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

General Information of Drug (ID: DR1017)
Drug Name
Megestrol acetate
Synonyms
Magestin; Megace; Megace ES; Megeron; Megestat; Megestrol (Acetate); Megestrol acetate [USAN]; Megestryl acetate; Niagestin; BDH 1298; MEGESTROL ACETATE; Ovaban; Ovaban (Veterinary); Ovarid; Pallace; SC 10363; SC10363; TJ2M0FR8ES; 17alpha-Acetoxy-6-dehydro-6-methylprogesterone; 17alpha-Hydroxy-6-methylpregna-4,6-diene-3,20-dione acetate; 595-33-5; 6-Dehydro-6-methyl-17alpha-acetoxyprogesterone; 6-Methyl-6-dehydro-17alpha-acetoxyprogesterone; CCRIS 372; EINECS 209-864-5; NSC-71423; UNII-TJ2M0FR8ES
Indication Breast cancer [ICD11: 2C60] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 384.5 Topological Polar Surface Area 60.4
Heavy Atom Count 28 Rotatable Bond Count 3
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
11683
CAS Number
595-33-5
TTD Drug ID
D04GJN
Formula
C24H32O4
Canonical SMILES
CC1=CC2C(CCC3(C2CCC3(C(=O)C)OC(=O)C)C)C4(C1=CC(=O)CC4)C
InChI
1S/C24H32O4/c1-14-12-18-19(22(4)9-6-17(27)13-21(14)22)7-10-23(5)20(18)8-11-24(23,15(2)25)28-16(3)26/h12-13,18-20H,6-11H2,1-5H3/t18-,19+,20+,22-,23+,24+/m1/s1
InChIKey
RQZAXGRLVPAYTJ-GQFGMJRRSA-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
Megestrol acetate metabolite M1 DM001095 N. A. Oxidation - Oxidation 1 [2]
Megestrol acetate metabolite M2 DM001097 N. A. Oxidation - Oxidation 1 [2]
Megestrol acetate metabolite MG1 DM001096 N. A. Conjugation - Glucuronidation 2 [2]
Megestrol acetate metabolite MG2 DM001098 N. A. Conjugation - Glucuronidation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001636 Megestrol acetate Megestrol acetate metabolite M1 Oxidation - Oxidation CYP3A4 ... [2]
MR001637 Megestrol acetate Megestrol acetate metabolite M2 Oxidation - Oxidation CYP3A4 [2]
MR001634 Megestrol acetate metabolite M1 Megestrol acetate metabolite MG1 Conjugation - Glucuronidation UGT2B17 [2]
MR001635 Megestrol acetate metabolite M2 Megestrol acetate metabolite MG2 Conjugation - Glucuronidation UGT2B17 [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[3]
UDP-glucuronosyltransferase 2B17 (UGT2B17) DME0066 Homo sapiens
UDB17_HUMAN
2.4.1.17
[3]
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1254 Bacteroides thetaiotaomicron Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1256 Bacteroides sartorii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1265 Escherichia coli Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1384 Bacteroides vulgatus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1385 Bacteroides xylanisolvens Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1391 Bifidobacterium ruminatum Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1393 Blautia hansenii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1402 Clostridium botulinum Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1432 Hungatella hathewayi Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1444 Odoribacter splanchnicus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1447 Parabacteroides merdae Not Available Not Available [4]
⏷ Show the Full List of 17  DME(s)
References
1 Megestrol Acetate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Metabolism of megestrol acetate in vitro and the role of oxidative metabolites. Xenobiotica. 2018 Oct;48(10):973-983.
3 Metabolism of megestrol acetate in vitro and the role of oxidative metabolites Xenobiotica. 2018 Oct;48(10):973-983. doi: 10.1080/00498254.2017.1386335.
4 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.

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