Chemical Component Summary

Name4-ANDROSTENE-3-17-DIONE
Identifiers(8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
FormulaC19 H26 O2
Molecular Weight286.409
TypeNON-POLYMER
Isomeric SMILESC[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C
InChIInChI=1S/C19H26O2/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/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1
InChIKeyAEMFNILZOJDQLW-QAGGRKNESA-N

Chemical Details

Formal Charge0
Atom Count47
Chiral Atom Count5
Bond Count50
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB01536 
NameAndrostenedione
Groups
  • experimental
  • illicit
DescriptionA delta-4 C19 steroid that is produced not only in the testis, but also in the ovary and the adrenal cortex. Depending on the tissue type, androstenedione can serve as a precursor to testosterone as well as estrone and estradiol.
Synonyms
  • 4-Androstene-3,17-dione
  • Androstenedione
  • Androst-4-ene-3,17-dione
  • 4-Androstenedione
  • delta-4-Androstenedione
Categories
  • 17-Ketosteroids
  • Adrenal Cortex Hormones
  • Androstanes
  • Androstenes
  • Cytochrome P-450 CYP3A Substrates
CAS number63-05-8

Drug Targets

NameTarget SequencePharmacological ActionActions
Estradiol 17-beta-dehydrogenase 1MARTVVLITGCSSGIGLHLAVRLASDPSQSFKVYATLRDLKTQGRLWEAA...unknowninducer
3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1MTGWSCLVTGAGGFLGQRIIRLLVKEKELKEIRVLDKAFGPELREEFSKL...unknownpositive allosteric modulator
6-deoxyerythronolide B hydroxylaseMTTVPDLESDSFHVDWYRTYAELRETAPVTPVRFLGQDAWLVTGYDEAKA...unknowninducer
Aldo-keto reductase family 1 member C3MDSKHQCVKLNDGHFMPVLGFGTYAPPEVPRSKALEVTKLAIEAGFRHID...unknownsubstrate,inducer
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...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 CHEMBL274826
PubChem 6128
ChEMBL CHEMBL274826
ChEBI CHEBI:16422
CCDC/CSD ANDSEO01