2-dibromoethane: use of heterologously expressed human cytochrome P450 and human liver microsomes. Chem Biol Interact. 1996 Sep 6;101(3):175-92. |
2(0,0,0,2) | Details |
1664256 | Guengerich FP, Kim DH, Iwasaki M: Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspects. Chem Res Toxicol. 1991 Mar-Apr;4(2):168-79. The results collectively indicate that P-450 IIE1 is a major catalyst of the oxidation of styrene, CCl4, CHCl3, CH2Cl2, CH3Cl, CH3CCl3, 1,2-dichloropropane, ethylene dichloride, ethylene dibromide, vinyl vinyl acrylonitrile, vinyl ethyl and trichloroethylene. |
2(0,0,0,2) | Details |
3512119 | Working PK, Smith-Oliver T, White RD, Butterworth BE: Induction of DNA repair in rat spermatocytes and hepatocytes by 1,2-dibromoethane: the role of conjugation. Carcinogenesis. 1986 Mar;7(3):467-72. EDB is biotransformed either by cytochrome P450-dependent oxidation, leading to the formation of bromoacetaldehyde, or by enzyme-catalyzed conjugation with giving rise to reactive half- mustard compounds and their derivatives. |
2(0,0,0,2) | Details |
3138787 | Costa AK, Trudell JR: Toxicity of 1,2-dibromoethane in primary hepatocyte monolayer cultures: lack of dependence on concentration. Toxicol Appl Pharmacol. 1988 Sep 15;95(2):241-7. Hepatic 1,2-dibromoethane (DBE) metabolism proceeds via two pathways: oxidation by cytochrome P-450 and direct conjugation with the ubiquitous tripeptide (GSH) via the GSH S-transferases. |
1(0,0,0,1) | Details |
2405459 | Alexeeff GV, Kilgore WW, Li MY: Ethylene dibromide: toxicology and risk assessment. Rev Environ Contam Toxicol. 1990;112:49-122. It appears to be metabolized in vivo by an oxidative pathway (cytochrome P-450) and a conjugation pathway (glutathione S-transferase). |
1(0,0,0,1) | Details |
2134669 | Guengerich FP, Humphreys WG, Kim DH, Oida T, Cmarik JL: DNA- The conjugation of the prototype dihaloalkane ethylene dibromide (EDB) with (GSH) yields S-(2-bromoethyl) GSH, which gives rise to S-[2-(N7-guanyl) ethyl] GSH as the major DNA adduct (greater than or equal to 95%). Enhancement of GSH conjugation or inhibition of cytochrome P-450 IIE1 oxidation enhances DNA adduct levels in vivo and GSH depletion lowers levels. |
adducts derived from vic-dihaloalkanes: mechanisms of mutagenesis. Princess Takamatsu Symp. 1990;21:101-7.1(0,0,0,1) | Details |
1898041 | Warren DL, Reed DJ: Modification of hepatic stores in vivo. Arch Biochem Biophys. 1991 Aug 1;288(2):449-55. depletion may be dependent upon initial steps of DBE metabolism that are either oxidative (cytochrome P450 dependent) or conjugative (glutathione transferase dependent). |
1(0,0,0,1) | Details |
1592216 | Kulkarni AP, Edwards J, Richards IS: Metabolism of 1,2-dibromoethane in the human fetal liver. . Gen Pharmacol. 1992 Jan;23(1):1-5. A significant bioactivation with a possibility of only limited detoxication via cytochrome P-450-dependent oxidation suggests that human fetus may be at greater risk from 1,2-dibromoethane toxicity than adult. |
1(0,0,0,1) | Details |
6380963 | Rush GF, Smith JH, Newton JF, Hook JB: Chemically induced nephrotoxicity: role of metabolic activation. . Crit Rev Toxicol. 1984;13(2):99-160. Kidney cortex contains a cytochrome P-450 system while medulla contains a prostaglandin endoperoxidase. |
1(0,0,0,1) | Details |
1636057 | Danni O, Aragno M, Tamagno E, Ugazio G: In vivo studies on halogen compound interactions. Res Commun Chem Pathol Pharmacol. 1992 Jun;76(3):355-66. TCBM, like CT, reduces the hepatic level of GSH-S-transferase, increasing the amount of DBE available for cytochrome P450-dependent metabolism, with the production of toxic metabolites. |
1(0,0,0,1) | Details |
6761902 | Moody DE, Clawson GA, Woo CH, Smuckler EA: Cellular distribution of cytochrome P-450 loss in rats of different ages treated with alkyl halides. Toxicol Appl Pharmacol. 1982 Nov;66(2):278-89. |
1(0,0,0,1) | Details |
2311185 | Kim DH, Guengerich FP: Formation of the DNA adduct S-[2-(N7-guanyl) ethyl] ethylene dibromide: effects of modulation of and glutathione S-transferase levels and lack of a role for sulfation. Carcinogenesis. 1990 Mar;11(3):419-24. |
from 0(0,0,0,0) | Details |