ENTRY hsa00982 Pathway NAME Drug metabolism - cytochrome P450 - Homo sapiens (human) CLASS Metabolism; Xenobiotics biodegradation and metabolism PATHWAY_MAP hsa00982 Drug metabolism - cytochrome P450 DRUG D00505 Phenelzine sulfate (USP) D00826 Tranylcypromine sulfate (USP) D01888 Safrazine hydrochloride (JAN) D02559 Toloxatone (INN) D02560 Brofaromine (INN) D02561 Moclobemide (USAN/INN) D02563 Befloxatone (INN) D02579 Iproniazid (INN) D02580 Isocarboxazid (INN) D03248 Clorgiline (INN) D03409 Caroxazone (USAN/INN) D04092 Etryptamine acetate (USAN) D07337 Nialamide (INN) D07338 Iproclozide (INN) D08085 Iproniazid phosphate D08349 Phenelzine (BAN) D08392 Pirlindole (INN) D08393 Pirlindole hydrochloride D08625 Tranylcypromine (INN) ORGANISM Homo sapiens (human) [GN:hsa] GENE 10720 UGT2B11; UDP glucuronosyltransferase family 2 member B11 [KO:K00699] [EC:2.4.1.17] 107987478 [KO:K17712] [EC:1.14.14.1] 107987479 CYP2D6; cytochrome P450 2D6 [KO:K17712] [EC:1.14.14.1] 10941 UGT2A1; UDP glucuronosyltransferase family 2 member A1 complex locus [KO:K00699] [EC:2.4.1.17] 119391 GSTO2; glutathione S-transferase omega 2 [KO:K00799] [EC:2.5.1.18] 124 ADH1A; alcohol dehydrogenase 1A (class I), alpha polypeptide [KO:K13951] [EC:1.1.1.1] 125 ADH1B; alcohol dehydrogenase 1B (class I), beta polypeptide [KO:K13951] [EC:1.1.1.1] 126 ADH1C; alcohol dehydrogenase 1C (class I), gamma polypeptide [KO:K13951] [EC:1.1.1.1] 127 ADH4; alcohol dehydrogenase 4 (class II), pi polypeptide [KO:K13980] [EC:1.1.1.1] 128 ADH5; alcohol dehydrogenase 5 (class III), chi polypeptide [KO:K00121] [EC:1.1.1.284 1.1.1.1] 130 ADH6; alcohol dehydrogenase 6 (class V) [KO:K13952] [EC:1.1.1.1] 131 ADH7; alcohol dehydrogenase 7 (class IV), mu or sigma polypeptide [KO:K13951] [EC:1.1.1.1] 1544 CYP1A2; cytochrome P450 family 1 subfamily A member 2 [KO:K07409] [EC:1.14.14.1] 1548 CYP2A6; cytochrome P450 family 2 subfamily A member 6 [KO:K17683] [EC:1.14.14.-] 1549 CYP2A7; cytochrome P450 family 2 subfamily A member 7 [KO:K17683] [EC:1.14.14.-] 1555 CYP2B6; cytochrome P450 family 2 subfamily B member 6 [KO:K17709] [EC:1.14.14.-] 1557 CYP2C19; cytochrome P450 family 2 subfamily C member 19 [KO:K17721] [EC:1.14.14.51 1.14.14.52 1.14.14.53 1.14.14.75 1.14.14.-] 1558 CYP2C8; cytochrome P450 family 2 subfamily C member 8 [KO:K17718] [EC:1.14.14.1] 1559 CYP2C9; cytochrome P450 family 2 subfamily C member 9 [KO:K17719] [EC:1.14.14.51 1.14.14.52 1.14.14.53 1.14.14.-] 1564 CYP2D7; cytochrome P450 family 2 subfamily D member 7 (gene/pseudogene) [KO:K17712] [EC:1.14.14.1] 1565 CYP2D6; cytochrome P450 family 2 subfamily D member 6 [KO:K17712] [EC:1.14.14.1] 1571 CYP2E1; cytochrome P450 family 2 subfamily E member 1 [KO:K07415] [EC:1.14.14.-] 1576 CYP3A4; cytochrome P450 family 3 subfamily A member 4 [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.-] 1577 CYP3A5; cytochrome P450 family 3 subfamily A member 5 [KO:K17690] [EC:1.14.14.1] 218 ALDH3A1; aldehyde dehydrogenase 3 family member A1 [KO:K00129] [EC:1.2.1.5] 221 ALDH3B1; aldehyde dehydrogenase 3 family member B1 [KO:K00129] [EC:1.2.1.5] 221357 GSTA5; glutathione S-transferase alpha 5 [KO:K00799] [EC:2.5.1.18] 222 ALDH3B2; aldehyde dehydrogenase 3 family member B2 [KO:K00129] [EC:1.2.1.5] 2326 FMO1; flavin containing dimethylaniline monoxygenase 1 [KO:K00485] [EC:1.14.13.8 1.8.1.-] 2327 FMO2; flavin containing dimethylaniline monoxygenase 2 [KO:K00485] [EC:1.14.13.8 1.8.1.-] 2328 FMO3; flavin containing dimethylaniline monoxygenase 3 [KO:K00485] [EC:1.14.13.8 1.8.1.-] 2329 FMO4; flavin containing dimethylaniline monoxygenase 4 [KO:K00485] [EC:1.14.13.8 1.8.1.-] 2330 FMO5; flavin containing dimethylaniline monoxygenase 5 [KO:K00485] [EC:1.14.13.8 1.8.1.-] 25774 GSTT4; glutathione S-transferase theta 4 [KO:K00799] [EC:2.5.1.18] 27306 HPGDS; hematopoietic prostaglandin D synthase [KO:K04097] [EC:5.3.99.2 2.5.1.18] 2938 GSTA1; glutathione S-transferase alpha 1 [KO:K00799] [EC:2.5.1.18] 2939 GSTA2; glutathione S-transferase alpha 2 [KO:K00799] [EC:2.5.1.18] 2940 GSTA3; glutathione S-transferase alpha 3 [KO:K00799] [EC:2.5.1.18] 2941 GSTA4; glutathione S-transferase alpha 4 [KO:K00799] [EC:2.5.1.18] 2944 GSTM1; glutathione S-transferase mu 1 [KO:K00799] [EC:2.5.1.18] 2946 GSTM2; glutathione S-transferase mu 2 [KO:K00799] [EC:2.5.1.18] 2947 GSTM3; glutathione S-transferase mu 3 [KO:K00799] [EC:2.5.1.18] 2948 GSTM4; glutathione S-transferase mu 4 [KO:K00799] [EC:2.5.1.18] 2949 GSTM5; glutathione S-transferase mu 5 [KO:K00799] [EC:2.5.1.18] 2950 GSTP1; glutathione S-transferase pi 1 [KO:K23790] 2952 GSTT1; glutathione S-transferase theta 1 [KO:K00799] [EC:2.5.1.18] 2953 GSTT2; glutathione S-transferase theta 2 (gene/pseudogene) [KO:K00799] [EC:2.5.1.18] 316 AOX1; aldehyde oxidase 1 [KO:K00157] [EC:1.2.3.1] 373156 GSTK1; glutathione S-transferase kappa 1 [KO:K13299] [EC:2.5.1.18] 4128 MAOA; monoamine oxidase A [KO:K00274] [EC:1.4.3.4] 4129 MAOB; monoamine oxidase B [KO:K00274] [EC:1.4.3.4] 4257 MGST1; microsomal glutathione S-transferase 1 [KO:K00799] [EC:2.5.1.18] 4258 MGST2; microsomal glutathione S-transferase 2 [KO:K00799] [EC:2.5.1.18] 4259 MGST3; microsomal glutathione S-transferase 3 [KO:K00799] [EC:2.5.1.18] 54490 UGT2B28; UDP glucuronosyltransferase family 2 member B28 [KO:K00699] [EC:2.4.1.17] 54575 UGT1A10; UDP glucuronosyltransferase family 1 member A10 [KO:K00699] [EC:2.4.1.17] 54576 UGT1A8; UDP glucuronosyltransferase family 1 member A8 [KO:K00699] [EC:2.4.1.17] 54577 UGT1A7; UDP glucuronosyltransferase family 1 member A7 [KO:K00699] [EC:2.4.1.17] 54578 UGT1A6; UDP glucuronosyltransferase family 1 member A6 [KO:K00699] [EC:2.4.1.17] 54579 UGT1A5; UDP glucuronosyltransferase family 1 member A5 [KO:K00699] [EC:2.4.1.17] 54600 UGT1A9; UDP glucuronosyltransferase family 1 member A9 [KO:K00699] [EC:2.4.1.17] 54657 UGT1A4; UDP glucuronosyltransferase family 1 member A4 [KO:K00699] [EC:2.4.1.17] 54658 UGT1A1; UDP glucuronosyltransferase family 1 member A1 [KO:K00699] [EC:2.4.1.17] 54659 UGT1A3; UDP glucuronosyltransferase family 1 member A3 [KO:K00699] [EC:2.4.1.17] 574537 UGT2A2; UDP glucuronosyltransferase family 2 member A2 [KO:K00699] [EC:2.4.1.17] 653689 GSTT2B; glutathione S-transferase theta 2B [KO:K00799] [EC:2.5.1.18] 7363 UGT2B4; UDP glucuronosyltransferase family 2 member B4 [KO:K00699] [EC:2.4.1.17] 7364 UGT2B7; UDP glucuronosyltransferase family 2 member B7 [KO:K00699] [EC:2.4.1.17] 7365 UGT2B10; UDP glucuronosyltransferase family 2 member B10 [KO:K00699] [EC:2.4.1.17] 7366 UGT2B15; UDP glucuronosyltransferase family 2 member B15 [KO:K00699] [EC:2.4.1.17] 7367 UGT2B17; UDP glucuronosyltransferase family 2 member B17 [KO:K00699] [EC:2.4.1.17] 79799 UGT2A3; UDP glucuronosyltransferase family 2 member A3 [KO:K00699] [EC:2.4.1.17] 9446 GSTO1; glutathione S-transferase omega 1 [KO:K00799] [EC:2.5.1.18] 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 PMID:16038189 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 PMID:18043895 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 PMID:16550168 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 PMID:16393888 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 PMID:11226815 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 PMID:10575324 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 PMID:11504799 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 PMID:10901707 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 PMID:12399158 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 PMID:18463198 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 PMID:12386121 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 PMID:10859160 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 ///