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Compound Detail

CHEMBL1445

FLUOXYMESTERONE
💊 Approved Drug
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💊 Approved Drug
C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1445
Name FLUOXYMESTERONE
Phase Approved
Structure Type MOL
InChI Key YLRFCQOZQXIBAB-RBZZARIASA-N
Therapeutic ✓ Yes

Known Names

Android-f Androxy Fluoximesterona Fluoxymesterone Fluoxymesterone ciii Halotestin NSC-10704 NSC-12165 Ora-testryl
1
Targets
2
Activities
2
Assay Types
0
PK Parameters
20
Publications
9
Known Names
4
Indications
1
Mechanisms

Molecular Properties

336.4
MW (Da)
3.33
ALogP
3
HBA
2
HBD
57.5
PSA (Ų)
0.71
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1956
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Oral
USAN Stem -ster-; -terone

Extended Properties

Molecular Formula C20H29FO3
MW 336.45
Aromatic Rings 0
Heavy Atoms 24
NP-Likeness 2.13

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Androgen Receptor agonist AGONIST Androgen receptor ✓ ✓

Indications

Hypogonadism Neoplasms Orchitis Breast Neoplasms

ATC Classification

G03BA01
fluoxymesterone
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM

Activity Summary

EC50 1 meas. best 9.52
Ki 1 meas. best 8.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Androgen receptor
CHEMBL1871
 EC50 9.52 9.52 0.3 1
Androgen receptor
CHEMBL1871
 Ki 8.24 8.24 5.7 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Androgen receptor EC50 = 0.3 nM 9.52 Agonist activity at human androgen receptor expressed in CV1 cells by transcript... 17439112
Androgen receptor Ki = 5.7 nM 8.24 Displacement of [3H]DHT from human AR expressed in MDA-MB-453 cells 17439112

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
17439112 10.1021/jm061329j Androgen receptor 5
17439112 10.1021/jm061329j Rattus norvegicus 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Beta-2 adrenergic receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Neuronal acetylcholine receptor subunit alpha-4 1
37468498 10.1038/s41467-023-40064-9 Kappa-type opioid receptor 1
37468498 10.1038/s41467-023-40064-9 Glutamate receptor ionotropic, NMDA 1 1
37468498 10.1038/s41467-023-40064-9 Voltage-dependent L-type calcium channel subunit alpha-1C 1
37468498 10.1038/s41467-023-40064-9 Adenosine receptor A3 1

Data from ChEMBL 36 via Core Engine