Oxabolone

Oxabolone

Names
Systematic IUPAC name (8R,9S,10R,13S,14S,17S)-4,17-dihydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
Other names 4-Hydroxy-19-nortestosterone; (17β)-4,17-Dihydroxyestr-4-en-3-one; 19-Norandrost-4-ene-4,17β-diol-3-one
Identifiers
CAS Number	4721-69-1
ChemSpider	16736429
Jmol interactive 3D	Image
InChI InChI=1S/C18H26O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h10-12,14,16,20-21H,2-9H2,1H3/t10-,11-,12-,14+,16+,18+/m1/s1 Key: GXHBCWCMYVTJOW-YGRHGMIBSA-N InChI=1/C18H26O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h10-12,14,16,20-21H,2-9H2,1H3/t10-,11-,12-,14+,16+,18+/m1/s1 Key: GXHBCWCMYVTJOW-YGRHGMIBBZ
SMILES O=C4CC[C@H]3C(/CC[C@@H]1[C@@H]3CC[C@]2(C)[C@@H](O)CC[C@@H]12)=C4/O
Properties
Chemical formula	C18H26O3
Molar mass	290.40 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

Oxabolone is a synthetic anabolic steroid. It can be formulated as the cipionate ester prodrug oxabolone cipionate.

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

The 17α-methyl analog is called oxymesterone.

References

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