Androstenedione

Androstenedione
Clinical data
Other names	A4; Δ4-dione; Androstenedione; Androst-4-ene-3,17-dione; 4-Androstene-3,17-dione; 17-Ketotestosterone; 17-Oxotestosterone; 3,17-Dioxoandrost-4-ene; Fecundin
Routes of; administration	By mouth
Drug class	Androgen; Anabolic steroid
ATC code	None;
Legal status
Legal status	US: Schedule III;
Pharmacokinetic data
Metabolism	Liver
Identifiers
	IUPAC name (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;
CAS Number	63-05-8 ;
PubChem CID	6128;
IUPHAR/BPS	2860;
DrugBank	DB01536 ;
ChemSpider	5898 ;
UNII	409J2J96VR;
KEGG	D00051;
ChEBI	CHEBI:16422 ;
ChEMBL	ChEMBL274826 ;
CompTox Dashboard (EPA)	DTXSID8024523 ;
ECHA InfoCard	100.000.504
Chemical and physical data
Formula	C19H26O2
Molar mass	286.415 g·mol−1
3D model (JSmol)	Interactive image;
Density	1.11±0.1 g/cm3 (predicted) at 20°C and 760 Torr. Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs).
Melting point	173–174 °C (343–345 °F)
	SMILES O=C4/C=C3/CC[C@@H]2[C@H](CC[C@@]1(C(=O)CC[C@H]12)C)[C@@]3(C)CC4;
	InChI InChI=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 ; Key:AEMFNILZOJDQLW-QAGGRKNESA-N ;
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Androstenedione, or 4-androstenedione (abbreviated as A4 or Δ⁴-dione), also known as androst-4-ene-3,17-dione, is an endogenous weak androgen steroid hormone and intermediate in the biosynthesis of estrone and of testosterone from dehydroepiandrosterone (DHEA). It is closely related to androstenediol (androst-5-ene-3β,17β-diol).

Clinical data


Other names	A4; Δ⁴-dione; Androstenedione; Androst-4-ene-3,17-dione; 4-Androstene-3,17-dione; 17-Ketotestosterone; 17-Oxotestosterone; 3,17-Dioxoandrost-4-ene; Fecundin
Routes of administration	By mouth
Drug class	Androgen; Anabolic steroid
ATC code	None
Legal status
Legal status	US: Schedule III
Pharmacokinetic data
Metabolism	Liver
Identifiers
IUPAC name (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
CAS Number	63-05-8^Y
PubChem CID	6128
IUPHAR/BPS	2860
DrugBank	DB01536^Y
ChemSpider	5898^Y
UNII	409J2J96VR
KEGG	D00051
ChEBI	CHEBI:16422^Y
ChEMBL	ChEMBL274826^Y
CompTox Dashboard (EPA)	DTXSID8024523
ECHA InfoCard	100.000.504
Chemical and physical data
Formula	C₁₉H₂₆O₂
Molar mass	286.415 g·mol⁻¹
3D model (JSmol)	Interactive image
Density	1.11±0.1 g/cm³ (predicted) at 20°C and 760 Torr. Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs).
Melting point	173–174 °C (343–345 °F)
SMILES O=C4/C=C3/CC[C@@H]2[C@H](CC[C@@]1(C(=O)CC[C@H]12)C)[C@@]3(C)CC4
InChI InChI=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^Y Key:AEMFNILZOJDQLW-QAGGRKNESA-N^Y
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