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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H26N2OS2
Molecular Weight 422.606
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IZONSTERIDE

SMILES

CCC1=CC=CC2=C1N=C(SC3=CC4=C(C=C3)[C@@]5(C)CCC(=O)N(C)[C@@H]5CC4)S2

InChI

InChIKey=VMGWGDPZHXPFTC-HYBUGGRVSA-N
InChI=1S/C24H26N2OS2/c1-4-15-6-5-7-19-22(15)25-23(29-19)28-17-9-10-18-16(14-17)8-11-20-24(18,2)13-12-21(27)26(20)3/h5-7,9-10,14,20H,4,8,11-13H2,1-3H3/t20-,24-/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H26N2OS2
Molecular Weight 422.606
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

IZONSTERIDE, a benzoquinolinone, is a selective inhibitor of the 5-alpha reductase, with antagonistic effect on both the type I (liver, skin, hair follicles) and type II (prostate) isoforms of the enzyme. It is a competitive inhibitor of type I 5-alpha reductase and a non-competitive inhibitor of type II 5-alpha reductase. It was under development for the treatment of prostatic cancer.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

IZONSTERIDE inhibits 5-alpha reductase activity in human scalp skin (Ki=28.7+/-1.87 nM) and prostatic homogenates (Ki=10.6+/-4.5 nM).
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:04:21 GMT 2025
Edited
by admin
on Mon Mar 31 18:04:21 GMT 2025
Record UNII
A5E8C36F34
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IZONSTERIDE
INN   USAN  
USAN   INN  
Official Name English
LY-320236
Preferred Name English
IZONSTERIDE [USAN]
Common Name English
(4aR,10bR)-8-[(4-Ethyl-2-benzothiazolyl)thio]-1,4,4a,5,6,10b-hexahydro-4,10b-dimethylbenzo[f]quinolin-3-(2H)-one
Common Name English
LY320236
Code English
izonsteride [INN]
Common Name English
BENZO(F)QUINOLIN-3(2H)-ONE, 8-((4-ETHYL-2-BENZOTHIAZOLYL)THIO)-1,4,4A,5,6,10B-HEXAHYDRO-4,10B-DIMETHYL-, (4AR-TRANS)
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2319
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID80170230
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
PUBCHEM
172988
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
CAS
176975-26-1
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
MESH
C407322
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
INN
7848
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
NCI_THESAURUS
C99548
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
FDA UNII
A5E8C36F34
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
WIKIPEDIA
Izonsteride
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
ChEMBL
CHEMBL2104854
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
SMS_ID
300000034299
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
USAN
KK-57
Created by admin on Mon Mar 31 18:04:21 GMT 2025 , Edited by admin on Mon Mar 31 18:04:21 GMT 2025
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY