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1-Androstenedione

Clinical data
Other names	5α-Androst-1-ene-3,17-dione
Routes of administration	Oral
Identifiers
IUPAC name (5S,8R,9S,10R,13S,14S)-10,13-dimethyl-5,6,7,8,9,11,12,14,15,16-decahydro-4H-cyclopentaphenanthrene-3,17-dione
CAS Number	571-40-4
PubChem CID	11196935
DrugBank	DB01451
ChemSpider	9372004
UNII	C1091EX356
CompTox Dashboard (EPA)	DTXSID60458467
Chemical and physical data
Formula	C19H26O2
Molar mass	286.415 g·mol
3D model (JSmol)	Interactive image
SMILES O=C4\C=C/2((CC31CCC(=O)1(C)CC23)C4)C
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/h7,9,12,14-16H,3-6,8,10-11H2,1-2H3/t12-,14-,15-,16-,18-,19-/m0/s1 Key:WJIQCDPCDVWDDE-WZNAKSSCSA-N

1-Androstenedione, or 5α-androst-1-ene-3,17-dione, also known as 4,5α-dihydro-δ-4-androstenedione, is a synthetic androgen and anabolic steroid. It is a 5α-reduced isomer of the endogenous steroid 4-androstenedione and acts as an androgen prohormone of 1-testosterone (4,5α-dihydro-δ-testosterone), a derivative of dihydrotestosterone (DHT).

1-Androstenedione is on the World Anti-Doping Agency's list of prohibited substances, and is therefore banned from use in most major sports.

See also

• 1-Androstenediol

References

1. Zhang H, Qiu Z (December 2006). "An efficient synthesis of 5α-androst-1-ene-3,17-dione". Steroids. 71 (13–14): 1088–90. doi:10.1016/j.steroids.2006.09.008. PMID 17123559. S2CID 53258890.
2. "The World Anti-Doping Code: The 2012 Prohibited List" (PDF). World Anti-Doping Agency. Archived from the original (PDF) on 2012-05-13. Retrieved 2012-07-17.

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