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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H27ClO5
Molecular Weight 406.9
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OSATERONE ACETATE

SMILES

CC(=O)O[C@@]1(CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)OC[C@]4(C)[C@H]3CC[C@]12C)C(C)=O

InChI

InChIKey=KKTIOMQDFOYCEN-OFUYBIASSA-N
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

HIDE SMILES / InChI

Molecular Formula C22H27ClO5
Molecular Weight 406.9
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Osaterone acetate (previously known as TZP-4238), a synthetic steroidal anti-androgen agent. Osaterone acetate is used in veterinary in Europe in the treatment of benign prostatic hyperplasia (BPH) in male dogs. Osaterone acetate inhibits the effects of an excess of male hormone (testosterone) through various mechanisms. It competitively prevents the binding of androgens to their prostatic receptors and blocks the transport of testosterone into the prostate. Osaterone acetate was also investigated in Japan in the treatment of prostate cancer and BPH and, in addition, was studied in postmenopausal osteoporosis in humans. However, these studies were discontinued.

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
in veterinary for Dogs (male): administer 0.25 – 0.5 mg osaterone acetate per kilogram bodyweight, once a day, for 7 days
Route of Administration: Oral
Substance Class Chemical
Record UNII
FR26FSV5EZ
Record Status Validated (UNII)
Record Version