| Name | CYP3A4 |
|---|---|
| Synonyms | CP33; CYP3; HLP; CYP3A; CP34; CYP 3A4; CYP 3; CYP3A3… |
| Name | chlorpyrifos |
|---|---|
| CAS |
| PubMed | Abstract | RScore(About this table) | |
|---|---|---|---|
| 11714865 | Dai D, Tang J, Rose R, Hodgson E, Bienstock RJ, Mohrenweiser HW, Goldstein JA: Identification of variants of CYP3A4 and characterization of their abilities to metabolize and chlorpyrifos. J Pharmacol Exp Ther. 2001 Dec;299(3):825-31. |
123(1,2,3,8) | Details |
| 20183062 | Abass K, Turpeinen M, Pelkonen O: An evaluation of the cytochrome P450 inhibition potential of selected pesticides in human hepatic microsomes. J Environ Sci Health B. 2009 Aug;44(6):553-63. Generally organophosphorus insecticides were the most potent and extensive inhibitors, especially towards CYP1A1/2 (IC (50) values of chlorpyrifos, fenitrothion and profenofos approximately 3 micro M), CYP2B6 (IC (50) values of chlorpyrifos and fenitrothion 2.5 micro M), CYP2C8 (fenitrothion 4.3 micro M), CYP2C9 (fenitrothion and malathion 4.8 and 2.5 micro M, respectively), CYP2D6 (chlorpyrifos and phenthoate approximately 3 micro M) and CYP3A4 (chlorpyrifos, fenitrothion and phenthoate 3-4 micro M). |
33(0,1,1,3) | Details |
| 10996483 | Sams C, Mason HJ, Rawbone R: Evidence for the activation of organophosphate pesticides by cytochromes P450 3A4 and 2D6 in human liver microsomes. Toxicol Lett. 2000 Aug 16;116(3):217-21. The unexpected finding that CYP2D6, as well as CYP3A4, catalysed oxidative biotransformation was confirmed for chlorpyrifos and parathion using microsomes prepared from a human lymphoblastoid cell line expressing CYP2D6. |
112(1,2,2,2) | Details |
| 15560889 | Usmani KA, Hodgson E, Rose RL: In vitro metabolism of carbofuran by human, mouse, and rat cytochrome P450 and interactions with chlorpyrifos, and Chem Biol Interact. 2004 Dec 7;150(3):221-32. Chlorpyrifos, an irreversible non-competitive inhibitor of CYP3A4, inhibits the formation of 3-hydroxycarbofuran in HLM (IC50: 39 microM). |
88(1,1,1,8) | Details |
| 19326769 | Das PC, Cao Y, Roset RL, Cherrington N, Hodgson E: Enzyme induction and cytotoxicity in human hepatocytes by chlorpyrifos and N,N-diethyl-m-toluamide (DEET). Drug Metabol Drug Interact. 2008;23(3-4):237-60. Chlorpyrifos and DEET also mediated the expression of CYP isoforms, particularly CYP3A4, CYP2B6 and CYP1A1, as shown by CYP3A4-specific protein expression, metabolism and CYP1Al-specific activity assays. |
87(1,1,2,2) | Details |
| 16790556 | Usmani KA, Cho TM, Rose RL, Hodgson E: Inhibition of the human liver microsomal and human cytochrome P450 1A2 and 3A4 metabolism of by deployment-related and other chemicals. Drug Metab Dispos. 2006 Sep;34(9):1606-14. Epub 2006 Jun 21. Preincubation of CYP3A4 with chlorpyrifos, fonofos, deltamethrin, or permethrin resulted in 94, 87, 58, and 37% inhibition of E2 metabolism. |
35(0,1,1,5) | Details |
| 18322939 | Hodgson E, Rose RL: Metabolic interactions of agrochemicals in humans. Pest Manag Sci. 2008 Jun;64(6):617-21. The insecticides chlorpyrifos, carbaryl, carbofuran and fipronil, as well as the repellant DEET, are all extensively metabolized by human liver microsomes and, although a number of CYP isoforms may be involved, CYP2B6 and CYP3A4 are usually the most important. |
32(0,1,1,2) | Details |
| 12642463 | Usmani KA, Rose RL, Hodgson E: Inhibition and activation of the human liver microsomal and human cytochrome P450 3A4 metabolism of by deployment-related chemicals. Drug Metab Dispos. 2003 Apr;31(4):384-91. The greatest inhibition of TST metabolism in HLM was following preincubation with organophosphorus compounds, including chlorpyrifos, phorate, and fonofos, with up to 80% inhibition noticed for several metabolites including 6beta-OHTST. |
5(0,0,0,5) | Details |
| 18447001 | Cho TM, Rose RL, Hodgson E: The effect of chlorpyrifos-oxon and other xenobiotics on the human cytochrome P450-dependent metabolism of naphthalene and deet. Drug Metabol Drug Interact. 2007;22(4):235-62. CPO inhibited CYP1A2 production of naphthalene metabolites, while activating their production by CYP3A4. |
5(0,0,0,5) | Details |
| 17897769 | Buratti FM, Testai E: Evidences for CYP3A4 autoactivation in the desulfuration of dimethoate by the human liver. Toxicology. 2007 Nov 20;241(1-2):33-46. Epub 2007 Aug 6. This atypical kinetic behaviour can be considered one of the possible explanations for the recent findings that among patients hospitalized following OPT intoxication, DIM ingestion gave different symptoms and more severe poisoning (23.1% of fatal cases versus total) than chlorpyrifos (8% of deaths), which has a lower LD (50) value. |
4(0,0,0,4) | Details |
| 17110060 | Buratti FM, Leoni C, Testai E: Foetal and adult human CYP3A isoforms in the bioactivation of organophosphorothionate insecticides. Toxicol Lett. 2006 Dec 15;167(3):245-55. Epub 2006 Oct 24. Since OPT-induced neurodevelopmental effects may be due to in situ bioactivation by foetal enzymes, the catalytic activity of the foetal CYP3A7 toward chlorpyrifos (CPF), parathion (PAR), malathion (MAL) and fenthion (FEN) has been assessed by using recombinant enzymes. |
4(0,0,0,4) | Details |
| 16757081 | Mutch E, Williams FM: Diazinon, chlorpyrifos and parathion are metabolised by multiple cytochromes P450 in human liver. Toxicology. 2006 Jul 5;224(1-2):22-32. Epub 2006 Apr 26. There were significant correlations between diazoxon formation from diazinon (50 microM; 500 microM) with the three CYP3A4/5 marker reactions, while IHMP formation correlated significantly with the three CYP3A4/5 reactions, the CYP2C8 marker reaction (p <0.05) and the CYP2C19 marker (p <0.01). |
2(0,0,0,2) | Details |
| 17936932 | Hodgson E, Rose RL: Human metabolic interactions of environmental chemicals. J Biochem Mol Toxicol. 2007;21(4):182-6. OPs are potent irreversible inhibitors of metabolism by cytochrome P450 (CYP) 3A4 and of metabolism by CYP3A4 and CYP1A2. It has also been shown that the esterase (s) responsible for the initial step in permethrin metabolism in human liver is inhibited by both chlorpyrifos oxon and carbaryl. |
2(0,0,0,2) | Details |
| 15764407 | Sams C, Cocker J, Lennard MS: Biotransformation of chlorpyrifos and diazinon by human liver microsomes and recombinant human cytochrome P450s (CYP). Xenobiotica. 2004 Oct;34(10):861-73. In contrast, both desulphuration and dearylation of diazinon were catalysed at similar rates, in the rank order CYP2C19 > CYP1A2 > CYP2B6 > CYP3A4. |
1(0,0,0,1) | Details |
| 20035023 | Ellero S, Chakhtoura G, Barreau C, Langouet S, Benelli C, Penicaud L, Beaune P, de Waziers I: Xenobiotic-metabolizing cytochromes p450 in human white adipose tissue: expression and induction. Drug Metab Dispos. 2010 Apr;38(4):679-86. Epub 2009 Dec 24. These results suggest that the mechanisms by which P450s of family 1 are regulated in the liver are also functional in human WAT, but those regulating CYP2 and CYP3 expression are not. The WAT and liver models were then treated with typical P450 inducers (rifampicin, phenobarbital, and 2,3,7,8-tetrachlorodibenzo-p-dioxin) and lipophilic pollutants (lindane, prochloraz, and chlorpyrifos), and the effects on P450 expression were studied. |
1(0,0,0,1) | Details |
| 15896444 | Pope CN, Karanth S, Liu J, Yan B: Comparative carboxylesterase activities in infant and adult liver and their in vitro sensitivity to chlorpyrifos oxon. Regul Toxicol Pharmacol. 2005 Jun;42(1):64-9. Epub 2005 Feb 24. Proteins (3 microg) were separated and blotted using antibodies against rat hydrolase S (HS), human carboxylesterase (HCE) types 1 and 2, and CYP3A4. |
1(0,0,0,1) | Details |
| 11854147 | Usmani KA, Rose RL, Goldstein JA, Taylor WG, Brimfield AA, Hodgson E: In vitro human metabolism and interactions of repellent N,N-diethyl-m-toluamide. Drug Metab Dispos. 2002 Mar;30(3):289-94. Among 15 cDNA-expressed P450 enzymes examined, CYP1A2, 2B6, 2D6*1 (Val (374)), and 2E1 metabolized DEET to the BALC metabolite, whereas CYP3A4, 3A5, 2A6, and 2C19 produced the ET metabolite. Mice treated with DEET demonstrated induced levels of the CYP2B family, increased hydroxylation, and a 2.4-fold increase in the metabolism of chlorpyrifos to chlorpyrifos-oxon, a potent anticholinesterase. |
1(0,0,0,1) | Details |
| 17427179 | Joo H, Choi K, Rose RL, Hodgson E: Inhibition of fipronil and nonane metabolism in human liver microsomes and human cytochrome P450 isoforms by chlorpyrifos. J Biochem Mol Toxicol. 2007;21(2):76-80. CPS significantly inhibited the metabolism of fipronil by CYP3A4 as well as the metabolism of nonane by CYP2B6. |
1(0,0,0,1) | Details |
| 12385721 | Tang J, Cao Y, Rose RL, Hodgson E: In vitro metabolism of carbaryl by human cytochrome P450 and its inhibition by chlorpyrifos. Chem Biol Interact. 2002 Oct 20;141(3):229-41. CYP1A1 and 1A2 had the greatest ability to form 5-hydroxycarbaryl, while CYP3A4 and CYP1A1 were the most active in generation of 4-hydroxycarbaryl. |
1(0,0,0,1) | Details |
| 11502728 | Tang J, Cao Y, Rose RL, Brimfield AA, Dai D, Goldstein JA, Hodgson E: Metabolism of chlorpyrifos by human cytochrome P450 isoforms and human, mouse, and rat liver microsomes. Drug Metab Dispos. 2001 Sep;29(9):1201-4. CYP3A4 has high activity for both dearylation and desulfuration. |
1(0,0,0,1) | Details |
| 12620367 | Buratti FM, Volpe MT, Meneguz A, Vittozzi L, Testai E: CYP-specific bioactivation of four organophosphorothioate pesticides by human liver microsomes. Toxicol Appl Pharmacol. 2003 Feb 1;186(3):143-54. The bioactivation of azinphos-methyl (AZIN), chlorpyrifos (CPF), diazinon (DIA), and parathion (PAR), four widely used organophosphorothioate (OPT) pesticides has been investigated in human liver microsomes (HLM). Our data indicated that CYP1A2 is mainly involved in OPT desulfuration at low pesticide concentrations, while the role of CYP3A4 is more significant to the low-affinity component of OPT bioactivation. |
1(0,0,0,1) | Details |