KEGG PATHWAY: rn00980

KEGG

PATHWAY: rn00980

Entry

rn00980 Pathway

Name

Metabolism of xenobiotics by cytochrome P450

Class

Metabolism; Xenobiotics biodegradation and metabolism

Pathway map

Metabolism of xenobiotics by cytochrome P450

Reaction

naphthalene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

Naphthalene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

(1R)-hydroxy-(2R)-glutathionyl-1,2-dihydronaphthalene glutathione-lyase (epoxide-forming)

(1R)-glutathionyl-(2R)-hydroxy-1,2-dihydronaphthalene glutathione-lyase (epoxide-forming)

(1S)-hydroxy-(2S)-glutathionyl-1,2-dihydronaphthalene glutathione-lyase (epoxide-forming)

(1R,2S)-naphthalene 1,2-oxide hydrolase

(1S,2R)-naphthalene 1,2-oxide hydrolase

1,2-Dihydronaphthalene-1,2-diol dehydrogenase

1,2-Dihydronaphthalene-1,2-diol, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

beta-Naphthol, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

1-nitronaphthalene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

1-nitronaphthalene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

1-nitro-7-hydroxy-8-glutathionyl-7,8-dihydronaphthalene glutathione-lyase (epoxide-forming)

1-nitro-7-glutathionyl-8-hydroxy-7,8-dihydronaphthalene glutathione-lyase (epoxide-forming)

1-nitro-5-hydroxy-6-glutathionyl-5,6-dihydronaphthalene glutathione-lyase (epoxide-forming)

1-nitro-5-glutathionyl-6-hydroxy-5,6-dihydronaphthalene glutathione-lyase (epoxide-forming)

1-nitronaphthalene-5,6-oxide hydrolase

bromobenzene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

bromobenzene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

3,4-dihydro-3-hydroxy-4-S-glutathionyl bromobenzene glutathione-lyase (epoxide-forming)

2,3-dihydro-2-S-glutathionyl-3-hydroxy bromobenzene glutathione-lyase (epoxide-forming)

bromobenzene-3,4-oxide hydrolase

bromobenzene-2,3-oxide hydrolase

4-bromophenol, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

Benzpyrene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

Benzpyrene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

benzpyrene,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

benzo[a]pyrene-7,8-oxide hydrolase

4,5-dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene glutathione-lyase (epoxide-forming)

7,8-dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene hydrolase

benzo[a]pyrene-7,8-diol, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

9-hydroxybenzo[a]pyrene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

1,1-dichloroethylene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

1,1-dichloroethylene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

1,1-dichloroethylene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

S-(2,2-dichloro-1-hydroxy)ethyl-glutathione 2,2-dichloroacetaldehyde-lyase (glutathione-forming)

1,1-dichloroethylene-epoxide:glutathione S-(chloroepoxyethyl)transferase [2-(S-glutathionyl)acetyl-chloride-forming]

chloroacetyl-chloride:glutathione S-chloroacetyltransferase

2-(S-glutathionyl)acetyl-chloride:glutathione 2-(S-glutathionyl)acetyltransferase

trichloroethene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

trichloroethene, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

trichloroethene:glutathione S-(1,2-dichlorovinyl)transferase

Chloral:NAD(P)+ oxidoreductase

trichloroethanol:NAD+ oxidoreductase

UDP-glucuronate beta-D-glucuronosyltransferase

trichloroethanol, NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

1,2-dibromoethane,NADPH:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)

1,2-dibromoethane:glutathione ethylenetransferase (episulfonium-forming)

2-bromoacetaldehyde:glutathione S-(formylmethyl)transferase

glutathione-S-transferase

epoxide hydrolase

microsomal epoxide hydrolase

carbonyl reductase

microsomal epoxide hydrolase

3'-phosphoadenylyl-sulfate:7-hydroxymethyl-12-methylbenz[a]anthracene sulfotransferase

4-oxo-4-(pyridin-3-yl)butanal:NADP+ oxidoreductase

Compound

Nicotine

Naphthalene

1,4-Naphthoquinone

Naphthalene-1,2-diol

1,2-Dihydronaphthalene-1,2-diol

Chloroacetic acid

Trichloroethene

Aflatoxin B1

Chloral hydrate

Trichloroethanol

Benzo[a]pyrene

Bromobenzene

1,2-Dibromoethane

TCE epoxide

Dichloroacetate

Trichloroacetate

Aflatoxin B1exo-8,9-epoxide-GSH

2-Naphthol

1-Naphthol

1,1-Dichloroethylene

1-Nitronaphthalene

4-Bromophenol

9-Hydroxybenzo[a]pyrene

1,2-Naphthoquinone

1,2-Dihydroxy-3,4-epoxy-1,2,3,4-tetrahydronaphthalene

1,4-Dihydroxynaphthalene

(1R,2S)-Naphthalene 1,2-oxide

(1S,2R)-Naphthalene 1,2-oxide

1-Nitrosonaphthalene

N-Hydroxy-1-aminonaphthalene

1-Naphthylamine

(1R)-Hydroxy-(2R)-glutathionyl-1,2-dihydronaphthalene

(1S)-Hydroxy-(2S)-glutathionyl-1,2-dihydronaphthalene

(1R)-Glutathionyl-(2R)-hydroxy-1,2-dihydronaphthalene

(1R)-Hydroxy-(2R)-N-acetyl-L-cysteinyl-1,2-dihydronaphthalene

(1R)-N-Acetyl-L-cysteinyl-(2R)-hydroxy-1,2-dihydronaphthalene

(1S)-Hydroxy-(2S)-N-acetyl-L-cysteinyl-1,2-dihydronaphthalene

(1R,2R)-3-[(1,2-Dihydro-2-hydroxy-1-naphthalenyl)thio]-2-oxopropanoic acid

1-Nitronaphthalene-5,6-oxide

1-Nitro-5,6-dihydroxy-dihydronaphthalene

1-Nitronaphthalene-7,8-oxide

1-Nitro-7-hydroxy-8-glutathionyl-7,8-dihydronaphthalene

1-Nitro-7-glutathionyl-8-hydroxy-7,8-dihydronaphthalene

1-Nitro-5-hydroxy-6-glutathionyl-5,6-dihydronaphthalene

1-Nitro-5-glutathionyl-6-hydroxy-5,6-dihydronaphthalene

Bromobenzene-3,4-oxide

Bromobenzene-2,3-oxide

2-Bromophenol

Bromobenzene-2,3-dihydrodiol

4-Bromocatechol

Bromobenzene-3,4-dihydrodiol

4-Bromophenol-2,3-epoxide

4-Bromo-3,5-cyclohexadiene-1,2-dione

3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzene

2,3-Dihydro-2-S-glutathionyl-3-hydroxy bromobenzene

Benzo[a]pyrene-9,10-oxide

Benzo[a]pyrene-7,8-oxide

Benzo[a]pyrene-4,5-oxide

Benzo[a]pyrene-7,8-diol

Benzo[a]pyrene-7,8-dihydrodiol-9,10-oxide

9-Hydroxybenzo[a]pyrene-4,5-oxide

4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene

7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene

1,1-Dichloroethylene epoxide

2,2-Dichloroacetaldehyde

Chloroacetyl chloride

2,2-Dichloro-1,1-ethanediol

S-(2,2-Dichloro-1-hydroxy)ethyl glutathione

2-S-Glutathionyl acetate

2-(S-Glutathionyl)acetyl glutathione

S-(2-Chloroacetyl)glutathione

2-(S-Glutathionyl)acetyl chloride

Chloral

Dichloroacetyl chloride

S-(1,2-Dichlorovinyl)glutathione

Trichloroethanol glucuronide

2-Bromoacetaldehyde

S-(Formylmethyl)glutathione

Thiodiacetic acid

Thiodiacetic acid sulfoxide

Glutathione episulfonium ion

S-(2-Hydroxyethyl)glutathione

S-(2-Hydroxyethyl)-N-acetyl-L-cysteine

S-[2-(N7-Guanyl)ethyl]-N-acetyl-L-cysteine

4-(N-Nitrosomethylamino)-1-(3-pyridyl)-1-butanone

Aflatoxin M1

7,12-Dimethylbenz[a]anthracene

1a,11b-Dihydro-4,9-dimethylbenz[a]anthra[3,4-b]oxirene

trans-3,4-Dihydro-3,4-dihydroxy-7,12-dimethylbenz[a]anthracene

(1aalpha,2beta,3alpha,11calpha)-1a,2,3,11c-Tetrahydro-6,11-dimethylbenzo[6,7]phenanthro[3,4-b]oxirene-2,3-diol

7-Hydroxymethyl-12-methylbenz[a]anthracene

7-Hydroxymethyl-12-methylbenz[a]anthracene sulfate

4-[(Hydroxymethyl)nitrosoamino]-1-(3-pyridinyl)-1-butanone

4-(Nitrosoamino)-1-(3-pyridinyl)-1-butanone

4-Hydroxy-1-(3-pyridinyl)-1-butanone

4-Hydroxy-4-(methylnitrosoamino)-1-(3-pyridinyl)-1-butanone

4-Oxo-1-(3-pyridyl)-1-butanone

N-Nitrosomethanamine

3-Succinoylpyridine

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol

1-(Methylnitrosoamino)-4-(3-pyridinyl)-1,4-butanediol

5-(3-Pyridyl)-2-hydroxytetrahydrofuran

gamma-Hydroxy-3-pyridinebutanoate

alpha-[3-[(Hydroxymethyl)nitrosoamino]propyl]-3-pyridinemethanol

alpha-[3-(Nitrosoamino)propyl]-3-pyridinemethanol

1-(3-Pyridinyl)-1,4-butanediol

Aflatoxin Q1

Aflatoxin B1-exo-8,9-epoxide

Aflatoxin B1 diol

Aflatoxin B1 dialdehyde

6-[2,3-Dihydroxy-1-(hydroxymethyl)propyl]-1,2-dihydro-7-hydroxy-9-methoxy-cyclopenta[c][1]benzopyran-3,4-dione

1,2,3,4-Tetrahydro-alpha,7-dihydroxy-beta-(hydroxymethyl)-9-methoxy-3,4-dioxocyclopenta[c][1]benzopyran-6-propanal

alpha-(1,2-Dihydroxyethyl)-1,2,3,4-tetrahydro-7-hydroxy-9-methoxy-3,4-dioxocyclopenta[c][1]benzopyran-6-acetaldehyde

Aflatoxin-M1-8,9-epoxide

Aflatoxin B1-endo-8,9-epoxide

4-(Methylnitrosamino)-1-(1-oxido-3-pyridinyl)-1-butanone

4-(Methylnitrosamino)-1-(3-pyridyl-N-oxide)-1-butanol

7,12-Dimethylbenz[a]anthracene 5,6-oxide

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol glucuronide

NNAL-N-glucuronide

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

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

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

All links

Chemical reaction (194)   
   KEGG REACTION (121)   
   KEGG RCLASS (73)   
All databases (194)   

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