KEGG   PATHWAY: dre00980
Entry
dre00980                    Pathway                                
Name
Metabolism of xenobiotics by cytochrome P450 - Danio rerio (zebrafish)
Class
Metabolism; Xenobiotics biodegradation and metabolism
Pathway map
dre00980  Metabolism of xenobiotics by cytochrome P450
dre00980

Organism
Danio rerio (zebrafish) [GN:dre]
Gene
100150054  cyp1b1; cytochrome P450 1B1 isoform 2 [KO:K07410] [EC:1.14.14.1]
324366  gstm.1; glutathione S-transferase mu, tandem duplicate 1 [KO:K00799] [EC:2.5.1.18]
449784  mgst1.1; microsomal glutathione S-transferase 1.1 [KO:K00799] [EC:2.5.1.18]
436894  gsto1; glutathione S-transferase omega-1 [KO:K00799] [EC:2.5.1.18]
723997  mgst2; microsomal glutathione S-transferase 2 [KO:K00799] [EC:2.5.1.18]
571365  gstm.2; glutathione S-transferase mu tandem duplicate 2 [KO:K00799] [EC:2.5.1.18]
563972  gstt1a; glutathione S-transferase theta-1a [KO:K00799] [EC:2.5.1.18]
406736  mgst3a; microsomal glutathione S-transferase 3a [KO:K00799] [EC:2.5.1.18]
406703  gsta.1; glutathione S-transferase, alpha tandem duplicate 1 [KO:K00799] [EC:2.5.1.18]
100124622  gsta.2; glutathione S-transferase, alpha tandem duplicate 2 [KO:K00799] [EC:2.5.1.18]
431762  mgst1.2; microsomal glutathione S-transferase 1.2 [KO:K00799] [EC:2.5.1.18]
568744  gstm.3; glutathione S-transferase mu tandem duplicate 3 [KO:K00799] [EC:2.5.1.18]
567275  mgst3b; microsomal glutathione S-transferase 3b [KO:K00799] [EC:2.5.1.18]
492500  gsto2; glutathione S-transferase omega-2 [KO:K00799] [EC:2.5.1.18]
564619  gstr; glutathione S-transferase rho [KO:K00799] [EC:2.5.1.18]
393556  gstt1b; glutathione S-transferase theta-1b [KO:K00799] [EC:2.5.1.18]
393493  gstt2; glutathione S-transferase theta-2 [KO:K00799] [EC:2.5.1.18]
79381  gstp1.2; glutathione S-transferase P [KO:K23790] [EC:2.5.1.18]
553169  gstp1.1; glutathione S-transferase pi 1.1 [KO:K23790] [EC:2.5.1.18]
436833  gstk1; glutathione S-transferase kappa 1 [KO:K13299] [EC:2.5.1.18]
678541  gstk4; glutathione S-transferase kappa 4 [KO:K13299] [EC:2.5.1.18]
394043  ephx1; epoxide hydrolase 1 [KO:K01253] [EC:3.3.2.9]
406433  dhdh.1; dihydrodiol dehydrogenase, tandem duplicate 1 [KO:K00078] [EC:1.3.1.20 1.1.1.179]
449558  dhdh.2; trans-1,2-dihydrobenzene-1,2-diol dehydrogenase [KO:K00078] [EC:1.3.1.20 1.1.1.179]
100333777  hsd11b1lb; hydroxysteroid 11-beta-dehydrogenase 1-like protein [KO:K15680] [EC:1.1.1.146]
393293  hsd11b1la; hydroxysteroid 11-beta-dehydrogenase 1-like protein precursor [KO:K15680] [EC:1.1.1.146]
373866  cbr1; carbonyl reductase [NADPH] 1 [KO:K00079] [EC:1.1.1.184 1.1.1.189 1.1.1.197]
337696  cbr1l; carbonyl reductase 1-like [KO:K00079] [EC:1.1.1.184 1.1.1.189 1.1.1.197]
406731  ugt1ab; UDP glucuronosyltransferase 1 family a, b precursor [KO:K00699] [EC:2.4.1.17]
570913  ugt5g1; UDP glucuronosyltransferase 5 family, polypeptide G1 precursor [KO:K00699] [EC:2.4.1.17]
553952  ugt2a2; UDP-glucuronosyltransferase 2A2 precursor [KO:K00699] [EC:2.4.1.17]
641488  ugt1a1; UDP-glucuronosyltransferase 1-1 precursor [KO:K00699] [EC:2.4.1.17]
767705  ugt2a5; UDP glucuronosyltransferase 2 family, polypeptide A5 precursor [KO:K00699] [EC:2.4.1.17]
100006320  ugt2a1; UDP-glucuronosyltransferase 2A1 precursor [KO:K00699] [EC:2.4.1.17]
100415797  ugt5a5; UDP glucuronosyltransferase 5 family, polypeptide A5 precursor [KO:K00699] [EC:2.4.1.17]
767756  ugt5a2; UDP glucuronosyltransferase 5 family, polypeptide A2 precursor [KO:K00699] [EC:2.4.1.17]
100415798  ugt5a4; UDP glucuronosyltransferase 5 family, polypeptide A4 precursor [KO:K00699] [EC:2.4.1.17]
100415799  ugt5b2; UDP glucuronosyltransferase 5 family, polypeptide B2 precursor [KO:K00699] [EC:2.4.1.17]
556049  ugt5g2; UDP glucuronosyltransferase 5 family, polypeptide G2 precursor [KO:K00699] [EC:2.4.1.17]
100379286  ugt1a2; UDP glucuronosyltransferase 1 family, polypeptide A2 precursor [KO:K00699] [EC:2.4.1.17]
322378  ugt5a3; UDP glucuronosyltransferase 5 family, polypeptide A3 precursor [KO:K00699] [EC:2.4.1.17]
792506  ugt2b6; UDP glucuronosyltransferase 2 family, polypeptide B6 precursor [KO:K00699] [EC:2.4.1.17]
795050  ugt1b4; UDP glucuronosyltransferase 1 family, polypeptide B4 [KO:K00699] [EC:2.4.1.17]
791613  ugt2a4; UDP glucuronosyltransferase 2 family, polypeptide A4 precursor [KO:K00699] [EC:2.4.1.17]
797211  ugt2a6; UDP glucuronosyltransferase 2 family, polypeptide A6 precursor [KO:K00699] [EC:2.4.1.17]
100002993  ugt5e1; UDP glucuronosyltransferase 5 family, polypeptide E1 precursor [KO:K00699] [EC:2.4.1.17]
751669  ugt5c2; UDP glucuronosyltransferase 5 family, polypeptide C2 [KO:K00699] [EC:2.4.1.17]
100384893  ugt1b2; UDP glucuronosyltransferase 1 family, polypeptide B2 precursor [KO:K00699] [EC:2.4.1.17]
100384896  ugt1a6; UDP-glucuronosyltransferase 1-6 precursor [KO:K00699] [EC:2.4.1.17]
100384891  ugt1a7; UDP-glucuronosyltransferase 1-7 precursor [KO:K00699] [EC:2.4.1.17]
100384895  ugt2b1; UDP glucuronosyltransferase 2 family, polypeptide B1 precursor [KO:K00699] [EC:2.4.1.17]
100384897  ugt1a5; UDP-glucuronosyltransferase 1-5 precursor [KO:K00699] [EC:2.4.1.17]
100384898  ugt2b3; UDP glucuronosyltransferase 2 family, polypeptide B3 isoform 2 precursor [KO:K00699] [EC:2.4.1.17]
100384901  ugt1a4; UDP-glucuronosyltransferase 1-4 precursor [KO:K00699] [EC:2.4.1.17]
100384902  ugt2b5; UDP glucuronosyltransferase 2 family, polypeptide B5 precursor [KO:K00699] [EC:2.4.1.17]
100384903  ugt1b3; UDP glucuronosyltransferase 1 family, polypeptide B3 precursor [KO:K00699] [EC:2.4.1.17]
100415791  ugt5b1; UDP glucuronosyltransferase 5 family, polypeptide B1 precursor [KO:K00699] [EC:2.4.1.17]
100415792  ugt5b3; UDP glucuronosyltransferase 5 family, polypeptide B3 precursor [KO:K00699] [EC:2.4.1.17]
100415794  ugt5d1; UDP glucuronosyltransferase 5 family, polypeptide D1 [KO:K00699] [EC:2.4.1.17]
100415800  ugt5f1; UDP glucuronosyltransferase 5 family, polypeptide F1 precursor [KO:K00699] [EC:2.4.1.17]
100384899  ugt1b5; UDP glucuronosyltransferase 1 family, polypeptide B5 [KO:K00699] [EC:2.4.1.17]
641479  ugt5a1; UDP glucuronosyltransferase 5 family, polypeptide A1 precursor [KO:K00699] [EC:2.4.1.17]
678597  ugt5b6; UDP glucuronosyltransferase 5 family, polypeptide B6 precursor [KO:K00699] [EC:2.4.1.17]
558508  ugt1b1; UDP glucuronosyltransferase 1 family, polypeptide B1 precursor [KO:K00699] [EC:2.4.1.17]
791210  ugt5b4; UDP glucuronosyltransferase 5 family, polypeptide B4 precursor [KO:K00699] [EC:2.4.1.17]
795261  ugt1b7; UDP glucuronosyltransferase 1 family, polypeptide B7 precursor [KO:K00699] [EC:2.4.1.17]
436642  akr7a3; aflatoxin B1 aldehyde reductase member 3 [KO:K15303]
282559  aldh3b1; aldehyde dehydrogenase family 3 member B1 [KO:K00129] [EC:1.2.1.5]
557008  aldh3b2; aldehyde dehydrogenase family 3 member B1 [KO:K00129] [EC:1.2.1.5]
116517  adh5; alcohol dehydrogenase class-3 [KO:K00121] [EC:1.1.1.284 1.1.1.1]
322482  adh8a; alcohol dehydrogenase 8a [KO:K00121] [EC:1.1.1.284 1.1.1.1]
393427  adh5l; Alcohol dehydrogenase class-3-like [KO:K00121] [EC:1.1.1.284 1.1.1.1]
402841  adh8b; alcohol dehydrogenase 8b [KO:K00121] [EC:1.1.1.284 1.1.1.1]
402939  zgc:77938; Alcohol dehydrogenase class-3-like [KO:K00121] [EC:1.1.1.284 1.1.1.1]
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-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
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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