KEGG   PATHWAY: dre00982
Entry
dre00982                    Pathway                                
Name
Drug metabolism - cytochrome P450 - Danio rerio (zebrafish)
Class
Metabolism; Xenobiotics biodegradation and metabolism
Pathway map
dre00982  Drug metabolism - cytochrome P450
dre00982

Organism
Danio rerio (zebrafish) [GN:dre]
Gene
794311  fmo5; dimethylaniline monooxygenase [N-oxide-forming] 5 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
557628  si:dkey-239i20.4 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
557525  si:dkey-239i20.2 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
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]
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]
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]
404730  mao; amine oxidase [flavin-containing] [KO:K00274] [EC:1.4.3.4]
558050  si:ch211-127i16.2; probable flavin-containing monoamine oxidase A isoform X2 [KO:K00274] [EC:1.4.3.4]
570457  aox6; aldehyde oxidase 6 [KO:K00157] [EC:1.2.3.1]
64265  aox5; aldehyde oxidase 5 [KO:K00157] [EC:1.2.3.1]
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]
Compound
C01471  Acrolein
C01516  Morphine
C05011  Hydroxytamoxifen
C06174  Codeine
C06754  Chloroacetaldehyde
C06868  Carbamazepine
C07047  Ifosfamide
C07073  Lidocaine
C07108  Tamoxifen
C07163  Methadone
C07185  Valproic acid
C07492  Oxcarbazepine
C07493  10-Hydroxycarbazepine
C07495  Dihydroxycarbazepine
C07496  Carbamazepine-10,11-epoxide
C07501  Felbamate
C07572  Citalopram
C07643  4-Hydroxycyclophosphamide
C07644  4-Ketocyclophosphamide
C07645  Aldophosphamide
C07646  Carboxyphosphamide
C07647  Phosphoramide mustard
C07888  Cyclophosphamide
C08012  Levomethadyl acetate
C11004  2,6-Dimethylaniline
C11583  4-Glutathionyl cyclophosphamide
C11785  Normorphine
C16544  alpha-Hydroxytamoxifen
C16545  Tamoxifen N-oxide
C16546  N-Desmethyltamoxifen
C16547  Endoxifen
C16548  N,N-Didesmethyltamoxifen
C16549  alpha-Hydroxy-N-desmethyltamoxifen
C16550  Dechloroethylcyclophosphamide
C16551  Alcophosphamide
C16552  Nornitrogen mustard
C16553  4-Hydroxyifosfamide
C16554  4-Ketoifosfamide
C16555  2-Dechloroethylifosfamide
C16556  Aldoifosfamide
C16557  Carboxyifosfamide
C16558  Alcoifosfamide
C16559  Isophosphoramide mustard
C16560  3-Hydroxylidocaine
C16561  Monoethylglycinexylidide
C16569  Glycinexylidide
C16570  4-Hydroxy-2,6-dimethylaniline
C16571  2-Amino-3-methylbenzoate
C16572  3-Hydroxymonoethylglycinexylidide
C16576  Norcodeine
C16577  Codeine-6-glucuronide
C16578  Morphine-6-glucuronide
C16582  2-Hydroxyfelbamate
C16584  p-Hydroxyfelbamate
C16586  2-Phenyl-1,3-propanediol monocarbamate
C16587  3-Carbamoyl-2-phenylpropionaldehyde
C16591  3-Carbamoyl-2-phenylpropionic acid
C16592  Atropaldehyde
C16595  4-Hydroxy-5-phenyltetrahydro-1,3-oxazin-2-one
C16596  5-Phenyl-1,3-oxazinane-2,4-dione
C16601  2-Hydroxycarbamazepine
C16602  3-Hydroxycarbamazepine
C16603  2,3-Dihydroxycarbamazepine
C16604  2-Hydroxyiminostilbene
C16605  2H-Dibenz[b,f]azepin-2-one
C16606  Carbamazepine-o-quinone
C16607  Citalopram N-oxide
C16608  Demethylcitalopram
C16609  Didemethylcitalopram
C16610  Citalopram propionic acid
C16612  Citalopram aldehyde
C16643  Morphine-3-glucuronide
C16648  2-n-Propyl-4-pentenoic acid
C16649  4-Hydroxyvalproic acid
C16650  5-Hydroxyvalproic acid
C16651  3-Hydroxyvalproic acid
C16652  3-Oxovalproic acid
C16653  2-n-Propyl-2-pentenoic acid
C16654  2-n-Propyl-3-pentenoic acid
C16655  2-n-Propyl-4-oxopentanoic acid
C16656  2-Propyl-2,4-pentadienoic acid
C16657  2-Propylsuccinic acid
C16658  2-Propylglutaric acid
C16659  2-Ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine
C16660  2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline
C16661  L-alpha-Acetyl-N-normethadol
C16662  L-alpha-Acetyl-N,N-dinormethadol
D00195  Codeine (USP)
D00252  Carbamazepine (JP18/USP/INN)
D00343  Ifosfamide (JAN/USP/INN)
D00358  Lidocaine (JP18/USP/INN)
D00399  Valproic acid (USP)
D00533  Oxcarbazepine (JAN/USP/INN)
D00536  Felbamate (USPINN)
D04716  Levomethadyl acetate (USAN)
D07704  Citalopram (USP/INN)
D07760  Cyclophosphamide (INN)
D08195  Methadone (BAN)
D08233  Morphine (BAN)
D08559  Tamoxifen (INN)
Reference
  Authors
Kato R, Kamatari T (eds).
  Title
[Drug Metabolism] (In Japanese)
  Journal
Tokyo Kagaku Dojin (2000)
Reference
  Authors
Gjerde J, Kisanga ER, Hauglid M, Holm PI, Mellgren G, Lien EA.
  Title
Identification and quantification of tamoxifen and four metabolites in serum by liquid chromatography-tandem mass spectrometry.
  Journal
J Chromatogr A 1082:6-14 (2005)
DOI:10.1016/j.chroma.2005.01.004
Reference
  Authors
Buck MB, Coller JK, Murdter TE, Eichelbaum M, Knabbe C.
  Title
TGFbeta2 and TbetaRII are valid molecular biomarkers for the antiproliferative effects of tamoxifen and tamoxifen metabolites in breast cancer cells.
  Journal
Breast Cancer Res Treat 107:15-24 (2008)
DOI:10.1007/s10549-007-9526-7
Reference
  Authors
Rodriguez-Antona C, Ingelman-Sundberg M.
  Title
Cytochrome P450 pharmacogenetics and cancer.
  Journal
Oncogene 25:1679-91 (2006)
DOI:10.1038/sj.onc.1209377
Reference
  Authors
Zhang J, Tian Q, Yung Chan S, Chuen Li S, Zhou S, Duan W, Zhu YZ.
  Title
Metabolism and transport of oxazaphosphorines and the clinical implications.
  Journal
Drug Metab Rev 37:611-703 (2005)
DOI:10.1080/03602530500364023
Reference
  Authors
Kosel M, Amey M, Aubert AC, Baumann P.
  Title
In vitro metabolism of citalopram by monoamine oxidase B in human blood.
  Journal
Eur Neuropsychopharmacol 11:75-8 (2001)
DOI:10.1016/S0924-977X(00)00128-0
Reference
  Authors
Olesen OV, Linnet K.
  Title
Studies on the stereoselective metabolism of citalopram by human liver microsomes and cDNA-expressed cytochrome P450 enzymes.
  Journal
Pharmacology 59:298-309 (1999)
DOI:10.1159/000028333
Reference
PMID:9698084
  Authors
Rochat B, Kosel M, Boss G, Testa B, Gillet M, Baumann P.
  Title
Stereoselective biotransformation of the selective serotonin reuptake inhibitor citalopram and its demethylated metabolites by monoamine oxidases in human liver.
  Journal
Biochem Pharmacol 56:15-23 (1998)
DOI:10.1016/S0006-2952(98)00008-2
Reference
  Authors
David AW, Thomas LL, William OF.
  Title
Foye's Principles of Medicinal Chemistry (5th ed)
  Journal
Lippincott Williams & Wilkins (2002)
Reference
  Authors
Oda Y, Kharasch ED.
  Title
Metabolism of methadone and levo-alpha-acetylmethadol (LAAM) by human intestinal cytochrome P450 3A4 (CYP3A4): potential contribution of intestinal metabolism to presystemic clearance and bioactivation.
  Journal
J Pharmacol Exp Ther 298:1021-32 (2001)
Reference
  Authors
Wang JS, Backman JT, Taavitsainen P, Neuvonen PJ, Kivisto KT.
  Title
Involvement of CYP1A2 and CYP3A4 in lidocaine N-deethylation and 3-hydroxylation in humans.
  Journal
Drug Metab Dispos 28:959-65 (2000)
Reference
  Authors
Dieckhaus CM, Thompson CD, Roller SG, Macdonald TL.
  Title
Mechanisms of idiosyncratic drug reactions: the case of felbamate.
  Journal
Chem Biol Interact 142:99-117 (2002)
DOI:10.1016/S0009-2797(02)00057-1
Reference
  Authors
Pearce RE, Lu W, Wang Y, Uetrecht JP, Correia MA, Leeder JS
  Title
Pathways of carbamazepine bioactivation in vitro. III. The role of human cytochrome P450 enzymes in the formation of 2,3-dihydroxycarbamazepine.
  Journal
Drug Metab Dispos 36:1637-49 (2008)
DOI:10.1124/dmd.107.019562
Reference
  Authors
Pearce RE, Vakkalagadda GR, Leeder JS.
  Title
Pathways of carbamazepine bioactivation in vitro I. Characterization of human cytochromes P450 responsible for the formation of 2- and 3-hydroxylated metabolites.
  Journal
Drug Metab Dispos 30:1170-9 (2002)
DOI:10.1124/dmd.30.11.1170
Reference
  Authors
Kumar S, Wong H, Yeung SA, Riggs KW, Abbott FS, Rurak DW.
  Title
Disposition of valproic acid in maternal, fetal, and newborn sheep. II: metabolism and renal elimination.
  Journal
Drug Metab Dispos 28:857-64 (2000)
Reference
  Authors
Bernad T, Joachim M.
  Title
Hydrolysis in Drug and Prodrug Metabolism: Chemistry, Biochemistry, and Enzymology
  Journal
Wiley-VCH (2003)
KO pathway
ko00982   
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