Osaterone acetate

Osaterone acetate
INN: Osaterone
Clinical data
Trade names	Ypozane
Other names	TZP-4238; Gestoxarone acetate; 2-Oxachloromadinone acetate; 17α-Acetoxy-6-chloro-2-oxa-6-dehydroprogesterone; 17α-Acetoxy-6-chloro-2-oxapregna-4,6-diene-3,20-dione
Routes of; administration	By mouth (tablets)
Drug class	Steroidal antiandrogen; Progestogen; Progestin; Progestogen ester
ATC code	None;
Legal status
Legal status	EU: Rx-only;
Pharmacokinetic data
Protein binding	Osaterone acetate: 90%; 15β-Hydroxyosaterone acetate: 80%; (Both mainly to albumin)
Metabolism	Liver
Metabolites	15β-Hydroxyosaterone acetate
Elimination half-life	Dogs: 80 hours to 197 ± 109 hours
Excretion	Bile: 60%; Urine: 25%
Identifiers
	IUPAC name [(1R,3aS,3bR,9aR,9bS,11aS)-1-acetyl-5-chloro-9a,11a-dimethyl-7-oxo-2,3,3a,3b,9,9b,10,11-octahydroindeno[4,5-h]isochromen-1-yl] acetate;
CAS Number	105149-00-6;
PubChem CID	114992;
ChemSpider	102924;
UNII	FR26FSV5EZ;
KEGG	D11105;
CompTox Dashboard (EPA)	DTXSID501030455 ;
ECHA InfoCard	100.215.750
Chemical and physical data
Formula	C22H27ClO5
Molar mass	406.90 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(=O)OCC34C)Cl)C)OC(=O)C;
	InChI InChI=1S/C22H27ClO5/c1-12(24)22(28-13(2)25)8-6-16-14-9-18(23)17-10-19(26)27-11-20(17,3)15(14)5-7-21(16,22)4/h9-10,14-16H,5-8,11H2,1-4H3/t14-,15+,16+,20-,21+,22+/m1/s1; Key:KKTIOMQDFOYCEN-OFUYBIASSA-N;

Osaterone acetate, sold under the brand name Ypozane, is a medication which is used in veterinary medicine for the treatment of enlarged prostate in dogs. It is given by mouth.

Osaterone acetate is an antiandrogen, and hence is an antagonist of the androgen receptor, the biological target of androgens like testosterone and dihydrotestosterone. It is also a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone.

Osaterone acetate was introduced for veterinary use in 2007.