KEGG   PATHWAY: xla00982
Entry
xla00982                    Pathway                                
Name
Drug metabolism - cytochrome P450 - Xenopus laevis (African clawed frog)
Class
Metabolism; Xenobiotics biodegradation and metabolism
Pathway map
xla00982  Drug metabolism - cytochrome P450
xla00982

Organism
Xenopus laevis (African clawed frog) [GN:xla]
Gene
398813  fmo5.2.S; flavin containing dimethylaniline monoxygenase 5 gene 2 S homeolog [KO:K00485] [EC:1.14.13.8 1.8.1.-]
398930  fmo2.L; flavin containing dimethylaniline monooxygenase 2 L homeolog [KO:K00485] [EC:1.14.13.8 1.8.1.-]
447211  fmo5.1.L; flavin containing dimethylaniline monoxygenase 5 gene 1 L homeolog [KO:K00485] [EC:1.14.13.8 1.8.1.-]
108714506  fmo5.2.L; flavin-containing monooxygenase 5 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
108714414  dimethylaniline monooxygenase [N-oxide-forming] 2-like isoform X1 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
108714415  dimethylaniline monooxygenase [N-oxide-forming] 2-like [KO:K00485] [EC:1.14.13.8 1.8.1.-]
108714416  dimethylaniline monooxygenase [N-oxide-forming] 2 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
108714417  flavin-containing monooxygenase 5 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
108715678  flavin-containing monooxygenase 5 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
108715679  dimethylaniline monooxygenase [N-oxide-forming] 2 isoform X2 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
447265  fmo3.L; dimethylaniline monooxygenase [N-oxide-forming] 3 isoform X1 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
494799  uncharacterized protein LOC494799 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
444764  mgst3.S; microsomal glutathione S-transferase 3 S homeolog [KO:K00799] [EC:2.5.1.18]
414684  mgst1.L; microsomal glutathione S-transferase 1 L homeolog [KO:K00799] [EC:2.5.1.18]
380534  gstm1.S; glutathione S-transferase mu 2 [KO:K00799] [EC:2.5.1.18]
432297  gstt1.L; glutathione S-transferase theta 1 L homeolog [KO:K00799] [EC:2.5.1.18]
100036918  uncharacterized protein LOC100036918 [KO:K00799] [EC:2.5.1.18]
495981  mgst3.L; uncharacterized protein LOC495981 [KO:K00799] [EC:2.5.1.18]
734548  gsta4.S; glutathione S-transferase alpha 4 S homeolog [KO:K00799] [EC:2.5.1.18]
431979  MGC82327; uncharacterized protein LOC431979 [KO:K00799] [EC:2.5.1.18]
100037104  gsto2.L; glutathione S-transferase omega 2 L homeolog [KO:K00799] [EC:2.5.1.18]
100037213  XB5796436.L; uncharacterized protein LOC100037213 [KO:K00799] [EC:2.5.1.18]
100036921  gsta1.L; glutathione S-transferase alpha 1 L homeolog [KO:K00799] [EC:2.5.1.18]
108716906  glutathione S-transferase 3 [KO:K00799] [EC:2.5.1.18]
446920  gsta1.S; glutathione S-transferase 3 isoform X2 [KO:K00799] [EC:2.5.1.18]
779251  gstt1-like.2.L; uncharacterized protein LOC779251 [KO:K00799] [EC:2.5.1.18]
495374  gsto1.S; glutathione S-transferase omega 1 S homeolog [KO:K00799] [EC:2.5.1.18]
108716035  glutathione S-transferase theta-1 [KO:K00799] [EC:2.5.1.18]
108699647  mgst2.L; microsomal glutathione S-transferase 2 isoform X2 [KO:K00799] [EC:2.5.1.18]
108706060  mgst2.S; microsomal glutathione S-transferase 2 [KO:K00799] [EC:2.5.1.18]
108696140  glutathione S-transferase omega-1 [KO:K00799] [EC:2.5.1.18]
108699671  microsomal glutathione S-transferase 2 [KO:K00799] [EC:2.5.1.18]
108709596  XB5796436.S; microsomal glutathione S-transferase 3 [KO:K00799] [EC:2.5.1.18]
398321  gstp1.L; glutathione S-transferase P 1 [KO:K23790] [EC:2.5.1.18]
121397248  glutathione S-transferase P 1-like [KO:K23790] [EC:2.5.1.18]
734753  gstk1.S; uncharacterized protein LOC734753 [KO:K13299] [EC:2.5.1.18]
379895  gstk1.L; glutathione S-transferase kappa 1 L homeolog [KO:K13299] [EC:2.5.1.18]
379417  hpgds.S; prostaglandin D2 synthase, hematopoietic b [KO:K04097] [EC:5.3.99.2 2.5.1.18]
398969  hpgds.L; prostaglandin D2 synthase, hematopoietic a [KO:K04097] [EC:5.3.99.2 2.5.1.18]
398993  adh1c.S; alcohol dehydrogenase 1C (class I), gamma polypeptide S homeolog [KO:K13951] [EC:1.1.1.1]
432021  MGC82221; uncharacterized protein LOC432021 [KO:K13951] [EC:1.1.1.1]
444547  MGC83376 protein [KO:K13951] [EC:1.1.1.1]
446738  adh7.S; class V alcohol dehydrogenase [KO:K13951] [EC:1.1.1.1]
733285  adh1a.S; alcohol dehydrogenase 1A (class I), alpha polypeptide S homeolog [KO:K13951] [EC:1.1.1.1]
379488  adh4.L; alcohol dehydrogenase 4 (class II), pi polypeptide L homeolog [KO:K13951] [EC:1.1.1.1]
432057  adh1b.L; alcohol dehydrogenase 1 [KO:K13951] [EC:1.1.1.1]
108706741  NADP-dependent alcohol dehydrogenase [KO:K13951] [EC:1.1.1.1]
108706912  alcohol dehydrogenase 1 [KO:K13951] [EC:1.1.1.1]
398377  alcohol dehydrogenase 1 [KO:K13951] [EC:1.1.1.1]
121403102  alcohol dehydrogenase 1-like [KO:K13951] [EC:1.1.1.1]
445841  adh5.L; alcohol dehydrogenase 5 (class III), chi polypeptide L homeolog [KO:K00121] [EC:1.1.1.284 1.1.1.1]
447062  aldh3b1.L; aldehyde dehydrogenase 3 family member B1 L homeolog [KO:K00129] [EC:1.2.1.5]
108711844  aldh3b2.L; aldehyde dehydrogenase family 3 member B1 isoform X2 [KO:K00129] [EC:1.2.1.5]
495197  maoa.L; monoamine oxidase A L homeolog [KO:K00274] [EC:1.4.3.4]
108708197  amine oxidase [flavin-containing] [KO:K00274] [EC:1.4.3.4]
108709414  amine oxidase [flavin-containing] [KO:K00274] [EC:1.4.3.4]
108709415  amine oxidase [flavin-containing] A [KO:K00274] [EC:1.4.3.4]
446968  maob.L; amine oxidase [flavin-containing] A [KO:K00274] [EC:1.4.3.4]
444490  aox1.S; aldehyde oxidase 1 S homeolog precursor [KO:K00157] [EC:1.2.3.1]
108701448  aldehyde oxidase 2 isoform X1 [KO:K00157] [EC:1.2.3.1]
108701449  aox1.L; aldehyde oxidase 1 isoform X1 [KO:K00157] [EC:1.2.3.1]
108701447  aldehyde oxidase [KO:K00157] [EC:1.2.3.1]
100037183  ugt1a6.S; UDP-glucuronosyltransferase 1-6 [KO:K00699] [EC:2.4.1.17]
108701409  ugt1a1.L; UDP-glucuronosyltransferase 1A1 isoform X1 [KO:K00699] [EC:2.4.1.17]
108711396  UDP-glucuronosyltransferase 2C1 [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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