1-Androstenedione

1-Androstenedione

Names
Systematic IUPAC name (5α)-Androst-1-ene-3,17-dione
Other names 1,(5α)-Androsten-3,17-dione
Identifiers
CAS Number	571-40-4
ChemSpider	9372004
Jmol interactive 3D	Image
PubChem	11196935
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 InChI=1/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-WZNAKSSCBX
SMILES O=C4\C=C/[C@]2([C@@H](CC[C@H]3[C@@H]1CCC(=O)[C@@]1(C)CC[C@H]23)C4)C
Properties
Chemical formula	C19H26O2
Molar mass	286.42 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Δ¹-Androstenedione is a synthetic androgen and anabolic steroid. It is an isomer of the endogenous steroid Δ⁴-androstenedione. It behaves as a prodrug to the testosterone isomer, Δ¹-testosterone.

Δ¹-Androstenedione is on the World Anti-Doping Agency's list of prohibited substances,^[1] and is therefore banned from use in most major sports.

References

1. "The World Anti-Doping Code: The 2012 Prohibited List" (PDF). World Anti-Doping Agency. Retrieved 2012-07-17.