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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H32N2O3S
Molecular Weight 416.577
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZANOTERONE

SMILES

[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CC[C@@]4([H])CC5=NN(C=C5C[C@]34C)S(C)(=O)=O

InChI

InChIKey=MHDDZDPNIDVLNK-ZGIWMXSJSA-N
InChI=1S/C23H32N2O3S/c1-5-23(26)11-9-19-17-7-6-16-12-20-15(14-25(24-20)29(4,27)28)13-21(16,2)18(17)8-10-22(19,23)3/h1,14,16-19,26H,6-13H2,2-4H3/t16-,17+,18-,19-,21-,22-,23-/m0/s1

HIDE SMILES / InChI
Molecular Formula C23H32N2O3S
Molecular Weight 416.577
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Zanoterone (or Win 49596), a steroidal androgen receptor antagonist was studied for the treatment of benign prostatic hyperplasia. The drug did not demonstrate a favorable risk-to-benefit profile and further development was stopped.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Androgen receptor
42
Target ID: P10275
Gene ID: 367.0
Gene Symbol: AR
Target Organism: Homo sapiens (Human)
Antagonist
2778
PubMed

PubMed

TitleDatePubMed
Studies on the mechanism of action of Win 49596: a steroidal androgen receptor antagonist.
1989 Dec
The effect of zanoterone, a steroidal androgen receptor antagonist, in men with benign prostatic hyperplasia. The Zanoterone Study Group.
1995 Sep
Patents

Patents

JP2011525180A
180
JP2011528275A
455

Sample Use Guides

In Vivo Use Guide
Zanoterone (100 to 800 mg.) versus placebo was studied in 463 patients with benign prostatic hyperplasia
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:30:14 UTC 2023
Edited
by admin
on Fri Dec 15 15:30:14 UTC 2023
Record UNII
XQ5V1W49JG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ZANOTERONE
INN   USAN  
INN   USAN  
Official Name English
WIN 49,596
Code English
WIN-49596
Code English
zanoterone [INN]
Common Name English
ZANOTERONE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C242
Created by admin on Fri Dec 15 15:30:14 UTC 2023 , Edited by admin on Fri Dec 15 15:30:14 UTC 2023
Code System Code Type Description
CAS
107000-34-0
Created by admin on Fri Dec 15 15:30:14 UTC 2023 , Edited by admin on Fri Dec 15 15:30:14 UTC 2023
PRIMARY
WIKIPEDIA
Zanoterone
Created by admin on Fri Dec 15 15:30:15 UTC 2023 , Edited by admin on Fri Dec 15 15:30:15 UTC 2023
PRIMARY
NCI_THESAURUS
C74123
Created by admin on Fri Dec 15 15:30:15 UTC 2023 , Edited by admin on Fri Dec 15 15:30:15 UTC 2023
PRIMARY
MESH
C060492
Created by admin on Fri Dec 15 15:30:14 UTC 2023 , Edited by admin on Fri Dec 15 15:30:14 UTC 2023
PRIMARY
USAN
CC-68
Created by admin on Fri Dec 15 15:30:15 UTC 2023 , Edited by admin on Fri Dec 15 15:30:15 UTC 2023
PRIMARY
EPA CompTox
DTXSID50147873
Created by admin on Fri Dec 15 15:30:14 UTC 2023 , Edited by admin on Fri Dec 15 15:30:14 UTC 2023
PRIMARY
FDA UNII
XQ5V1W49JG
Created by admin on Fri Dec 15 15:30:14 UTC 2023 , Edited by admin on Fri Dec 15 15:30:14 UTC 2023
PRIMARY
ChEMBL
CHEMBL1908363
Created by admin on Fri Dec 15 15:30:14 UTC 2023 , Edited by admin on Fri Dec 15 15:30:14 UTC 2023
PRIMARY
SMS_ID
100000079370
Created by admin on Fri Dec 15 15:30:15 UTC 2023 , Edited by admin on Fri Dec 15 15:30:15 UTC 2023
PRIMARY
PUBCHEM
9844827
Created by admin on Fri Dec 15 15:30:15 UTC 2023 , Edited by admin on Fri Dec 15 15:30:15 UTC 2023
PRIMARY
INN
6926
Created by admin on Fri Dec 15 15:30:14 UTC 2023 , Edited by admin on Fri Dec 15 15:30:14 UTC 2023
PRIMARY
EVMPD
SUB00139MIG
Created by admin on Fri Dec 15 15:30:14 UTC 2023 , Edited by admin on Fri Dec 15 15:30:14 UTC 2023
PRIMARY
Related Record Type Details
Structure of ZANOTERONE
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