| Name | cytochrome P450 (protein family or complex) |
|---|---|
| Synonyms | cytochrome P450; cytochrome P 450; CYP450; CYP 450 |
| Name | acrylonitrile |
|---|---|
| CAS | 2-propenenitrile |
| PubMed | Abstract | RScore(About this table) | |
|---|---|---|---|
| 7570594 | Gargas ML, Andersen ME, Teo SK, Batra R, Fennell TR, Kedderis GL: A physiologically based dosimetry description of acrylonitrile and cyanoethylene oxide in the rat. Toxicol Appl Pharmacol. 1995 Oct;134(2):185-94. The cytochrome P450-mediated oxidation of acrylonitrile (ACN) to the mutagen 2-cyanoethylene oxide (CEO) is thought to be important for the carcinogenic effects of ACN in rats, while (GSH) conjugation of ACN and CEO is regarded as detoxication. |
81(1,1,1,1) | Details |
| 6777907 | Nilsen OG, Toftgard R, Eneroth P: Effects of acrylonitrile on rat liver cytochrome P-450, benzo (a) pyrene metabolism and serum hormone levels. Toxicol Lett. 1980 Oct;6(6):399-404. |
37(0,1,2,2) | Details |
| 15864551 | Benz FW, Nerland DE: Effect of cytochrome P450 inhibitors and anticonvulsants on the acute toxicity of acrylonitrile. Arch Toxicol. 2005 Oct;79(10):610-4. Epub 2005 Apr 29. |
31(0,1,1,1) | Details |
| 9598299 | Felten RK, DeNicola DB, Carlson GP: Minimal effects of acrylonitrile on pulmonary and hepatic cell injury enzymes in rats with induced cytochrome P450. Drug Chem Toxicol. 1998 May;21(2):181-94. |
7(0,0,1,2) | Details |
| 10215687 | Ghanayem BI, Sanders JM, Chanas B, Burka LT, Gonzalez FJ: Role of cytochrome P-450 2E1 in methacrylonitrile metabolism and disposition. J Pharmacol Exp Ther. 1999 May;289(2):1054-9. Methacrylonitrile (MAN) is a widely used aliphatic nitrile and is structurally similar to the known rat carcinogen and suspected human carcinogen acrylonitrile (AN). |
3(0,0,0,3) | Details |
| 6602400 | Ghanayem BI, Ahmed AE: Acrylonitrile-induced gastrointestinal hemorrhage and the effects of metabolism modulation in rats. Toxicol Appl Pharmacol. 1983 Apr;68(2):290-6. The effect of cytochrome P-450 enzymes inducers was studied. |
3(0,0,0,3) | Details |
| 8674051 | Shimada T, Hayes CL, Yamazaki H, Amin S, Hecht SS, Guengerich FP, Sutter TR: Activation of chemically diverse procarcinogens by human cytochrome P-450 1B1. Cancer Res. 1996 Jul 1;56(13):2979-84. The carcinogenic chemicals tested included 27 polycyclic aromatic hydrocarbons and their dihydrodiol derivatives, 17 heterocyclic and aryl amines and aminoazo dyes, three mycotoxins, two nitroaromatic hydrocarbons, N-nitrosodimethylamine, vinyl and acrylonitrile. |
2(0,0,0,2) | Details |
| 12690492 | Bolt HM, Roos PH, Thier R: The cytochrome P-450 isoenzyme CYP2E1 in the biological processing of industrial chemicals: consequences for occupational and environmental medicine. Int Arch Occup Environ Health. 2003 Apr;76(3):174-85. Epub 2003 Mar 1. |
2(0,0,0,2) | Details |
| 473691 | Ivanov VV, Zhirnov GF, Bachmanova GI, Mazurov AV, Archakov AI: [Interaction of acrylonitrile with the microsomal oxidation system of the rat liver]. Vopr Med Khim. 1979 Jul-Aug;25(4):468-71. A complex with unusual spectral properties was formed after interaction of acrylonitrile with microsomal cytochrome P-450. |
81(1,1,1,1) | Details |
| 16917936 | Pu X, Kamendulis LM, Klaunig JE: Acrylonitrile-induced oxidative DNA damage in rat astrocytes. . Environ Mol Mutagen. 2006 Oct;47(8):631-8. Cotreatment of acrylonitrile with 0.5 mM 1-aminobenzotriazole, a suicidal inhibitor of cytochrome P450, prevented the oxidative DNA damage produced by acrylonitrile. |
81(1,1,1,1) | Details |
| 1664256 | Guengerich FP, Kim DH, Iwasaki M: Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspects. Chem Res Toxicol. 1991 Mar-Apr;4(2):168-79. The results collectively indicate that P-450 IIE1 is a major catalyst of the oxidation of styrene, CCl4, CHCl3, CH2Cl2, CH3Cl, CH3CCl3, 1,2-dichloropropane, ethylene dichloride, ethylene dibromide, vinyl vinyl acrylonitrile, vinyl ethyl and trichloroethylene. |
2(0,0,0,2) | Details |
| 8870954 | Ahmed AE, Nouraldeen AM, Abdel-Rahman SZ, Rajaraman S: Role of modulation in acrylonitrile-induced gastric DNA damage in rats. Arch Toxicol. 1996;70(10):620-7. Inhibition of VCN oxidation by treatment of the animals with the cytochrome P450 inhibitor, SKF 525-A, prior to VCN administration caused 65% reduction in VCN-induced UDRS. |
1(0,0,0,1) | Details |
| 10433881 | Mostafa AM, Abdel-Naim AB, Abo-Salem O, Abdel-Aziz AH, Hamada FM: Renal metabolism of acrylonitrile to in vitro studies. Pharmacol Res. 1999 Aug;40(2):195-200. These findings indicate that VCN is metabolised in the kidney via cytochrome P-450-dependent mixed function oxidase system. 1999 Academic Press. |
1(0,0,0,1) | Details |
| 6526995 | Gut I, Nerudova J, Frantik E, Mirejovska E, Holusa R: Acrylonitrile inhalation in rats: I. J Hyg Epidemiol Microbiol Immunol. 1984;28(4):369-76. The liver microsomal protein and cytochrome P-450 content decreased significantly. |
1(0,0,0,1) | Details |
| 14751731 | Krasteva N, Seifert B, Albrecht W, Weigel T, Schossig M, Altankov G, Groth T: Influence of polymer membrane porosity on C3A hepatoblastoma cell adhesive interaction and function. Biomaterials. 2004 Jun;25(13):2467-76. The effect of the porosity of acrylonitrile-N-vinylpyrrolidone copolymer membranes on human C3A hepatoblastoma cell adhesive interaction and functioning is investigated on four membranes with an average pore size ranging between 6 and 12 nm. Cell growth, fibronectin synthesis and cytochrome P450 activity were estimated as criteria of functional cell activity. |
1(0,0,0,1) | Details |
| 15834932 | Grant MH, Morgan C, Henderson C, Malsch G, Seifert B, Albrecht W, Groth T: The viability and function of primary rat hepatocytes cultured on polymeric membranes developed for hybrid artificial liver devices. J Biomed Mater Res A. 2005 Jun 1;73(3):367-75. Tailor-made membranes were sought by synthesizing acrylonitrile copolymers with different comonomers resulting in ionic, hydrophilic, or reactive functional groups on the polymer surface. Hepatocyte morphology and viability were assessed by confocal microscopy, and function by the content and activities of cytochrome P450, and the expression of glutathione S-transferases. |
1(0,0,0,1) | Details |
| 6109603 | Abreu ME, Ahmed AE: Metabolism of acrylonitrile to Drug Metab Dispos. 1980 Nov-Dec;8(6):376-9. These findings indicate that VCN is metabolized to CN- via a cytochrome P-450-dependent mixed-function oxidase system. |
1(0,0,0,1) | Details |
| 9175582 | Abdel-Aziz AH, Abdel-Naim AB, Hamada FM, Ahmed AE: In-vitro testicular bioactivation of acrylonitrile. . Pharmacol Res. 1997 Feb;35(2):129-34. These findings indicate that VCN is metabolized in the testis via cytochrome P-450 dependent mixed function oxidase system. |
1(0,0,0,1) | Details |
| 11535247 | Thier R, Balkenhol H, Lewalter J, Selinski S, Dommermuth A, Bolt HM: Influence of polymorphisms of the human glutathione transferases and cytochrome P450 2E1 enzyme on the metabolism and toxicity of ethylene oxide and acrylonitrile. Mutat Res. 2001 Oct 1;482(1-2):41-6. Therefore, a re-evaluation of the industrial cohort included known polymorphisms of the glutathione transferases hGSTM3 and hGSTP1 as well as of the cytochrome P450 CYP2E1. |
1(0,0,0,1) | Details |
| 8933033 | Osterman-Golkar S, Bond JA: Biomonitoring of 1,3-butadiene and related compounds. Environ Health Perspect. 1996 Oct;104 Suppl 5:907-15. The 1990 Clean Air Act Amendments list several volatile organic chemicals as hazardous air pollutants, including ethylene oxide, butadiene, styrene, and acrylonitrile. The toxicology of many of these compounds shares several common elements such as carcinogenicity in laboratory animals, genotoxicity of the epoxide intermediates, involvement of cytochrome P450 for metabolic activation (except ethylene oxide), and involvement of at least two enzymes for detoxication of the epoxides (e.g., hydrolysis or conjugation with |
1(0,0,0,1) | Details |
| 10563837 | Sumner SC, Fennell TR, Moore TA, Chanas B, Gonzalez F, Ghanayem BI: Role of cytochrome P450 2E1 in the metabolism of acrylamide and acrylonitrile in mice. Chem Res Toxicol. 1999 Nov;12(11):1110-6. The aim of this study was to determine the role of cytochrome P450 in the metabolism of AM and AN in vivo. |
1(0,0,0,1) | Details |
| 11869835 | Thier R, Lewalter J, Selinski S, Bolt HM: Possible impact of human CYP2E1 polymorphisms on the metabolism of acrylonitrile. Toxicol Lett. 2002 Mar 10;128(1-3):249-55. The analyses included adduct determinations of N-terminal N-(cyanoethyl) in haemoglobin and genotypings of the following cytochrome P-450 2E1 (CYP2E1) polymorphisms: G-1259C and C-1019T (two subjects heterozygous), A-316G (three subjects heterozygous), T-297A (15 subjects heterozygous), G-35T (eight subjects heterozygous), G4804A (two subjects heterozygous), T7668A (six subjects heterozygous). |
1(0,0,0,1) | Details |
| 3968646 | Ghanayem BI, Boor PJ, Ahmed AE: Acrylonitrile-induced gastric mucosal necrosis: role of gastric J Pharmacol Exp Ther. 1985 Feb;232(2):570-7. Pretreatment of rats with various metabolic modulators (cytochrome P-450 monooxygenase and GSH) before VCN demonstrated that there is an inverse and highly significant correlation between gastric GSH concentration and the VCN-induced gastric erosions. |
1(0,0,0,1) | Details |
| 8801052 | Ghanayem BI, Burka LT: Excretion and identification of methacrylonitrile metabolites in the bile of male F344 rats. Drug Metab Dispos. 1996 Apr;24(4):390-4. Modulation of MAN metabolism by the P450 modulators suggested that this metabolic pathway is catalyzed via the cytochrome P450 enzymes. Methacrylonitrile (MAN) is structurally similar to the known carcinogen acrylonitrile (AN), has similar industrial uses, and is occasionally used as its replacement. |
1(0,0,0,1) | Details |
| 6113934 | van Bladeren PJ, Delbressine LP, Hoogeterp JJ, Beaumont AH, Breimer DD, Seutter-Berlage F, van der Gen A: Formation of mercapturic acids from acrylonitrile, crotononitrile, and cinnamonitrile by direct conjugation and via an intermediate oxidation process. Drug Metab Dispos. 1981 May-Jun;9(3):246-9. |
0(0,0,0,0) | Details |
| 2618074 | Dahl AR, Waruszewski BA: Metabolism of organonitriles to by rat nasal tissue enzymes. Xenobiotica. 1989 Nov;19(11):1201-5. Vmax values for release from acetonitrile, propionitrile, butyronitrile, isobutyronitrile, acrylonitrile, benzyl and succinonitrile were determined for rat nasal and liver microsomal metabolism. 3. |
0(0,0,0,0) | Details |
| 734985 | Ivanov VV, Kuznetsova GP, Archakov AI: [Acrylonitrile stimulation of lipid peroxidation in rat liver] . Vopr Med Khim. 1978 Nov-Dec;24(6):816-8. |
0(0,0,0,0) | Details |
| 390766 | De Meester C, Duverger-Van Bogaert M, Lambotte-Vandepaer M, Roberfroid M, Poncelet F, Mercier M: Liver extract mediated mutagenicity of acrylonitrile. . Toxicology. 1979 May;13(1):7-15. |
0(0,0,0,0) | Details |
| 6595995 | Cova D, Chiesara E, Rizzi R: Interaction of acrylonitrile with the liver mixed function oxidases. Arch Toxicol Suppl. 1984;7:291-4. |
0(0,0,0,0) | Details |