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

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H27ClO4
Molecular Weight 390.9
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMADINONE ACETATE

SMILES

CC(=O)O[C@@]1(CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C)C(C)=O

InChI

InChIKey=PSJMYDLEWUWIAN-KYPKCDLESA-N
InChI=1S/C22H27ClO4/c1-12(24)22(27-13(2)25)9-7-19-17-11-20(23)18-10-14(26)4-5-15(18)16(17)6-8-21(19,22)3/h10-11,15-17,19H,4-9H2,1-3H3/t15-,16-,17-,19+,21+,22+/m1/s1

HIDE SMILES / InChI

Molecular Formula C22H27ClO4
Molecular Weight 390.9
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Amadione is a steroidal progestogenic antiandrogen. Its anti-androgenic properties were confirmed by blockade of androgen-induced increase in seminal acid phosphatase content.

Approval Year

PubMed

PubMed

TitleDatePubMed
Seminal acid phosphatase content in the clinical bioassay of androgens and antiandrogens.
1972-03-01
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:49:47 GMT 2025
Edited
by admin
on Mon Mar 31 17:49:47 GMT 2025
Record UNII
3E13526FYB
Record Status Validated (UNII)
Record Version
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Name Type Language
AMADINONE ACETATE
USAN  
USAN  
Official Name English
RS-2208
Preferred Name English
19-NORPREGNA-4,6-DIENE-3,20-DIONE, 17-(ACETYLOXY)-6-CHLORO-
Common Name English
6-Chloro-17-hydroxy-19-norpregna-4,6-diene-3,20-dione acetate
Common Name English
AMADINONE ACETATE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C776
Created by admin on Mon Mar 31 17:49:47 GMT 2025 , Edited by admin on Mon Mar 31 17:49:47 GMT 2025
Code System Code Type Description
PUBCHEM
9977739
Created by admin on Mon Mar 31 17:49:47 GMT 2025 , Edited by admin on Mon Mar 31 17:49:47 GMT 2025
PRIMARY
WIKIPEDIA
Amadinone acetate
Created by admin on Mon Mar 31 17:49:47 GMT 2025 , Edited by admin on Mon Mar 31 17:49:47 GMT 2025
PRIMARY
NCI_THESAURUS
C87237
Created by admin on Mon Mar 31 17:49:47 GMT 2025 , Edited by admin on Mon Mar 31 17:49:47 GMT 2025
PRIMARY
EPA CompTox
DTXSID90176849
Created by admin on Mon Mar 31 17:49:47 GMT 2025 , Edited by admin on Mon Mar 31 17:49:47 GMT 2025
PRIMARY
ChEMBL
CHEMBL2104011
Created by admin on Mon Mar 31 17:49:47 GMT 2025 , Edited by admin on Mon Mar 31 17:49:47 GMT 2025
PRIMARY
SMS_ID
300000055055
Created by admin on Mon Mar 31 17:49:47 GMT 2025 , Edited by admin on Mon Mar 31 17:49:47 GMT 2025
PRIMARY
CAS
22304-34-3
Created by admin on Mon Mar 31 17:49:47 GMT 2025 , Edited by admin on Mon Mar 31 17:49:47 GMT 2025
PRIMARY
FDA UNII
3E13526FYB
Created by admin on Mon Mar 31 17:49:47 GMT 2025 , Edited by admin on Mon Mar 31 17:49:47 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY