Protein Information

Name cytochrome P450 (protein family or complex)
Synonyms cytochrome P450; cytochrome P 450; CYP450; CYP 450

Compound Information

Name mirex
CAS

Reference List

PubMed Abstract RScore(About this table)
6196592 Klingensmith JS, Mehendale HM: Destruction of hepatic mixed-function oxygenase parameters by CCl4 in rats following acute treatment with chlordecone, Mirex, and phenobarbital. Life Sci. 1983 Dec 5;33(23):2339-48.

M caused the least destruction of total hepatic cytochrome P-450, despite the same level of cytochrome P-450 as in the PB group.
1(0,0,0,1) Details
999336 Davison KL, Mollenhauer HH, Younger RL, Cox JH: Mirex-induced hepatic changes in chickens, Japanese quail, and rats. Arch Environ Contam Toxicol. 1976;4(4):469-82.

0(0,0,0,0) Details
3738931 Yarbrough JD, Grimley JM, Alley EG: Induction of the hepatic cytochrome P-450 dependent monooxygenase system by cis- and trans-5,10-dihydrogen mirex. Toxicol Lett. 1986 Jul-Aug;32(1-2):65-71.
12(0,0,2,2) Details
2481745 Lewandowski M, Levi P, Hodgson E: Induction of cytochrome P-450 isozymes by mirex and chlordecone. J Biochem Toxicol. 1989 Fall;4(3):195-9.
12(0,0,2,2) Details
7513451 Kocarek TA, Schuetz EG, Guzelian PS: Regulation of cytochrome P450 2B1/2 mRNAs by Kepone (chlordecone) and potent estrogens in primary cultures of adult rat hepatocytes on Matrigel. Toxicol Lett. 1994 Apr;71(2):183-96.

We previously reported that when primary cultures of rat hepatocytes were treated with phenobarbital (PB) or one of several organochlorine pesticides, including Mirex, there was co-induction of cytochrome P450 2B1 and 2B2 mRNAs and immunoreactive proteins, whereas Kepone selectively induced 2B2 (Kocarek et al. (1991) Mol.
7(0,0,1,2) Details
2435068 Crouch LS, Ebel RE: Influence of chlordecone and mirex exposure on benzo [a] pyrene metabolism of rat-liver microsomes. Xenobiotica. 1987 Jan;17(1):25-34.

Treatment with mirex caused a two-fold induction of cytochrome P-450, and BP-hydroxylase activity expressed per mg microsomal protein was increased 1.3-fold.
7(0,0,1,2) Details
6781897 Peppriell J: A comparison of the cytochrome P-450 species induced by mirex and 3,4,5,3',4',5'-hexachlorobiphenyl in hepatic microsomes of the mouse. Environ Res. 1980 Dec;23(2):309-18.
6(0,0,1,1) Details
76346 Kaminsky LS, Piper LJ, McMartin DN, Fasco MJ: Induction of hepatic microsomal cytochrome P-450 by mirex and kepone. Toxicol Appl Pharmacol. 1978 Feb;43(2):327-38.
6(0,0,1,1) Details
1283232 Dahlstrom-King L, Couture J, Plaa GL: Influence of agents affecting monooxygenase activity on taurolithocholic acid-induced cholestasis. Toxicol Lett. 1992 Dec;63(3):243-52.

In the present study, the possible role of cytochrome P-450 in the ketone potentiation phenomenon was investigated.
Phenobarbital, 3-methylcholanthrene, chlordecone or mirex were used as inducers, and SKF 525-A, piperonyl butoxide, or cobaltous chloride as inhibitors of monooxygenase activity.
3(0,0,0,3) Details
6953437 Newman S, Guzelian PS: Stimulation of de novo synthesis of cytochrome P-450 by phenobarbital in primary nonproliferating cultures of adult rat hepatocytes. Proc Natl Acad Sci U S A. 1982 May;79(9):2922-6.

In addition to phenobarbital, chemicals classified as "phenobarbital-like" inducers in vivo (mephenytoin, mirex, 2,2',4,4',5,5'-hexabromobiphenyl) induced synthesis in culture of this same immunoreactive protein.
2(0,0,0,2) Details
9456078 Khan MA, Jovanovich LV, Martin LT, Qadri SY, Podowski AA: Effects of photoisomers of cyclodiene insecticides on liver and microsomal cytochrome P450 in rats. Arch Toxicol. 1998;72(2):74-83.

However, higher dosages of photoisomers caused wasting and lowered both the liver weight and the activity of aniline hydroxylase while those of mirex and endrin, which also caused wasting and lowered aniline hydroxylase activity, continued causing further hepatic hypertrophy.
2(0,0,0,2) Details
7473857 Nims RW, Lubet RA: Induction of cytochrome P-450 in the Norway rat, Rattus norvegicus, following exposure to potential environmental contaminants. J Toxicol Environ Health. 1995 Nov;46(3):271-92.

In contrast, the chlorinated hydrocarbon pesticides, such as DDT, dieldrin, chlordane, and mirex, cause almost exclusively the induction of isoforms of the CYP2B (and to a lesser extent the CYP3A) subfamilies.
2(0,0,0,2) Details
1715015 Kocarek TA, Schuetz EG, Guzelian PS: Selective induction of cytochrome P450e by kepone (chlordecone) in primary cultures of adult rat hepatocytes. Mol Pharmacol. 1991 Aug;40(2):203-10.

Kepone also resembled phenobarbital in these experiments, in that there were dose-dependent increases in the amounts of hepatocellular P450p, P450pcn2, P450PB-1, P450f, and NADPH-cytochrome P450 oxidoreductase mRNAs.
In contrast, additions to the medium of mirex, a structural analog of kepone, effectively induced both P450b and P450e mRNAs and their proteins.
1(0,0,0,1) Details
3104120 Ebel RE, Barlow RL, McGrath EA: Chloroform hepatotoxicity in the Mongolian gerbil. Fundam Appl Toxicol. 1987 Feb;8(2):207-16.

Based on elevations in serum transaminase activities in response to CHCl3 exposure, control gerbils were more sensitive to CHCl3 than were gerbils treated with phenobarbital, chlordecone, mirex, or 3-methylcholanthrene.
At a dose of 500 microliter/kg, cytochrome P-450 and its reductase were decreased by about 25% in the chlordecone-induced gerbil.
1(0,0,0,1) Details
6188242 Chambers JE, Trevathan CA: Effect of mirex, dechlorinated mirex derivatives and chlordecone on microsomal mixed-function oxidase activity and other hepatic parameters. Toxicol Lett. 1983 Apr;16(1-2):109-15.

All compounds increased microsomal cytochrome P-450 content, NADPH-cytochrome c reductase activity, and hepatic ascorbic acid concentration.
1(0,0,0,1) Details
2481348 Mehendale HM: Mechanism of the lethal interaction of chlordecone and CCl4 at non-toxic doses. Toxicol Lett. 1989 Dec;49(2-3):215-41.

Close structural analogs of chlordecone such as mirex and photomirex do not share the propensity of chlordecone to potentiate halomethane toxicity.
Mechanisms such as induction of microsomal cytochrome P-450 by chlordecone and greater lipid peroxidation are inadequate to explain the remarkably powerful potentiation of toxicity and lethality.
1(0,0,0,1) Details
8722114 Hodgson E, Levi PE: Pesticides: an important but underused model for the environmental health sciences. Environ Health Perspect. 1996 Mar;104 Suppl 1:97-106.


Aspects considered include the role of pesticides as substrates for xenobiotic-metabolizing enzymes such as cytochrome P450 and the flavin-containing monooxygenase and their role as inducers or inhibitors of metabolic enzymes.
1(0,0,0,1) Details
6618147 Campbell MA, Gyorkos J, Leece B, Homonko K, Safe S: The effects of twenty-two organochlorine pesticides as inducers of the hepatic drug-metabolizing enzymes. Gen Pharmacol. 1983;14(4):445-54.

The effects of 22 organohalogen pesticides as inducers of hepatic drug-metabolizing enzymes in the immature male Wistar rat have been determined, this group includes four isomeric hexachlorocyclohexanes, technical chlordane, alpha-chlordane, gamma-chlordane, oxychlordane, trans-nonachlor, heptachlor, heptachlor epoxide, aldrin, dieldrin, kepone, toxaphene, mirex, hexachlorobenzene (HCB) and several DDT analogs.
With the exception of HCB, all of the pesticides induced microsomal dimethylaminoantipyrine, N-demethylase and aldrin epoxidase activities and the cytochrome P-450 content of microsomes from animals pretreated with most of the compounds was also increased compared to control rats.
1(0,0,0,1) Details
6200121 Ebel RE: Hepatic microsomal p-nitroanisole O-demethylase. Biochem Pharmacol. 1984 Feb 15;33(4):559-64.

Effects of chlordecone or mirex induction in male and female rats..
Both pesticides elevated the levels of cytochrome P-450 in a time- and dose-dependent manner.
1(0,0,0,1) Details
7903485 Kitchin KT, Brown JL, Kulkarni AP: Predicting rodent carcinogenicity of halogenated hydrocarbons by in vivo biochemical parameters. Teratog Carcinog Mutagen. 1993;13(4):167-84.

The effects of these 40 chemicals on four biochemical assays [hepatic DNA damage by alkaline elution (DD), hepatic ornithine decarboxylase activity (ODC), serum alanine aminotransferase activity (ALT), and hepatic cytochrome P-450 content (P450)] were determined.
For predicting the carcinogenicity of the most difficult halogenated hydrocarbons (Ames and SA negative chemicals), TS was capable of successfully predicting the carcinogenicity of 8 (carbon tetrachloride, chloroform, alpha-hexachlorocyclohexane, kepone, mirex, monuron, p,p'-DDE, and 2,4,6-trichlorophenol) out of 16 of these non-DNA-reactive halogenated hydrocarbon carcinogens.
1(0,0,0,1) Details
6102422 Murphy MJ, Piper LJ, McMartin DN, Kaminsky LS: The role of cytochrome P-450-inducing agents in potentiaing the toxicity of fluroxene (2,2,2-trifluoroethyl vinyl ether). Toxicol Appl Pharmacol. 1980 Jan;52(1):69-81.

1(0,0,0,1) Details
11460723 Zapata-Perez O, Sima-Alvarez R, Norena-Barroso E, Guemes J, Gold-Bouchot G, Ortega A, Albores-Medina A: Toxicity of sediments from Bahia de Chetumal, Mexico, as assessed by hepatic EROD induction and histology in nile tilapia Oreochromis niloticus. Mar Environ Res. 2000 Jul-Dec;50(1-5):385-91.

Total cytochrome P-450 and EROD activity were measured in fish liver.
EROD activity correlated to HCB, op'-DDE, pp'-DDE, pp'-DDD, mirex and PCB 18 concentrations.
1(0,0,0,1) Details