Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL27769

STANOLONE
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL27769
Name STANOLONE
Phase Phase II
Structure Type MOL
InChI Key NVKAWKQGWWIWPM-ABEVXSGRSA-N

Known Names

4-dihydrotestosterone 5alpha-dihydrotestosterone Anabolex Andractim Androstanolona Androstanolone Dihydrotestosterone Dihydrotestosterone (dht) Neodrol NSC-10972 Stanolone
16
Targets
94
Activities
4
Assay Types
5
PK Parameters
20
Publications
11
Known Names
1
Indications

Molecular Properties

290.4
MW (Da)
3.96
ALogP
2
HBA
1
HBD
37.3
PSA (Ų)
0.73
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -olone

Extended Properties

Molecular Formula C19H30O2
MW 290.45
Aromatic Rings 0
Heavy Atoms 21
NP-Likeness 2.41

Indications

Hypogonadism

ATC Classification

A14AA01
androstanolone
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANABOLIC AGENTS FOR SYSTEMIC USE
G03BB02
androstanolone
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM

Activity Summary

IC50 38 meas. best 10.3
EC50 32 meas. best 10.3
Ki 22 meas. best 9.7
Kd 2 meas. best 9.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Androgen receptor
CHEMBL1871
 IC50 10.3 8.5954 0.1 13
Androgen receptor
CHEMBL1871
 EC50 10.3 8.5396 0.1 26
Sex hormone-binding globulin
CHEMBL3305
 Kd 9.74 9.74 0.2 1
Androgen receptor
CHEMBL1871
 Ki 9.7 9.11 0.2 14
Androgen receptor
CHEMBL1871
 Kd 9.6 9.6 0.2 1
Androgen receptor
CHEMBL3072
 Ki 9.57 9.2725 0.3 4
Androgen receptor
CHEMBL3072
 EC50 9.01 8.78 1.0 2
Androgen receptor
CHEMBL3072
 IC50 9.0 8.2111 1.0 9
Androgen receptor
CHEMBL3056
 IC50 9.0 9.0 1.0 1
Unchecked
CHEMBL612545
 EC50 8.9 8.9 1.3 1
Sex hormone-binding globulin
CHEMBL3305
 IC50 8.42 8.42 3.8 1
Androgen receptor
CHEMBL3056
 EC50 8.4 8.4 4.0 1
Sex hormone-binding globulin
CHEMBL4932
 IC50 7.64 7.64 23.0 1
Progesterone receptor
CHEMBL1909044
 Ki 6.79 6.79 163.0 1
Aromatase
CHEMBL1978
 Ki 6.66 6.235 220.0 2
Mineralocorticoid receptor
CHEMBL1994
 IC50 6.44 6.44 360.0 1
Progesterone receptor
CHEMBL3456
 IC50 6.36 6.36 440.0 2
Glucocorticoid receptor
CHEMBL2034
 IC50 6.27 6.27 540.0 1
Corticosteroid-binding globulin
CHEMBL2421
 Ki 5.92 5.92 1202.3 1
Progesterone receptor
CHEMBL1909044
 IC50 5.9 5.9 1247.0 1
Mineralocorticoid receptor
CHEMBL3507
 IC50 5.68 5.68 2100.0 2
G-protein coupled bile acid receptor 1
CHEMBL5409
 EC50 5.35 5.35 4490.0 1
Progesterone receptor
CHEMBL208
 IC50 5.14 5.14 7300.0 1
Progesterone receptor
CHEMBL208
 EC50 5.09 5.09 8200.0 1
Glucocorticoid receptor
CHEMBL3368
 IC50 4.7 4.7 20000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 5.809 ng.hr.mL-1 Rattus norvegicus
AUC 23.24 ng.hr.mL-1 Rattus norvegicus
CL - - Canis lupus familiaris
Ka 2.0 10'9/M -
t1/2 - - Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Androgen receptor IC50 = 0.05 nM 10.3 Activity at androgen receptor in human Saos2 cells assessed as IL6 repression 18442912
Androgen receptor EC50 = 0.05 nM 10.3 Agonist activity at androgen receptor expressed in mouse C2C12 cells assessed as... 24900290
Androgen receptor EC50 = 0.1 nM 10.0 Agonist activity at human Androgen receptor measured by CALUX bioassay 35786895
Androgen receptor EC50 = 0.13 nM 9.89 Agonist activity at human androgen receptor expressed in mouse C2C12 cells by an... 25121964
Androgen receptor EC50 = 0.14 nM 9.85 Modulation of Androgen receptor (unknown origin) 35063736
Androgen receptor EC50 = 0.18 nM 9.74 Agonist activity at human androgen receptor expressed in HEK293 cells by lucifer... 25305688
Sex hormone-binding globulin Kd = 0.182 nM 9.74 Displacement of [3H]5alpha dihydrotestosterone from human sex hormone binding gl... 18330978
Androgen receptor Ki = 0.2 nM 9.7 Binding affinity to human AR 17887661
Androgen receptor Ki = 0.2 nM 9.7 Binding affinity to human androgen receptor expressed in monkey COS7 cells by wh... 18442912
Androgen receptor Ki = 0.2 nM 9.7 Binding affinity to human AR 17267219
Androgen receptor Ki = 0.2 nM 9.7 Binding affinity to human androgen receptor expressed in CV1 cells 17257838
Androgen receptor Ki = 0.2 nM 9.7 Displacement of [3H]DHT from human androgen receptor expressed in MDA-MB-453 cel... 17034117
Androgen receptor Kd = 0.25 nM 9.6 Binding affinity to human Androgen receptor 35786895
Androgen receptor Ki = 0.27 nM 9.57 Binding affinity to rat androgen receptor by competitive inhibition assay 18805694
Androgen receptor Ki = 0.2818 nM 9.55 Inhibition of [3H]mibolerone binding to cytosolic androgen receptor of rat ventr... 15715462
Androgen receptor Ki = 0.3 nM 9.52 Displacement of [3H]DHT from human AR expressed in MDA-MB-453 cells 17439112
Androgen receptor Ki = 0.3 nM 9.52 Displacement of [3H]DHT from human AR in MDA453 cells 17181141
Androgen receptor IC50 = 0.67 nM 9.17 Displacement of [3H]mibolerone from human AR after 3 hrs 28454849
Androgen receptor Ki = 0.69 nM 9.16 Inhibitory constant against rat prostate cytosol androgen receptor using [3H]mib... 10966753
Androgen receptor Ki = 0.9 nM 9.05 Displacement of [3H]DHT from human Androgen receptor in human MDA-MB-453 cells 18400499

Literature References

PubMed DOI Target Context # Activities
22094279 10.1016/j.bmc.2011.10.067 Androgen receptor 8
18442912 10.1016/j.bmcl.2008.03.085 Androgen receptor 7
23199477 10.1016/j.bmc.2012.11.001 Androgen receptor 6
17034117 10.1021/jm060792t Androgen receptor 5
9871534 10.1016/s0960-894x(98)00107-3 Androgen receptor 5
10340624 10.1016/s0960-894x(99)00186-9 Androgen receptor 5
17887661 10.1021/jm070231h Androgen receptor 5
10230628 10.1016/s0960-894x(99)00118-3 Androgen receptor 5
- 10.1039/C3MD20341G Androgen receptor 5
17439112 10.1021/jm061329j Androgen receptor 5
10230629 10.1016/s0960-894x(99)00119-5 Androgen receptor 5
- 10.1016/S0960-894X(97)00072-3 Aspergillus ochraceus 4
2296011 10.1021/jm00163a021 Sex hormone-binding globulin 4
22566699 10.1074/jbc.m112.357384 Activated CDC42 kinase 1 4
513073 10.1021/jm00196a020 Rattus norvegicus 4
21944856 10.1016/j.bmcl.2011.08.118 Androgen receptor 4
2918514 10.1021/jm00123a026 Aromatase 4
17267219 10.1016/j.bmcl.2007.01.001 Androgen receptor 4
17703938 10.1016/j.bmcl.2007.07.034 Androgen receptor 4
9925725 10.1021/jm9806648 Androgen receptor 4

Data from ChEMBL 36 via Core Engine