B81

(3alpha,8alpha,17beta)-androst-5-ene-3,17-diol


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Chemical Component Summary

Name(3alpha,8alpha,17beta)-androst-5-ene-3,17-diol
Synonyms5-Androstenediol
Identifiers(3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
FormulaC19 H30 O2
Molecular Weight290.44
TypeNON-POLYMER
Isomeric SMILESC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CC=C4[C@@]3(CC[C@@H](C4)O)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/h3,13-17,20-21H,4-11H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1
InChIKeyQADHLRWLCPCEKT-LOVVWNRFSA-N

Chemical Details

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

Drug Info: DrugBank

DrugBank IDDB01524 
NameAndrostenediol
Groups
  • illicit
  • experimental
DescriptionAndrostenediol is an intermediate in [testosterone] biosynthesis, found in the testis or the adrenal glands. Androstenediol, derived from dehydroepiandrosterone by the reduction of the 17-keto group (17-hydroxysteroid dehydrogenases), is converted to testosterone by the oxidation of the 3-beta hydroxyl group to a 3-keto group (3-hydroxysteroid dehydrogenases).
Synonyms
  • androst-5-enediol
  • 5-androstenediol
  • hermaphrodiol
  • Androstenediol
  • androst-5-ene-3beta,17beta-diol
Categories
  • Anabolic Agents
  • Androstanes
  • Androstenediols
  • Androstenes
  • Androstenols
CAS number521-17-5

Related Resource References

Resource NameReference
Pharos CHEMBL440283
PubChem 10634
ChEMBL CHEMBL440283
ChEBI CHEBI:2710