Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0377)
Drug Name
Conjugated estrogens
Synonyms Estrogens, conjugated / meprobamate; Estrogens, conjugated mixture with meprobamate; 956596-16-0
Indication Menopausal disorder [ICD11: GA30] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 1263.5 Topological Polar Surface Area 372
Heavy Atom Count 87 Rotatable Bond Count 14
Hydrogen Bond Donor Count 5 Hydrogen Bond Acceptor Count 19
Cross-matching ID
PubChem CID
71306403
CAS Number
956596-16-0
TTD Drug ID
D0T0LU
Formula
C63H78N2O19S3
Canonical SMILES
CCCC(C)(COC(=O)N)COC(=O)N.CC12CCC3C(C1CCC2=O)CCC4=C3C=CC(=C4)OS(=O)(=O)O.CC12CCC3C(=CCC4=C3C=CC(=C4)OS(=O)(=O)O)C1CCC2=O.CC12CCC3=C(C1CCC2=O)C=CC4=C3C=CC(=C4)OS(=O)(=O)O
InChI
1S/C18H22O5S.C18H20O5S.C18H18O5S.C9H18N2O4/c3*1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19;1-3-4-9(2,5-14-7(10)12)6-15-8(11)13/h3,5,10,14-16H,2,4,6-9H2,1H3,(H,20,21,22);3-5,10,14,16H,2,6-9H2,1H3,(H,20,21,22);2-5,10,16H,6-9H2,1H3,(H,20,21,22);3-6H2,1-2H3,(H2,10,12)(H2,11,13)/t14-,15-,16+,18+;14-,16+,18+;16-,18-;/m110./s1
InChIKey
NMOBGFHEUQQCPQ-PCLQRYFVSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
16-alpha-hydroxy-17-beta-dihydro equilin DM003719 N. A. Unclear 1 [6]
16-alpha-hydroxy-17-beta-dihydroequilenin DM003720
4214788
Unclear 1 [6]
17-ketosteroid-16-alpha-hydroxyestrone DM003718
697
Oxidation - Oxidationn 1 [6]
2-hydroxy equilin DM003716 N. A. Oxidation - Hydrolyzationn 1 [6]
2-hydroxyestradiol DM000875
247304
Oxidation - Hydrolyzationn 1 [6]
4-hydroxy equilin DM003717 N. A. Oxidation - Hydrolyzationn 1 [6]
4-hydroxyestradiol DM000873
5282360
Oxidation - Hydrolyzationn 1 [6]
Estrone DM003062
5870
Reduction - Reduction 1 [7]
Estriol DM003060
5756
Oxidation - Hydrolyzationn 2 [8]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004101 Conjugated estrogens Estrone Reduction - Reduction CYP3A4 [7]
MR004103 Conjugated estrogens 2-hydroxy equilin Oxidation - Hydrolyzationn Unclear [6]
MR004104 Conjugated estrogens 2-hydroxyestradiol Oxidation - Hydrolyzationn Unclear [6]
MR004105 Conjugated estrogens 4-Hydroxyestradiol Oxidation - Hydrolyzationn Unclear [6]
MR004106 Conjugated estrogens 4-hydroxy equilin Oxidation - Hydrolyzationn Unclear [6]
MR004107 Conjugated estrogens 17-ketosteroid-16-alpha-hydroxyestrone Oxidation - Oxidationn Unclear [6]
MR004108 Conjugated estrogens 16-alpha-hydroxy-17-beta-dihydro equilin Unclear Unclear [6]
MR004109 Conjugated estrogens 16-alpha-hydroxy-17-beta-dihydroequilenin Unclear Unclear [6]
MR004102 Estrone Estriol Oxidation - Hydrolyzationn Unclear [8]
⏷ Show the Full List of 9 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-glucuronidase (uidA) DME1788 Escherichia coli
BGLR_ECOLI
3.2.1.31
[2]
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[4]
Unclear metabolic mechanism (DME-unclear) DME1907 Novosphingobium aromaticivorans Not Available Not Available [5]
References
1 Conjugated Estrogens was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Long-term administration of conjugated estrogen and bazedoxifene decreased murine fecal beta-glucuronidase activity without impacting overall microbiome community. Sci Rep. 2018 May 25;8(1):8166.
3 Effect of conjugated equine estrogens on oxidative metabolism in middle-aged and elderly postmenopausal women. J Clin Pharmacol. 2006 Nov;46(11):1299-307.
4 Conjugated oestrogens/bazedoxifene. Aust Prescr. 2017 Jun;40(3):114-115.
5 Patients with primary biliary cirrhosis react against a ubiquitous xenobiotic-metabolizing bacterium. Hepatology. 2003 Nov;38(5):1250-7.
6 Pharmacokinetics and pharmacodynamics of conjugated equine estrogens: chemistry and metabolism
7 Conjugated estrogens and bazedoxifene
8 DrugBank(Pharmacology-Metabolism):Conjugated estrogens

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