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

General Information of Drug (ID: DR1225)
Drug Name
Oxymetholone
Synonyms
Ossimetolone [DCIT]; Oximetalonu; Oximetholonum; Oximetolona; Oximetolona [INN-Spanish]; Oxitosona-50; Oxymethalone; Oxymethenolone; Oxymetholonum; Oxymetholonum [INN-Latin]; Pavisoid; Plenastril; Protanabol; Roboral; Synasteron; Zenalosyn; Adroidin; Adroyd; Anadrol; Anadrol-50; Anadroyd; Anapolon; Anasteron; Anasteronal; Anasterone; Becorel; Dynasten; Methabol; Nastenon; oxymetholone; 17-Hydroxy-5-alpha-androstan-3-one; 434-07-1; CCRIS 492; CI 406; CI-406; EINECS 207-098-6; HSDB 3374; NSC-26,198; UNII-L76T0ZCA8K
Indication Aplastic anaemia [ICD11: 3A70] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 332.5 Topological Polar Surface Area 57.5
Heavy Atom Count 24 Rotatable Bond Count 0
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
5281034
ChEBI ID
CHEBI:7864
CAS Number
434-07-1
TTD Drug ID
D0Q6NZ
Formula
C21H32O3
Canonical SMILES
CC12CCC3C(C1CCC2(C)O)CCC4C3(CC(=CO)C(=O)C4)C
InChI
1S/C21H32O3/c1-19-11-13(12-22)18(23)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,22,24H,4-11H2,1-3H3/b13-12-/t14-,15+,16-,17-,19-,20-,21-/m0/s1
InChIKey
ICMWWNHDUZJFDW-DHODBPELSA-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
17 beta-hydroxy-17 alpha-methyl-1,3-seco-5 alpha-androstane-1,3-dioic acid DM001137 N. A. Oxidation - Oxidative Cleavage 1 [3]
17 beta-hydroxy-17 alpha-methyl-2,3-seco-5 alpha-androstane-2,3-dioic acid DM001134 N. A. Oxidation - Oxidative Cleavage 1 [3]
17 beta-hydroxy-17 alpha-methyl-2,3-seco-5 alpha-androstane-2,4- dicarboxylic acid DM001136 N. A. Oxidation - Oxidative Cleavage 1 [3]
17 beta-hydroxy-17 alpha-methyl-2,4-seco-5 alpha-androstane-2,4-dioic acid DM001138 N. A. Oxidation - Oxidative Cleavage 1 [3]
3 alpha, 17 beta-dihydroxy-17 alpha-methyl-5 alpha-androstane-2 beta-carboxylic acid DM001139 N. A. Oxidation - Oxidative Cleavage 1 [3]
Mestanolone DM001135
10633
Oxidation - Decarboxylation 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001893 Oxymetholone 17 beta-hydroxy-17 alpha-methyl-2,3-seco-5 alpha-androstane-2,3-dioic acid Oxidation - Oxidative Cleavage Unclear [3]
MR001894 Oxymetholone 17 beta-hydroxy-17 alpha-methyl-2,3-seco-5 alpha-androstane-2,4- dicarboxylic acid Oxidation - Oxidative Cleavage Unclear [3]
MR001895 Oxymetholone 17 beta-hydroxy-17 alpha-methyl-1,3-seco-5 alpha-androstane-1,3-dioic acid Oxidation - Oxidative Cleavage Unclear [3]
MR001896 Oxymetholone 17 beta-hydroxy-17 alpha-methyl-2,4-seco-5 alpha-androstane-2,4-dioic acid Oxidation - Oxidative Cleavage Unclear [3]
MR001897 Oxymetholone 3 alpha, 17 beta-dihydroxy-17 alpha-methyl-5 alpha-androstane-2 beta-carboxylic acid Oxidation - Oxidative Cleavage Unclear [3]
MR001890 17 beta-hydroxy-17 alpha-methyl-1,3-seco-5 alpha-androstane-1,3-dioic acid Mestanolone Oxidation - Decarboxylation Unclear [3]
MR001888 17 beta-hydroxy-17 alpha-methyl-2,3-seco-5 alpha-androstane-2,3-dioic acid Mestanolone Oxidation - Decarboxylation Unclear [3]
MR001889 17 beta-hydroxy-17 alpha-methyl-2,3-seco-5 alpha-androstane-2,4- dicarboxylic acid Mestanolone Oxidation - Decarboxylation Unclear [3]
MR001891 17 beta-hydroxy-17 alpha-methyl-2,4-seco-5 alpha-androstane-2,4-dioic acid Mestanolone Oxidation - Decarboxylation Unclear [3]
MR001892 3 alpha, 17 beta-dihydroxy-17 alpha-methyl-5 alpha-androstane-2 beta-carboxylic acid Mestanolone Oxidation - Decarboxylation Unclear [3]
⏷ Show the Full List of 10 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Steroid 5-alpha-reductase 1 (SRD5A1) DME0204 Homo sapiens
S5A1_HUMAN
1.3.1.22
[2]
References
1 Oxymetholone was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Androgen physiology. Semin Reprod Med. 2006 Apr;24(2):71-7.
3 Studies on anabolic steroids--8. GC/MS characterization of unusual seco acidic metabolites of oxymetholone in human urine J Steroid Biochem Mol Biol. 1992 Apr;42(2):229-42. doi: 10.1016/0960-0760(92)90032-e.

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