Protein Information

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

Compound Information

Name carbaryl
CAS

Reference List

PubMed Abstract RScore(About this table)
11422509 Scharf ME, Parimi S, Meinke LJ, Chandler LD, Siegfried BD: Expression and induction of three family 4 cytochrome P450 (CYP4)* genes identified from insecticide-resistant and susceptible western corn rootworms, Diabrotica virgifera virgifera. Insect Mol Biol. 2001 Apr;10(2):139-46.

We have previously determined that cytochrome P450-based oxidation is involved in resistance to the insecticides methyl parathion and carbaryl in geographically distinct Nebraska western corn rootworm populations.
83(1,1,1,3) Details
10563966 Keseru GM, Balogh G, Czudor I, Karancsi T, Feher A, Bertok B: Chemical models of cytochrome P450 catalyzed insecticide metabolism. J Agric Food Chem. 1999 Feb;47(2):762-9.

Cytochrome P450 (CP450) catalyzed oxidative metabolism of carbofuran (1), carbaryl (2), and pirimicarb (3) has been modeled using biomimetic oxidations catalyzed by iron (III) tetraarylporphyrins.
82(1,1,1,2) Details
9231337 Shrewsbury RP, Johnson LW, Oliver SR: Influence of moderate haemodilution with fluosol or normal saline on carbaryl disposition in Sprague-Dawley rats. J Pharm Pharmacol. 1997 Mar;49(3):236-40.

In rats carbaryl undergoes extensive biotransformation involving both albumin-mediated hydrolysis and cytochrome P-450-mediated metabolism; studies have suggested that approximately one-half of a carbaryl dose is hydrolysed and one-half is metabolized.
82(1,1,1,2) Details
4846310 Stevens JT, Zemaitis MA, Greene FE: Alteration of the binding constants of malathion and carbaryl to cytochrome P-450 due to hydrolysis by rat hepatic microsomal esterases. Chem Biol Interact. 1974 Jun;8(6):415-20.
81(1,1,1,1) 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.
37(0,1,2,2) Details
15747499 Hodgson E, Rose RL: Human metabolism and metabolic interactions of deployment-related chemicals. Drug Metab Rev. 2005;37(1):1-39.

These initial studies have examined the human metabolism by cytochrome P450, other phase I enzymes, and their isoforms and, in some cases, their polymorphic variants of compounds such as chlorpyrifos, carbaryl, DEET, permethrin, and pyridostigmine bromide, and, to a lesser extent, other chemicals from the same chemical and use classes, including solvents, jet fuel components, and sulfur mustard metabolites.
31(0,1,1,1) Details
115523 Neskovic N, Milosevic M, Kljajic R: Cytochrome P-450 content and NADPH-cytochrome c reductase activity in rats treated with carbaryl and propoxur. Bull Environ Contam Toxicol. 1979 Nov;23(4-5):438-44.
6(0,0,1,1) Details
17553063 Boronat S, Casado S, Navas JM, Pina B: Modulation of aryl hydrocarbon receptor transactivation by carbaryl, a nonconventional ligand. FEBS J. 2007 Jul;274(13):3327-39. Epub 2007 Jun 6.

Carbaryl (1-naphthyl-N-methylcarbamate), a widely used carbamate insecticide, induces cytochrome P450 1A gene expression in mammalian cells.
6(0,0,1,1) Details
3102203 Knight EV, Chin BH, Ueng TH, Alvares AP: Differences in the in vivo and in vitro effects of the carbamate insecticide, carbaryl on rat hepatic monooxygenases. Drug Chem Toxicol. 1986;9(3-4):253-73.

The effects of one of the most widely used insecticides, carbaryl, on the hepatic cytochrome P-450-dependent monooxygenases were determined.
6(0,0,1,1) Details
6156018 Beraud M, Gaillard S, Derache R: Inhibition of two rat hepatic microsomal drug-metabolizing enzymes by a carcinogenic N-nitrosated pesticide: N-nitrosocarbaryl. Chem Biol Interact. 1980 Jul;31(1):103-12.


The two following microsomal enzymatic activities were assayed: aniline aromatic hydroxylase and p-nitroanisole O-demethylase; the levels of cytochrome P-450, proteins and RNA were measured in the hepatic microsomal fraction.
2(0,0,0,2) Details
8382714 Gupta M, Amma MK: Alterations in hepatic biochemistry of mice intoxicated with MIC, carbaryl and thiram. J Appl Toxicol. 1993 Jan-Feb;13(1):33-7.

The LD50 dose of all three toxicants after 0.75 h of administration could increase cytochrome P-450 and cytochrome b5 contents (82-143%), and the 1/4 LD50 of these compounds could elicit the same effect after 168 h (168-393%).
2(0,0,0,2) Details
2109706 Gay L, Ehrich M: A comparative study of drug metabolizing enzymes in adrenal glands and livers of rats and chickens. Int J Biochem. 1990;22(1):15-8.


Drug metabolizing enzymes (cytochrome P450, glutathione-S-transferase, carboxylesterase) were compared in livers and adrenal glands from rats and chickens. 2.
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.

All P450 activities were inhibited approximately 50% by carbaryl, and none were inhibited by permethrin.
1(0,0,0,1) Details
15733541 Edwards JE, Rose RL, Hodgson E: The metabolism of nonane, a JP-8 jet fuel component, by human liver microsomes, P450 isoforms and alcohol dehydrogenase and inhibition of human P450 isoforms by JP-8. Chem Biol Interact. 2005 Feb 10;151(3):203-11. Epub 2005 Jan 19.

Cytochrome P450 (CYP) isoforms 1A2, 2B6 and 2E1 metabolize nonane to 2-nonanol, whereas alcohol dehydrogenase, CYPs 2B6 and 2E1 metabolize 2-nonanol to 2-nonanone.
Nonane and 2-nonanol showed no significant effect on the metabolism of testosterone, estradiol or N,N-diethyl-m-toluamide (DEET), but did inhibit carbaryl metabolism.
1(0,0,0,1) 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.
1(0,0,0,1) Details
34483 Miller A 3rd, Henderson MC, Buhler DR: Covalent binding of carbaryl (1-naphthyl-N-methyl-carbamate) to rat liver microsomes in vitro. Chem Biol Interact. 1979 Jan;24(1):1-17.

Binding was markedly increased, 2- to 3-fold, by pretreatment of animals with phenobarbital or 3-methylcholanthrene and appeared to be dependent on the production of an active metabolite which was formed oxidatively in liver microsomes by cytochrome P-450 mixed-function oxidases.
1(0,0,0,1) Details
16684654 Hodgson E, Rose RL: Organophosphorus chemicals: potent inhibitors of the human metabolism of steroid hormones and xenobiotics. Drug Metab Rev. 2006;38(1-2):149-62.


Recent studies have demonstrated that organophosphate insecticides containing this moiety are potent inhibitors of the metabolism of both xenobiotics and endogenous substrates by human liver microsomes and by specific human cytochrome P450 isoforms.
1(0,0,0,1) Details
2493170 Beraud M, Forgue MF, Pipy B, Derache P: Interaction of carbaryl and N-nitrosocarbaryl with microsomal monooxygenase activities. Toxicol Lett. 1989 Feb;45(2-3):251-60.

0(0,0,0,0) Details