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

[H][C@@]12CCC3=CC(SC4=NC5=C(CC)C=CC=C5S4)=CC=C3[C@@]1(C)CCC(=O)N2C

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
Kinetic analysis of LY320236: competitive inhibitor of type I and non-competitive inhibitor of type II human steroid 5alpha-reductase.	2000 Jan-Feb	10731633
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 Jan	14751361

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 `Fri Dec 15 15:39:14 GMT 2023` Edited by `admin` on `Fri Dec 15 15:39:14 GMT 2023`
Record UNII	A5E8C36F34
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IZONSTERIDE

Official Name

English

IZONSTERIDE [USAN]

Common Name

English

LY-320236

Code

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