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

Details

Stereochemistry ABSOLUTE
Molecular Formula C20H25ClO3
Molecular Weight 348.864
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMADINONE

SMILES

[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@]3([H])[C@@]4([H])CCC(=O)C=C4C(Cl)=C[C@@]23[H]

InChI

InChIKey=ANJGIFXUFSBZPX-WLCXVKOPSA-N
InChI=1S/C20H25ClO3/c1-11(22)20(24)8-6-17-15-10-18(21)16-9-12(23)3-4-13(16)14(15)5-7-19(17,20)2/h9-10,13-15,17,24H,3-8H2,1-2H3/t13-,14-,15-,17+,19+,20+/m1/s1

HIDE SMILES / InChI

Molecular Formula C20H25ClO3
Molecular Weight 348.864
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 Mar-Apr
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:09:57 GMT 2023
Edited
by admin
on Sat Dec 16 17:09:57 GMT 2023
Record UNII
6MB06022N0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMADINONE
INN  
INN  
Official Name English
6-CHLORO-17-HYDROXY-19-NORPREGNA-4,6-DIENE-3,20-DIONE
Common Name English
amadinone [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C242
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID40865559
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
EVMPD
SUB05386MIG
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
CAS
30781-27-2
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
PUBCHEM
10315768
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104011
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
FDA UNII
6MB06022N0
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
WIKIPEDIA
Amadinone
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
NCI_THESAURUS
C76301
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
MESH
C000196
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
INN
2994
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
SMS_ID
100000087662
Created by admin on Sat Dec 16 17:09:57 GMT 2023 , Edited by admin on Sat Dec 16 17:09:57 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY