KEGG   PATHWAY: cclu00980
Entry
cclu00980                   Pathway                                
Name
Metabolism of xenobiotics by cytochrome P450 - Coregonus clupeaformis (lake whitefish)
Class
Metabolism; Xenobiotics biodegradation and metabolism
Pathway map
cclu00980  Metabolism of xenobiotics by cytochrome P450
cclu00980

Organism
Coregonus clupeaformis (lake whitefish) [GN:cclu]
Gene
121582677  cytochrome P450 1B1-like [KO:K07410] [EC:1.14.14.1]
121553509  cytochrome P450 1B1-like [KO:K07410] [EC:1.14.14.1]
121584726  glutathione S-transferase theta-1 [KO:K00799] [EC:2.5.1.18]
121584515  glutathione S-transferase theta-1-like isoform X1 [KO:K00799] [EC:2.5.1.18]
121538523  gstr; glutathione S-transferase rho [KO:K00799] [EC:2.5.1.18]
121546146  glutathione S-transferase Mu 3 [KO:K00799] [EC:2.5.1.18]
121555437  mgst1.1; microsomal glutathione S-transferase 1.1 [KO:K00799] [EC:2.5.1.18]
123480948  microsomal glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
121539194  microsomal glutathione S-transferase 3 [KO:K00799] [EC:2.5.1.18]
121581086  mgst3a; microsomal glutathione S-transferase 3a [KO:K00799] [EC:2.5.1.18]
121541413  glutathione S-transferase theta-3 isoform X2 [KO:K00799] [EC:2.5.1.18]
121550185  glutathione S-transferase theta-1 [KO:K00799] [EC:2.5.1.18]
121575172  glutathione S-transferase 3 isoform X1 [KO:K00799] [EC:2.5.1.18]
121542722  mgst2; microsomal glutathione S-transferase 2 isoform X1 [KO:K00799] [EC:2.5.1.18]
121535578  microsomal glutathione S-transferase 3 [KO:K00799] [EC:2.5.1.18]
121544385  microsomal glutathione S-transferase 3 [KO:K00799] [EC:2.5.1.18]
121570967  glutathione S-transferase omega-1 [KO:K00799] [EC:2.5.1.18]
121585810  glutathione S-transferase A-like [KO:K00799] [EC:2.5.1.18]
121540478  glutathione S-transferase P [KO:K23790] [EC:2.5.1.18]
121535268  glutathione S-transferase P [KO:K23790] [EC:2.5.1.18]
121542994  glutathione S-transferase kappa 1-like [KO:K13299] [EC:2.5.1.18]
121586226  glutathione S-transferase kappa 1 [KO:K13299] [EC:2.5.1.18]
121584393  hematopoietic prostaglandin D synthase isoform X1 [KO:K04097] [EC:5.3.99.2 2.5.1.18]
121547755  ephx5; epoxide hydrolase 1 isoform X1 [KO:K01253] [EC:3.3.2.9]
121548868  epoxide hydrolase 1 [KO:K01253] [EC:3.3.2.9]
121552613  epoxide hydrolase 1-like [KO:K01253] [EC:3.3.2.9]
121582302  dhdh.2; LOW QUALITY PROTEIN: trans-1,2-dihydrobenzene-1,2-diol dehydrogenase [KO:K00078] [EC:1.3.1.20 1.1.1.179]
121536318  trans-1,2-dihydrobenzene-1,2-diol dehydrogenase [KO:K00078] [EC:1.3.1.20 1.1.1.179]
121539915  hydroxysteroid 11-beta-dehydrogenase 1-like protein [KO:K15680] [EC:1.1.1.146]
121533543  hydroxysteroid 11-beta-dehydrogenase 1-like protein isoform X1 [KO:K15680] [EC:1.1.1.146]
121534695  hsd11b1lb; hydroxysteroid 11-beta-dehydrogenase 1-like protein [KO:K15680] [EC:1.1.1.146]
121541908  carbonyl reductase [NADPH] 1-like [KO:K00079] [EC:1.1.1.184 1.1.1.189 1.1.1.197]
121541910  carbonyl reductase [NADPH] 1 [KO:K00079] [EC:1.1.1.184 1.1.1.189 1.1.1.197]
121536847  carbonyl reductase [NADPH] 1 [KO:K00079] [EC:1.1.1.184 1.1.1.189 1.1.1.197]
121554570  cbr1; carbonyl reductase [NADPH] 1 [KO:K00079] [EC:1.1.1.184 1.1.1.189 1.1.1.197]
121582295  UDP-glucuronosyltransferase 2A1-like [KO:K00699] [EC:2.4.1.17]
121584684  UDP-glucuronosyltransferase 2A2-like [KO:K00699] [EC:2.4.1.17]
121584308  UDP-glucuronosyltransferase 2A1 [KO:K00699] [EC:2.4.1.17]
121538405  ugt5e1; UDP glucuronosyltransferase 5 family, polypeptide E1 isoform X1 [KO:K00699] [EC:2.4.1.17]
121555385  UDP-glucuronosyltransferase 2C1 [KO:K00699] [EC:2.4.1.17]
121580524  UDP-glucuronosyltransferase 1A1 [KO:K00699] [EC:2.4.1.17]
121531573  UDP-glucuronosyltransferase 2C1 [KO:K00699] [EC:2.4.1.17]
121573666  UDP-glucuronosyltransferase [KO:K00699] [EC:2.4.1.17]
121561575  UDP-glucuronosyltransferase 2B31 [KO:K00699] [EC:2.4.1.17]
121541198  ugt5g2; UDP glucuronosyltransferase 5 family, polypeptide G2 [KO:K00699] [EC:2.4.1.17]
121551205  UDP-glucuronosyltransferase 2A2 [KO:K00699] [EC:2.4.1.17]
121552176  UDP-glucuronosyltransferase [KO:K00699] [EC:2.4.1.17]
121569865  UDP-glucuronosyltransferase 2A1-like [KO:K00699] [EC:2.4.1.17]
121554452  ugt5g1; UDP glucuronosyltransferase 5 family, polypeptide G1 isoform X1 [KO:K00699] [EC:2.4.1.17]
121554501  UDP-glucuronosyltransferase [KO:K00699] [EC:2.4.1.17]
121571129  UDP-glucuronosyltransferase 2A1 [KO:K00699] [EC:2.4.1.17]
121582298  UDP-glucuronosyltransferase 2A1-like [KO:K00699] [EC:2.4.1.17]
121574286  UDP-glucuronosyltransferase 2C1-like isoform X1 [KO:K00699] [EC:2.4.1.17]
121582080  LOW QUALITY PROTEIN: UDP-glucuronosyltransferase 2B20-like [KO:K00699] [EC:2.4.1.17]
121582081  UDP-glucuronosyltransferase 2B20-like [KO:K00699] [EC:2.4.1.17]
121582268  UDP-glucuronosyltransferase 2A1 [KO:K00699] [EC:2.4.1.17]
121582296  UDP-glucuronosyltransferase 2A1-like [KO:K00699] [EC:2.4.1.17]
121575358  akr7a3; aflatoxin B1 aldehyde reductase member 3 [KO:K15303]
121584526  aldh3b2; aldehyde dehydrogenase family 3 member B1 [KO:K00129] [EC:1.2.1.5]
121550413  aldehyde dehydrogenase family 3 member B1 [KO:K00129] [EC:1.2.1.5]
123482507  LOW QUALITY PROTEIN: aldehyde dehydrogenase family 3 member B1-like [KO:K00129] [EC:1.2.1.5]
123482527  aldehyde dehydrogenase family 3 member B1-like [KO:K00129] [EC:1.2.1.5]
121539424  adh8a; alcohol dehydrogenase 8a [KO:K00121] [EC:1.1.1.284 1.1.1.1]
121541572  alcohol dehydrogenase class-3 [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   
LinkDB

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