KEGG PATHWAY: mmma00980

KEGG

PATHWAY: mmma00980

Entry

mmma00980                   Pathway

Name

Metabolism of xenobiotics by cytochrome P450 - Marmota marmota marmota (Alpine marmot)

Class

Metabolism; Xenobiotics biodegradation and metabolism

Pathway map

Metabolism of xenobiotics by cytochrome P450

Organism

Marmota marmota marmota (Alpine marmot) [GN:mmma]

Gene

cytochrome P450 1A1 [KO:K07408] [EC:1.14.14.1]

cytochrome P450 1B1 [KO:K07410] [EC:1.14.14.1]

Mgst2; microsomal glutathione S-transferase 2 isoform X1 [KO:K00799] [EC:2.5.1.18]

Gsto1; glutathione S-transferase omega-1 isoform X1 [KO:K00799] [EC:2.5.1.18]

Gsto2; glutathione S-transferase omega-2 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase A3-like isoform X1 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase alpha-3 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase alpha-3-like [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase alpha-3-like isoform X3 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase alpha-3-like [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase A1 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase A4 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase-like isoform X1 [KO:K00799] [EC:2.5.1.18]

Mgst3; microsomal glutathione S-transferase 3 [KO:K00799] [EC:2.5.1.18]

Gstm3; glutathione S-transferase Mu 3 isoform X3 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase Mu 1 isoform X1 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase Mu 2 [KO:K00799] [EC:2.5.1.18]

Gstm4; glutathione S-transferase Mu 4 isoform X2 [KO:K00799] [EC:2.5.1.18]

Mgst1; microsomal glutathione S-transferase 1 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase theta-4 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase theta-3 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase theta-1 isoform X1 [KO:K00799] [EC:2.5.1.18]

glutathione S-transferase theta-2B-like isoform X1 [KO:K00799] [EC:2.5.1.18]

Gstp1; glutathione S-transferase P isoform X1 [KO:K23790] [EC:2.5.1.18]

Gstk1; glutathione S-transferase kappa 1 [KO:K13299] [EC:2.5.1.18]

Hpgds; hematopoietic prostaglandin D synthase isoform X2 [KO:K04097] [EC:5.3.99.2 2.5.1.18]

Ephx1; epoxide hydrolase 1 [KO:K01253] [EC:3.3.2.9]

sulfotransferase 2A1-like isoform X1 [KO:K11822] [EC:2.8.2.14]

sulfotransferase 2A1-like [KO:K11822] [EC:2.8.2.14]

sulfotransferase 2A1-like [KO:K11822] [EC:2.8.2.14]

sulfotransferase 2A1-like [KO:K11822] [EC:2.8.2.14]

sulfotransferase 2A1-like [KO:K11822] [EC:2.8.2.14]

sulfotransferase 2A1-like [KO:K11822] [EC:2.8.2.14]

cytochrome P450 1A2 [KO:K07409] [EC:1.14.14.1]

cytochrome P450 2E1 isoform X1 [KO:K07415] [EC:1.14.14.-]

cytochrome P450 2F5 isoform X2 [KO:K07416] [EC:1.14.14.1]

cytochrome P450 2S1 [KO:K07420] [EC:1.14.14.1]

aldo-keto reductase family 1 member C1-like isoform X1 [KO:K00212] [EC:1.1.1.149 1.1.1.357 1.3.1.20]

aldo-keto reductase family 1 member C1-like [KO:K00212] [EC:1.1.1.149 1.1.1.357 1.3.1.20]

Dhdh; trans-1,2-dihydrobenzene-1,2-diol dehydrogenase [KO:K00078] [EC:1.3.1.20 1.1.1.179]

Hsd11b1; 11-beta-hydroxysteroid dehydrogenase 1 isoform X1 [KO:K15680] [EC:1.1.1.146]

Hsd11b1l; hydroxysteroid 11-beta-dehydrogenase 1-like protein isoform X1 [KO:K15680] [EC:1.1.1.146]

carbonyl reductase [NADPH] 1 isoform X1 [KO:K00079] [EC:1.1.1.184 1.1.1.189 1.1.1.197]

carbonyl reductase [NADPH] 1 [KO:K00079] [EC:1.1.1.184 1.1.1.189 1.1.1.197]

carbonyl reductase [NADPH] 2-like [KO:K00081] [EC:1.1.1.184]

Cbr3; carbonyl reductase [NADPH] 3 [KO:K00084] [EC:1.1.1.184]

UDP-glucuronosyltransferase 1-6 isoform X1 [KO:K00699] [EC:2.4.1.17]

UDP-glucuronosyltransferase 1A8-like [KO:K00699] [EC:2.4.1.17]

LOW QUALITY PROTEIN: UDP-glucuronosyltransferase 1A8-like [KO:K00699] [EC:2.4.1.17]

UDP-glucuronosyltransferase 2B31-like [KO:K00699] [EC:2.4.1.17]

UDP-glucuronosyltransferase 2B31-like isoform X1 [KO:K00699] [EC:2.4.1.17]

UDP-glucuronosyltransferase 2B31-like [KO:K00699] [EC:2.4.1.17]

UDP-glucuronosyltransferase 2B15-like [KO:K00699] [EC:2.4.1.17]

UDP-glucuronosyltransferase 1-2-like [KO:K00699] [EC:2.4.1.17]

UDP-glucuronosyltransferase 2A3-like isoform X1 [KO:K00699] [EC:2.4.1.17]

UDP-glucuronosyltransferase 2B15-like isoform X1 [KO:K00699] [EC:2.4.1.17]

LOW QUALITY PROTEIN: UDP-glucuronosyltransferase 2B31-like [KO:K00699] [EC:2.4.1.17]

UDP-glucuronosyltransferase 2B31-like isoform X1 [KO:K00699] [EC:2.4.1.17]

Akr7a2; aflatoxin B1 aldehyde reductase member 2 [KO:K15303]

aflatoxin B1 aldehyde reductase member 3 [KO:K15303]

aldehyde dehydrogenase family 3 member B1-like [KO:K00129] [EC:1.2.1.5]

aldehyde dehydrogenase family 3 member B2-like [KO:K00129] [EC:1.2.1.5]

Aldh3b1; aldehyde dehydrogenase family 3 member B1 isoform X3 [KO:K00129] [EC:1.2.1.5]

Aldh3a1; aldehyde dehydrogenase, dimeric NADP-preferring isoform X2 [KO:K00129] [EC:1.2.1.5]

alcohol dehydrogenase E chain [KO:K13951] [EC:1.1.1.1]

Adh7; all-trans-retinol dehydrogenase [NAD(+)] ADH7 [KO:K13951] [EC:1.1.1.1]

Adh4; all-trans-retinol dehydrogenase [NAD(+)] ADH4 [KO:K13980] [EC:1.1.1.1]

Adh5; alcohol dehydrogenase class-3 isoform X1 [KO:K00121] [EC:1.1.1.284 1.1.1.1]

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-dihydrodiol

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

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