IZONSTERIDE

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/67407322 | https://www.ncbi.nlm.nih.gov/pubmed/10731633 | https://www.ncbi.nlm.nih.gov/pubmed/14751361

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Phase I and clinical pharmacology of a type I and II, 5-alpha-reductase inhibitor (LY320236) in prostate cancer: elevation of estradiol as possible mechanism of action.	2004-01	14751361
Kinetic analysis of LY320236: competitive inhibitor of type I and non-competitive inhibitor of type II human steroid 5alpha-reductase.	2000-03-25	10731633

Patents

Sample Use Guides

In Vitro Use Guide

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

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Name

Type

Language

IZONSTERIDE

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