PATHWAY: rn00980 Help
Entry Name Metabolism of xenobiotics by cytochrome P450
Class Metabolism; Xenobiotics biodegradation and metabolism
Pathway map rn00980 Metabolism of xenobiotics by cytochrome P450
Reaction R07000 naphthalene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07001 naphthalene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07002 (1R)-hydroxy-(2R)-glutathionyl-1,2-dihydronaphthalene glutathione-lyase (epoxide-forming)
R07003 (1R)-glutathionyl-(2R)-hydroxy-1,2-dihydronaphthalene glutathione-lyase (epoxide-forming)
R07004 (1S)-hydroxy-(2S)-glutathionyl-1,2-dihydronaphthalene glutathione-lyase (epoxide-forming)
R07013 (1R,2S)-naphthalene 1,2-oxide hydrolase
R07014 (1S,2R)-naphthalene 1,2-oxide hydrolase
R07015 1,2-dihydronaphthalene-1,2-diol dehydrogenase
R07016 1,2-dihydronaphthalene-1,2-diol,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07020 beta-naphthol,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07021 1-nitronaphthalene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07022 1-nitronaphthalene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07023 1-nitro-7-hydroxy-8-glutathionyl-7,8-dihydronaphthalene glutathione-lyase (epoxide-forming)
R07024 1-nitro-7-glutathionyl-8-hydroxy-7,8-dihydronaphthalene glutathione-lyase (epoxide-forming)
R07025 1-nitro-5-hydroxy-6-glutathionyl-5,6-dihydronaphthalene glutathione-lyase (epoxide-forming)
R07026 1-nitro-5-glutathionyl-6-hydroxy-5,6-dihydronaphthalene glutathione-lyase (epoxide-forming)
R07027 1-nitronaphthalene-5,6-oxide hydrolase
R07066 bromobenzene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07068 bromobenzene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07069 3,4-dihydro-3-hydroxy-4-S-glutathionyl bromobenzene glutathione-lyase (epoxide-forming)
R07070 2,3-dihydro-2-S-glutathionyl-3-hydroxy bromobenzene glutathione-lyase (epoxide-forming)
R07071 bromobenzene-3,4-oxide hydrolase
R07072 bromobenzene-2,3-oxide hydrolase
R07075 4-bromophenol,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07079 benzpyrene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07080 benzpyrene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07081 benzpyrene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07082 benzo[a]pyrene-7,8-oxide hydrolase
R07083 4,5-dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene glutathione-lyase (epoxide-forming)
R07084 7,8-dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene hydrolase
R07085 benzo[a]pyrene-7,8-diol,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07087 9-hydroxybenzo[a]pyrene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07088 1,1-dichloroethylene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07089 1,1-dichloroethylene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07090 1,1-dichloroethylene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07091 S-(2,2-dichloro-1-hydroxy)ethyl-glutathione 2,2-dichloroacetaldehyde-lyase (glutathione-forming)
R07092 1,1-dichloroethylene-epoxide:glutathione S-(chloroepoxyethyl)transferase [2-(S-glutathionyl)acetyl-chloride-forming]
R07093 chloroacetyl-chloride:glutathione S-chloroacetyltransferase
R07094 2-(S-glutathionyl)acetyl-chloride:glutathione 2-(S-glutathionyl)acetyltransferase
R07098 trichloroethene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07099 trichloroethene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07100 trichloroethene:glutathione S-(1,2-dichlorovinyl)transferase
R07104 chloral:NAD(P)+ oxidoreductase
R07105 trichloroethanol:NAD+ oxidoreductase
R07106 UDP-glucuronate beta-D-glucuronosyltransferase
R07107 trichloroethanol,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07112 1,2-dibromoethane,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07113 1,2-dibromoethane:glutathione ethylenetransferase (episulfonium-forming)
R07116 2-bromoacetaldehyde:glutathione S-(formylmethyl)transferase
R09409 glutathione-S-transferase
R09417 microsomal epoxide hydrolase
R09443 microsomal epoxide hydrolase
R09444 3'-phosphoadenylyl-sulfate:7-hydroxymethyl-12-methylbenz[a]anthracene sulfotransferase
R10105 4-oxo-4-(pyridin-3-yl)butanal:NADP+ oxidoreductase
Compound C06205 1,2-Dihydronaphthalene-1,2-diol
C11278 Aflatoxin B1exo-8,9-epoxide-GSH
C14556 9-Hydroxybenzo[a]pyrene
C14784 1,2-Dihydroxy-3,4-epoxy-1,2,3,4-tetrahydronaphthalene
C14785 1,4-Dihydroxynaphthalene
C14786 (1R,2S)-Naphthalene 1,2-oxide
C14787 (1S,2R)-Naphthalene 1,2-oxide
C14789 N-Hydroxy-1-aminonaphthalene
C14791 (1R)-Hydroxy-(2R)-glutathionyl-1,2-dihydronaphthalene
C14792 (1S)-Hydroxy-(2S)-glutathionyl-1,2-dihydronaphthalene
C14793 (1R)-Glutathionyl-(2R)-hydroxy-1,2-dihydronaphthalene
C14796 (1R)-Hydroxy-(2R)-N-acetyl-L-cysteinyl-1,2-dihydronaphthalene
C14797 (1R)-N-Acetyl-L-cysteinyl-(2R)-hydroxy-1,2-dihydronaphthalene
C14798 (1S)-Hydroxy-(2S)-N-acetyl-L-cysteinyl-1,2-dihydronaphthalene
C14799 (1R,2R)-3-[(1,2-Dihydro-2-hydroxy-1-naphthalenyl)thio]-2-oxopropanoic acid
C14800 1-Nitronaphthalene-5,6-oxide
C14801 1-Nitro-5,6-dihydroxy-dihydronaphthalene
C14802 1-Nitronaphthalene-7,8-oxide
C14803 1-Nitro-7-hydroxy-8-glutathionyl-7,8-dihydronaphthalene
C14804 1-Nitro-7-glutathionyl-8-hydroxy-7,8-dihydronaphthalene
C14805 1-Nitro-5-hydroxy-6-glutathionyl-5,6-dihydronaphthalene
C14806 1-Nitro-5-glutathionyl-6-hydroxy-5,6-dihydronaphthalene
C14842 Bromobenzene-2,3-dihydrodiol
C14844 Bromobenzene-3,4-dihydrodiol
C14845 4-Bromophenol-2,3-epoxide
C14846 4-Bromo-3,5-cyclohexadiene-1,2-dione
C14847 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzene
C14848 2,3-Dihydro-2-S-glutathionyl-3-hydroxy bromobenzene
C14849 Benzo[a]pyrene-9,10-oxide
C14850 Benzo[a]pyrene-7,8-oxide
C14851 Benzo[a]pyrene-4,5-oxide
C14852 Benzo[a]pyrene-7,8-dihydrodiol
C14853 Benzo[a]pyrene-7,8-dihydrodiol-9,10-oxide
C14854 9-Hydroxybenzo[a]pyrene-4,5-oxide
C14855 4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene
C14856 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene
C14857 1,1-Dichloroethylene epoxide
C14858 2,2-Dichloroacetaldehyde
C14860 2,2-Dichloro-1,1-ethanediol
C14861 S-(2,2-Dichloro-1-hydroxy)ethyl glutathione
C14862 2-S-Glutathionyl acetate
C14863 2-(S-Glutathionyl)acetyl glutathione
C14864 S-(2-Chloroacetyl)glutathione
C14865 2-(S-Glutathionyl)acetyl chloride
C14867 Dichloroacetyl chloride
C14868 S-(1,2-Dichlorovinyl)glutathione
C14869 Trichloroethanol glucuronide
C14871 S-(Formylmethyl)glutathione
C14873 Thiodiacetic acid sulfoxide
C14874 Glutathione episulfonium ion
C14875 S-(2-Hydroxyethyl)glutathione
C14876 S-(2-Hydroxyethyl)-N-acetyl-L-cysteine
C14877 S-[2-(N7-Guanyl)ethyl]-N-acetyl-L-cysteine
C16453 4-(N-Nitrosomethylamino)-1-(3-pyridyl)-1-butanone
C19488 7,12-Dimethylbenz[a]anthracene
C19489 1a,11b-Dihydro-4,9-dimethylbenz[a]anthra[3,4-b]oxirene
C19490 trans-3,4-Dihydro-3,4-dihydroxy-7,12-dimethylbenz[a]anthracene
C19559 (1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol
C19561 7-Hydroxymethyl-12-methylbenz[a]anthracene
C19562 7-Hydroxymethyl-12-methylbenz[a]anthracene sulfate
C19563 4-[(Hydroxymethyl)nitrosoamino]-1-(3-pyridinyl)-1-butanone
C19564 4-(Nitrosoamino)-1-(3-pyridinyl)-1-butanone
C19565 4-Hydroxy-1-(3-pyridinyl)-1-butanone
C19566 4-Hydroxy-4-(methylnitrosoamino)-1-(3-pyridinyl)-1-butanone
C19567 4-Oxo-1-(3-pyridyl)-1-butanone
C19574 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol
C19577 1-(Methylnitrosoamino)-4-(3-pyridinyl)-1,4-butanediol
C19578 5-(3-Pyridyl)-2-hydroxytetrahydrofuran
C19579 gamma-Hydroxy-3-pyridinebutanoate
C19580 alpha-[3-[(Hydroxymethyl)nitrosoamino]propyl]-3-pyridinemethanol
C19581 alpha-[3-(Nitrosoamino)propyl]-3-pyridinemethanol
C19582 1-(3-Pyridinyl)-1,4-butanediol
C19586 Aflatoxin B1-exo-8,9-epoxide
C19589 Aflatoxin B1 dialdehyde
C19590 6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione
C19591 1,2,3,4-Tetrahydro-alpha,7-dihydroxy-beta-(hydroxymethyl)-9-methoxy-3,4-dioxocyclopenta[c][1]benzopyran-6-propanal
C19592 alpha-(1,2-Dihydroxyethyl)-1,2,3,4-tetrahydro-7-hydroxy-9-methoxy-3,4-dioxocyclopenta[c][1]benzopyran-6-acetaldehyde
C19594 Aflatoxin-M1-8,9-epoxide
C19595 Aflatoxin B1-endo-8,9-epoxide
C19602 4-(Methylnitrosamino)-1-(1-oxido-3-pyridinyl)-1-butanone
C19603 4-(Methylnitrosamino)-1-(3-pyridyl-N-oxide)-1-butanol
C19604 7,12-Dimethylbenz[a]anthracene 5,6-oxide
C19605 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol glucuronide
C19607 trans-5,6-Dihydro-5,6-dihydroxy-7,12-dimethylbenz[a]anthracene
Reference Authors Buckpitt A, Boland B, Isbell M, Morin D, Shultz M, Baldwin R, Chan K, Karlsson A, Lin C, Taff A, West J, Fanucchi M, Van Winkle L, Plopper C.
Title Naphthalene-induced respiratory tract toxicity: metabolic mechanisms of toxicity.
Journal Reference Authors Bolton JL, Trush MA, Penning TM, Dryhurst G, Monks TJ.
Title Role of quinones in toxicology.
Journal Reference Authors Halladay JS, Sauer JM, Sipes IG.
Title Metabolism and disposition of [(14)C]1-nitronaphthalene in male Sprague-Dawley rats.
Journal Drug Metab Dispos 27:1456-65 (1999)
Reference Authors Watt KC, Morin DM, Kurth MJ, Mercer RS, Plopper CG, Buckpitt AR.
Title Glutathione conjugation of electrophilic metabolites of 1-nitronaphthalene in rat tracheobronchial airways and liver: identification by mass spectrometry and proton nuclear magnetic resonance spectroscopy.
Journal Reference Authors Simmonds AC, Reilly CA, Baldwin RM, Ghanayem BI, Lanza DL, Yost GS, Collins KS, Forkert PG.
Title Bioactivation of 1,1-dichloroethylene to its epoxide by CYP2E1 and CYP2F enzymes.
Journal Drug Metab Dispos 32:1032-9 (2004)
Reference Authors Forkert PG, Baldwin RM, Millen B, Lash LH, Putt DA, Shultz MA, Collins KS.
Title Pulmonary bioactivation of trichloroethylene to chloral hydrate: relative contributions of CYP2E1, CYP2F, and CYP2B1.
Journal Reference Authors Wormhoudt LW, Commandeur JN, Ploemen JH, Abdoelgafoer RS, Makansi A, Van Bladeren PJ, Vermeulen NP.
Title Urinary thiodiacetic acid. A selective biomarker for the cytochrome P450-catalyzed oxidation of 1,2-dibromoethane in the rat.
Journal Drug Metab Dispos 25:508-15 (1997)
Reference Authors Brodie BB, Reid WD, Cho AK, Sipes G, Krishna G, Gillette JR.
Title Possible mechanism of liver necrosis caused by aromatic organic compounds.
Journal Reference Authors Lodovici M, Luceri C, Guglielmi F, Bacci C, Akpan V, Fonnesu ML, Boddi V, Dolara P.
Title Benzo(a)pyrene diolepoxide (BPDE)-DNA adduct levels in leukocytes of smokers in relation to polymorphism of CYP1A1, GSTM1, GSTP1, GSTT1, and mEH.
Journal Cancer Epidemiol Biomarkers Prev 13:1342-8 (2004)
Reference Authors Omura T, Ishimura Y, Fujii Y (eds).
Title [Molecular Biology of P450] (In Japanese)
Journal Kodansya (2003)
KO pathway
