| Name | cytochrome P450 (protein family or complex) |
|---|---|
| Synonyms | cytochrome P450; cytochrome P 450; CYP450; CYP 450 |
| Name | malathion |
|---|---|
| CAS | diethyl 2-[(dimethoxyphosphinothioyl)thio]butanedioate |
| PubMed | Abstract | RScore(About this table) | |
|---|---|---|---|
| 7922151 | Bitsi GA, Singh K, Khan SU, Akhtar MH, Kacew S, White ND: Fate of wheat bound malathion residues in rats during gestation. Chemosphere. 1994 Aug;29(3):451-5. |
0(0,0,0,0) | Details |
| 16446993 | Babu NS, Malik JK, Rao GS, Aggarwal M, Ranganathan V: Interactive alterations of arsenic and malathion in the disposition kinetics of pefloxacin. Arch Environ Contam Toxicol. 2006 May;50(4):587-93. Epub 2006 Jan 30. Since arsenic and malathion are shown to exert an inhibitory effect on cytochrome P450 activities, their continuous exposure may alter the disposition kinetics of drugs that are predominantly metabolized hepatically. |
162(2,2,2,2) | Details |
| 3564013 | Ketterman AJ, Pond SM, Becker CE: The effects of differential induction of cytochrome P-450, carboxylesterase and glutathione S-transferase activities on malathion toxicity in mice. Toxicol Appl Pharmacol. 1987 Mar 15;87(3):389-92. The organophosphorous pesticide malathion is metabolized by three hepatic enzyme systems: the microsomal cytochrome P-450-dependent monooxygenase system, the microsomal carboxylesterases, and the cytosolic glutathione S-transferases. |
87(1,1,2,2) | Details |
| 7481747 | Johnston G: The study of interactive effects of pollutants: a biomarker approach. Sci Total Environ. 1995 Oct 27;171(1-3):205-12. The mechanism of increased activation of malathion due to induction of cytochrome P-450 by prochloraz is reviewed. |
81(1,1,1,1) | Details |
| 19603180 | Yu Q, Abdallah I, Han H, Owen M, Powles S: Distinct non-target site mechanisms endow resistance to ACCase and ALS-inhibiting herbicides in multiple herbicide-resistant Lolium rigidum. Planta. 2009 Sep;230(4):713-23. Epub 2009 Jul 15. By using the cytochrome P450 inhibitor malathion and amitrole with ALS and ACCase herbicides, respectively, we showed that malathion reverses chlorsulfuron resistance and amitrole reverses diclofop resistance in the R population examined. |
32(0,1,1,2) | Details |
| 7871535 | Ronis MJ, Badger TM: Toxic interactions between fungicides that inhibit biosynthesis and phosphorothioate insecticides in the male rat and bobwhite quail (Colinus virginianus). Toxicol Appl Pharmacol. 1995 Feb;130(2):221-8. Induction of cytochrome P450 in rat and quail liver by EBIFs was accompanied by enhanced oxidative desulfuration of malathion, parathion, and diazinon to toxic oxon products. |
31(0,1,1,1) | Details |
| 15557345 | Buratti FM, D'Aniello A, Volpe MT, Meneguz A, Testai E: Malathion bioactivation in the human liver: the contribution of different cytochrome p450 isoforms. Drug Metab Dispos. 2005 Mar;33(3):295-302. Epub 2004 Nov 22. |
7(0,0,1,2) | Details |
| 6731990 | Ehrich M, Larsen C, Arnold J: Organophosphate detoxification related to induced hepatic microsomal enzymes of chickens. Am J Vet Res. 1984 Apr;45(4):755-8. Detoxification of the organophosphate malathion in its activated form (malaoxon) was increased in livers of chickens given microsomal enzyme inducers (beta-naphthoflavone, 3-methylcholanthrene, butylated hydroxytoluene (BHT), or polychlorinated biphenyls). Positive correlations between inducer and microsomal enzyme activity were demonstrated for beta-naphthoflavone with demethylation of p-nitroanisole and for 3-methylcholanthrene and for BHT with cytochrome P450/448 and cytochrome b5. |
2(0,0,0,2) | Details |
| 3148489 | Houpt DR, Pursey JC, Morton RA: Genes controlling malathion resistance in a laboratory-selected population of Drosophila melanogaster. Genome. 1988 Dec;30(6):844-53. These genes appear to be involved in the regulation of microsomal cytochrome P-450. |
2(0,0,0,2) | Details |
| 19140516 | Zabrodskii PF, Drevko BI, Mandych VG, Germanchuk VG, Balashov SV, Kuz'min AV: [Changes in the toxicity and immunotoxity of tetrachloromethane and carbophos under the action of 2,4,6-triphenyl-4H-selenopyran and their connection with cytochrome P-450 dependent monooxygenase system]. Eksp Klin Farmakol. 2008 Nov-Dec;71(6):42-4. |
2(0,0,0,2) | Details |
| 8980025 | Baerg RJ, Barrett M, Polge ND: Insecticide and Insecticide Metabolite Interactions with Cytochrome P450 Mediated Activities in Maize. Pestic Biochem Physiol. 1996 May;55(1):10-20. Hydroxylations of nicosulfuron, bentazon, and were inhibited by malathion 83, 92, 38, and 0%, respectively. |
1(0,0,0,1) | Details |
| 4035714 | Hasegawa L, Imamura T: Inhibitory effect of various organophosphorus esters on rat liver malathion carboxylesterase in vitro: role of mixed-function oxidases. Toxicol Lett. 1985 Aug;26(2-3):225-31. There was cytochrome P-450-mediated oxidative deactivation of all compounds tested, this was especially profound with inhibitors containing an ethyl thiolate moiety. |
1(0,0,0,1) | Details |
| 6639686 | Imamura T, Gandy J, Fukuto TR: Selective inhibition of rat pulmonary monooxygenase by O,O,S-trimethyl phosphorothioate treatment. Biochem Pharmacol. 1983 Nov 1;32(21):3191-5. At 20 mg/kg OOS, the cytochrome P-450 content of the lung and liver decreased to 83 and 80% of the control levels respectively. Pulmonary malathion carboxylesterase activity was not affected by OOS treatment. |
1(0,0,0,1) | 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). |
1(0,0,0,1) | Details |
| 1868789 | Babich H, Rosenberg DW, Borenfreund E: In vitro cytotoxicity studies with the fish hepatoma cell line, PLHC-1 (Poeciliopsis lucida). Ecotoxicol Environ Saf. 1991 Jun;21(3):327-36. The organochlorine pesticides (alachlor and p,p'-methoxychlor) were more cytotoxic than the organophosphorus pesticides (EPN, diazinon, and malathion). Xenobiotic-metabolizing capacity was temperature dependent, with enzymatic activity increasing as the temperature was increased from 28 to 34 to 37 degrees C, was inducible by Aroclor 1254 (a chemical inducer of cytochrome P450-dependent monooxygenase activity), and was reduced by EPN (an inhibitor of P450 activity). |
1(0,0,0,1) | Details |
| 18528686 | Naraharisetti SB, Aggarwal M, Sarkar SN, Malik JK: Concurrent subacute exposure to arsenic through drinking water and malathion via diet in male rats: effects on hepatic drug-metabolizing enzymes. Arch Toxicol. 2008 Aug;82(8):543-51. Epub 2008 Jun 5. At term, toxicity was assessed by evaluating changes in body weight, liver weight, levels of cytochrome P (450) (CYP), cytochrome b (5) and microsomal and cytosolic proteins, and activities of aminopyrine-N-demethylase (ANDM), -P-hydroxylase (APH), glutathione-S-transferase (GST) and glucuronosyltransferase (UGT) in liver. |
1(0,0,0,1) | Details |
| 15091443 | Johnston G, Dawson A, Walker CH: Effects of prochloraz and malathion on the red-legged partridge: a semi-natural field study. Environ Pollut. 1996;91(2):217-25. Cytochrome P-450, aldrin epoxidase and 7-ethoxyresorufin-O-deethylase (EROD) activities were found to be significantly higher in the group exposed to prochloraz alone compared to controls, suggesting that induction of the hepatic microsomal monooxygenase system had occurred by ingestion of prochloraz-treated wheat. |
1(0,0,0,1) | Details |
| 12495187 | Rodriguez MM, Bisset J, Ruiz M, Soca A: Cross-resistance to pyrethroid and organophosphorus insecticides induced by selection with temephos in Aedes aegypti (Diptera: Culicidae) from Cuba. J Med Entomol. 2002 Nov;39(6):882-8. Little or no cross-resistance was observed to the organophosphates, malathion and fenitrothion, but high cross-resistance was observed for the pyrethroid deltamethrin (337.5x) and the organophosphate fenthion (12.74x). Synergism tests implicated detoxifying esterases in temephos and fenthion resistance and deltamethrin resistance was associated with a cytochrome P450 monooxygenasa. |
1(0,0,0,1) | Details |
| 6620420 | Gupta RC, Welsch F, Thornburg JE, Paul BS: Effect of chloramphenicol pretreatment on malathion-induced acute toxicity in the rat. J Toxicol Environ Health. 1983 Apr-Jun;11(4-6):897-905. It was previously established that CAP inhibits (1) the cytochrome-P-450-catalyzed oxidative desulfuration of methylparathion to the much more toxic analog methylparaoxon (MOX) and (2) the carboxyesterase in rat liver. |
1(0,0,0,1) | Details |
| 7875126 | Rodriguez-Ariza A, Diaz-Mendez FM, Navas JI, Pueyo C, Lopez-Barea J: Metabolic activation of carcinogenic aromatic amines by fish exposed to environmental pollutants. Environ Mol Mutagen. 1995;25(1):50-7. Fish were treated with Aroclor 1254, pesticides (malathion and dieldrin), or (II), and compared to Aroclor 1254-treated rats. The promutagen activation capabilities of the S9 fractions were further characterized by studying the effect of two monooxygenase inhibitors, alpha-naphthoflavone, a well known inhibitor of aromatic hydrocarbon-inducible forms of cytochrome P450, and methimazole, a substrate for the flavin monooxygenase (FMO) system. |
1(0,0,0,1) | Details |
| 3488742 | Koizumi A, Hasegawa L, Thomas IK, Imamura T: Effect of induction of T-cell-dependent antibody with sheep red blood cells on P-450-dependent and -independent xenobiotic metabolizing enzymes. Biochem Pharmacol. 1986 Aug 15;35(16):2743-8. The effect of an antigenic challenge with sheep red blood cells (SRBC) on the activities of cytochrome P-450-dependent and -independent xenobiotic metabolizing enzymes and on lipid peroxidation in the liver was investigated. Similarly, the difference due to the strain and the H-2 locus was detected in the activities of P-450-independent enzymes such as malathion and diethyl carboxylesterases, glutathione S-transferase, and epoxide hydrolases in microsomal and cytosolic fractions. |
1(0,0,0,1) | Details |
| 12826097 | Le Goff G, Boundy S, Daborn PJ, Yen JL, Sofer L, Lind R, Sabourault C, Madi-Ravazzi L, ffrench-Constant RH: Microarray analysis of cytochrome P450 mediated insecticide resistance in Drosophila. Insect Biochem Mol Biol. 2003 Jul;33(7):701-8. We show that all three DDT selected P450s can confer resistance to the neonicotinoid imidacloprid but that Cyp6a8 confers no cross-resistance to malathion. |
1(0,0,0,1) | Details |
| 9626537 | Walker CH: The use of biomarkers to measure the interactive effects of chemicals. Ecotoxicol Environ Saf. 1998 May-Jun;40(1-2):65-70. The interactive effects of mixtures of pesticides in the field are starting to be investigated by this approach (e.g., a recent study of the combined action of malathion and prochloraz in the red-legged partridge). Assays for DNA damage can indicate where there is an increase in the rate of activation of carcinogens and mutagens due to induction of the cytochrome P450 system. |
1(0,0,0,1) | Details |
| 14669870 | Jauregui J, Valderrama B, Albores A, Vazquez-Duhalt R: Microsomal transformation of organophosphorus pesticides by white rot fungi. Biodegradation. 2003 Dec;14(6):397-406. These results, supported by specific inhibition experiments and the stringent requirement for during the in vitro assays suggest the involvement of a cytochrome P450. The products from these reactions and from the transformation of trichlorfon and malathion, were identified by mass-spectrometry. |
1(0,0,0,1) | Details |
| 11425027 | Lee SE, Lees EM: Biochemical mechanisms of resistance in strains of Oryzaephilus surinamensis (Coleoptera: Silvanidae) resistant to malathion and chlorpyrifos-methyl. J Econ Entomol. 2001 Jun;94(3):706-13. Cytochrome P450 monooxygenase activity was based on cytochrome P450 content, aldrin epoxidase activity, and oxidation of organophosphate insecticides, all elevated in resistant strains. |
1(0,0,0,1) | Details |
| 14658508 | Perez-Mendoza J, Fabrick JA, Zhu KY, Baker JE: Alterations in esterases are associated with malathion resistance in Habrobracon hebetor (Hymenoptera: Braconidae). J Econ Entomol. 2000 Feb;93(1):31-7. |
0(0,0,0,0) | Details |
| 3629631 | Reidy GF, Rose HA, Stacey NH: Effect of length of exposure to malathion on xenobiotic biotransformation in male rat liver. Toxicol Lett. 1987 Sep;38(1-2):193-9. |
0(0,0,0,0) | Details |