CP3A4_HUMAN
ID CP3A4_HUMAN Reviewed; 503 AA.
AC P08684; P05184; Q16757; Q9UK50;
DT 01-JAN-1988, integrated into UniProtKB/Swiss-Prot.
DT 23-JAN-2007, sequence version 4.
DT 03-AUG-2022, entry version 235.
DE RecName: Full=Cytochrome P450 3A4 {ECO:0000303|PubMed:15373842};
DE EC=1.14.14.1 {ECO:0000269|PubMed:11555828, ECO:0000269|PubMed:12865317, ECO:0000269|PubMed:2732228, ECO:0000269|PubMed:9435160};
DE AltName: Full=1,4-cineole 2-exo-monooxygenase {ECO:0000303|PubMed:11695850};
DE AltName: Full=1,8-cineole 2-exo-monooxygenase;
DE EC=1.14.14.56 {ECO:0000269|PubMed:11159812};
DE AltName: Full=Albendazole monooxygenase (sulfoxide-forming);
DE EC=1.14.14.73 {ECO:0000269|PubMed:10759686};
DE AltName: Full=Albendazole sulfoxidase;
DE AltName: Full=CYPIIIA3;
DE AltName: Full=CYPIIIA4;
DE AltName: Full=Cholesterol 25-hydroxylase {ECO:0000305|PubMed:21576599};
DE AltName: Full=Cytochrome P450 3A3;
DE AltName: Full=Cytochrome P450 HLp {ECO:0000303|PubMed:3460094};
DE AltName: Full=Cytochrome P450 NF-25;
DE AltName: Full=Cytochrome P450-PCN1;
DE AltName: Full=Nifedipine oxidase;
DE AltName: Full=Quinine 3-monooxygenase;
DE EC=1.14.14.55 {ECO:0000269|PubMed:8968357};
GN Name=CYP3A4 {ECO:0000303|PubMed:11470997, ECO:0000312|HGNC:HGNC:2637};
GN Synonyms=CYP3A3;
OS Homo sapiens (Human).
OC Eukaryota; Metazoa; Chordata; Craniata; Vertebrata; Euteleostomi; Mammalia;
OC Eutheria; Euarchontoglires; Primates; Haplorrhini; Catarrhini; Hominidae;
OC Homo.
OX NCBI_TaxID=9606;
RN [1]
RP NUCLEOTIDE SEQUENCE [MRNA], AND VARIANT ALA-252.
RC TISSUE=Liver;
RX PubMed=3460094; DOI=10.1073/pnas.83.14.5311;
RA Molowa D.T., Schuetz E.G., Wrighton S.A., Watkins P.B., Kremers P.,
RA Mendez-Picon G., Parker G.A., Guzelian P.S.;
RT "Complete cDNA sequence of a cytochrome P-450 inducible by glucocorticoids
RT in human liver.";
RL Proc. Natl. Acad. Sci. U.S.A. 83:5311-5315(1986).
RN [2]
RP NUCLEOTIDE SEQUENCE [MRNA].
RX PubMed=3267210; DOI=10.1089/dna.1988.7.79;
RA Gonzalez F.J., Schmid B.J., Umeno M., McBride O.W., Hardwick J.P.,
RA Meyer U.A., Gelboin H.V., Idle J.R.;
RT "Human P450PCN1: sequence, chromosome localization, and direct evidence
RT through cDNA expression that P450PCN1 is nifedipine oxidase.";
RL DNA 7:79-86(1988).
RN [3]
RP NUCLEOTIDE SEQUENCE [MRNA], AND VARIANT THR-431.
RX PubMed=3464943; DOI=10.1073/pnas.83.21.8064;
RA Beaune P.H., Umbenhauer D.R., Bork R.W., Lloyd R.S., Guengerich F.P.;
RT "Isolation and sequence determination of a cDNA clone related to human
RT cytochrome P-450 nifedipine oxidase.";
RL Proc. Natl. Acad. Sci. U.S.A. 83:8064-8068(1986).
RN [4]
RP NUCLEOTIDE SEQUENCE [MRNA].
RX PubMed=2563251; DOI=10.1007/bf00293896;
RA Spurr N.K., Gough A.C., Stevenson K., Wolf C.R.;
RT "The human cytochrome P450 CYP3 locus: assignment to chromosome 7q22-
RT qter.";
RL Hum. Genet. 81:171-174(1989).
RN [5]
RP NUCLEOTIDE SEQUENCE [MRNA], AND VARIANT THR-431.
RC TISSUE=Liver;
RX PubMed=2463251; DOI=10.1016/s0021-9258(19)85029-9;
RA Bork R.W., Muto T., Beaune P.H., Srivastava P.K., Lloyd R.S.,
RA Guengerich F.P.;
RT "Characterization of mRNA species related to human liver cytochrome P-450
RT nifedipine oxidase and the regulation of catalytic activity.";
RL J. Biol. Chem. 264:910-919(1989).
RN [6]
RP NUCLEOTIDE SEQUENCE [MRNA].
RC TISSUE=Liver;
RX PubMed=10322772;
RA Chen Q., Wu J., Yu Y.;
RT "Establishment of transgenic cell line CHL-3A4 and its metabolic
RT activation.";
RL Zhonghua Yu Fang Yi Xue Za Zhi 32:281-284(1998).
RN [7]
RP NUCLEOTIDE SEQUENCE [GENOMIC DNA], AND INDUCTION BY RIFAMPICIN.
RX PubMed=11266076; DOI=10.1097/00008571-200103000-00002;
RA Gellner K., Eiselt R., Hustert E., Arnold H., Koch I., Haberl M.,
RA Deglmann C.J., Burk O., Buntefuss D., Escher S., Bishop C., Koebe H.-G.,
RA Brinkmann U., Klenk H.-P., Kleine K., Meyer U.A., Wojnowski L.;
RT "Genomic organization of the human CYP3A locus: identification of a new,
RT inducible CYP3A gene.";
RL Pharmacogenetics 11:111-121(2001).
RN [8]
RP NUCLEOTIDE SEQUENCE [GENOMIC DNA], AND VARIANTS VAL-118 AND ARG-218.
RX PubMed=11181494;
RA Hsieh K.-P., Lin Y.-Y., Cheng C.-L., Lai M.-L., Lin M.-S., Siest J.-P.,
RA Huang J.-D.;
RT "Novel mutations of CYP3A4 in Chinese.";
RL Drug Metab. Dispos. 29:268-273(2001).
RN [9]
RP NUCLEOTIDE SEQUENCE [MRNA].
RC TISSUE=Liver;
RA Zhuge J., Qian Y., Xie H., Yu Y.;
RT "Sequence of a new human cytochrome P450-3A4 cDNA.";
RL Submitted (SEP-1999) to the EMBL/GenBank/DDBJ databases.
RN [10]
RP PROTEIN SEQUENCE OF 2-25, AND CLEAVAGE OF INITIATOR METHIONINE.
RX PubMed=3243766; DOI=10.1093/oxfordjournals.jbchem.a122582;
RA Komori M., Hashizume T., Ohi H., Miura T., Kitada M., Nagashima K.,
RA Kamataki T.;
RT "Cytochrome P-450 in human liver microsomes: high-performance liquid
RT chromatographic isolation of three forms and their characterization.";
RL J. Biochem. 104:912-916(1988).
RN [11]
RP PROTEIN SEQUENCE OF 2-21, AND CLEAVAGE OF INITIATOR METHIONINE.
RC TISSUE=Liver;
RX PubMed=3898085; DOI=10.1073/pnas.82.18.6310;
RA Watkins P.B., Wrighton S.A., Maurel P., Schuetz E.G., Mendez-Picon G.,
RA Parker G.A., Guzelian P.S.;
RT "Identification of an inducible form of cytochrome P-450 in human liver.";
RL Proc. Natl. Acad. Sci. U.S.A. 82:6310-6314(1985).
RN [12]
RP FUNCTION, CATALYTIC ACTIVITY, AND TISSUE SPECIFICITY.
RX PubMed=2732228; DOI=10.1016/s0021-9258(18)81632-5;
RA Aoyama T., Yamano S., Waxman D.J., Lapenson D.P., Meyer U.A., Fischer V.,
RA Tyndale R., Inaba T., Kalow W., Gelboin H.V., Gonzalez F.J.;
RT "Cytochrome P-450 hPCN3, a novel cytochrome P-450 IIIA gene product that is
RT differentially expressed in adult human liver. cDNA and deduced amino acid
RT sequence and distinct specificities of cDNA-expressed hPCN1 and hPCN3 for
RT the metabolism of steroid hormones and cyclosporine.";
RL J. Biol. Chem. 264:10388-10395(1989).
RN [13]
RP TISSUE SPECIFICITY.
RX PubMed=8035341;
RA Shimada T., Yamazaki H., Mimura M., Inui Y., Guengerich F.P.;
RT "Interindividual variations in human liver cytochrome P-450 enzymes
RT involved in the oxidation of drugs, carcinogens and toxic chemicals:
RT studies with liver microsomes of 30 Japanese and 30 Caucasians.";
RL J. Pharmacol. Exp. Ther. 270:414-423(1994).
RN [14]
RP TISSUE SPECIFICITY.
RX PubMed=7894497; DOI=10.1097/00008571-199410000-00003;
RA Kolars J.C., Lown K.S., Schmiedlin-Ren P., Ghosh M., Fang C.,
RA Wrighton S.A., Merion R.M., Watkins P.B.;
RT "CYP3A gene expression in human gut epithelium.";
RL Pharmacogenetics 4:247-259(1994).
RN [15]
RP FUNCTION, CATALYTIC ACTIVITY, AND BIOPHYSICOCHEMICAL PROPERTIES.
RX PubMed=8968357;
RA Zhao X.J., Yokoyama H., Chiba K., Wanwimolruk S., Ishizaki T.;
RT "Identification of human cytochrome P450 isoforms involved in the 3-
RT hydroxylation of quinine by human live microsomes and nine recombinant
RT human cytochromes P450.";
RL J. Pharmacol. Exp. Ther. 279:1327-1334(1996).
RN [16]
RP FUNCTION, AND CATALYTIC ACTIVITY.
RX PubMed=9435160;
RA Bylund J., Kunz T., Valmsen K., Oliw E.H.;
RT "Cytochromes P450 with bisallylic hydroxylation activity on arachidonic and
RT linoleic acids studied with human recombinant enzymes and with human and
RT rat liver microsomes.";
RL J. Pharmacol. Exp. Ther. 284:51-60(1998).
RN [17]
RP CATALYTIC ACTIVITY, AND FUNCTION AS ALBENDAZOLE SULFOXIDASE.
RX PubMed=10759686; DOI=10.1046/j.1365-2125.2000.00170.x;
RA Rawden H.C., Kokwaro G.O., Ward S.A., Edwards G.;
RT "Relative contribution of cytochromes P-450 and flavin-containing
RT monooxygenases to the metabolism of albendazole by human liver
RT microsomes.";
RL Br. J. Clin. Pharmacol. 49:313-322(2000).
RN [18]
RP FUNCTION, CATALYTIC ACTIVITY, BIOPHYSICOCHEMICAL PROPERTIES, AND PATHWAY.
RX PubMed=10681376;
RA Chen H., Howald W.N., Juchau M.R.;
RT "Biosynthesis of all-trans-retinoic acid from all-trans-retinol: catalysis
RT of all-trans-retinol oxidation by human P-450 cytochromes.";
RL Drug Metab. Dispos. 28:315-322(2000).
RN [19]
RP FUNCTION, CATALYTIC ACTIVITY, AND BIOPHYSICOCHEMICAL PROPERTIES.
RX PubMed=11093772; DOI=10.1124/mol.58.6.1341;
RA Marill J., Cresteil T., Lanotte M., Chabot G.G.;
RT "Identification of human cytochrome P450s involved in the formation of all-
RT trans-retinoic acid principal metabolites.";
RL Mol. Pharmacol. 58:1341-1348(2000).
RN [20]
RP CATALYTIC ACTIVITY, AND FUNCTION AS 1,8-CINEOLE 2-EXO-MONOOXYGENASE.
RX PubMed=11159812;
RA Miyazawa M., Shindo M., Shimada T.;
RT "Oxidation of 1,8-cineole, the monoterpene cyclic ether originated from
RT eucalyptus polybractea, by cytochrome P450 3A enzymes in rat and human
RT liver microsomes.";
RL Drug Metab. Dispos. 29:200-205(2001).
RN [21]
RP FUNCTION, CATALYTIC ACTIVITY, AND PATHWAY.
RX PubMed=11555828; DOI=10.1053/meta.2001.25592;
RA Badawi A.F., Cavalieri E.L., Rogan E.G.;
RT "Role of human cytochrome P450 1A1, 1A2, 1B1, and 3A4 in the 2-, 4-, and
RT 16alpha-hydroxylation of 17beta-estradiol.";
RL Metabolism 50:1001-1003(2001).
RN [22]
RP CATALYTIC ACTIVITY, FUNCTION AS 1,4-CINEOLE 2-EXO-MONOOXYGENASE, AND
RP BIOPHYSICOCHEMICAL PROPERTIES.
RX PubMed=11695850; DOI=10.1080/00498250110065595;
RA Miyazawa M., Shindo M., Shimada T.;
RT "Roles of cytochrome P450 3A enzymes in the 2-hydroxylation of 1,4-cineole,
RT a monoterpene cyclic ether, by rat and human liver microsomes.";
RL Xenobiotica 31:713-723(2001).
RN [23]
RP TRANS-SPLICING.
RX PubMed=11726664; DOI=10.1074/jbc.m109175200;
RA Finta C., Zaphiropoulos P.G.;
RT "Intergenic mRNA molecules resulting from trans-splicing.";
RL J. Biol. Chem. 277:5882-5890(2002).
RN [24]
RP FUNCTION, CATALYTIC ACTIVITY, AND ACTIVITY REGULATION.
RX PubMed=14559847;
RA Lee A.J., Conney A.H., Zhu B.T.;
RT "Human cytochrome P450 3A7 has a distinct high catalytic activity for the
RT 16alpha-hydroxylation of estrone but not 17beta-estradiol.";
RL Cancer Res. 63:6532-6536(2003).
RN [25]
RP FUNCTION, CATALYTIC ACTIVITY, BIOPHYSICOCHEMICAL PROPERTIES, ACTIVITY
RP REGULATION, AND PATHWAY.
RX PubMed=12865317; DOI=10.1210/en.2003-0192;
RA Lee A.J., Cai M.X., Thomas P.E., Conney A.H., Zhu B.T.;
RT "Characterization of the oxidative metabolites of 17beta-estradiol and
RT estrone formed by 15 selectively expressed human cytochrome p450
RT isoforms.";
RL Endocrinology 144:3382-3398(2003).
RN [26]
RP FUNCTION, CATALYTIC ACTIVITY, AND BIOPHYSICOCHEMICAL PROPERTIES.
RX PubMed=15373842; DOI=10.1111/j.1432-1033.2004.04339.x;
RA Krauser J.A., Voehler M., Tseng L.H., Schefer A.B., Godejohann M.,
RA Guengerich F.P.;
RT "Testosterone 1 beta-hydroxylation by human cytochrome P450 3A4.";
RL Eur. J. Biochem. 271:3962-3969(2004).
RN [27]
RP FUNCTION, AND CATALYTIC ACTIVITY.
RX PubMed=15764715; DOI=10.1124/dmd.104.003327;
RA Choi M.H., Skipper P.L., Wishnok J.S., Tannenbaum S.R.;
RT "Characterization of testosterone 11 beta-hydroxylation catalyzed by human
RT liver microsomal cytochromes P450.";
RL Drug Metab. Dispos. 33:714-718(2005).
RN [28]
RP TISSUE SPECIFICITY.
RX PubMed=19094056; DOI=10.1111/j.1471-4159.2008.05720.x;
RA Dauchy S., Dutheil F., Weaver R.J., Chassoux F., Daumas-Duport C.,
RA Couraud P.O., Scherrmann J.M., De Waziers I., Decleves X.;
RT "ABC transporters, cytochromes P450 and their main transcription factors:
RT expression at the human blood-brain barrier.";
RL J. Neurochem. 107:1518-1528(2008).
RN [29]
RP TISSUE SPECIFICITY.
RX PubMed=18545703; DOI=10.1371/journal.pone.0002337;
RA Agarwal V., Kommaddi R.P., Valli K., Ryder D., Hyde T.M., Kleinman J.E.,
RA Strobel H.W., Ravindranath V.;
RT "Drug metabolism in human brain: high levels of cytochrome P4503A43 in
RT brain and metabolism of anti-anxiety drug alprazolam to its active
RT metabolite.";
RL PLoS ONE 3:E2337-E2337(2008).
RN [30]
RP UBIQUITINATION.
RX PubMed=19103148; DOI=10.1016/j.abb.2008.12.001;
RA Pabarcus M.K., Hoe N., Sadeghi S., Patterson C., Wiertz E., Correia M.A.;
RT "CYP3A4 ubiquitination by gp78 (the tumor autocrine motility factor
RT receptor, AMFR) and CHIP E3 ligases.";
RL Arch. Biochem. Biophys. 483:66-74(2009).
RN [31]
RP TISSUE SPECIFICITY.
RX PubMed=19359404; DOI=10.1124/dmd.109.027011;
RA Dutheil F., Dauchy S., Diry M., Sazdovitch V., Cloarec O., Mellottee L.,
RA Bieche I., Ingelman-Sundberg M., Flinois J.P., de Waziers I., Beaune P.,
RA Decleves X., Duyckaerts C., Loriot M.A.;
RT "Xenobiotic-metabolizing enzymes and transporters in the normal human
RT brain: regional and cellular mapping as a basis for putative roles in
RT cerebral function.";
RL Drug Metab. Dispos. 37:1528-1538(2009).
RN [32]
RP FUNCTION, CATALYTIC ACTIVITY, BIOPHYSICOCHEMICAL PROPERTIES, AND
RP CHARACTERIZATION OF VARIANT VAL-118.
RX PubMed=20702771; DOI=10.1124/dmd.110.033712;
RA Pratt-Hyatt M., Zhang H., Snider N.T., Hollenberg P.F.;
RT "Effects of a commonly occurring genetic polymorphism of human CYP3A4
RT (I118V) on the metabolism of anandamide.";
RL Drug Metab. Dispos. 38:2075-2082(2010).
RN [33]
RP FUNCTION, CATALYTIC ACTIVITY, AND PATHWAY.
RX PubMed=19965576; DOI=10.1194/jlr.m003061;
RA Lucas D., Goulitquer S., Marienhagen J., Fer M., Dreano Y., Schwaneberg U.,
RA Amet Y., Corcos L.;
RT "Stereoselective epoxidation of the last double bond of polyunsaturated
RT fatty acids by human cytochromes P450.";
RL J. Lipid Res. 51:1125-1133(2010).
RN [34]
RP FUNCTION, CATALYTIC ACTIVITY, AND BIOPHYSICOCHEMICAL PROPERTIES.
RX PubMed=21490593; DOI=10.1038/clpt.2011.53;
RA Peng C.C., Templeton I., Thummel K.E., Davis C., Kunze K.L.,
RA Isoherranen N.;
RT "Evaluation of 6beta-hydroxycortisol, 6beta-hydroxycortisone, and a
RT combination of the two as endogenous probes for inhibition of CYP3A4 in
RT vivo.";
RL Clin. Pharmacol. Ther. 89:888-895(2011).
RN [35]
RP FUNCTION, CATALYTIC ACTIVITY, BIOPHYSICOCHEMICAL PROPERTIES, SUBCELLULAR
RP LOCATION, AND PATHWAY.
RX PubMed=21576599; DOI=10.1194/jlr.m014084;
RA Honda A., Miyazaki T., Ikegami T., Iwamoto J., Maeda T., Hirayama T.,
RA Saito Y., Teramoto T., Matsuzaki Y.;
RT "Cholesterol 25-hydroxylation activity of CYP3A.";
RL J. Lipid Res. 52:1509-1516(2011).
RN [36]
RP FUNCTION, AND CATALYTIC ACTIVITY.
RX PubMed=22773874; DOI=10.1074/jbc.m112.390047;
RA Cheng Q., Sohl C.D., Yoshimoto F.K., Guengerich F.P.;
RT "Oxidation of dihydrotestosterone by human cytochromes P450 19A1 and 3A4.";
RL J. Biol. Chem. 287:29554-29567(2012).
RN [37]
RP IDENTIFICATION BY MASS SPECTROMETRY [LARGE SCALE ANALYSIS].
RC TISSUE=Liver;
RX PubMed=24275569; DOI=10.1016/j.jprot.2013.11.014;
RA Bian Y., Song C., Cheng K., Dong M., Wang F., Huang J., Sun D., Wang L.,
RA Ye M., Zou H.;
RT "An enzyme assisted RP-RPLC approach for in-depth analysis of human liver
RT phosphoproteome.";
RL J. Proteomics 96:253-262(2014).
RN [38]
RP INTERACTION WITH PGRMC1.
RX PubMed=26988023; DOI=10.1038/ncomms11030;
RA Kabe Y., Nakane T., Koike I., Yamamoto T., Sugiura Y., Harada E.,
RA Sugase K., Shimamura T., Ohmura M., Muraoka K., Yamamoto A., Uchida T.,
RA Iwata S., Yamaguchi Y., Krayukhina E., Noda M., Handa H., Ishimori K.,
RA Uchiyama S., Kobayashi T., Suematsu M.;
RT "Haem-dependent dimerization of PGRMC1/Sigma-2 receptor facilitates cancer
RT proliferation and chemoresistance.";
RL Nat. Commun. 7:11030-11030(2016).
RN [39]
RP X-RAY CRYSTALLOGRAPHY (2.05 ANGSTROMS) OF 22-503 IN COMPLEX WITH HEME.
RX PubMed=15258162; DOI=10.1074/jbc.c400293200;
RA Yano J.K., Wester M.R., Schoch G.A., Griffin K.J., Stout C.D.,
RA Johnson E.F.;
RT "The structure of human microsomal cytochrome P450 3A4 determined by X-ray
RT crystallography to 2.05-A resolution.";
RL J. Biol. Chem. 279:38091-38094(2004).
RN [40]
RP X-RAY CRYSTALLOGRAPHY (2.65 ANGSTROMS) OF 25-503 IN COMPLEX WITH HEME AND
RP PROGESTERONE.
RX PubMed=15256616; DOI=10.1126/science.1099736;
RA Williams P.A., Cosme J., Vinkovic D.M., Ward A., Angove H.C., Day P.J.,
RA Vonrhein C., Tickle I.J., Jhoti H.;
RT "Crystal structures of human cytochrome P450 3A4 bound to metyrapone and
RT progesterone.";
RL Science 305:683-686(2004).
RN [41]
RP VARIANTS PRO-222 AND THR-445.
RX PubMed=10668853; DOI=10.1067/mcp.2000.104391;
RA Sata F., Sapone A., Elizondo G., Stocker P., Miller V.P., Zheng W.,
RA Raunio H., Crespi C.L., Gonzalez F.J.;
RT "CYP3A4 allelic variants with amino acid substitutions in exons 7 and 12:
RT evidence for an allelic variant with altered catalytic activity.";
RL Clin. Pharmacol. Ther. 67:48-56(2000).
RN [42]
RP VARIANTS GLN-162; SER-189; PRO-293; THR-445 AND SER-467, AND
RP CHARACTERIZATION OF THE VARIANTS.
RX PubMed=11714865;
RA Dai D., Tang J., Rose R., Hodgson E., Bienstock R.J., Mohrenweiser H.W.,
RA Goldstein J.A.;
RT "Identification of variants of CYP3A4 and characterization of their
RT abilities to metabolize testosterone and chlorpyrifos.";
RL J. Pharmacol. Exp. Ther. 299:825-831(2001).
RN [43]
RP VARIANTS ASP-56; GLN-130; ILE-170; HIS-174; MET-363; PHE-373 AND LEU-416.
RX PubMed=11470997; DOI=10.1097/00008571-200107000-00008;
RA Eiselt R., Domanski T.L., Zibat A., Mueller R., Presecan-Siedel E.,
RA Hustert E., Zanger U.M., Brockmoller J., Klenk H.-P., Meyer U.A.,
RA Khan K.K., He Y.-A., Halpert J.R., Wojnowski L.;
RT "Identification and functional characterization of eight CYP3A4 protein
RT variants.";
RL Pharmacogenetics 11:447-458(2001).
RN [44]
RP VARIANTS PRO-15; GLN-162; HIS-174; SER-185 AND PHE-373.
RX PubMed=11875366; DOI=10.1097/00008571-200203000-00006;
RA Lamba J.K., Lin Y.S., Thummel K., Daly A., Watkins P.B., Strom S.,
RA Zhang J., Schuetz E.G.;
RT "Common allelic variants of cytochrome P4503A4 and their prevalence in
RT different populations.";
RL Pharmacogenetics 12:121-132(2002).
RN [45]
RP VARIANTS HIS-174; SER-185 AND PRO-293.
RX PubMed=15469410; DOI=10.1517/14622416.5.7.895;
RA Solus J.F., Arietta B.J., Harris J.R., Sexton D.P., Steward J.Q.,
RA McMunn C., Ihrie P., Mehall J.M., Edwards T.L., Dawson E.P.;
RT "Genetic variation in eleven phase I drug metabolism genes in an ethnically
RT diverse population.";
RL Pharmacogenomics 5:895-931(2004).
RN [46]
RP VARIANT VDDR3 THR-301, AND CHARACTERIZATION OF VARIANT VDDR3 THR-301.
RX PubMed=29461981; DOI=10.1172/jci98680;
RA Roizen J.D., Li D., O'Lear L., Javaid M.K., Shaw N.J., Ebeling P.R.,
RA Nguyen H.H., Rodda C.P., Thummel K.E., Thacher T.D., Hakonarson H.,
RA Levine M.A.;
RT "CYP3A4 mutation causes vitamin D-dependent rickets type 3.";
RL J. Clin. Invest. 128:1913-1918(2018).
CC -!- FUNCTION: A cytochrome P450 monooxygenase involved in the metabolism of
CC sterols, steroid hormones, retinoids and fatty acids (PubMed:10681376,
CC PubMed:11093772, PubMed:11555828, PubMed:14559847, PubMed:12865317,
CC PubMed:15373842, PubMed:15764715, PubMed:20702771, PubMed:19965576,
CC PubMed:21490593, PubMed:21576599). Mechanistically, uses molecular
CC oxygen inserting one oxygen atom into a substrate, and reducing the
CC second into a water molecule, with two electrons provided by NADPH via
CC cytochrome P450 reductase (NADPH--hemoprotein reductase). Catalyzes the
CC hydroxylation of carbon-hydrogen bonds (PubMed:2732228,
CC PubMed:14559847, PubMed:12865317, PubMed:15373842, PubMed:15764715,
CC PubMed:21576599, PubMed:21490593). Exhibits high catalytic activity for
CC the formation of hydroxyestrogens from estrone (E1) and 17beta-
CC estradiol (E2), namely 2-hydroxy E1 and E2, as well as D-ring
CC hydroxylated E1 and E2 at the C-16 position (PubMed:11555828,
CC PubMed:14559847, PubMed:12865317). Plays a role in the metabolism of
CC androgens, particularly in oxidative deactivation of testosterone
CC (PubMed:2732228, PubMed:15373842, PubMed:15764715, PubMed:22773874).
CC Metabolizes testosterone to less biologically active 2beta- and 6beta-
CC hydroxytestosterones (PubMed:2732228, PubMed:15373842,
CC PubMed:15764715). Contributes to the formation of hydroxycholesterols
CC (oxysterols), particularly A-ring hydroxylated cholesterol at the C-
CC 4beta position, and side chain hydroxylated cholesterol at the C-25
CC position, likely contributing to cholesterol degradation and bile acid
CC biosynthesis (PubMed:21576599). Catalyzes bisallylic hydroxylation of
CC polyunsaturated fatty acids (PUFA) (PubMed:9435160). Catalyzes the
CC epoxidation of double bonds of PUFA with a preference for the last
CC double bond (PubMed:19965576). Metabolizes endocannabinoid
CC arachidonoylethanolamide (anandamide) to 8,9-, 11,12-, and 14,15-
CC epoxyeicosatrienoic acid ethanolamides (EpETrE-EAs), potentially
CC modulating endocannabinoid system signaling (PubMed:20702771). Plays a
CC role in the metabolism of retinoids. Displays high catalytic activity
CC for oxidation of all-trans-retinol to all-trans-retinal, a rate-
CC limiting step for the biosynthesis of all-trans-retinoic acid (atRA)
CC (PubMed:10681376). Further metabolizes atRA toward 4-hydroxyretinoate
CC and may play a role in hepatic atRA clearance (PubMed:11093772).
CC Responsible for oxidative metabolism of xenobiotics. Acts as a 2-exo-
CC monooxygenase for plant lipid 1,8-cineole (eucalyptol)
CC (PubMed:11159812). Metabolizes the majority of the administered drugs.
CC Catalyzes sulfoxidation of the anthelmintics albendazole and
CC fenbendazole (PubMed:10759686). Hydroxylates antimalarial drug quinine
CC (PubMed:8968357). Acts as a 1,4-cineole 2-exo-monooxygenase
CC (PubMed:11695850). Also involved in vitamin D catabolism and calcium
CC homeostasis. Catalyzes the inactivation of the active hormone
CC calcitriol (1-alpha,25-dihydroxyvitamin D(3)) (PubMed:29461981).
CC {ECO:0000269|PubMed:10681376, ECO:0000269|PubMed:10759686,
CC ECO:0000269|PubMed:11093772, ECO:0000269|PubMed:11159812,
CC ECO:0000269|PubMed:11555828, ECO:0000269|PubMed:11695850,
CC ECO:0000269|PubMed:12865317, ECO:0000269|PubMed:14559847,
CC ECO:0000269|PubMed:15373842, ECO:0000269|PubMed:15764715,
CC ECO:0000269|PubMed:19965576, ECO:0000269|PubMed:20702771,
CC ECO:0000269|PubMed:21490593, ECO:0000269|PubMed:21576599,
CC ECO:0000269|PubMed:22773874, ECO:0000269|PubMed:2732228,
CC ECO:0000269|PubMed:29461981, ECO:0000269|PubMed:8968357,
CC ECO:0000269|PubMed:9435160}.
CC -!- CATALYTIC ACTIVITY:
CC Reaction=an organic molecule + O2 + reduced [NADPH--hemoprotein
CC reductase] = an alcohol + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:17149, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:30879, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:142491; EC=1.14.14.1;
CC Evidence={ECO:0000269|PubMed:11555828, ECO:0000269|PubMed:12865317,
CC ECO:0000269|PubMed:2732228, ECO:0000269|PubMed:9435160};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:17150;
CC Evidence={ECO:0000305|PubMed:11555828, ECO:0000305|PubMed:12865317,
CC ECO:0000305|PubMed:2732228, ECO:0000305|PubMed:9435160};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=17beta-estradiol + O2 + reduced [NADPH--hemoprotein reductase]
CC = 2-hydroxy-17beta-estradiol + H(+) + H2O + oxidized [NADPH--
CC hemoprotein reductase]; Xref=Rhea:RHEA:47212, Rhea:RHEA-COMP:11964,
CC Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378,
CC ChEBI:CHEBI:15379, ChEBI:CHEBI:16469, ChEBI:CHEBI:28744,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210;
CC Evidence={ECO:0000269|PubMed:11555828, ECO:0000269|PubMed:12865317};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:47213;
CC Evidence={ECO:0000305|PubMed:11555828, ECO:0000305|PubMed:12865317};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=17beta-estradiol + O2 + reduced [NADPH--hemoprotein reductase]
CC = 4-hydroxy-17beta-estradiol + H(+) + H2O + oxidized [NADPH--
CC hemoprotein reductase]; Xref=Rhea:RHEA:47280, Rhea:RHEA-COMP:11964,
CC Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378,
CC ChEBI:CHEBI:15379, ChEBI:CHEBI:16469, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210, ChEBI:CHEBI:62845;
CC Evidence={ECO:0000269|PubMed:12865317};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:47281;
CC Evidence={ECO:0000305|PubMed:12865317};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=17beta-estradiol + O2 + reduced [NADPH--hemoprotein reductase]
CC = 16alpha,17beta-estriol + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:47332, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16469, ChEBI:CHEBI:27974, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210; Evidence={ECO:0000269|PubMed:12865317,
CC ECO:0000269|PubMed:14559847};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:47333;
CC Evidence={ECO:0000305|PubMed:12865317, ECO:0000305|PubMed:14559847};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=17beta-estradiol + O2 + reduced [NADPH--hemoprotein reductase]
CC = 16beta,17beta-estriol + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:47336, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16469, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:87620; Evidence={ECO:0000269|PubMed:12865317};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:47337;
CC Evidence={ECO:0000305|PubMed:12865317};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=estrone + O2 + reduced [NADPH--hemoprotein reductase] = 2-
CC hydroxyestrone + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:47208, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:1156, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378,
CC ChEBI:CHEBI:15379, ChEBI:CHEBI:17263, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210; Evidence={ECO:0000269|PubMed:12865317};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:47209;
CC Evidence={ECO:0000305|PubMed:12865317};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=estrone + O2 + reduced [NADPH--hemoprotein reductase] = 4-
CC hydroxyestrone + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:47292, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:17263, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:87602; Evidence={ECO:0000269|PubMed:12865317};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:47293;
CC Evidence={ECO:0000305|PubMed:12865317};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=estrone + O2 + reduced [NADPH--hemoprotein reductase] =
CC 16alpha-hydroxyestrone + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:47204, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:776, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378,
CC ChEBI:CHEBI:15379, ChEBI:CHEBI:17263, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210; Evidence={ECO:0000269|PubMed:12865317,
CC ECO:0000269|PubMed:14559847};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:47205;
CC Evidence={ECO:0000305|PubMed:12865317, ECO:0000305|PubMed:14559847};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=O2 + reduced [NADPH--hemoprotein reductase] + testosterone =
CC 1beta-hydroxytestosterone + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:53260, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:17347, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:137076; Evidence={ECO:0000269|PubMed:15373842};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:53261;
CC Evidence={ECO:0000305|PubMed:15373842};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=O2 + reduced [NADPH--hemoprotein reductase] + testosterone =
CC 2beta-hydroxytestosterone + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:53264, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:17347, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:137077; Evidence={ECO:0000269|PubMed:15373842};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:53265;
CC Evidence={ECO:0000305|PubMed:15373842};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=O2 + reduced [NADPH--hemoprotein reductase] + testosterone =
CC 6beta,17beta-dihydroxyandrost-4-en-3-one + H(+) + H2O + oxidized
CC [NADPH--hemoprotein reductase]; Xref=Rhea:RHEA:46296, Rhea:RHEA-
CC COMP:11964, Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377,
CC ChEBI:CHEBI:15378, ChEBI:CHEBI:15379, ChEBI:CHEBI:17347,
CC ChEBI:CHEBI:34477, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210;
CC Evidence={ECO:0000269|PubMed:15764715, ECO:0000269|PubMed:20702771,
CC ECO:0000269|PubMed:2732228};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:46297;
CC Evidence={ECO:0000305|PubMed:2732228};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=O2 + reduced [NADPH--hemoprotein reductase] + testosterone =
CC 11beta,17beta-dihydroxyandrost-4-ene-3-one + H(+) + H2O + oxidized
CC [NADPH--hemoprotein reductase]; Xref=Rhea:RHEA:53444, Rhea:RHEA-
CC COMP:11964, Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377,
CC ChEBI:CHEBI:15378, ChEBI:CHEBI:15379, ChEBI:CHEBI:17347,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210, ChEBI:CHEBI:81481;
CC Evidence={ECO:0000269|PubMed:15764715};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:53445;
CC Evidence={ECO:0000305|PubMed:15764715};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=17beta-hydroxy-5alpha-androstan-3-one + O2 + reduced [NADPH--
CC hemoprotein reductase] = 17beta,18-dihydroxy-3-oxo-5alpha-
CC androstanone + H(+) + H2O + oxidized [NADPH--hemoprotein reductase];
CC Xref=Rhea:RHEA:53212, Rhea:RHEA-COMP:11964, Rhea:RHEA-COMP:11965,
CC ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16330, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:137037; Evidence={ECO:0000269|PubMed:22773874};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:53213;
CC Evidence={ECO:0000305|PubMed:22773874};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=17beta-hydroxy-5alpha-androstan-3-one + O2 + reduced [NADPH--
CC hemoprotein reductase] = 17beta,19-dihydroxy-3-oxo-5alpha-
CC androstanone + H(+) + H2O + oxidized [NADPH--hemoprotein reductase];
CC Xref=Rhea:RHEA:53200, Rhea:RHEA-COMP:11964, Rhea:RHEA-COMP:11965,
CC ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16330, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:137031; Evidence={ECO:0000269|PubMed:22773874};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:53201;
CC Evidence={ECO:0000305|PubMed:22773874};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=androst-4-ene-3,17-dione + O2 + reduced [NADPH--hemoprotein
CC reductase] = 6beta-hydroxyandrost-4-ene-3,17-dione + H(+) + H2O +
CC oxidized [NADPH--hemoprotein reductase]; Xref=Rhea:RHEA:47256,
CC Rhea:RHEA-COMP:11964, Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377,
CC ChEBI:CHEBI:15378, ChEBI:CHEBI:15379, ChEBI:CHEBI:16422,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210, ChEBI:CHEBI:87571;
CC Evidence={ECO:0000269|PubMed:2732228};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:47257;
CC Evidence={ECO:0000305|PubMed:2732228};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=O2 + progesterone + reduced [NADPH--hemoprotein reductase] =
CC 6beta-hydroxyprogesterone + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:47252, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:17026, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:62117; Evidence={ECO:0000269|PubMed:2732228};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:47253;
CC Evidence={ECO:0000305|PubMed:2732228};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=O2 + progesterone + reduced [NADPH--hemoprotein reductase] =
CC 16alpha-hydroxyprogesterone + H(+) + H2O + oxidized [NADPH--
CC hemoprotein reductase]; Xref=Rhea:RHEA:47260, Rhea:RHEA-COMP:11964,
CC Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378,
CC ChEBI:CHEBI:15379, ChEBI:CHEBI:15826, ChEBI:CHEBI:17026,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210;
CC Evidence={ECO:0000269|PubMed:2732228};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:47261;
CC Evidence={ECO:0000305|PubMed:2732228};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=cortisone + O2 + reduced [NADPH--hemoprotein reductase] =
CC 6beta-hydroxycortisone + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:55832, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16962, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:139269; Evidence={ECO:0000269|PubMed:21490593};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:55833;
CC Evidence={ECO:0000305|PubMed:21490593};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=cortisol + O2 + reduced [NADPH--hemoprotein reductase] =
CC 6beta-hydroxycortisol + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:55828, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:17650, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:139271; Evidence={ECO:0000269|PubMed:21490593};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:55829;
CC Evidence={ECO:0000305|PubMed:21490593};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=cholesterol + O2 + reduced [NADPH--hemoprotein reductase] =
CC 25-hydroxycholesterol + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:50256, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16113, ChEBI:CHEBI:42977, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210; Evidence={ECO:0000269|PubMed:21576599};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:50257;
CC Evidence={ECO:0000305|PubMed:21576599};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=cholesterol + O2 + reduced [NADPH--hemoprotein reductase] =
CC 4beta-hydroxycholesterol + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:46128, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16113, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:85778; Evidence={ECO:0000269|PubMed:21576599};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:46129;
CC Evidence={ECO:0000305|PubMed:21576599};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=cholesterol + O2 + reduced [NADPH--hemoprotein reductase] =
CC (22R)-hydroxycholesterol + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:46140, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16113, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:67237; Evidence={ECO:0000269|PubMed:21576599};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:46141;
CC Evidence={ECO:0000305|PubMed:21576599};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=cholesterol + O2 + reduced [NADPH--hemoprotein reductase] =
CC (24R)-hydroxycholesterol + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:46144, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16113, ChEBI:CHEBI:50516, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210; Evidence={ECO:0000269|PubMed:21576599};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:46145;
CC Evidence={ECO:0000305|PubMed:21576599};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=cholesterol + O2 + reduced [NADPH--hemoprotein reductase] =
CC 26-hydroxycholesterol + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:50264, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16113, ChEBI:CHEBI:17703, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210; Evidence={ECO:0000269|PubMed:21576599};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:50265;
CC Evidence={ECO:0000305|PubMed:21576599};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(9Z,12Z)-octadecadienoate + O2 + reduced [NADPH--hemoprotein
CC reductase] = 11-hydroxy-(9Z,12Z)-octadecadienoate + H(+) + H2O +
CC oxidized [NADPH--hemoprotein reductase]; Xref=Rhea:RHEA:52284,
CC Rhea:RHEA-COMP:11964, Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377,
CC ChEBI:CHEBI:15378, ChEBI:CHEBI:15379, ChEBI:CHEBI:30245,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210, ChEBI:CHEBI:136522;
CC Evidence={ECO:0000269|PubMed:9435160};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:52285;
CC Evidence={ECO:0000305|PubMed:9435160};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 + reduced [NADPH--
CC hemoprotein reductase] = 7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate
CC + H(+) + H2O + oxidized [NADPH--hemoprotein reductase];
CC Xref=Rhea:RHEA:52288, Rhea:RHEA-COMP:11964, Rhea:RHEA-COMP:11965,
CC ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:32395, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:136523; Evidence={ECO:0000269|PubMed:9435160};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:52289;
CC Evidence={ECO:0000305|PubMed:9435160};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 + reduced [NADPH--
CC hemoprotein reductase] = 10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate
CC + H(+) + H2O + oxidized [NADPH--hemoprotein reductase];
CC Xref=Rhea:RHEA:52296, Rhea:RHEA-COMP:11964, Rhea:RHEA-COMP:11965,
CC ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:32395, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:133345; Evidence={ECO:0000269|PubMed:9435160};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:52297;
CC Evidence={ECO:0000305|PubMed:9435160};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 + reduced [NADPH--
CC hemoprotein reductase] = 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate
CC + H(+) + H2O + oxidized [NADPH--hemoprotein reductase];
CC Xref=Rhea:RHEA:52292, Rhea:RHEA-COMP:11964, Rhea:RHEA-COMP:11965,
CC ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:32395, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:136524; Evidence={ECO:0000269|PubMed:9435160};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:52293;
CC Evidence={ECO:0000305|PubMed:9435160};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 + reduced [NADPH--
CC hemoprotein reductase] = (14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate
CC + H(+) + H2O + oxidized [NADPH--hemoprotein reductase];
CC Xref=Rhea:RHEA:49860, Rhea:RHEA-COMP:11964, Rhea:RHEA-COMP:11965,
CC ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:32395, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:131965; Evidence={ECO:0000269|PubMed:19965576};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:49861;
CC Evidence={ECO:0000305|PubMed:19965576};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 + reduced [NADPH--
CC hemoprotein reductase] = (14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoate
CC + H(+) + H2O + oxidized [NADPH--hemoprotein reductase];
CC Xref=Rhea:RHEA:49856, Rhea:RHEA-COMP:11964, Rhea:RHEA-COMP:11965,
CC ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:32395, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:131964; Evidence={ECO:0000269|PubMed:19965576};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:49857;
CC Evidence={ECO:0000305|PubMed:19965576};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + O2 + reduced [NADPH--
CC hemoprotein reductase] = (17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-
CC eicosatetraenoate + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:39779, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210, ChEBI:CHEBI:58562,
CC ChEBI:CHEBI:76634; Evidence={ECO:0000269|PubMed:19965576};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:39780;
CC Evidence={ECO:0000305|PubMed:19965576};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + O2 + reduced
CC [NADPH--hemoprotein reductase] = (19R,20S)-epoxy-(4Z,7Z,10Z,13Z,16Z)-
CC docosapentaenoate + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:52120, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210, ChEBI:CHEBI:77016,
CC ChEBI:CHEBI:136410; Evidence={ECO:0000269|PubMed:19965576};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:52121;
CC Evidence={ECO:0000305|PubMed:19965576};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + O2 + reduced
CC [NADPH--hemoprotein reductase] = (19S,20R)-epoxy-(4Z,7Z,10Z,13Z,16Z)-
CC docosapentaenoate + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:52124, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210, ChEBI:CHEBI:77016,
CC ChEBI:CHEBI:136411; Evidence={ECO:0000269|PubMed:19965576};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:52125;
CC Evidence={ECO:0000305|PubMed:19965576};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + O2 + reduced
CC [NADPH--hemoprotein reductase] = H(+) + H2O + N-(8,9-epoxy-
CC 5Z,11Z,14Z-eicosatrienoyl)-ethanolamine + oxidized [NADPH--
CC hemoprotein reductase]; Xref=Rhea:RHEA:53140, Rhea:RHEA-COMP:11964,
CC Rhea:RHEA-COMP:11965, ChEBI:CHEBI:2700, ChEBI:CHEBI:15377,
CC ChEBI:CHEBI:15378, ChEBI:CHEBI:15379, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210, ChEBI:CHEBI:136989;
CC Evidence={ECO:0000269|PubMed:20702771};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:53141;
CC Evidence={ECO:0000305|PubMed:20702771};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + O2 + reduced
CC [NADPH--hemoprotein reductase] = H(+) + H2O + N-(11,12-epoxy-
CC 5Z,8Z,14Z-eicosatrienoyl)-ethanolamine + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:53144, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:2700, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378,
CC ChEBI:CHEBI:15379, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:136990; Evidence={ECO:0000269|PubMed:20702771};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:53145;
CC Evidence={ECO:0000305|PubMed:20702771};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + O2 + reduced
CC [NADPH--hemoprotein reductase] = H(+) + H2O + N-(14,15-epoxy-
CC 5Z,8Z,11Z-eicosatrienoyl)-ethanolamine + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:53148, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:2700, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378,
CC ChEBI:CHEBI:15379, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:136991; Evidence={ECO:0000269|PubMed:20702771};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:53149;
CC Evidence={ECO:0000305|PubMed:20702771};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=all-trans-retinol + O2 + reduced [NADPH--hemoprotein
CC reductase] = all-trans-retinal + H(+) + 2 H2O + oxidized [NADPH--
CC hemoprotein reductase]; Xref=Rhea:RHEA:42092, Rhea:RHEA-COMP:11964,
CC Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378,
CC ChEBI:CHEBI:15379, ChEBI:CHEBI:17336, ChEBI:CHEBI:17898,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210;
CC Evidence={ECO:0000269|PubMed:10681376};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:42093;
CC Evidence={ECO:0000305|PubMed:10681376};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=all-trans-retinoate + O2 + reduced [NADPH--hemoprotein
CC reductase] = all-trans-4-hydroxyretinoate + H(+) + H2O + oxidized
CC [NADPH--hemoprotein reductase]; Xref=Rhea:RHEA:51984, Rhea:RHEA-
CC COMP:11964, Rhea:RHEA-COMP:11965, ChEBI:CHEBI:15377,
CC ChEBI:CHEBI:15378, ChEBI:CHEBI:15379, ChEBI:CHEBI:35291,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210, ChEBI:CHEBI:134178;
CC Evidence={ECO:0000269|PubMed:11093772};
CC PhysiologicalDirection=left-to-right; Xref=Rhea:RHEA:51985;
CC Evidence={ECO:0000305|PubMed:11093772};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=O2 + quinine + reduced [NADPH--hemoprotein reductase] = 3-
CC hydroxyquinine + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:20149, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210, ChEBI:CHEBI:58234,
CC ChEBI:CHEBI:137041; EC=1.14.14.55;
CC Evidence={ECO:0000269|PubMed:8968357};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=fenbendazole + O2 + reduced [NADPH--hemoprotein reductase] =
CC fenbendazole S-oxide + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:55928, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:35812, ChEBI:CHEBI:57618, ChEBI:CHEBI:58210,
CC ChEBI:CHEBI:77092; EC=1.14.14.73;
CC Evidence={ECO:0000269|PubMed:10759686};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=albendazole + O2 + reduced [NADPH--hemoprotein reductase] =
CC albendazole S-oxide + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:55924, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16664, ChEBI:CHEBI:16959, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210; EC=1.14.14.73;
CC Evidence={ECO:0000269|PubMed:10759686};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=1,8-cineole + O2 + reduced [NADPH--hemoprotein reductase] = 2-
CC exo-hydroxy-1,8-cineole + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:32895, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:16271, ChEBI:CHEBI:27961, ChEBI:CHEBI:57618,
CC ChEBI:CHEBI:58210; EC=1.14.14.56;
CC Evidence={ECO:0000269|PubMed:11159812};
CC -!- CATALYTIC ACTIVITY:
CC Reaction=1,4-cineole + O2 + reduced [NADPH--hemoprotein reductase] = 2-
CC exo-hydroxy-1,4-cineole + H(+) + H2O + oxidized [NADPH--hemoprotein
CC reductase]; Xref=Rhea:RHEA:49160, Rhea:RHEA-COMP:11964, Rhea:RHEA-
CC COMP:11965, ChEBI:CHEBI:15377, ChEBI:CHEBI:15378, ChEBI:CHEBI:15379,
CC ChEBI:CHEBI:57618, ChEBI:CHEBI:58210, ChEBI:CHEBI:80788,
CC ChEBI:CHEBI:90956; Evidence={ECO:0000269|PubMed:11695850};
CC -!- COFACTOR:
CC Name=heme; Xref=ChEBI:CHEBI:30413;
CC Evidence={ECO:0000269|PubMed:15256616, ECO:0000269|PubMed:15258162};
CC -!- ACTIVITY REGULATION: Activated by cytochrome b5.
CC {ECO:0000269|PubMed:12865317, ECO:0000269|PubMed:14559847}.
CC -!- BIOPHYSICOCHEMICAL PROPERTIES:
CC Kinetic parameters:
CC KM=52.16 uM for 17beta-estradiol (2-hydroxylation)
CC {ECO:0000269|PubMed:12865317};
CC KM=53.88 uM for 17beta-estradiol (4-hydroxylation)
CC {ECO:0000269|PubMed:12865317};
CC KM=7.69 uM for estrone (2-hydroxylation)
CC {ECO:0000269|PubMed:12865317};
CC KM=7.18 uM for estrone (4-hydroxylation)
CC {ECO:0000269|PubMed:12865317};
CC KM=17 uM for testosterone (1beta-hydroxylation)
CC {ECO:0000269|PubMed:15373842};
CC KM=44 uM for testosterone (2beta-hydroxylation)
CC {ECO:0000269|PubMed:15373842};
CC KM=23 uM for testosterone (6beta-hydroxylation)
CC {ECO:0000269|PubMed:15373842};
CC KM=32 uM for testosterone (15beta-hydroxylation)
CC {ECO:0000269|PubMed:15373842};
CC KM=182 uM for cholesterol (25-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC KM=62 uM for cholesterol (4beta-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC KM=37 uM for cholesterol (22R-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC KM=161 uM for cholesterol (24R-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC KM=15 uM for cholesterol (24S-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC KM=80 uM for cholesterol (26-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC KM=118 uM for anandamide (epoxidation across positions 5 and 6)
CC {ECO:0000269|PubMed:20702771};
CC KM=48 uM for anandamide (epoxidation across positions 8 and 9)
CC {ECO:0000269|PubMed:20702771};
CC KM=118 uM for anandamide (epoxidation across positions 11 and 12)
CC {ECO:0000269|PubMed:20702771};
CC KM=80 uM for anandamide (epoxidation across positions 14 and 15)
CC {ECO:0000269|PubMed:20702771};
CC KM=25 uM for all-trans retinol {ECO:0000269|PubMed:10681376};
CC KM=34 uM for all-trans-retinoate (4-hydroxylation)
CC {ECO:0000269|PubMed:11093772};
CC KM=89 uM for cortisone (6beta-hydroxylation)
CC {ECO:0000269|PubMed:21490593};
CC KM=148 uM for cortisol (6beta-hydroxylation)
CC {ECO:0000269|PubMed:21490593};
CC KM=114.4 uM for quinine {ECO:0000269|PubMed:8968357};
CC KM=450 uM for 1,4-cineole {ECO:0000269|PubMed:11695850};
CC Vmax=1020 pmol/min/nmol enzyme toward 17beta-estradiol (2-
CC hydroxylation) {ECO:0000269|PubMed:12865317};
CC Vmax=448.5 pmol/min/nmol enzyme toward 17beta-estradiol (4-
CC hydroxylation) {ECO:0000269|PubMed:12865317};
CC Vmax=167.5 pmol/min/nmol enzyme toward estrone (2-hydroxylation)
CC {ECO:0000269|PubMed:12865317};
CC Vmax=79.5 pmol/min/nmol enzyme toward estrone (4-hydroxylation)
CC {ECO:0000269|PubMed:12865317};
CC Vmax=42 pmol/min/nmol enzyme toward cholesterol (25-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC Vmax=12 pmol/min/nmol enzyme toward cholesterol (4beta-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC Vmax=3.42 pmol/min/nmol enzyme toward cholesterol (22R-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC Vmax=3.48 pmol/min/nmol enzyme toward cholesterol (24R-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC Vmax=0.2 pmol/min/nmol enzyme toward cholesterol (24S-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC Vmax=3.18 pmol/min/nmol enzyme toward cholesterol (26-hydroxylation)
CC {ECO:0000269|PubMed:21576599};
CC Vmax=225 pmol/min/nmol enzyme toward all-trans retinol
CC {ECO:0000269|PubMed:10681376};
CC Vmax=195 pmol/min/nmol enzyme toward all-trans-retinoate (4-
CC hydroxylation) {ECO:0000269|PubMed:11093772};
CC Vmax=15 pmol/min/pmol enzyme toward cortisone (6beta-hydroxylation)
CC {ECO:0000269|PubMed:21490593};
CC Vmax=27 pmol/min/pmol enzyme toward cortisol (6beta-hydroxylation)
CC {ECO:0000269|PubMed:21490593};
CC Vmax=7.49 pmol/min/pmol enzyme toward quinine
CC {ECO:0000269|PubMed:8968357};
CC Vmax=7.5 nmol/min/nmol enzyme toward 1,4-cineole
CC {ECO:0000269|PubMed:11695850};
CC -!- PATHWAY: Steroid hormone biosynthesis. {ECO:0000269|PubMed:11555828,
CC ECO:0000269|PubMed:12865317}.
CC -!- PATHWAY: Cofactor metabolism; retinol metabolism.
CC {ECO:0000269|PubMed:10681376}.
CC -!- PATHWAY: Steroid metabolism; cholesterol metabolism.
CC {ECO:0000269|PubMed:21576599}.
CC -!- PATHWAY: Lipid metabolism; fatty acid metabolism.
CC {ECO:0000269|PubMed:19965576}.
CC -!- SUBUNIT: Interacts with PGRMC1; the interaction requires PGRMC1
CC homodimerization. {ECO:0000269|PubMed:26988023}.
CC -!- INTERACTION:
CC P08684; O15287: FANCG; NbExp=3; IntAct=EBI-3928618, EBI-81610;
CC P08684; Q6ZQX7-4: LIAT1; NbExp=3; IntAct=EBI-3928618, EBI-25830459;
CC -!- SUBCELLULAR LOCATION: Endoplasmic reticulum membrane; Single-pass
CC membrane protein. Microsome membrane {ECO:0000269|PubMed:21576599};
CC Single-pass membrane protein.
CC -!- TISSUE SPECIFICITY: Expressed in prostate and liver. According to some
CC authors, it is not expressed in brain (PubMed:19094056). According to
CC others, weak levels of expression are measured in some brain locations
CC (PubMed:19359404 and PubMed:18545703). Also expressed in epithelium of
CC the small intestine and large intestine, bile duct, nasal mucosa,
CC kidney, adrenal cortex, epithelium of the gastric mucosa with
CC intestinal metaplasia, gallbladder, intercalated ducts of the pancreas,
CC chief cells of the parathyroid and the corpus luteum of the ovary (at
CC protein level). {ECO:0000269|PubMed:18545703,
CC ECO:0000269|PubMed:19094056, ECO:0000269|PubMed:19359404,
CC ECO:0000269|PubMed:2732228, ECO:0000269|PubMed:7894497,
CC ECO:0000269|PubMed:8035341}.
CC -!- INDUCTION: By drugs, such as rifampicin. {ECO:0000269|PubMed:11266076}.
CC -!- PTM: Polyubiquitinated in the presence of AMFR and UBE2G1 and also
CC STUB1/CHIP and UBE2D1 (in vitro). {ECO:0000269|PubMed:19103148}.
CC -!- DISEASE: Vitamin D-dependent rickets 3 (VDDR3) [MIM:619073]: An
CC autosomal dominant disorder of vitamin D metabolism resulting in early-
CC onset rickets, reduced serum levels of the vitamin D metabolites 25-
CC hydroxyvitamin D and 1,25-dihydroxyvitamin D, and deficient
CC responsiveness to parent and activated forms of vitamin D.
CC {ECO:0000269|PubMed:29461981}. Note=The gene represented in this entry
CC is involved in disease pathogenesis.
CC -!- MISCELLANEOUS: Chimeric transcripts, characterized by CYP3A43 exon 1
CC joined at canonical splice sites to distinct sets of CYP3A4 exons, have
CC been detected. All are possibly produced by trans-splicing. The
CC chimeric transcripts exist in 3 different combinations: CYP3A43 exon 1
CC joined in frame to CYP3A4 exons 2-13, CYP3A43 exon 1 joined in frame to
CC CYP3A4 exons 4-13 and CYP3A43 exon 1 joined in frame to CYP3A4 exon 7-
CC 13. The longest chimeric isoform (CYP3A43 exon 1 joined to CYP3A4 exons
CC 2-13) exhibits 6-beta-hydroxylase activity, while a shorter isoform
CC (CYP3A43 exon 1 joined to CYP3A4 exons 4-13) does not. All chimeric
CC transcripts are expressed at very low levels in the liver
CC (PubMed:11726664). {ECO:0000305|PubMed:11726664}.
CC -!- SIMILARITY: Belongs to the cytochrome P450 family. {ECO:0000305}.
CC -!- WEB RESOURCE: Name=PharmVar Pharmacogen Variation Consortium;
CC Note=CYP3A4 alleles;
CC URL="https://www.pharmvar.org/gene/CYP3A4";
CC -!- WEB RESOURCE: Name=Wikipedia; Note=CYP3A4 entry;
CC URL="https://en.wikipedia.org/wiki/CYP3A4";
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DR EMBL; D00003; BAA00001.1; -; mRNA.
DR EMBL; M13785; AAA35742.1; -; mRNA.
DR EMBL; M18907; AAA35745.1; -; mRNA.
DR EMBL; M14096; AAA35744.1; -; mRNA.
DR EMBL; X12387; CAA30944.1; -; mRNA.
DR EMBL; J04449; AAA35747.1; -; mRNA.
DR EMBL; AF182273; AAF13598.1; -; mRNA.
DR EMBL; AF280107; AAG32290.1; -; Genomic_DNA.
DR EMBL; AF209389; AAF21034.1; -; Genomic_DNA.
DR CCDS; CCDS5674.1; -.
DR PIR; A29410; A29410.
DR PIR; A29815; A29815.
DR RefSeq; NP_001189784.1; NM_001202855.2.
DR RefSeq; NP_059488.2; NM_017460.5.
DR PDB; 1TQN; X-ray; 2.05 A; A=24-503.
DR PDB; 1W0E; X-ray; 2.80 A; A=25-503.
DR PDB; 1W0F; X-ray; 2.65 A; A=25-503.
DR PDB; 1W0G; X-ray; 2.74 A; A=25-503.
DR PDB; 2J0D; X-ray; 2.75 A; A/B=25-503.
DR PDB; 2V0M; X-ray; 2.80 A; A/B/C/D=25-503.
DR PDB; 3NXU; X-ray; 2.00 A; A/B=25-503.
DR PDB; 3TJS; X-ray; 2.25 A; A=23-503.
DR PDB; 3UA1; X-ray; 2.15 A; A=23-503.
DR PDB; 4D6Z; X-ray; 1.93 A; A=23-503.
DR PDB; 4D75; X-ray; 2.25 A; A=23-503.
DR PDB; 4D78; X-ray; 2.80 A; A=23-503.
DR PDB; 4D7D; X-ray; 2.76 A; A=23-503.
DR PDB; 4I3Q; X-ray; 2.60 A; A=23-503.
DR PDB; 4I4G; X-ray; 2.72 A; A=23-503.
DR PDB; 4I4H; X-ray; 2.90 A; A=23-503.
DR PDB; 4K9T; X-ray; 2.50 A; A=23-503.
DR PDB; 4K9U; X-ray; 2.85 A; A=23-503.
DR PDB; 4K9V; X-ray; 2.60 A; A=23-503.
DR PDB; 4K9W; X-ray; 2.40 A; A/B/C/D=23-503.
DR PDB; 4K9X; X-ray; 2.76 A; A=23-503.
DR PDB; 4NY4; X-ray; 2.95 A; A=25-503.
DR PDB; 5A1P; X-ray; 2.50 A; A=23-503.
DR PDB; 5A1R; X-ray; 2.45 A; A=23-503.
DR PDB; 5G5J; X-ray; 2.60 A; A=21-503.
DR PDB; 5TE8; X-ray; 2.70 A; A/B/C=23-503.
DR PDB; 5VC0; X-ray; 2.70 A; A=21-503.
DR PDB; 5VCC; X-ray; 1.70 A; A=21-503.
DR PDB; 5VCD; X-ray; 1.95 A; A=21-503.
DR PDB; 5VCE; X-ray; 2.20 A; A=21-503.
DR PDB; 5VCG; X-ray; 2.20 A; A=21-503.
DR PDB; 6BCZ; X-ray; 2.23 A; A=21-503.
DR PDB; 6BD5; X-ray; 2.50 A; A=21-503.
DR PDB; 6BD6; X-ray; 2.50 A; A=21-503.
DR PDB; 6BD7; X-ray; 2.42 A; A=21-503.
DR PDB; 6BD8; X-ray; 2.38 A; A=21-503.
DR PDB; 6BDH; X-ray; 2.25 A; A=21-503.
DR PDB; 6BDI; X-ray; 2.57 A; A=21-503.
DR PDB; 6BDK; X-ray; 2.67 A; A=21-503.
DR PDB; 6BDM; X-ray; 2.60 A; A=21-503.
DR PDB; 6OO9; X-ray; 2.25 A; A=21-503.
DR PDB; 6OOA; X-ray; 2.52 A; A=21-503.
DR PDB; 6OOB; X-ray; 2.20 A; A=21-503.
DR PDB; 7KS8; X-ray; 2.50 A; A=21-503.
DR PDB; 7KSA; X-ray; 2.50 A; A=21-503.
DR PDB; 7KVH; X-ray; 2.79 A; A/B=21-503.
DR PDB; 7KVI; X-ray; 2.55 A; A=21-503.
DR PDB; 7KVJ; X-ray; 2.65 A; A=21-503.
DR PDB; 7KVK; X-ray; 2.55 A; A/B=21-503.
DR PDB; 7KVM; X-ray; 2.75 A; A=21-503.
DR PDB; 7KVN; X-ray; 2.70 A; A/B=21-503.
DR PDB; 7KVO; X-ray; 2.65 A; A/B=21-503.
DR PDB; 7KVP; X-ray; 2.75 A; A=21-503.
DR PDB; 7KVQ; X-ray; 2.75 A; A/B=21-503.
DR PDB; 7KVS; X-ray; 2.50 A; A/B=21-503.
DR PDB; 7LXL; X-ray; 2.75 A; A=23-503.
DR PDBsum; 1TQN; -.
DR PDBsum; 1W0E; -.
DR PDBsum; 1W0F; -.
DR PDBsum; 1W0G; -.
DR PDBsum; 2J0D; -.
DR PDBsum; 2V0M; -.
DR PDBsum; 3NXU; -.
DR PDBsum; 3TJS; -.
DR PDBsum; 3UA1; -.
DR PDBsum; 4D6Z; -.
DR PDBsum; 4D75; -.
DR PDBsum; 4D78; -.
DR PDBsum; 4D7D; -.
DR PDBsum; 4I3Q; -.
DR PDBsum; 4I4G; -.
DR PDBsum; 4I4H; -.
DR PDBsum; 4K9T; -.
DR PDBsum; 4K9U; -.
DR PDBsum; 4K9V; -.
DR PDBsum; 4K9W; -.
DR PDBsum; 4K9X; -.
DR PDBsum; 4NY4; -.
DR PDBsum; 5A1P; -.
DR PDBsum; 5A1R; -.
DR PDBsum; 5G5J; -.
DR PDBsum; 5TE8; -.
DR PDBsum; 5VC0; -.
DR PDBsum; 5VCC; -.
DR PDBsum; 5VCD; -.
DR PDBsum; 5VCE; -.
DR PDBsum; 5VCG; -.
DR PDBsum; 6BCZ; -.
DR PDBsum; 6BD5; -.
DR PDBsum; 6BD6; -.
DR PDBsum; 6BD7; -.
DR PDBsum; 6BD8; -.
DR PDBsum; 6BDH; -.
DR PDBsum; 6BDI; -.
DR PDBsum; 6BDK; -.
DR PDBsum; 6BDM; -.
DR PDBsum; 6OO9; -.
DR PDBsum; 6OOA; -.
DR PDBsum; 6OOB; -.
DR PDBsum; 7KS8; -.
DR PDBsum; 7KSA; -.
DR PDBsum; 7KVH; -.
DR PDBsum; 7KVI; -.
DR PDBsum; 7KVJ; -.
DR PDBsum; 7KVK; -.
DR PDBsum; 7KVM; -.
DR PDBsum; 7KVN; -.
DR PDBsum; 7KVO; -.
DR PDBsum; 7KVP; -.
DR PDBsum; 7KVQ; -.
DR PDBsum; 7KVS; -.
DR PDBsum; 7LXL; -.
DR AlphaFoldDB; P08684; -.
DR SMR; P08684; -.
DR BioGRID; 107948; 17.
DR IntAct; P08684; 4.
DR STRING; 9606.ENSP00000337915; -.
DR BindingDB; P08684; -.
DR ChEMBL; CHEMBL340; -.
DR DrugBank; DB08496; (R)-warfarin.
DR DrugBank; DB14055; (S)-Warfarin.
DR DrugBank; DB12537; 1,2-Benzodiazepine.
DR DrugBank; DB12629; 3,5-diiodothyropropionic acid.
DR DrugBank; DB01456; 5-androstenedione.
DR DrugBank; DB04070; 6-Deoxyerythronolide B.
DR DrugBank; DB11919; 6-O-benzylguanine.
DR DrugBank; DB05482; 7-ethyl-10-hydroxycamptothecin.
DR DrugBank; DB12515; 9-aminocamptothecin.
DR DrugBank; DB11932; Abametapir.
DR DrugBank; DB12001; Abemaciclib.
DR DrugBank; DB05812; Abiraterone.
DR DrugBank; DB11703; Acalabrutinib.
DR DrugBank; DB01418; Acenocoumarol.
DR DrugBank; DB00316; Acetaminophen.
DR DrugBank; DB00819; Acetazolamide.
DR DrugBank; DB00546; Adinazolam.
DR DrugBank; DB08838; Agmatine.
DR DrugBank; DB00518; Albendazole.
DR DrugBank; DB00240; Alclometasone.
DR DrugBank; DB00041; Aldesleukin.
DR DrugBank; DB04630; Aldosterone.
DR DrugBank; DB00802; Alfentanil.
DR DrugBank; DB00346; Alfuzosin.
DR DrugBank; DB09026; Aliskiren.
DR DrugBank; DB00918; Almotriptan.
DR DrugBank; DB06203; Alogliptin.
DR DrugBank; DB00969; Alosetron.
DR DrugBank; DB12015; Alpelisib.
DR DrugBank; DB14003; alpha-Tocopherol acetate.
DR DrugBank; DB00404; Alprazolam.
DR DrugBank; DB06403; Ambrisentan.
DR DrugBank; DB06742; Ambroxol.
DR DrugBank; DB13141; Ambroxol acefyllinate.
DR DrugBank; DB00288; Amcinonide.
DR DrugBank; DB00357; Aminoglutethimide.
DR DrugBank; DB01424; Aminophenazone.
DR DrugBank; DB01223; Aminophylline.
DR DrugBank; DB01118; Amiodarone.
DR DrugBank; DB00321; Amitriptyline.
DR DrugBank; DB00381; Amlodipine.
DR DrugBank; DB00701; Amprenavir.
DR DrugBank; DB01217; Anastrozole.
DR DrugBank; DB01536; Androstenedione.
DR DrugBank; DB01435; Antipyrine.
DR DrugBank; DB11901; Apalutamide.
DR DrugBank; DB06605; Apixaban.
DR DrugBank; DB00714; Apomorphine.
DR DrugBank; DB05676; Apremilast.
DR DrugBank; DB00673; Aprepitant.
DR DrugBank; DB01352; Aprobarbital.
DR DrugBank; DB09229; Aranidipine.
DR DrugBank; DB00278; Argatroban.
DR DrugBank; DB01238; Aripiprazole.
DR DrugBank; DB14185; Aripiprazole lauroxil.
DR DrugBank; DB06413; Armodafinil.
DR DrugBank; DB01169; Arsenic trioxide.
DR DrugBank; DB06697; Artemether.
DR DrugBank; DB12597; Asciminib.
DR DrugBank; DB06216; Asenapine.
DR DrugBank; DB00637; Astemizole.
DR DrugBank; DB11586; Asunaprevir.
DR DrugBank; DB01072; Atazanavir.
DR DrugBank; DB16098; Atogepant.
DR DrugBank; DB01076; Atorvastatin.
DR DrugBank; DB01117; Atovaquone.
DR DrugBank; DB15011; Avacopan.
DR DrugBank; DB06237; Avanafil.
DR DrugBank; DB15233; Avapritinib.
DR DrugBank; DB06442; Avasimibe.
DR DrugBank; DB06318; AVE9633.
DR DrugBank; DB06626; Axitinib.
DR DrugBank; DB00719; Azatadine.
DR DrugBank; DB00972; Azelastine.
DR DrugBank; DB09230; Azelnidipine.
DR DrugBank; DB04957; Azimilide.
DR DrugBank; DB00207; Azithromycin.
DR DrugBank; DB12781; Balaglitazone.
DR DrugBank; DB13997; Baloxavir marboxil.
DR DrugBank; DB04975; Banoxantrone.
DR DrugBank; DB01483; Barbital.
DR DrugBank; DB11817; Baricitinib.
DR DrugBank; DB09227; Barnidipine.
DR DrugBank; DB00394; Beclomethasone dipropionate.
DR DrugBank; DB08903; Bedaquiline.
DR DrugBank; DB05015; Belinostat.
DR DrugBank; DB16703; Belumosudil.
DR DrugBank; DB15463; Belzutifan.
DR DrugBank; DB13488; Bencyclane.
DR DrugBank; DB09231; Benidipine.
DR DrugBank; DB00865; Benzphetamine.
DR DrugBank; DB01244; Bepridil.
DR DrugBank; DB15982; Berotralstat.
DR DrugBank; DB00443; Betamethasone.
DR DrugBank; DB14669; Betamethasone phosphate.
DR DrugBank; DB00307; Bexarotene.
DR DrugBank; DB01393; Bezafibrate.
DR DrugBank; DB01128; Bicalutamide.
DR DrugBank; DB11799; Bictegravir.
DR DrugBank; DB04794; Bifonazole.
DR DrugBank; DB00905; Bimatoprost.
DR DrugBank; DB13746; Bioallethrin.
DR DrugBank; DB00612; Bisoprolol.
DR DrugBank; DB13975; Black cohosh.
DR DrugBank; DB09223; Blonanserin.
DR DrugBank; DB08873; Boceprevir.
DR DrugBank; DB00188; Bortezomib.
DR DrugBank; DB00559; Bosentan.
DR DrugBank; DB06616; Bosutinib.
DR DrugBank; DB07348; Brefeldin A.
DR DrugBank; DB08870; Brentuximab vedotin.
DR DrugBank; DB09128; Brexpiprazole.
DR DrugBank; DB12267; Brigatinib.
DR DrugBank; DB01194; Brinzolamide.
DR DrugBank; DB05541; Brivaracetam.
DR DrugBank; DB01200; Bromocriptine.
DR DrugBank; DB09017; Brotizolam.
DR DrugBank; DB11752; Bryostatin 1.
DR DrugBank; DB01222; Budesonide.
DR DrugBank; DB00297; Bupivacaine.
DR DrugBank; DB00921; Buprenorphine.
DR DrugBank; DB00490; Buspirone.
DR DrugBank; DB01008; Busulfan.
DR DrugBank; DB09173; Butyrfentanyl.
DR DrugBank; DB06772; Cabazitaxel.
DR DrugBank; DB00248; Cabergoline.
DR DrugBank; DB08875; Cabozantinib.
DR DrugBank; DB00201; Caffeine.
DR DrugBank; DB04886; Calanolide A.
DR DrugBank; DB00136; Calcitriol.
DR DrugBank; DB08907; Canagliflozin.
DR DrugBank; DB01152; Candicidin.
DR DrugBank; DB09061; Cannabidiol.
DR DrugBank; DB11791; Capmatinib.
DR DrugBank; DB08502; Capravirine.
DR DrugBank; DB06774; Capsaicin.
DR DrugBank; DB00564; Carbamazepine.
DR DrugBank; DB11383; Carbomycin.
DR DrugBank; DB11960; Carboxyamidotriazole.
DR DrugBank; DB06016; Cariprazine.
DR DrugBank; DB13835; Caroverine.
DR DrugBank; DB01136; Carvedilol.
DR DrugBank; DB14984; Casimersen.
DR DrugBank; DB06634; Casopitant.
DR DrugBank; DB00520; Caspofungin.
DR DrugBank; DB01333; Cefradine.
DR DrugBank; DB00482; Celecoxib.
DR DrugBank; DB06119; Cenobamate.
DR DrugBank; DB09063; Ceritinib.
DR DrugBank; DB00439; Cerivastatin.
DR DrugBank; DB06419; Cethromycin.
DR DrugBank; DB00185; Cevimeline.
DR DrugBank; DB06777; Chenodeoxycholic acid.
DR DrugBank; DB00446; Chloramphenicol.
DR DrugBank; DB00475; Chlordiazepoxide.
DR DrugBank; DB13528; Chlormadinone.
DR DrugBank; DB00608; Chloroquine.
DR DrugBank; DB00856; Chlorphenesin.
DR DrugBank; DB01114; Chlorpheniramine.
DR DrugBank; DB00477; Chlorpromazine.
DR DrugBank; DB00356; Chlorzoxazone.
DR DrugBank; DB00169; Cholecalciferol.
DR DrugBank; DB01410; Ciclesonide.
DR DrugBank; DB09201; Ciglitazone.
DR DrugBank; DB09232; Cilnidipine.
DR DrugBank; DB01166; Cilostazol.
DR DrugBank; DB00501; Cimetidine.
DR DrugBank; DB01012; Cinacalcet.
DR DrugBank; DB00568; Cinnarizine.
DR DrugBank; DB00537; Ciprofloxacin.
DR DrugBank; DB00604; Cisapride.
DR DrugBank; DB00215; Citalopram.
DR DrugBank; DB01211; Clarithromycin.
DR DrugBank; DB12499; Clascoterone.
DR DrugBank; DB04920; Clevidipine.
DR DrugBank; DB01190; Clindamycin.
DR DrugBank; DB00349; Clobazam.
DR DrugBank; DB11750; Clobetasol.
DR DrugBank; DB01013; Clobetasol propionate.
DR DrugBank; DB13158; Clobetasone.
DR DrugBank; DB14652; Clocortolone acetate.
DR DrugBank; DB00845; Clofazimine.
DR DrugBank; DB00636; Clofibrate.
DR DrugBank; DB06470; Clomethiazole.
DR DrugBank; DB01242; Clomipramine.
DR DrugBank; DB01068; Clonazepam.
DR DrugBank; DB00575; Clonidine.
DR DrugBank; DB00758; Clopidogrel.
DR DrugBank; DB13843; Cloprednol.
DR DrugBank; DB00628; Clorazepic acid.
DR DrugBank; DB01559; Clotiazepam.
DR DrugBank; DB00257; Clotrimazole.
DR DrugBank; DB00363; Clozapine.
DR DrugBank; DB09065; Cobicistat.
DR DrugBank; DB05239; Cobimetinib.
DR DrugBank; DB00907; Cocaine.
DR DrugBank; DB00318; Codeine.
DR DrugBank; DB01394; Colchicine.
DR DrugBank; DB06342; Coltuximab ravtansine.
DR DrugBank; DB00872; Conivaptan.
DR DrugBank; DB00286; Conjugated estrogens.
DR DrugBank; DB12483; Copanlisib.
DR DrugBank; DB04652; Corticosterone.
DR DrugBank; DB01285; Corticotropin.
DR DrugBank; DB14681; Cortisone.
DR DrugBank; DB01380; Cortisone acetate.
DR DrugBank; DB13003; Cortivazol.
DR DrugBank; DB08865; Crizotinib.
DR DrugBank; DB11672; Curcumin.
DR DrugBank; DB14635; Curcumin sulfate.
DR DrugBank; DB04838; Cyclandelate.
DR DrugBank; DB00924; Cyclobenzaprine.
DR DrugBank; DB00531; Cyclophosphamide.
DR DrugBank; DB00091; Cyclosporine.
DR DrugBank; DB04839; Cyproterone acetate.
DR DrugBank; DB00987; Cytarabine.
DR DrugBank; DB08912; Dabrafenib.
DR DrugBank; DB09102; Daclatasvir.
DR DrugBank; DB11963; Dacomitinib.
DR DrugBank; DB01764; Dalfopristin.
DR DrugBank; DB01406; Danazol.
DR DrugBank; DB11779; Danoprevir.
DR DrugBank; DB06292; Dapagliflozin.
DR DrugBank; DB04884; Dapoxetine.
DR DrugBank; DB00250; Dapsone.
DR DrugBank; DB00496; Darifenacin.
DR DrugBank; DB09234; Darodipine.
DR DrugBank; DB12941; Darolutamide.
DR DrugBank; DB01264; Darunavir.
DR DrugBank; DB09183; Dasabuvir.
DR DrugBank; DB01254; Dasatinib.
DR DrugBank; DB00694; Daunorubicin.
DR DrugBank; DB01609; Deferasirox.
DR DrugBank; DB11921; Deflazacort.
DR DrugBank; DB11943; Delafloxacin.
DR DrugBank; DB11637; Delamanid.
DR DrugBank; DB00705; Delavirdine.
DR DrugBank; DB13857; Demegestone.
DR DrugBank; DB01151; Desipramine.
DR DrugBank; DB00304; Desogestrel.
DR DrugBank; DB01260; Desonide.
DR DrugBank; DB06780; Desoxycorticosterone acetate.
DR DrugBank; DB01134; Desoxycorticosterone pivalate.
DR DrugBank; DB06700; Desvenlafaxine.
DR DrugBank; DB12161; Deutetrabenazine.
DR DrugBank; DB01234; Dexamethasone.
DR DrugBank; DB14649; Dexamethasone acetate.
DR DrugBank; DB11487; Dexamethasone isonicotinate.
DR DrugBank; DB09555; Dexchlorpheniramine maleate.
DR DrugBank; DB05351; Dexlansoprazole.
DR DrugBank; DB04856; Dexloxiglumide.
DR DrugBank; DB14068; Dexniguldipine.
DR DrugBank; DB00514; Dextromethorphan.
DR DrugBank; DB00647; Dextropropoxyphene.
DR DrugBank; DB14063; Dexverapamil.
DR DrugBank; DB11994; Diacerein.
DR DrugBank; DB00829; Diazepam.
DR DrugBank; DB00586; Diclofenac.
DR DrugBank; DB00485; Dicloxacillin.
DR DrugBank; DB09123; Dienogest.
DR DrugBank; DB00255; Diethylstilbestrol.
DR DrugBank; DB09095; Difluocortolone.
DR DrugBank; DB06781; Difluprednate.
DR DrugBank; DB01396; Digitoxin.
DR DrugBank; DB11274; Dihydro-alpha-ergocryptine.
DR DrugBank; DB01551; Dihydrocodeine.
DR DrugBank; DB11273; Dihydroergocornine.
DR DrugBank; DB13345; Dihydroergocristine.
DR DrugBank; DB13385; Dihydroergocryptine.
DR DrugBank; DB00320; Dihydroergotamine.
DR DrugBank; DB00343; Diltiazem.
DR DrugBank; DB01093; Dimethyl sulfoxide.
DR DrugBank; DB08995; Diosmin.
DR DrugBank; DB13347; Diphenadione.
DR DrugBank; DB00954; Dirithromycin.
DR DrugBank; DB00280; Disopyramide.
DR DrugBank; DB00822; Disulfiram.
DR DrugBank; DB02520; Ditiocarb.
DR DrugBank; DB01248; Docetaxel.
DR DrugBank; DB00204; Dofetilide.
DR DrugBank; DB00757; Dolasetron.
DR DrugBank; DB08930; Dolutegravir.
DR DrugBank; DB01184; Domperidone.
DR DrugBank; DB00843; Donepezil.
DR DrugBank; DB11400; Doramectin.
DR DrugBank; DB12301; Doravirine.
DR DrugBank; DB06446; Dotarizine.
DR DrugBank; DB05928; Dovitinib.
DR DrugBank; DB00590; Doxazosin.
DR DrugBank; DB01142; Doxepin.
DR DrugBank; DB00997; Doxorubicin.
DR DrugBank; DB00254; Doxycycline.
DR DrugBank; DB00470; Dronabinol.
DR DrugBank; DB04855; Dronedarone.
DR DrugBank; DB01395; Drospirenone.
DR DrugBank; DB00476; Duloxetine.
DR DrugBank; DB11952; Duvelisib.
DR DrugBank; DB00378; Dydrogesterone.
DR DrugBank; DB11742; Ebastine.
DR DrugBank; DB14240; Echinacea.
DR DrugBank; DB01127; Econazole.
DR DrugBank; DB14598; Edetate calcium disodium anhydrous.
DR DrugBank; DB14600; Edetate disodium anhydrous.
DR DrugBank; DB00625; Efavirenz.
DR DrugBank; DB09235; Efonidipine.
DR DrugBank; DB11979; Elagolix.
DR DrugBank; DB11574; Elbasvir.
DR DrugBank; DB00216; Eletriptan.
DR DrugBank; DB15444; Elexacaftor.
DR DrugBank; DB09039; Eliglustat.
DR DrugBank; DB09101; Elvitegravir.
DR DrugBank; DB14064; Emopamil.
DR DrugBank; DB13874; Enasidenib.
DR DrugBank; DB11718; Encorafenib.
DR DrugBank; DB13007; Enfortumab vedotin.
DR DrugBank; DB11986; Entrectinib.
DR DrugBank; DB08899; Enzalutamide.
DR DrugBank; DB08992; Eperisone.
DR DrugBank; DB00751; Epinastine.
DR DrugBank; DB00668; Epinephrine.
DR DrugBank; DB00700; Eplerenone.
DR DrugBank; DB12266; Epofolate.
DR DrugBank; DB01873; Epothilone D.
DR DrugBank; DB11405; Eprinomectin.
DR DrugBank; DB03515; Equilenin.
DR DrugBank; DB02187; Equilin.
DR DrugBank; DB12329; Eravacycline.
DR DrugBank; DB12147; Erdafitinib.
DR DrugBank; DB01049; Ergoloid mesylate.
DR DrugBank; DB01253; Ergometrine.
DR DrugBank; DB00696; Ergotamine.
DR DrugBank; DB00530; Erlotinib.
DR DrugBank; DB00199; Erythromycin.
DR DrugBank; DB01175; Escitalopram.
DR DrugBank; DB11823; Esketamine.
DR DrugBank; DB14575; Eslicarbazepine.
DR DrugBank; DB09119; Eslicarbazepine acetate.
DR DrugBank; DB00736; Esomeprazole.
DR DrugBank; DB01215; Estazolam.
DR DrugBank; DB09381; Esterified estrogens.
DR DrugBank; DB12235; Estetrol.
DR DrugBank; DB00783; Estradiol.
DR DrugBank; DB13952; Estradiol acetate.
DR DrugBank; DB13953; Estradiol benzoate.
DR DrugBank; DB13954; Estradiol cypionate.
DR DrugBank; DB13955; Estradiol dienanthate.
DR DrugBank; DB13956; Estradiol valerate.
DR DrugBank; DB01196; Estramustine.
DR DrugBank; DB00655; Estrone.
DR DrugBank; DB04574; Estrone sulfate.
DR DrugBank; DB00402; Eszopiclone.
DR DrugBank; DB00330; Ethambutol.
DR DrugBank; DB00898; Ethanol.
DR DrugBank; DB00977; Ethinylestradiol.
DR DrugBank; DB00593; Ethosuximide.
DR DrugBank; DB08794; Ethyl biscoumacetate.
DR DrugBank; DB01466; Ethylmorphine.
DR DrugBank; DB00823; Ethynodiol diacetate.
DR DrugBank; DB09166; Etizolam.
DR DrugBank; DB00294; Etonogestrel.
DR DrugBank; DB00773; Etoposide.
DR DrugBank; DB01628; Etoricoxib.
DR DrugBank; DB06414; Etravirine.
DR DrugBank; DB13866; Etynodiol.
DR DrugBank; DB01590; Everolimus.
DR DrugBank; DB00990; Exemestane.
DR DrugBank; DB00973; Ezetimibe.
DR DrugBank; DB12500; Fedratinib.
DR DrugBank; DB00949; Felbamate.
DR DrugBank; DB01023; Felodipine.
DR DrugBank; DB08980; Fendiline.
DR DrugBank; DB00574; Fenfluramine.
DR DrugBank; DB00813; Fentanyl.
DR DrugBank; DB06702; Fesoterodine.
DR DrugBank; DB12265; Fexinidazole.
DR DrugBank; DB08874; Fidaxomicin.
DR DrugBank; DB01216; Finasteride.
DR DrugBank; DB16165; Finerenone.
DR DrugBank; DB13961; Fish oil.
DR DrugBank; DB04908; Flibanserin.
DR DrugBank; DB00301; Flucloxacillin.
DR DrugBank; DB00196; Fluconazole.
DR DrugBank; DB00687; Fludrocortisone.
DR DrugBank; DB00663; Flumethasone.
DR DrugBank; DB04841; Flunarizine.
DR DrugBank; DB00180; Flunisolide.
DR DrugBank; DB01544; Flunitrazepam.
DR DrugBank; DB00591; Fluocinolone acetonide.
DR DrugBank; DB01047; Fluocinonide.
DR DrugBank; DB08971; Fluocortolone.
DR DrugBank; DB00324; Fluorometholone.
DR DrugBank; DB00472; Fluoxetine.
DR DrugBank; DB08970; Fluprednidene.
DR DrugBank; DB14634; Fluprednidene acetate.
DR DrugBank; DB09378; Fluprednisolone.
DR DrugBank; DB14637; Fluprednisolone acetate.
DR DrugBank; DB00846; Flurandrenolide.
DR DrugBank; DB00690; Flurazepam.
DR DrugBank; DB13338; Flurithromycin.
DR DrugBank; DB04842; Fluspirilene.
DR DrugBank; DB00499; Flutamide.
DR DrugBank; DB13867; Fluticasone.
DR DrugBank; DB08906; Fluticasone furoate.
DR DrugBank; DB00588; Fluticasone propionate.
DR DrugBank; DB01095; Fluvastatin.
DR DrugBank; DB00176; Fluvoxamine.
DR DrugBank; DB12307; Foretinib.
DR DrugBank; DB08905; Formestane.
DR DrugBank; DB01319; Fosamprenavir.
DR DrugBank; DB06717; Fosaprepitant.
DR DrugBank; DB14019; Fosnetupitant.
DR DrugBank; DB01320; Fosphenytoin.
DR DrugBank; DB12010; Fostamatinib.
DR DrugBank; DB11796; Fostemsavir.
DR DrugBank; DB00947; Fulvestrant.
DR DrugBank; DB02703; Fusidic acid.
DR DrugBank; DB00674; Galantamine.
DR DrugBank; DB12923; Gallopamil.
DR DrugBank; DB00317; Gefitinib.
DR DrugBank; DB01241; Gemfibrozil.
DR DrugBank; DB01645; Genistein.
DR DrugBank; DB06730; Gestodene.
DR DrugBank; DB11619; Gestrinone.
DR DrugBank; DB12141; Gilteritinib.
DR DrugBank; DB01381; Ginkgo biloba.
DR DrugBank; DB11978; Glasdegib.
DR DrugBank; DB13879; Glecaprevir.
DR DrugBank; DB00143; Glutathione.
DR DrugBank; DB01016; Glyburide.
DR DrugBank; DB08909; Glycerol phenylbutyrate.
DR DrugBank; DB00986; Glycopyrronium.
DR DrugBank; DB05814; GPI-1485.
DR DrugBank; DB00889; Granisetron.
DR DrugBank; DB11575; Grazoprevir.
DR DrugBank; DB00365; Grepafloxacin.
DR DrugBank; DB00400; Griseofulvin.
DR DrugBank; DB01018; Guanfacine.
DR DrugBank; DB06786; Halcinonide.
DR DrugBank; DB01218; Halofantrine.
DR DrugBank; DB13728; Halometasone.
DR DrugBank; DB00502; Haloperidol.
DR DrugBank; DB01159; Halothane.
DR DrugBank; DB05212; HE3286.
DR DrugBank; DB01275; Hydralazine.
DR DrugBank; DB00956; Hydrocodone.
DR DrugBank; DB00769; Hydrocortamate.
DR DrugBank; DB00741; Hydrocortisone.
DR DrugBank; DB14538; Hydrocortisone aceponate.
DR DrugBank; DB14539; Hydrocortisone acetate.
DR DrugBank; DB14540; Hydrocortisone butyrate.
DR DrugBank; DB14541; Hydrocortisone cypionate.
DR DrugBank; DB14542; Hydrocortisone phosphate.
DR DrugBank; DB14543; Hydrocortisone probutate.
DR DrugBank; DB14545; Hydrocortisone succinate.
DR DrugBank; DB14544; Hydrocortisone valerate.
DR DrugBank; DB01611; Hydroxychloroquine.
DR DrugBank; DB14570; Hydroxyprogesterone.
DR DrugBank; DB06789; Hydroxyprogesterone caproate.
DR DrugBank; DB00557; Hydroxyzine.
DR DrugBank; DB12471; Ibrexafungerp.
DR DrugBank; DB09053; Ibrutinib.
DR DrugBank; DB01050; Ibuprofen.
DR DrugBank; DB11737; Icotinib.
DR DrugBank; DB09054; Idelalisib.
DR DrugBank; DB01181; Ifosfamide.
DR DrugBank; DB04946; Iloperidone.
DR DrugBank; DB00619; Imatinib.
DR DrugBank; DB09262; Imidafenacin.
DR DrugBank; DB00458; Imipramine.
DR DrugBank; DB00724; Imiquimod.
DR DrugBank; DB05039; Indacaterol.
DR DrugBank; DB08953; Indalpine.
DR DrugBank; DB00808; Indapamide.
DR DrugBank; DB00224; Indinavir.
DR DrugBank; DB06370; Indisulam.
DR DrugBank; DB11886; Infigratinib.
DR DrugBank; DB13293; Ipecac.
DR DrugBank; DB01029; Irbesartan.
DR DrugBank; DB00762; Irinotecan.
DR DrugBank; DB11633; Isavuconazole.
DR DrugBank; DB06636; Isavuconazonium.
DR DrugBank; DB00951; Isoniazid.
DR DrugBank; DB00982; Isotretinoin.
DR DrugBank; DB00270; Isradipine.
DR DrugBank; DB11757; Istradefylline.
DR DrugBank; DB01167; Itraconazole.
DR DrugBank; DB09083; Ivabradine.
DR DrugBank; DB08820; Ivacaftor.
DR DrugBank; DB00602; Ivermectin.
DR DrugBank; DB14568; Ivosidenib.
DR DrugBank; DB04845; Ixabepilone.
DR DrugBank; DB09570; Ixazomib.
DR DrugBank; DB01221; Ketamine.
DR DrugBank; DB01587; Ketazolam.
DR DrugBank; DB06738; Ketobemidone.
DR DrugBank; DB01026; Ketoconazole.
DR DrugBank; DB09309; Kitasamycin.
DR DrugBank; DB05903; KOS-1584.
DR DrugBank; DB09236; Lacidipine.
DR DrugBank; DB06218; Lacosamide.
DR DrugBank; DB06791; Lanreotide.
DR DrugBank; DB00448; Lansoprazole.
DR DrugBank; DB01259; Lapatinib.
DR DrugBank; DB06685; Laquinimod.
DR DrugBank; DB14723; Larotrectinib.
DR DrugBank; DB12825; Lefamulin.
DR DrugBank; DB11951; Lemborexant.
DR DrugBank; DB09078; Lenvatinib.
DR DrugBank; DB00528; Lercanidipine.
DR DrugBank; DB11560; Lesinurad.
DR DrugBank; DB06469; Lestaurtinib.
DR DrugBank; DB12070; Letermovir.
DR DrugBank; DB01006; Letrozole.
DR DrugBank; DB01227; Levacetylmethadol.
DR DrugBank; DB09237; Levamlodipine.
DR DrugBank; DB01002; Levobupivacaine.
DR DrugBank; DB06282; Levocetirizine.
DR DrugBank; DB05667; Levoketoconazole.
DR DrugBank; DB00825; Levomenthol.
DR DrugBank; DB08918; Levomilnacipran.
DR DrugBank; DB00367; Levonorgestrel.
DR DrugBank; DB00281; Lidocaine.
DR DrugBank; DB13766; Lidoflazine.
DR DrugBank; DB08882; Linagliptin.
DR DrugBank; DB01583; Liotrix.
DR DrugBank; DB00589; Lisuride.
DR DrugBank; DB09198; Lobeglitazone.
DR DrugBank; DB14065; Lomerizine.
DR DrugBank; DB08827; Lomitapide.
DR DrugBank; DB01206; Lomustine.
DR DrugBank; DB06448; Lonafarnib.
DR DrugBank; DB16222; Loncastuximab tesirine.
DR DrugBank; DB00836; Loperamide.
DR DrugBank; DB01601; Lopinavir.
DR DrugBank; DB00455; Loratadine.
DR DrugBank; DB00186; Lorazepam.
DR DrugBank; DB04871; Lorcaserin.
DR DrugBank; DB12130; Lorlatinib.
DR DrugBank; DB09195; Lorpiprazole.
DR DrugBank; DB12089; Lorvotuzumab mertansine.
DR DrugBank; DB00678; Losartan.
DR DrugBank; DB14596; Loteprednol etabonate.
DR DrugBank; DB00227; Lovastatin.
DR DrugBank; DB09212; Loxoprofen.
DR DrugBank; DB08933; Luliconazole.
DR DrugBank; DB09280; Lumacaftor.
DR DrugBank; DB06077; Lumateperone.
DR DrugBank; DB06708; Lumefantrine.
DR DrugBank; DB08815; Lurasidone.
DR DrugBank; DB12674; Lurbinectedin.
DR DrugBank; DB12474; Lynestrenol.
DR DrugBank; DB04829; Lysergic acid diethylamide.
DR DrugBank; DB13074; Macimorelin.
DR DrugBank; DB08932; Macitentan.
DR DrugBank; DB09238; Manidipine.
DR DrugBank; DB16226; Maralixibat.
DR DrugBank; DB04835; Maraviroc.
DR DrugBank; DB06234; Maribavir.
DR DrugBank; DB00643; Mebendazole.
DR DrugBank; DB14009; Medical Cannabis.
DR DrugBank; DB09124; Medrogestone.
DR DrugBank; DB00603; Medroxyprogesterone acetate.
DR DrugBank; DB00253; Medrysone.
DR DrugBank; DB00358; Mefloquine.
DR DrugBank; DB00351; Megestrol acetate.
DR DrugBank; DB11529; Melengestrol.
DR DrugBank; DB14659; Melengestrol acetate.
DR DrugBank; DB00814; Meloxicam.
DR DrugBank; DB00170; Menadione.
DR DrugBank; DB00454; Meperidine.
DR DrugBank; DB09383; Meprednisone.
DR DrugBank; DB01071; Mequitazine.
DR DrugBank; DB01357; Mestranol.
DR DrugBank; DB04817; Metamizole.
DR DrugBank; DB00333; Methadone.
DR DrugBank; DB04833; Methaqualone.
DR DrugBank; DB00763; Methimazole.
DR DrugBank; DB00563; Methotrexate.
DR DrugBank; DB01028; Methoxyflurane.
DR DrugBank; DB09241; Methylene blue.
DR DrugBank; DB00353; Methylergometrine.
DR DrugBank; DB00959; Methylprednisolone.
DR DrugBank; DB14644; Methylprednisolone hemisuccinate.
DR DrugBank; DB12952; Methylprednisone.
DR DrugBank; DB06710; Methyltestosterone.
DR DrugBank; DB00247; Methysergide.
DR DrugBank; DB01233; Metoclopramide.
DR DrugBank; DB00264; Metoprolol.
DR DrugBank; DB00916; Metronidazole.
DR DrugBank; DB01011; Metyrapone.
DR DrugBank; DB15489; Mexazolam.
DR DrugBank; DB00379; Mexiletine.
DR DrugBank; DB06148; Mianserin.
DR DrugBank; DB01388; Mibefradil.
DR DrugBank; DB01110; Miconazole.
DR DrugBank; DB00683; Midazolam.
DR DrugBank; DB13456; Midecamycin.
DR DrugBank; DB06595; Midostaurin.
DR DrugBank; DB00834; Mifepristone.
DR DrugBank; DB04896; Milnacipran.
DR DrugBank; DB13287; Miocamycin.
DR DrugBank; DB08893; Mirabegron.
DR DrugBank; DB11792; Mirodenafil.
DR DrugBank; DB00370; Mirtazapine.
DR DrugBank; DB12489; Mirvetuximab Soravtansine.
DR DrugBank; DB06587; Mitemcinal.
DR DrugBank; DB00648; Mitotane.
DR DrugBank; DB01204; Mitoxantrone.
DR DrugBank; DB16390; Mobocertinib.
DR DrugBank; DB00745; Modafinil.
DR DrugBank; DB00764; Mometasone.
DR DrugBank; DB14512; Mometasone furoate.
DR DrugBank; DB00471; Montelukast.
DR DrugBank; DB00295; Morphine.
DR DrugBank; DB09205; Moxisylyte.
DR DrugBank; DB00688; Mycophenolate mofetil.
DR DrugBank; DB11605; Myrrh.
DR DrugBank; DB14011; Nabiximols.
DR DrugBank; DB00607; Nafcillin.
DR DrugBank; DB12092; Naftopidil.
DR DrugBank; DB11691; Naldemedine.
DR DrugBank; DB09049; Naloxegol.
DR DrugBank; DB01183; Naloxone.
DR DrugBank; DB00731; Nateglinide.
DR DrugBank; DB04861; Nebivolol.
DR DrugBank; DB01149; Nefazodone.
DR DrugBank; DB00220; Nelfinavir.
DR DrugBank; DB11828; Neratinib.
DR DrugBank; DB09199; Netoglitazone.
DR DrugBank; DB09048; Netupitant.
DR DrugBank; DB00238; Nevirapine.
DR DrugBank; DB00627; Niacin.
DR DrugBank; DB00622; Nicardipine.
DR DrugBank; DB02701; Nicotinamide.
DR DrugBank; DB00184; Nicotine.
DR DrugBank; DB01115; Nifedipine.
DR DrugBank; DB09239; Niguldipine.
DR DrugBank; DB04868; Nilotinib.
DR DrugBank; DB09240; Niludipine.
DR DrugBank; DB06712; Nilvadipine.
DR DrugBank; DB04743; Nimesulide.
DR DrugBank; DB00393; Nimodipine.
DR DrugBank; DB09079; Nintedanib.
DR DrugBank; DB16691; Nirmatrelvir.
DR DrugBank; DB00401; Nisoldipine.
DR DrugBank; DB01595; Nitrazepam.
DR DrugBank; DB01054; Nitrendipine.
DR DrugBank; DB00435; Nitric Oxide.
DR DrugBank; DB11636; Nomegestrol.
DR DrugBank; DB13981; Nomegestrol acetate.
DR DrugBank; DB06713; Norelgestromin.
DR DrugBank; DB14678; Norethindrone enanthate.
DR DrugBank; DB00717; Norethisterone.
DR DrugBank; DB09371; Norethynodrel.
DR DrugBank; DB01059; Norfloxacin.
DR DrugBank; DB00957; Norgestimate.
DR DrugBank; DB09389; Norgestrel.
DR DrugBank; DB00540; Nortriptyline.
DR DrugBank; DB06174; Noscapine.
DR DrugBank; DB06152; Nylidrin.
DR DrugBank; DB00104; Octreotide.
DR DrugBank; DB06670; Odanacatib.
DR DrugBank; DB00334; Olanzapine.
DR DrugBank; DB09074; Olaparib.
DR DrugBank; DB11442; Oleandomycin.
DR DrugBank; DB14881; Oliceridine.
DR DrugBank; DB00768; Olopatadine.
DR DrugBank; DB09568; Omega-3-carboxylic acids.
DR DrugBank; DB00338; Omeprazole.
DR DrugBank; DB00904; Ondansetron.
DR DrugBank; DB11130; Opium.
DR DrugBank; DB04911; Oritavancin.
DR DrugBank; DB01083; Orlistat.
DR DrugBank; DB01173; Orphenadrine.
DR DrugBank; DB11837; Osilodrostat.
DR DrugBank; DB09330; Osimertinib.
DR DrugBank; DB04938; Ospemifene.
DR DrugBank; DB13500; Otilonium.
DR DrugBank; DB00776; Oxcarbazepine.
DR DrugBank; DB12532; Oxetacaine.
DR DrugBank; DB00239; Oxiconazole.
DR DrugBank; DB01062; Oxybutynin.
DR DrugBank; DB00497; Oxycodone.
DR DrugBank; DB06412; Oxymetholone.
DR DrugBank; DB01192; Oxymorphone.
DR DrugBank; DB12612; Ozanimod.
DR DrugBank; DB01229; Paclitaxel.
DR DrugBank; DB09073; Palbociclib.
DR DrugBank; DB01267; Paliperidone.
DR DrugBank; DB00377; Palonosetron.
DR DrugBank; DB06603; Panobinostat.
DR DrugBank; DB00213; Pantoprazole.
DR DrugBank; DB00617; Paramethadione.
DR DrugBank; DB01384; Paramethasone.
DR DrugBank; DB08439; Parecoxib.
DR DrugBank; DB00910; Paricalcitol.
DR DrugBank; DB09297; Paritaprevir.
DR DrugBank; DB00715; Paroxetine.
DR DrugBank; DB06663; Pasireotide.
DR DrugBank; DB03010; Patupilone.
DR DrugBank; DB06589; Pazopanib.
DR DrugBank; DB00082; Pegvisomant.
DR DrugBank; DB15102; Pemigatinib.
DR DrugBank; DB13791; Penfluridol.
DR DrugBank; DB00312; Pentobarbital.
DR DrugBank; DB11198; Peppermint oil.
DR DrugBank; DB08883; Perampanel.
DR DrugBank; DB01186; Pergolide.
DR DrugBank; DB01074; Perhexiline.
DR DrugBank; DB08922; Perospirone.
DR DrugBank; DB00850; Perphenazine.
DR DrugBank; DB12978; Pexidartinib.
DR DrugBank; DB03783; Phenacetin.
DR DrugBank; DB00780; Phenelzine.
DR DrugBank; DB01174; Phenobarbital.
DR DrugBank; DB00946; Phenprocoumon.
DR DrugBank; DB00191; Phentermine.
DR DrugBank; DB00812; Phenylbutazone.
DR DrugBank; DB00252; Phenytoin.
DR DrugBank; DB13878; Pibrentasvir.
DR DrugBank; DB01085; Pilocarpine.
DR DrugBank; DB05316; Pimavanserin.
DR DrugBank; DB00337; Pimecrolimus.
DR DrugBank; DB01100; Pimozide.
DR DrugBank; DB06762; Pinacidil.
DR DrugBank; DB09090; Pinaverium.
DR DrugBank; DB01132; Pioglitazone.
DR DrugBank; DB13941; Piperaquine.
DR DrugBank; DB12582; Piperine.
DR DrugBank; DB01621; Pipotiazine.
DR DrugBank; DB11642; Pitolisant.
DR DrugBank; DB04977; Plitidepsin.
DR DrugBank; DB12240; Polatuzumab vedotin.
DR DrugBank; DB08910; Pomalidomide.
DR DrugBank; DB08901; Ponatinib.
DR DrugBank; DB12016; Ponesimod.
DR DrugBank; DB01263; Posaconazole.
DR DrugBank; DB05478; Pradefovir mesylate.
DR DrugBank; DB15822; Pralsetinib.
DR DrugBank; DB01411; Pranlukast.
DR DrugBank; DB06209; Prasugrel.
DR DrugBank; DB01588; Prazepam.
DR DrugBank; DB01058; Praziquantel.
DR DrugBank; DB01130; Prednicarbate.
DR DrugBank; DB00860; Prednisolone.
DR DrugBank; DB15566; Prednisolone acetate.
DR DrugBank; DB14633; Prednisolone hemisuccinate.
DR DrugBank; DB14631; Prednisolone phosphate.
DR DrugBank; DB00635; Prednisone.
DR DrugBank; DB14646; Prednisone acetate.
DR DrugBank; DB13208; Prednylidene.
DR DrugBank; DB02789; Pregnenolone.
DR DrugBank; DB04825; Prenylamine.
DR DrugBank; DB05154; Pretomanid.
DR DrugBank; DB01087; Primaquine.
DR DrugBank; DB00794; Primidone.
DR DrugBank; DB01032; Probenecid.
DR DrugBank; DB00396; Progesterone.
DR DrugBank; DB00420; Promazine.
DR DrugBank; DB13602; Promegestone.
DR DrugBank; DB09288; Propacetamol.
DR DrugBank; DB01182; Propafenone.
DR DrugBank; DB12278; Propiverine.
DR DrugBank; DB00571; Propranolol.
DR DrugBank; DB06480; Prucalopride.
DR DrugBank; DB00545; Pyridostigmine.
DR DrugBank; DB01589; Quazepam.
DR DrugBank; DB04216; Quercetin.
DR DrugBank; DB01224; Quetiapine.
DR DrugBank; DB01103; Quinacrine.
DR DrugBank; DB13685; Quingestanol.
DR DrugBank; DB00908; Quinidine.
DR DrugBank; DB00468; Quinine.
DR DrugBank; DB01369; Quinupristin.
DR DrugBank; DB01129; Rabeprazole.
DR DrugBank; DB00481; Raloxifene.
DR DrugBank; DB00980; Ramelteon.
DR DrugBank; DB00863; Ranitidine.
DR DrugBank; DB00243; Ranolazine.
DR DrugBank; DB00234; Reboxetine.
DR DrugBank; DB08896; Regorafenib.
DR DrugBank; DB11853; Relugolix.
DR DrugBank; DB06458; Remacemide.
DR DrugBank; DB14761; Remdesivir.
DR DrugBank; DB00409; Remoxipride.
DR DrugBank; DB00912; Repaglinide.
DR DrugBank; DB02709; Resveratrol.
DR DrugBank; DB01256; Retapamulin.
DR DrugBank; DB13174; Rhein.
DR DrugBank; DB11730; Ribociclib.
DR DrugBank; DB06233; Ridaforolimus.
DR DrugBank; DB00615; Rifabutin.
DR DrugBank; DB04934; Rifalazil.
DR DrugBank; DB01045; Rifampicin.
DR DrugBank; DB11753; Rifamycin.
DR DrugBank; DB01201; Rifapentine.
DR DrugBank; DB01220; Rifaximin.
DR DrugBank; DB08864; Rilpivirine.
DR DrugBank; DB12457; Rimegepant.
DR DrugBank; DB00896; Rimexolone.
DR DrugBank; DB06155; Rimonabant.
DR DrugBank; DB08931; Riociguat.
DR DrugBank; DB14840; Ripretinib.
DR DrugBank; DB15305; Risdiplam.
DR DrugBank; DB00734; Risperidone.
DR DrugBank; DB00503; Ritonavir.
DR DrugBank; DB06228; Rivaroxaban.
DR DrugBank; DB09200; Rivoglitazone.
DR DrugBank; DB00533; Rofecoxib.
DR DrugBank; DB01656; Roflumilast.
DR DrugBank; DB13409; Rokitamycin.
DR DrugBank; DB09291; Rolapitant.
DR DrugBank; DB06176; Romidepsin.
DR DrugBank; DB00296; Ropivacaine.
DR DrugBank; DB00412; Rosiglitazone.
DR DrugBank; DB05271; Rotigotine.
DR DrugBank; DB00778; Roxithromycin.
DR DrugBank; DB12332; Rucaparib.
DR DrugBank; DB06201; Rufinamide.
DR DrugBank; DB11614; Rupatadine.
DR DrugBank; DB01698; Rutin.
DR DrugBank; DB08877; Ruxolitinib.
DR DrugBank; DB06654; Safinamide.
DR DrugBank; DB12391; Sagopilone.
DR DrugBank; DB01001; Salbutamol.
DR DrugBank; DB00938; Salmeterol.
DR DrugBank; DB12543; Samidorphan.
DR DrugBank; DB01232; Saquinavir.
DR DrugBank; DB11805; Saracatinib.
DR DrugBank; DB11767; Sarilumab.
DR DrugBank; DB06335; Saxagliptin.
DR DrugBank; DB00747; Scopolamine.
DR DrugBank; DB14583; Segesterone acetate.
DR DrugBank; DB11459; Selamectin.
DR DrugBank; DB01037; Selegiline.
DR DrugBank; DB05885; Seletracetam.
DR DrugBank; DB11362; Selexipag.
DR DrugBank; DB11942; Selinexor.
DR DrugBank; DB15685; Selpercatinib.
DR DrugBank; DB11689; Selumetinib.
DR DrugBank; DB06731; Seproxetine.
DR DrugBank; DB06739; Seratrodast.
DR DrugBank; DB06144; Sertindole.
DR DrugBank; DB01104; Sertraline.
DR DrugBank; DB01236; Sevoflurane.
DR DrugBank; DB01105; Sibutramine.
DR DrugBank; DB00203; Sildenafil.
DR DrugBank; DB06207; Silodosin.
DR DrugBank; DB09036; Siltuximab.
DR DrugBank; DB06290; Simeprevir.
DR DrugBank; DB00641; Simvastatin.
DR DrugBank; DB12371; Siponimod.
DR DrugBank; DB00877; Sirolimus.
DR DrugBank; DB01261; Sitagliptin.
DR DrugBank; DB06268; Sitaxentan.
DR DrugBank; DB01591; Solifenacin.
DR DrugBank; DB09308; Solithromycin.
DR DrugBank; DB09099; Somatostatin.
DR DrugBank; DB09143; Sonidegib.
DR DrugBank; DB00398; Sorafenib.
DR DrugBank; DB15569; Sotorasib.
DR DrugBank; DB01323; St. John's Wort.
DR DrugBank; DB09118; Stiripentol.
DR DrugBank; DB00708; Sufentanil.
DR DrugBank; DB00359; Sulfadiazine.
DR DrugBank; DB01015; Sulfamethoxazole.
DR DrugBank; DB01138; Sulfinpyrazone.
DR DrugBank; DB01268; Sunitinib.
DR DrugBank; DB09034; Suvorexant.
DR DrugBank; DB09317; Synthetic Conjugated Estrogens, A.
DR DrugBank; DB09318; Synthetic Conjugated Estrogens, B.
DR DrugBank; DB00864; Tacrolimus.
DR DrugBank; DB00820; Tadalafil.
DR DrugBank; DB00675; Tamoxifen.
DR DrugBank; DB00706; Tamsulosin.
DR DrugBank; DB09071; Tasimelteon.
DR DrugBank; DB01349; Tasosartan.
DR DrugBank; DB08833; Taurochenodeoxycholic acid.
DR DrugBank; DB12887; Tazemetostat.
DR DrugBank; DB05521; Telaprevir.
DR DrugBank; DB00976; Telithromycin.
DR DrugBank; DB00231; Temazepam.
DR DrugBank; DB06287; Temsirolimus.
DR DrugBank; DB11761; Tenapanor.
DR DrugBank; DB00444; Teniposide.
DR DrugBank; DB09299; Tenofovir alafenamide.
DR DrugBank; DB15133; Tepotinib.
DR DrugBank; DB00857; Terbinafine.
DR DrugBank; DB00342; Terfenadine.
DR DrugBank; DB13399; Terguride.
DR DrugBank; DB13725; Terodiline.
DR DrugBank; DB04905; Tesmilifene.
DR DrugBank; DB00624; Testosterone.
DR DrugBank; DB13943; Testosterone cypionate.
DR DrugBank; DB13944; Testosterone enanthate.
DR DrugBank; DB01420; Testosterone propionate.
DR DrugBank; DB13946; Testosterone undecanoate.
DR DrugBank; DB00759; Tetracycline.
DR DrugBank; DB12093; Tetrahydropalmatine.
DR DrugBank; DB14066; Tetrandrine.
DR DrugBank; DB11712; Tezacaftor.
DR DrugBank; DB00277; Theophylline.
DR DrugBank; DB01154; Thiamylal.
DR DrugBank; DB00599; Thiopental.
DR DrugBank; DB04572; Thiotepa.
DR DrugBank; DB00906; Tiagabine.
DR DrugBank; DB09289; Tianeptine.
DR DrugBank; DB08816; Ticagrelor.
DR DrugBank; DB11470; Tildipirosin.
DR DrugBank; DB00911; Tinidazole.
DR DrugBank; DB01007; Tioconazole.
DR DrugBank; DB01409; Tiotropium.
DR DrugBank; DB00932; Tipranavir.
DR DrugBank; DB06137; Tirbanibulin.
DR DrugBank; DB16732; Tisotumab vedotin.
DR DrugBank; DB11800; Tivozanib.
DR DrugBank; DB06273; Tocilizumab.
DR DrugBank; DB11635; Tocofersolan.
DR DrugBank; DB11251; Tocopherol.
DR DrugBank; DB08895; Tofacitinib.
DR DrugBank; DB08811; Tofisopam.
DR DrugBank; DB09216; Tolfenamic acid.
DR DrugBank; DB01036; Tolterodine.
DR DrugBank; DB06212; Tolvaptan.
DR DrugBank; DB00273; Topiramate.
DR DrugBank; DB01685; Topiroxostat.
DR DrugBank; DB00539; Toremifene.
DR DrugBank; DB05109; Trabectedin.
DR DrugBank; DB00193; Tramadol.
DR DrugBank; DB08911; Trametinib.
DR DrugBank; DB07615; Tranilast.
DR DrugBank; DB00752; Tranylcypromine.
DR DrugBank; DB14962; Trastuzumab deruxtecan.
DR DrugBank; DB05773; Trastuzumab emtansine.
DR DrugBank; DB00656; Trazodone.
DR DrugBank; DB00755; Tretinoin.
DR DrugBank; DB00620; Triamcinolone.
DR DrugBank; DB00897; Triazolam.
DR DrugBank; DB12245; Triclabendazole.
DR DrugBank; DB12808; Trifarotene.
DR DrugBank; DB09089; Trimebutine.
DR DrugBank; DB00347; Trimethadione.
DR DrugBank; DB00440; Trimethoprim.
DR DrugBank; DB00197; Troglitazone.
DR DrugBank; DB13179; Troleandomycin.
DR DrugBank; DB11652; Tucatinib.
DR DrugBank; DB15328; Ubrogepant.
DR DrugBank; DB06267; Udenafil.
DR DrugBank; DB08867; Ulipristal.
DR DrugBank; DB14989; Umbralisib.
DR DrugBank; DB13609; Umifenovir.
DR DrugBank; DB15091; Upadacitinib.
DR DrugBank; DB01586; Ursodeoxycholic acid.
DR DrugBank; DB11915; Valbenazine.
DR DrugBank; DB00580; Valdecoxib.
DR DrugBank; DB00313; Valproic acid.
DR DrugBank; DB05294; Vandetanib.
DR DrugBank; DB03701; Vanoxerine.
DR DrugBank; DB04894; Vapreotide.
DR DrugBank; DB00862; Vardenafil.
DR DrugBank; DB11613; Velpatasvir.
DR DrugBank; DB08881; Vemurafenib.
DR DrugBank; DB11581; Venetoclax.
DR DrugBank; DB00285; Venlafaxine.
DR DrugBank; DB00661; Verapamil.
DR DrugBank; DB14895; Vibegron.
DR DrugBank; DB06652; Vicriviroc.
DR DrugBank; DB09082; Vilanterol.
DR DrugBank; DB06684; Vilazodone.
DR DrugBank; DB00570; Vinblastine.
DR DrugBank; DB00541; Vincristine.
DR DrugBank; DB00309; Vindesine.
DR DrugBank; DB11641; Vinflunine.
DR DrugBank; DB00361; Vinorelbine.
DR DrugBank; DB12131; Vinpocetine.
DR DrugBank; DB08828; Vismodegib.
DR DrugBank; DB11094; Vitamin D.
DR DrugBank; DB00163; Vitamin E.
DR DrugBank; DB11693; Voclosporin.
DR DrugBank; DB09030; Vorapaxar.
DR DrugBank; DB00582; Voriconazole.
DR DrugBank; DB09068; Vortioxetine.
DR DrugBank; DB14975; Voxelotor.
DR DrugBank; DB12026; Voxilaprevir.
DR DrugBank; DB00682; Warfarin.
DR DrugBank; DB13950; WIN 55212-2.
DR DrugBank; DB01392; Yohimbine.
DR DrugBank; DB00549; Zafirlukast.
DR DrugBank; DB00962; Zaleplon.
DR DrugBank; DB15035; Zanubrutinib.
DR DrugBank; DB00495; Zidovudine.
DR DrugBank; DB00744; Zileuton.
DR DrugBank; DB04832; Zimelidine.
DR DrugBank; DB00246; Ziprasidone.
DR DrugBank; DB00425; Zolpidem.
DR DrugBank; DB04828; Zomepirac.
DR DrugBank; DB00909; Zonisamide.
DR DrugBank; DB01198; Zopiclone.
DR DrugBank; DB09225; Zotepine.
DR DrugBank; DB01624; Zuclopenthixol.
DR DrugCentral; P08684; -.
DR GuidetoPHARMACOLOGY; 1337; -.
DR SwissLipids; SLP:000001201; -.
DR iPTMnet; P08684; -.
DR PhosphoSitePlus; P08684; -.
DR BioMuta; CYP3A4; -.
DR DMDM; 116241312; -.
DR jPOST; P08684; -.
DR MassIVE; P08684; -.
DR PaxDb; P08684; -.
DR PeptideAtlas; P08684; -.
DR PRIDE; P08684; -.
DR ProteomicsDB; 52154; -.
DR Antibodypedia; 16254; 640 antibodies from 39 providers.
DR DNASU; 1576; -.
DR Ensembl; ENST00000651514.1; ENSP00000498939.1; ENSG00000160868.16.
DR GeneID; 1576; -.
DR KEGG; hsa:1576; -.
DR MANE-Select; ENST00000651514.1; ENSP00000498939.1; NM_017460.6; NP_059488.2.
DR CTD; 1576; -.
DR DisGeNET; 1576; -.
DR GeneCards; CYP3A4; -.
DR HGNC; HGNC:2637; CYP3A4.
DR HPA; ENSG00000160868; Tissue enriched (liver).
DR MalaCards; CYP3A4; -.
DR MIM; 124010; gene.
DR MIM; 619073; phenotype.
DR neXtProt; NX_P08684; -.
DR OpenTargets; ENSG00000160868; -.
DR Orphanet; 241043; Tacrolimus dose selection.
DR PharmGKB; PA130; -.
DR VEuPathDB; HostDB:ENSG00000160868; -.
DR eggNOG; KOG0158; Eukaryota.
DR GeneTree; ENSGT00950000182958; -.
DR InParanoid; P08684; -.
DR OMA; TCLEYRK; -.
DR OrthoDB; 467733at2759; -.
DR PhylomeDB; P08684; -.
DR TreeFam; TF105087; -.
DR BioCyc; MetaCyc:HS08544-MON; -.
DR BRENDA; 1.14.14.55; 2681.
DR BRENDA; 1.14.14.73; 2681.
DR BRENDA; 1.14.99.38; 2681.
DR PathwayCommons; P08684; -.
DR Reactome; R-HSA-211981; Xenobiotics.
DR Reactome; R-HSA-5423646; Aflatoxin activation and detoxification.
DR Reactome; R-HSA-9027307; Biosynthesis of maresin-like SPMs.
DR Reactome; R-HSA-9749641; Aspirin ADME.
DR Reactome; R-HSA-9754706; Atorvastatin ADME.
DR SABIO-RK; P08684; -.
DR SignaLink; P08684; -.
DR SIGNOR; P08684; -.
DR UniPathway; UPA00199; -.
DR UniPathway; UPA00296; -.
DR UniPathway; UPA00912; -.
DR BioGRID-ORCS; 1576; 6 hits in 998 CRISPR screens.
DR ChiTaRS; CYP3A4; human.
DR EvolutionaryTrace; P08684; -.
DR GeneWiki; CYP3A4; -.
DR GenomeRNAi; 1576; -.
DR Pharos; P08684; Tclin.
DR PRO; PR:P08684; -.
DR Proteomes; UP000005640; Chromosome 7.
DR RNAct; P08684; protein.
DR Bgee; ENSG00000160868; Expressed in jejunal mucosa and 152 other tissues.
DR ExpressionAtlas; P08684; baseline and differential.
DR Genevisible; P08684; HS.
DR GO; GO:0005737; C:cytoplasm; IDA:BHF-UCL.
DR GO; GO:0005789; C:endoplasmic reticulum membrane; TAS:Reactome.
DR GO; GO:0016021; C:integral component of membrane; IEA:UniProtKB-KW.
DR GO; GO:0043231; C:intracellular membrane-bounded organelle; TAS:ProtInc.
DR GO; GO:0102320; F:1,8-cineole 2-exo-monooxygenase activity; IEA:UniProtKB-EC.
DR GO; GO:0062181; F:1-alpha,25-dihydroxyvitamin D3 23-hydroxylase activity; IDA:UniProtKB.
DR GO; GO:0062188; F:anandamide 11,12 epoxidase activity; IEA:RHEA.
DR GO; GO:0062189; F:anandamide 14,15 epoxidase activity; IEA:RHEA.
DR GO; GO:0062187; F:anandamide 8,9 epoxidase activity; IEA:RHEA.
DR GO; GO:0070330; F:aromatase activity; IEA:UniProtKB-EC.
DR GO; GO:0034875; F:caffeine oxidase activity; IDA:BHF-UCL.
DR GO; GO:0019899; F:enzyme binding; IPI:BHF-UCL.
DR GO; GO:0101020; F:estrogen 16-alpha-hydroxylase activity; IDA:UniProtKB.
DR GO; GO:0101021; F:estrogen 2-hydroxylase activity; IDA:UniProtKB.
DR GO; GO:0020037; F:heme binding; IEA:InterPro.
DR GO; GO:0005506; F:iron ion binding; IDA:BHF-UCL.
DR GO; GO:0004497; F:monooxygenase activity; IDA:BHF-UCL.
DR GO; GO:0016491; F:oxidoreductase activity; IDA:BHF-UCL.
DR GO; GO:0019825; F:oxygen binding; TAS:ProtInc.
DR GO; GO:0050591; F:quinine 3-monooxygenase activity; IEA:UniProtKB-EC.
DR GO; GO:0008401; F:retinoic acid 4-hydroxylase activity; IDA:UniProtKB.
DR GO; GO:0005496; F:steroid binding; IDA:BHF-UCL.
DR GO; GO:0008395; F:steroid hydroxylase activity; IMP:BHF-UCL.
DR GO; GO:0050649; F:testosterone 6-beta-hydroxylase activity; IMP:BHF-UCL.
DR GO; GO:0070576; F:vitamin D 24-hydroxylase activity; IDA:BHF-UCL.
DR GO; GO:0030343; F:vitamin D3 25-hydroxylase activity; IDA:BHF-UCL.
DR GO; GO:0046222; P:aflatoxin metabolic process; TAS:Reactome.
DR GO; GO:0009822; P:alkaloid catabolic process; IDA:BHF-UCL.
DR GO; GO:0008209; P:androgen metabolic process; TAS:BHF-UCL.
DR GO; GO:0008203; P:cholesterol metabolic process; IEA:UniProtKB-UniPathway.
DR GO; GO:0008210; P:estrogen metabolic process; IDA:UniProtKB.
DR GO; GO:0046483; P:heterocycle metabolic process; IDA:BHF-UCL.
DR GO; GO:0002933; P:lipid hydroxylation; IDA:BHF-UCL.
DR GO; GO:0006629; P:lipid metabolic process; TAS:ProtInc.
DR GO; GO:0042759; P:long-chain fatty acid biosynthetic process; TAS:Reactome.
DR GO; GO:0016098; P:monoterpenoid metabolic process; IDA:BHF-UCL.
DR GO; GO:0070989; P:oxidative demethylation; IDA:BHF-UCL.
DR GO; GO:0042573; P:retinoic acid metabolic process; IDA:UniProtKB.
DR GO; GO:0042572; P:retinol metabolic process; IDA:UniProtKB.
DR GO; GO:0006706; P:steroid catabolic process; IMP:BHF-UCL.
DR GO; GO:0008202; P:steroid metabolic process; IDA:BHF-UCL.
DR GO; GO:0042369; P:vitamin D catabolic process; IDA:UniProtKB.
DR GO; GO:0042359; P:vitamin D metabolic process; IC:BHF-UCL.
DR GO; GO:0042178; P:xenobiotic catabolic process; IDA:BHF-UCL.
DR GO; GO:0006805; P:xenobiotic metabolic process; IDA:BHF-UCL.
DR Gene3D; 1.10.630.10; -; 1.
DR InterPro; IPR001128; Cyt_P450.
DR InterPro; IPR017972; Cyt_P450_CS.
DR InterPro; IPR008072; Cyt_P450_E_CYP3A.
DR InterPro; IPR002402; Cyt_P450_E_grp-II.
DR InterPro; IPR036396; Cyt_P450_sf.
DR Pfam; PF00067; p450; 1.
DR PRINTS; PR00464; EP450II.
DR PRINTS; PR01689; EP450IICYP3A.
DR PRINTS; PR00385; P450.
DR SUPFAM; SSF48264; SSF48264; 1.
DR PROSITE; PS00086; CYTOCHROME_P450; 1.
PE 1: Evidence at protein level;
KW 3D-structure; Direct protein sequencing; Disease variant;
KW Endoplasmic reticulum; Fatty acid metabolism; Heme; Iron;
KW Lipid biosynthesis; Lipid metabolism; Membrane; Metal-binding; Microsome;
KW Monooxygenase; Oxidoreductase; Reference proteome; Steroid biosynthesis;
KW Steroid metabolism; Sterol metabolism; Transmembrane; Transmembrane helix;
KW Ubl conjugation.
FT INIT_MET 1
FT /note="Removed"
FT /evidence="ECO:0000269|PubMed:3243766,
FT ECO:0000269|PubMed:3898085"
FT CHAIN 2..503
FT /note="Cytochrome P450 3A4"
FT /id="PRO_0000051786"
FT TRANSMEM 2..22
FT /note="Helical"
FT /evidence="ECO:0000255"
FT BINDING 442
FT /ligand="heme"
FT /ligand_id="ChEBI:CHEBI:30413"
FT /ligand_part="Fe"
FT /ligand_part_id="ChEBI:CHEBI:18248"
FT /note="axial binding residue"
FT /evidence="ECO:0007744|PDB:1TQN, ECO:0007744|PDB:1W0G"
FT VARIANT 15
FT /note="L -> P (in allele CYP3A4*14; dbSNP:rs12721634)"
FT /evidence="ECO:0000269|PubMed:11875366"
FT /id="VAR_011597"
FT VARIANT 56
FT /note="G -> D (in allele CYP3A4*7; dbSNP:rs56324128)"
FT /evidence="ECO:0000269|PubMed:11470997"
FT /id="VAR_011598"
FT VARIANT 96
FT /note="K -> E (in dbSNP:rs3091339)"
FT /id="VAR_037547"
FT VARIANT 118
FT /note="I -> V (in allele CYP3A4*4; significant decrease in
FT catalytic efficiency; dbSNP:rs55951658)"
FT /evidence="ECO:0000269|PubMed:11181494,
FT ECO:0000269|PubMed:20702771"
FT /id="VAR_011599"
FT VARIANT 130
FT /note="R -> Q (in allele CYP3A4*8; dbSNP:rs72552799)"
FT /evidence="ECO:0000269|PubMed:11470997"
FT /id="VAR_011600"
FT VARIANT 162
FT /note="R -> Q (in allele CYP3A4*15; dbSNP:rs4986907)"
FT /evidence="ECO:0000269|PubMed:11714865,
FT ECO:0000269|PubMed:11875366"
FT /id="VAR_011601"
FT VARIANT 170
FT /note="V -> I (in allele CYP3A4*9; dbSNP:rs72552798)"
FT /evidence="ECO:0000269|PubMed:11470997"
FT /id="VAR_011602"
FT VARIANT 174
FT /note="D -> H (in allele CYP3A4*10; dbSNP:rs4986908)"
FT /evidence="ECO:0000269|PubMed:11470997,
FT ECO:0000269|PubMed:11875366, ECO:0000269|PubMed:15469410"
FT /id="VAR_011603"
FT VARIANT 185
FT /note="T -> S (in allele CYP3A4*16; dbSNP:rs12721627)"
FT /evidence="ECO:0000269|PubMed:11875366,
FT ECO:0000269|PubMed:15469410"
FT /id="VAR_011604"
FT VARIANT 189
FT /note="F -> S (in allele CYP3A4*17; exhibits lower turnover
FT numbers for testosterone and chlorpyrifos;
FT dbSNP:rs4987161)"
FT /evidence="ECO:0000269|PubMed:11714865"
FT /id="VAR_014322"
FT VARIANT 218
FT /note="P -> R (in allele CYP3A4*5; dbSNP:rs55901263)"
FT /evidence="ECO:0000269|PubMed:11181494"
FT /id="VAR_011605"
FT VARIANT 222
FT /note="S -> P (in allele CYP3A4*2; exhibits a lower
FT intrinsic clearance toward nifedipine; dbSNP:rs55785340)"
FT /evidence="ECO:0000269|PubMed:10668853"
FT /id="VAR_008363"
FT VARIANT 252
FT /note="S -> A (in dbSNP:rs3208363)"
FT /evidence="ECO:0000269|PubMed:3460094"
FT /id="VAR_037548"
FT VARIANT 293
FT /note="L -> P (in allele CYP3A4*18; exhibits higher
FT turnover numbers for testosterone and chlorpyrifos;
FT dbSNP:rs28371759)"
FT /evidence="ECO:0000269|PubMed:11714865,
FT ECO:0000269|PubMed:15469410"
FT /id="VAR_014323"
FT VARIANT 301
FT /note="I -> T (in VDDR3; 10-fold increased activity towards
FT calcitriol; no effect in protein abundance; decreased
FT activity for non-vitamin D substrates)"
FT /evidence="ECO:0000269|PubMed:29461981"
FT /id="VAR_084337"
FT VARIANT 349
FT /note="T -> N (in dbSNP:rs10250778)"
FT /id="VAR_037549"
FT VARIANT 363
FT /note="T -> M (in allele CYP3A4*11; unstable form;
FT dbSNP:rs67784355)"
FT /evidence="ECO:0000269|PubMed:11470997"
FT /id="VAR_011606"
FT VARIANT 373
FT /note="L -> F (in allele CYP3A4*12; has an altered
FT testosterone hydroxylase activity; dbSNP:rs12721629)"
FT /evidence="ECO:0000269|PubMed:11470997,
FT ECO:0000269|PubMed:11875366"
FT /id="VAR_011607"
FT VARIANT 416
FT /note="P -> L (in allele CYP3A4*13; lack of expression;
FT dbSNP:rs4986909)"
FT /evidence="ECO:0000269|PubMed:11470997"
FT /id="VAR_011608"
FT VARIANT 431
FT /note="I -> T (in dbSNP:rs1041988)"
FT /evidence="ECO:0000269|PubMed:2463251,
FT ECO:0000269|PubMed:3464943"
FT /id="VAR_037550"
FT VARIANT 445
FT /note="M -> T (in allele CYP3A4*3; dbSNP:rs4986910)"
FT /evidence="ECO:0000269|PubMed:10668853,
FT ECO:0000269|PubMed:11714865"
FT /id="VAR_008364"
FT VARIANT 467
FT /note="P -> S (in allele CYP3A4*19; dbSNP:rs4986913)"
FT /evidence="ECO:0000269|PubMed:11714865"
FT /id="VAR_014324"
FT CONFLICT 3
FT /note="L -> V (in Ref. 5; AAA35747)"
FT /evidence="ECO:0000305"
FT CONFLICT 12
FT /note="W -> R (in Ref. 9; AAF13598)"
FT /evidence="ECO:0000305"
FT CONFLICT 72
FT /note="W -> C (in Ref. 5; AAA35747)"
FT /evidence="ECO:0000305"
FT CONFLICT 92
FT /note="T -> L (in Ref. 1; BAA00001/AAA35742)"
FT /evidence="ECO:0000305"
FT CONFLICT 106
FT /note="R -> E (in Ref. 1; BAA00001/AAA35742)"
FT /evidence="ECO:0000305"
FT CONFLICT 164
FT /note="A -> R (in Ref. 1; BAA00001/AAA35742)"
FT /evidence="ECO:0000305"
FT CONFLICT 187
FT /note="T -> S (in Ref. 1; BAA00001/AAA35742)"
FT /evidence="ECO:0000305"
FT CONFLICT 193
FT /note="I -> V (in Ref. 1; BAA00001/AAA35742)"
FT /evidence="ECO:0000305"
FT CONFLICT 203
FT /note="F -> L (in Ref. 1; BAA00001/AAA35742)"
FT /evidence="ECO:0000305"
FT CONFLICT 224..225
FT /note="TV -> I (in Ref. 5; AAA35747)"
FT /evidence="ECO:0000305"
FT CONFLICT 279
FT /note="Q -> HK (in Ref. 1; BAA00001/AAA35742)"
FT /evidence="ECO:0000305"
FT CONFLICT 307
FT /note="Y -> C (in Ref. 9; AAF13598)"
FT /evidence="ECO:0000305"
FT CONFLICT 392
FT /note="V -> W (in Ref. 1; BAA00001/AAA35742, 3; AAA35744,
FT 4; CAA30944 and 5; AAA35747)"
FT /evidence="ECO:0000305"
FT HELIX 23..26
FT /evidence="ECO:0007829|PDB:5TE8"
FT HELIX 28..31
FT /evidence="ECO:0007829|PDB:5VCD"
FT HELIX 32..36
FT /evidence="ECO:0007829|PDB:5VCC"
FT TURN 45..47
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 50..55
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 57..68
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 70..76
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 79..84
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 87..94
FT /evidence="ECO:0007829|PDB:5VCC"
FT TURN 95..101
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 102..104
FT /evidence="ECO:0007829|PDB:7KVM"
FT HELIX 112..116
FT /evidence="ECO:0007829|PDB:5VCC"
FT TURN 118..120
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 123..133
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 134..137
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 139..164
FT /evidence="ECO:0007829|PDB:5VCC"
FT TURN 165..167
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 172..189
FT /evidence="ECO:0007829|PDB:5VCC"
FT TURN 195..197
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 202..207
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 209..212
FT /evidence="ECO:0007829|PDB:4K9T"
FT STRAND 215..217
FT /evidence="ECO:0007829|PDB:6BDM"
FT HELIX 218..225
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 227..229
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 230..235
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 243..260
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 271..278
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 284..286
FT /evidence="ECO:0007829|PDB:2V0M"
FT HELIX 292..323
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 325..338
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 340..342
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 347..351
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 354..366
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 369..371
FT /evidence="ECO:0007829|PDB:4K9W"
FT STRAND 373..376
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 381..383
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 386..388
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 393..396
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 398..402
FT /evidence="ECO:0007829|PDB:5VCC"
FT TURN 405..407
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 408..410
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 416..419
FT /evidence="ECO:0007829|PDB:5VCC"
FT TURN 421..423
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 424..426
FT /evidence="ECO:0007829|PDB:5VCC"
FT TURN 429..431
FT /evidence="ECO:0007829|PDB:5VCC"
FT HELIX 438..440
FT /evidence="ECO:0007829|PDB:5VCE"
FT HELIX 445..462
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 463..467
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 469..471
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 479..482
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 485..487
FT /evidence="ECO:0007829|PDB:5VCC"
FT STRAND 490..495
FT /evidence="ECO:0007829|PDB:5VCC"
SQ SEQUENCE 503 AA; 57343 MW; 38ED122BF89F74F7 CRC64;
MALIPDLAME TWLLLAVSLV LLYLYGTHSH GLFKKLGIPG PTPLPFLGNI LSYHKGFCMF
DMECHKKYGK VWGFYDGQQP VLAITDPDMI KTVLVKECYS VFTNRRPFGP VGFMKSAISI
AEDEEWKRLR SLLSPTFTSG KLKEMVPIIA QYGDVLVRNL RREAETGKPV TLKDVFGAYS
MDVITSTSFG VNIDSLNNPQ DPFVENTKKL LRFDFLDPFF LSITVFPFLI PILEVLNICV
FPREVTNFLR KSVKRMKESR LEDTQKHRVD FLQLMIDSQN SKETESHKAL SDLELVAQSI
IFIFAGYETT SSVLSFIMYE LATHPDVQQK LQEEIDAVLP NKAPPTYDTV LQMEYLDMVV
NETLRLFPIA MRLERVCKKD VEINGMFIPK GVVVMIPSYA LHRDPKYWTE PEKFLPERFS
KKNKDNIDPY IYTPFGSGPR NCIGMRFALM NMKLALIRVL QNFSFKPCKE TQIPLKLSLG
GLLQPEKPVV LKVESRDGTV SGA
