U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ABSOLUTE
Molecular Formula C20H30O2
Molecular Weight 302.451
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXENDOLONE

SMILES

CC[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]2(C)[C@H]1O

InChI

InChIKey=FCKLFGKATYPJPG-SSTBVEFVSA-N
InChI=1S/C20H30O2/c1-3-12-11-18-17-6-4-13-10-14(21)5-7-15(13)16(17)8-9-20(18,2)19(12)22/h10,12,15-19,22H,3-9,11H2,1-2H3/t12-,15-,16+,17+,18-,19-,20-/m0/s1

HIDE SMILES / InChI

Molecular Formula C20H30O2
Molecular Weight 302.451
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Oxendolone (brand name Prostetin; former name TSAA-291 is a steroidal antiandrogen and progestin of the 19-nortestosterone group that has been marketed in Japan by Takeda for the treatment of benign prostatic hyperplasia (BPH) since 1981. It is androgen receptor antagonist and it binds to progesterone receptor. It also acts as a weak but clinically relevant inhibitor of 5α-reductase. Oxendolone is approved for the treatment of BPH in Japan.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
320.0 nM [Ki]
20.0 nM [Ki]
1.4 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Prostetin

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
i.m. injections of 400 mg oxendolone for 12 weeks
Route of Administration: Intramuscular
In Vitro Use Guide
Oxendolone inhibited 5-alpha-reductase activity in rat ventral prostates with IC 1.4uM
Substance Class Chemical
Record UNII
MN4I850D4P
Record Status Validated (UNII)
Record Version