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Compound Detail

CHEMBL2079587

STANOZOLOL
💊 Approved Drug
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💊 Approved Drug
C[C@]12Cc3c[nH]nc3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2079587
Name STANOZOLOL
Phase Approved
Structure Type MOL
InChI Key LKAJKIOFIWVMDJ-IYRCEVNGSA-N
Therapeutic ✓ Yes

Known Names

Androstanazol Androstanazole Estanozolol NSC-233046 NSC-43193 Stanozolol Stanozolol ciii Stromba Tevabolin WIN 14833 WIN-14833 Winstrol +1 more
7
Targets
11
Activities
2
Assay Types
0
PK Parameters
17
Publications
13
Known Names
1
Indications
1
Mechanisms

Molecular Properties

328.5
MW (Da)
4.12
ALogP
2
HBA
2
HBD
48.9
PSA (Ų)
0.75
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1962
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -olol
USAN Year 1962

Extended Properties

Molecular Formula C21H32N2O
MW 328.50
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness 1.45

Mechanism of Action

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

Indications

Myelodysplastic Syndromes

ATC Classification

A14AA02
stanozolol
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANABOLIC AGENTS FOR SYSTEMIC USE

Activity Summary

IC50 7 meas. best 7.66
Ki 4 meas. best 7.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Androgen receptor
CHEMBL3072
 Ki 7.82 7.82 15.0 1
Androgen receptor
CHEMBL3072
 IC50 7.66 7.66 22.0 1
Estrogen receptor
CHEMBL206
 Ki 7.5 7.5 32.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 7.32 7.32 48.0 1
Estrogen receptor
CHEMBL206
 IC50 6.95 6.95 113.0 1
Progesterone receptor
CHEMBL1909044
 Ki 6.32 6.32 483.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.95 5.95 1127.6 1
Progesterone receptor
CHEMBL1909044
 IC50 5.43 5.43 3705.0 1
Adenosine receptor A3
CHEMBL256
 Ki 5.33 5.33 4705.0 1
Adenosine receptor A3
CHEMBL256
 IC50 5.08 5.08 8325.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 5.03 5.03 9274.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Androgen receptor Ki = 15.0 nM 7.82 DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler... -
Androgen receptor IC50 = 22.0 nM 7.66 DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler... -
Estrogen receptor Ki = 32.0 nM 7.5 DRUGMATRIX: Estrogen ERalpha radioligand binding (ligand: [3H] Estradiol) -
Cytochrome P450 2C19 IC50 = 48.0 nM 7.32 DRUGMATRIX: CYP450, 2C19 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Estrogen receptor IC50 = 113.0 nM 6.95 DRUGMATRIX: Estrogen ERalpha radioligand binding (ligand: [3H] Estradiol) -
Progesterone receptor Ki = 483.0 nM 6.32 DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020) -
Cytochrome P450 2C9 IC50 = 1127.6 nM 5.95 DRUGMATRIX: CYP450, 2C9 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Progesterone receptor IC50 = 3705.0 nM 5.43 DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020) -
Adenosine receptor A3 Ki = 4705.0 nM 5.33 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
Adenosine receptor A3 IC50 = 8325.0 nM 5.08 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
Cytochrome P450 2D6 IC50 = 9274.0 nM 5.03 DRUGMATRIX: CYP450, 2D6 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 408
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20014752 10.1021/tx900326k Hepatotoxicity 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
- 10.6019/CHEMBL4513141 Staphylococcus aureus 1
- 10.6019/CHEMBL4513141 Acinetobacter baumannii 1
- 10.6019/CHEMBL4513141 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513141 Escherichia coli 1
- 10.6019/CHEMBL4513141 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine