Protein Information

Name epoxide hydrolase
Synonyms EPHX; EPHX 1; EPHX1; EPHX1 protein; EPOX; Epoxide hydratase; Epoxide hydrolase; Epoxide hydrolase 1…

Compound Information

Name piperonyl butoxide
CAS 5-[[2-(2-butoxyethoxy)ethoxy]methyl]-6-propyl-1,3-benzodioxole

Reference List

PubMed Abstract RScore(About this table)
3814174 Geneve J, Larrey D, Letteron P, Descatoire V, Tinel M, Amouyal G, Pessayre D: Metabolic activation of the tricyclic antidepressant amineptine--I. Biochem Pharmacol. 1987 Feb 1;36(3):323-9.

Covalent binding required NADPH and molecular oxygen and was decreased when the incubation was made in the presence of inhibitors of cytochrome P-450 such as piperonyl butoxide (4 mM), SKF 525-A (4 mM) or carbon monoxide (80:20 CO-O2 atmosphere).
In contrast, binding was increased when microsomes from untreated hamsters were incubated in the presence of 0.5 mM 1,1,1-trichloropropene 2,3-oxide, an inhibitor of epoxide hydrolase.
1(0,0,0,1) Details
6491983 Buckpitt AR, Bahnson LS, Franklin RB: Hepatic and pulmonary microsomal metabolism of naphthalene to glutathione adducts: factors affecting the relative rates of conjugate formation. J Pharmacol Exp Ther. 1984 Nov;231(2):291-300.

Epoxide hydrolase induction by dietary butylated hydroxyanisole or inhibition by cyclohexene oxide altered the rate of hepatic microsomal formation of naphthalene dihydrodiol in the expected manner and increased the production of conjugate peak 2.
Addition of piperonyl butoxide or SKF 525-A to hepatic microsomal incubations markedly decreased covalent binding of naphthalene metabolites but only slightly decreased glutathione adduct formation.
1(0,0,0,1) Details
6148217 Forte AJ, Wilson JM, Slattery JT, Nelson SD: The formation and toxicity of catechol metabolites of acetaminophen in mice. Drug Metab Dispos. 1984 Jul-Aug;12(4):484-91.

Mouse liver microsomes catalyze the oxidation of acetaminophen to the catechol in an apparent cytochrome P-450-mediated reaction that is induced by phenobarbital and inhibited by piperonyl butoxide, but is surprisingly not altered by cobaltous chloride.
These results, coupled with results of previous investigations with 18O2 and epoxide hydrolase, indicate that a mechanism different from either direct insertion or epoxidation is involved in the formation of the catechol metabolite of acetaminophen.
1(0,0,0,1) Details
8723729 Lillibridge JH, Amore BM, Slattery JT, Kalhorn TF, Nelson SD, Finnell RH, Bennett GD: Protein-reactive metabolites of carbamazepine in mouse liver microsomes. . Drug Metab Dispos. 1996 May;24(5):509-14.

A dependence on cytochrome P450 was shown by a requirement for NADPH and inhibition by carbon monoxide, 1-aminobenzotriazole, piperonyl butoxide, and stiripentol.
Evidence for the formation of an arene oxide was sought through the use of inhibitors of epoxide hydrolases, including cyclohexene oxide, chalcone oxides (with the addition of cytosol as appropriate), and by the addition of recombinant human soluble and microsomal epoxide hydrolases and recombinant rat microsomal epoxide hydrolase.
1(0,0,0,1) Details
19179004 Marco-Urrea E, Perez-Trujillo M, Caminal G, Vicent T: Dechlorination of 1,2,3- and 1,2,4-trichlorobenzene by the white-rot fungus Trametes versicolor. J Hazard Mater. 2009 Jul 30;166(2-3):1141-7. Epub 2008 Dec 25.

Cytochrome P450 monooxygenase appears to be involve in the first step of 1,2,4-TCB degradation, as evidenced by marked inhibition of both dechlorination and degradation of 1,2,4-TCB in the presence of the known cyt P450 inhibitors 1-aminobenzotriazole and piperonyl butoxide.
Based on these results, a degradation pathway of 1,2,4-TCB through cyt P450 monooxygenase and epoxide hydrolase was proposed.
1(0,0,0,1) Details
6149883 Mullin CA, Matsumura F, Croft BA: Epoxide forming and degrading enzymes in the spider mite, Tetranychus urticae. Comp Biochem Physiol C. 1984;79(1):85-92.

Epoxidation of aldrin was primarily microsomal, required NADPH, was associated with a NADPH-cytochrome c reductase, and was inhibited by CO, 1-phenylimidazole and piperonyl butoxide.
Trans- and cis-epoxide hydrolases resided mostly in the microsomal fraction but were localized also in the cytosol.
1(0,0,0,1) Details
2764708 Catinot R, Hoellinger H, Sonnier M, Do-Cao-Thang, Pichon J, Nguyen-Hoang-Nam: In vitro covalent binding of the pyrethroids cismethrin, cypermethrin and deltamethrin to rat liver homogenate and microsomes. Arch Toxicol. 1989;63(3):214-20.

With microsomes, inhibition of cytochrome P-450 and mixed function oxidases by carbon monoxide and piperonyl butoxide reduced the covalent binding so far as to be nearly absent.
Eighty percent inhibition of epoxide hydrolase decreased the covalent binding by 50%.
1(0,0,0,1) Details