U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H33NO2
Molecular Weight 355.5136
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AZASTENE

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CC=C4C(C)(C)C5=C(C[C@]34C)C=NO5

InChI

InChIKey=AXLOCHLTNQDFFS-BESJYZOMSA-N
InChI=1S/C23H33NO2/c1-20(2)18-7-6-15-16(21(18,3)12-14-13-24-26-19(14)20)8-10-22(4)17(15)9-11-23(22,5)25/h7,13,15-17,25H,6,8-12H2,1-5H3/t15-,16+,17+,21-,22+,23+/m1/s1

HIDE SMILES / InChI

Molecular Formula C23H33NO2
Molecular Weight 355.5136
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

AZASTENE is an inhibitor of ovarian and adrenal steroidogenesis which can be used as an interceptive agent. Its action leads to an acute, short-term, reversible progesterone withdrawal. The reduction of progesterone levels is brought about by competitive inhibition of ovarian 3beta-hydroxysteroid dehydrogenase activity.

Approval Year

PubMed

PubMed

TitleDatePubMed

Sample Use Guides

In Vitro Use Guide
The 3beta-hydroxysteroid dehydrogenase and 20alpha-hydroxysteroid dehydrogenase from human placenta preparation were inhibited by azastene (IC50 1 microM and 0.6 microM, respectively).
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:20:05 GMT 2023
Edited
by admin
on Fri Dec 15 15:20:05 GMT 2023
Record UNII
1XA84ITL1H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AZASTENE
INN  
INN  
Official Name English
ANDROSTA-2,5-DIENO(2,3-D)ISOXAZOL-17-OL, 4,4,17-TRIMETHYL-, (17.BETA.)-
Common Name English
azastene [INN]
Common Name English
4,4,17-Trimethylandrosta-2,5-dieno[2,3-d]isoxazol-17β-ol
Common Name English
WIN 17625
Code English
4,4,17-TRIMETHYLANDROSTA-2,5-DIENO(2,3-D)ISOXAZOL-17B-OL
Common Name English
WIN-17625
Code English
Classification Tree Code System Code
NCI_THESAURUS C389
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID801180403
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
INN
4331
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
MESH
C017039
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
FDA UNII
1XA84ITL1H
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
PUBCHEM
11725766
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
WIKIPEDIA
Azastene
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
EVMPD
SUB05644MIG
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
NCI_THESAURUS
C77443
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
ChEMBL
CHEMBL2103987
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
SMS_ID
100000086079
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
CAS
13074-00-5
Created by admin on Fri Dec 15 15:20:05 GMT 2023 , Edited by admin on Fri Dec 15 15:20:05 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY