KEGG   PATHWAY: rn00980
Entry
rn00980                     Pathway                                

Name
Metabolism of xenobiotics by cytochrome P450
Class
Metabolism; Xenobiotics biodegradation and metabolism
Pathway map
rn00980  Metabolism of xenobiotics by cytochrome P450
rn00980

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)
R07005   
R07006   
R07007   
R07008   
R07009   
R07010   
R07011   
R07012   
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)
R07017   
R07018   
R07019   
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
R07028   
R07029   
R07030   
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
R07073   
R07074   
R07075  4-bromophenol, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
R07076   
R07077   
R07078   
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)
R07086   
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
R07095   
R07096   
R07097   
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
R07101   
R07102   
R07103   
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)
R07114   
R07115   
R07116  2-bromoacetaldehyde:glutathione S-(formylmethyl)transferase
R07117   
R07118   
R07119   
R07120   
R07123   
R07124   
R09404   
R09405   
R09406   
R09407   
R09408   
R09409  glutathione-S-transferase
R09410  epoxide hydrolase
R09411   
R09412   
R09413   
R09414   
R09415   
R09416   
R09417  microsomal epoxide hydrolase
R09418   
R09420  carbonyl reductase
R09421   
R09423   
R09424   
R09425   
R09426   
R09427   
R09429   
R09430   
R09431   
R09432   
R09433   
R09434   
R09435   
R09436   
R09438   
R09439   
R09440   
R09441   
R09442   
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
C00745  Nicotine
C00829  Naphthalene
C02617  1,4-Naphthoquinone
C03012  Naphthalene-1,2-diol
C06205  1,2-Dihydronaphthalene-1,2-diol
C06755  Chloroacetic acid
C06790  Trichloroethene
C06800  Aflatoxin B1
C06899  Chloral hydrate
C07490  Trichloroethanol
C07535  Benzo[a]pyrene
C11036  Bromobenzene
C11088  1,2-Dibromoethane
C11148  TCE epoxide
C11149  Dichloroacetate
C11150  Trichloroacetate
C11278  Aflatoxin B1exo-8,9-epoxide-GSH
C11713  2-Naphthol
C11714  1-Naphthol
C14039  1,1-Dichloroethylene
C14040  1-Nitronaphthalene
C14453  4-Bromophenol
C14556  9-Hydroxybenzo[a]pyrene
C14783  1,2-Naphthoquinone
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
C14788  1-Nitrosonaphthalene
C14789  N-Hydroxy-1-aminonaphthalene
C14790  1-Naphthylamine
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
C14839  Bromobenzene-3,4-oxide
C14840  Bromobenzene-2,3-oxide
C14841  2-Bromophenol
C14842  Bromobenzene-2,3-dihydrodiol
C14843  4-Bromocatechol
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-diol
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
C14859  Chloroacetyl chloride
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
C14866  Chloral
C14867  Dichloroacetyl chloride
C14868  S-(1,2-Dichlorovinyl)glutathione
C14869  Trichloroethanol glucuronide
C14870  2-Bromoacetaldehyde
C14871  S-(Formylmethyl)glutathione
C14872  Thiodiacetic acid
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
C16756  Aflatoxin M1
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
C19568  N-Nitrosomethanamine
C19569  3-Succinoylpyridine
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
C19585  Aflatoxin Q1
C19586  Aflatoxin B1-exo-8,9-epoxide
C19588  Aflatoxin B1 diol
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
C19606  NNAL-N-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
Drug Metab Rev 34:791-820 (2002)
DOI:10.1081/DMR-120015694
Reference
  Authors
Bolton JL, Trush MA, Penning TM, Dryhurst G, Monks TJ.
  Title
Role of quinones in toxicology.
  Journal
Chem Res Toxicol 13:135-60 (2000)
DOI:10.1021/tx9902082
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
Chem Res Toxicol 12:831-9 (1999)
DOI:10.1021/tx990023v
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
Drug Metab Dispos 33:1429-37 (2005)
DOI:10.1124/dmd.105.005074
Reference
PMID:9107551
  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
PMID:4395686
  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
Proc Natl Acad Sci U S A 68:160-4 (1971)
DOI:10.1073/pnas.68.1.160
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
ko00980   

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