KEGG   PATHWAY: mcf00982
Entry
mcf00982                    Pathway                                
Name
Drug metabolism - cytochrome P450 - Macaca fascicularis (crab-eating macaque)
Class
Metabolism; Xenobiotics biodegradation and metabolism
Pathway map
mcf00982  Drug metabolism - cytochrome P450
mcf00982

Organism
Macaca fascicularis (crab-eating macaque) [GN:mcf]
Gene
102140079  CYP2D8; cytochrome P450 2D17-like [KO:K17712] [EC:1.14.14.1]
102143092  CYP2D6; cytochrome P450 2D17 [KO:K17712] [EC:1.14.14.1]
102115450  CYP2C9; cytochrome P450 2C9 isoform X1 [KO:K17719] [EC:1.14.14.51 1.14.14.52 1.14.14.53 1.14.14.-]
102147103  CYP2C19; cytochrome P450 2C9 [KO:K17719] [EC:1.14.14.51 1.14.14.52 1.14.14.53 1.14.14.-]
102144258  CYP3A4; cytochrome P450 3A8 [KO:K17689] [EC:1.14.13.32 1.14.14.55 1.14.14.56 1.14.14.57 1.14.14.73 1.14.14.-]
102123829  FMO1; flavin-containing monooxygenase 1 isoform X3 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
101866762  FMO5; flavin-containing monooxygenase 5 isoform X1 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
102124485  FMO4; dimethylaniline monooxygenase [N-oxide-forming] 4 isoform X2 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
101925939  FMO2; flavin-containing monooxygenase 2 isoform X2 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
102122444  putative dimethylaniline monooxygenase [N-oxide-forming] 6 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
102121796  FMO3; flavin-containing monooxygenase 3 [KO:K00485] [EC:1.14.13.8 1.8.1.-]
102124427  CYP2B6; cytochrome P450 2B6 isoform X1 [KO:K17709] [EC:1.14.14.-]
102146134  CYP3A5; cytochrome P450 3A5 isoform X2 [KO:K17690] [EC:1.14.14.1]
135964429  glutathione S-transferase Mu 1 [KO:K00799] [EC:2.5.1.18]
135969681  glutathione S-transferase theta-2B-like [KO:K00799] [EC:2.5.1.18]
135970608  glutathione S-transferase A1-like [KO:K00799] [EC:2.5.1.18]
102138414  MGST3; glutathione S-transferase 3, mitochondrial isoform X2 [KO:K00799] [EC:2.5.1.18]
102115229  glutathione S-transferase A1 [KO:K00799] [EC:2.5.1.18]
101866044  MGST2; microsomal glutathione S-transferase 2 isoform X1 [KO:K00799] [EC:2.5.1.18]
101865382  GSTA4; glutathione S-transferase A4 isoform X1 [KO:K00799] [EC:2.5.1.18]
102146648  MGST1; microsomal glutathione S-transferase 1 isoform X1 [KO:K00799] [EC:2.5.1.18]
102117319  GSTO1; glutathione S-transferase omega-1 isoform X2 [KO:K00799] [EC:2.5.1.18]
102116720  GSTO2; glutathione S-transferase omega-2 isoform X1 [KO:K00799] [EC:2.5.1.18]
102142224  glutathione S-transferase theta-2B isoform X2 [KO:K00799] [EC:2.5.1.18]
102114846  glutathione S-transferase A3 [KO:K00799] [EC:2.5.1.18]
102145837  glutathione S-transferase Mu 1 isoform X4 [KO:K00799] [EC:2.5.1.18]
102146042  GSTA5; glutathione S-transferase A5 [KO:K00799] [EC:2.5.1.18]
101925101  GSTM5; glutathione S-transferase Mu 5 [KO:K00799] [EC:2.5.1.18]
102145210  GSTM3; glutathione S-transferase Mu 3 isoform X1 [KO:K00799] [EC:2.5.1.18]
102146720  glutathione S-transferase Mu 2 isoform X1 [KO:K00799] [EC:2.5.1.18]
102130209  glutathione S-transferase omega-1-like [KO:K00799] [EC:2.5.1.18]
123572957  glutathione S-transferase A1 [KO:K00799] [EC:2.5.1.18]
123572960  glutathione S-transferase A4-like [KO:K00799] [EC:2.5.1.18]
102140658  glutathione S-transferase theta-4 [KO:K00799] [EC:2.5.1.18]
102143668  glutathione S-transferase theta-4-like [KO:K00799] [EC:2.5.1.18]
135971892  glutathione S-transferase P-like [KO:K23790] [EC:2.5.1.18]
102127415  GSTP1; glutathione S-transferase P isoform X2 [KO:K23790] [EC:2.5.1.18]
102127774  GSTK1; glutathione S-transferase kappa 1 isoform X1 [KO:K13299] [EC:2.5.1.18]
102131661  HPGDS; hematopoietic prostaglandin D synthase [KO:K04097] [EC:5.3.99.2 2.5.1.18]
135970966  all-trans-retinol dehydrogenase [NAD(+)] ADH1B [KO:K13951] [EC:1.1.1.1]
102122664  alcohol dehydrogenase 1A [KO:K13951] [EC:1.1.1.1]
102124195  alcohol dehydrogenase 1C [KO:K13951] [EC:1.1.1.1]
102125243  ADH7; all-trans-retinol dehydrogenase [NAD(+)] ADH7 [KO:K13951] [EC:1.1.1.1]
102123413  alcohol dehydrogenase 1A [KO:K13951] [EC:1.1.1.1]
102121906  ADH4; all-trans-retinol dehydrogenase [NAD(+)] ADH4 isoform X1 [KO:K13980] [EC:1.1.1.1]
102122307  ADH5; alcohol dehydrogenase class-3 [KO:K00121] [EC:1.1.1.284 1.1.1.1]
102121717  LOW QUALITY PROTEIN: alcohol dehydrogenase class-3-like [KO:K00121] [EC:1.1.1.284 1.1.1.1]
102120901  ADH6; alcohol dehydrogenase 6 isoform X1 [KO:K13952] [EC:1.1.1.1]
102120140  ALDH3B1; aldehyde dehydrogenase family 3 member B1 isoform X1 [KO:K00129] [EC:1.2.1.5]
102122172  ALDH3B2; aldehyde dehydrogenase family 3 member B2 isoform X2 [KO:K00129] [EC:1.2.1.5]
102140050  ALDH3A1; aldehyde dehydrogenase, dimeric NADP-preferring isoform X1 [KO:K00129] [EC:1.2.1.5]
101925100  MAOB; amine oxidase [flavin-containing] B isoform X1 [KO:K00274] [EC:1.4.3.4]
102146667  MAOA; amine oxidase [flavin-containing] A isoform X1 [KO:K00274] [EC:1.4.3.4]
102134825  AOX4; aldehyde oxidase 4 [KO:K00157] [EC:1.2.3.1]
102131116  aldehyde oxidase 1 isoform X1 [KO:K00157] [EC:1.2.3.1]
102134468  AOX2; aldehyde oxidase 2 [KO:K00157] [EC:1.2.3.1]
102134578  UDP-glucuronosyltransferase 1A7-like [KO:K00699] [EC:2.4.1.17]
135966642  UDP-glucuronosyltransferase 1A3-like [KO:K00699] [EC:2.4.1.17]
102125239  UGT2B23; UDP-glucuronosyltransferase 2B23 [KO:K00699] [EC:2.4.1.17]
135964442  UDP-glucuronosyltransferase 2B9 [KO:K00699] [EC:2.4.1.17]
102121904  UDP-glucuronosyltransferase 2B30 isoform X1 [KO:K00699] [EC:2.4.1.17]
102124844  UDP-glucuronosyltransferase 2A3 [KO:K00699] [EC:2.4.1.17]
102123935  UDP-glucuronosyltransferase 2B19 [KO:K00699] [EC:2.4.1.17]
102118731  UDP-glucuronosyltransferase 2A1 isoform X1 [KO:K00699] [EC:2.4.1.17]
102128580  UGT2B20; UDP-glucuronosyltransferase 2B20 [KO:K00699] [EC:2.4.1.17]
102126139  UDP-glucuronosyltransferase 2B33 isoform X2 [KO:K00699] [EC:2.4.1.17]
102127013  UDP-glucuronosyltransferase 2B18-like isoform X1 [KO:K00699] [EC:2.4.1.17]
107126976  UGT1A9; UDP glucuronosyltransferase 1 family, polypeptide A9 precursor [KO:K00699] [EC:2.4.1.17]
107126977  UGT1A3; UDP glucuronosyltransferase 1 family, polypeptide A3 precursor [KO:K00699] [EC:2.4.1.17]
107126974  UGT1A8; UDP glucuronosyltransferase 1 family, polypeptide A8 precursor [KO:K00699] [EC:2.4.1.17]
110006326  UGT1A6; UDP glucuronosyltransferase 1 family, polypeptide A6 precursor [KO:K00699] [EC:2.4.1.17]
123567991  UDP-glucuronosyltransferase 1A5-like [KO:K00699] [EC:2.4.1.17]
102130662  CYP1A2; LOW QUALITY PROTEIN: cytochrome P450 1A2 [KO:K07409] [EC:1.14.14.1]
135965219  cytochrome P450 2E1-like [KO:K07415] [EC:1.14.14.-]
102136686  cytochrome P450 2E1 [KO:K07415] [EC:1.14.14.-]
102117212  CYP2C8; cytochrome P450 2C20 isoform X3 [KO:K17718] [EC:1.14.14.1]
102119308  CYP2C93; cytochrome P450 2C20-like [KO:K17718] [EC:1.14.14.1]
102116849  cytochrome P450 2C20-like isoform X1 [KO:K17718] [EC:1.14.14.1]
102122745  CYP2A24; cytochrome P450 2A6 [KO:K17683] [EC:1.14.14.-]
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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