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

General Information of Drug (ID: DR1767)
Drug Name
Fluoxymesterone
Synonyms
Fluossimesterone [DCIT]; Fluosterone; Fluotestin; Fluoximesterona; Fluoximesterona [INN-Spanish]; Fluoximesterone; Fluoximesteronum; Fluoxymesteron; Fluoxymesteronum; Fluoxymesteronum [INN-Latin]; Fluoxymestrone; Flusteron; Flutestos; Halotestin; Neo-Ormonal; Ora Testryl; Ora-Testryl; Oralsterone; Oratestin; Testoral; Ultandren; Anadroid-F; Androfluorene; Androfluorone; Android-f; Androsterolo; Ultandrene; fluoxymesterone; 76-43-7; UNII-9JU12S4YFY
Indication Breast cancer [ICD11: 2C60] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 336.4 Topological Polar Surface Area 57.5
Heavy Atom Count 24 Rotatable Bond Count 0
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
6446
PubChem SID
75841 ; 76923 ; 3133709 ; 7847393 ; 7979262 ; 8154109 ; 12159208 ; 15988956 ; 17388998 ; 24702277 ; 24894947 ; 29225425 ; 46508867 ; 46518295 ; 48425150 ; 49869459 ; 50458251 ; 56394864 ; 56422069 ; 57323449 ; 103516450 ; 104312087 ; 124813320 ; 124890361 ; 126678043 ; 127336739 ; 127336740 ; 127336741 ; 127336742 ; 127336743 ; 129813610 ; 131325851 ; 134222291 ; 134338181 ; 134971676 ; 135650271 ; 136903793 ; 137003909 ; 139326883 ; 144206709 ; 144208052 ; 152034528 ; 152164564 ; 152250278 ; 160964519 ; 164788458 ; 175265297 ; 179296051 ; 223680831 ; 226396927
ChEBI ID
ChEBI:5120
CAS Number
76-43-7
TTD Drug ID
D0L2LS
Formula
C20H29FO3
Canonical SMILES
CC12CCC(=O)C=C1CCC3C2(C(CC4(C3CCC4(C)O)C)O)F
InChI
1S/C20H29FO3/c1-17-8-6-13(22)10-12(17)4-5-15-14-7-9-19(3,24)18(14,2)11-16(23)20(15,17)21/h10,14-16,23-24H,4-9,11H2,1-3H3/t14-,15-,16-,17-,18-,19-,20-/m0/s1
InChIKey
YLRFCQOZQXIBAB-RBZZARIASA-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
Fluoxymesterone Metabolite A3 DM004673
137553793
Unclear 1 [3]
Fluoxymesterone Metabolite A4 DM004679 N. A. Oxidation - Hydrolyzationn 1 [3]
Naproxen metabolite M1 DM003064
135398638
Reduction - Reduction 1 [3]
Fluoxymesterone Metabolite A10 DM004674
137553797
Oxidation - Hydrolyzationn 2 [3]
Fluoxymesterone Metabolite A2 DM004678
137553790
Oxidation - Hydrolyzationn 2 [3]
Fluoxymesterone Metabolite A2 DM004678
137553790
Reduction - Reduction 2 [3]
Fluoxymesterone Metabolite A5 DM004680 N. A. Oxidation - Oxidationn 2 [3]
Fluoxymesterone Metabolite A8 DM004676
137553795
Reduction - Reduction 2 [3]
Fluoxymesterone Metabolite A8 DM004676
137553795
Unclear 2 [3]
Fluoxymesterone Metabolite A6 DM004675
137553895
Reduction - Reduction 3 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005020 Fluoxymesterone Fluoxymesterone Metabolite A3 Unclear Unclear [3]
MR005024 Fluoxymesterone Fluoxymesterone Metabolite A7 Reduction - Reduction Unclear [3]
MR005027 Fluoxymesterone Fluoxymesterone Metabolite A4 Oxidation - Hydrolyzationn Unclear [3]
MR005021 Fluoxymesterone Metabolite A3 Fluoxymesterone Metabolite A10 Oxidation - Hydrolyzationn Unclear [3]
MR005023 Fluoxymesterone Metabolite A3 Fluoxymesterone Metabolite A8 Reduction - Reduction Unclear [3]
MR005028 Fluoxymesterone Metabolite A4 Fluoxymesterone Metabolite A2 Reduction - Reduction Unclear [3]
MR005029 Fluoxymesterone Metabolite A4 Fluoxymesterone Metabolite A5 Oxidation - Oxidationn Unclear [3]
MR005025 Fluoxymesterone Metabolite A7 Fluoxymesterone Metabolite A2 Oxidation - Hydrolyzationn Unclear [3]
MR005026 Fluoxymesterone Metabolite A7 Fluoxymesterone Metabolite A8 Unclear Unclear [3]
MR005022 Fluoxymesterone Metabolite A10 Fluoxymesterone Metabolite A6 Reduction - Reduction 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
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 Fluoxymesterone was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Effect of dexamethasone on cytochrome P-450 mediated metabolism of 2-acetylaminofluorene in cultured rat hepatocytes. Biochem Pharmacol. 1987 Jan 15;36(2):237-43.
3 Elucidation of urinary metabolites of fluoxymesterone by liquid chromatography-tandem mass spectrometry and gas chromatography-mass spectrometry

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