Chemical Component Summary

Name5-ALPHA-DIHYDROTESTOSTERONE
Identifiers(5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
FormulaC19 H30 O2
Molecular Weight290.44
TypeNON-POLYMER
Isomeric SMILESC[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)C
InChIInChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1
InChIKeyNVKAWKQGWWIWPM-ABEVXSGRSA-N

Chemical Details

Formal Charge0
Atom Count51
Chiral Atom Count7
Bond Count54
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB02901 
NameStanolone
Groups
  • investigational
  • illicit
DescriptionA potent androgenic metabolite of testosterone. Dihydrotestosterone (DHT) is generated by a 5-alpha reduction of testosterone. Unlike testosterone, DHT cannot be aromatized to estradiol therefore DHT is considered a pure androgenic steroid.
Synonyms
  • Androstanolona
  • 17β-hydroxy-5α-androstan-3-one
  • 17beta-Hydroxyandrostan-3-one
  • Androstanolone
  • Stanolone
Categories
  • 5-Androstanon (3) Derivatives
  • Alimentary Tract and Metabolism
  • Anabolic Agents for Systemic Use
  • Anabolic Steroids
  • Androgens
ATC-Code
  • A14AA01
  • G03BB02
CAS number521-18-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Estrogen receptor alphaMTMTLHTKASGMALLHQIQGNELEPLNRPQLKIPLERPLGEVYLDSSKPA...unknown
Mineralocorticoid receptorMETKGYHSLPEGLDMERRWGQVSQAVERSSLGPTERTDENNYMEIVNVSC...unknown
Androgen receptorMEVQLGLGRVYPRPPSKTYRGAFQNLFQSVREVIQNPGPRHPEAASAAPP...unknown
Estradiol 17-beta-dehydrogenase 1MARTVVLITGCSSGIGLHLAVRLASDPSQSFKVYATLRDLKTQGRLWEAA...unknown
Cholesterol side-chain cleavage enzyme, mitochondrialMLAKGLPPRSVLVKGCQTFLSAPREGLGRLRVPTGEGAGISTRSPRPFNE...unknownsubstrate
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL27769
PubChem 10635
ChEMBL CHEMBL27769
ChEBI CHEBI:16330
CCDC/CSD YOFWEW
COD 4503623