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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H28O3
Molecular Weight 364.4773
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SPIRORENONE

SMILES

[H][C@@]12C[C@]1([H])[C@@]3([H])[C@]4([H])[C@]5([H])C[C@]5([H])[C@@]6(CCC(=O)O6)[C@@]4(C)CC[C@]3([H])[C@@]7(C)C=CC(=O)C=C27

InChI

InChIKey=NZUIUYWHFPQZBH-HXCATZOESA-N
InChI=1S/C24H28O3/c1-22-6-3-12(25)9-17(22)13-10-14(13)20-16(22)4-7-23(2)21(20)15-11-18(15)24(23)8-5-19(26)27-24/h3,6,9,13-16,18,20-21H,4-5,7-8,10-11H2,1-2H3/t13-,14+,15-,16+,18+,20-,21+,22-,23+,24+/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H28O3
Molecular Weight 364.4773
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Spirorenone is an androstadienone derivative patented by Schering A.-G as a highly effective aldosterone antagonist. Spirorenone is 8.6 times as potent as spironolactone, but showed a lower affinity for the mineralocorticoid receptors. In phase I clinical trials Spirorenone was absorbed with a half-life of 20-30 min, achieving maximum concentrations of about 100 ng/ml (10 mg) and 260 ng/ml (40 mg) after 1-2 h. Disposition of the parent drug was biphasic with half-lives of 50-60 min (distribution) and 5-6 h (elimination). Neither significant accumulation nor enzyme induction was observed after prolonged treatment.

Approval Year

PubMed

PubMed

TitleDatePubMed
Determination of plasma levels of spirorenone, a new aldosterone antagonist, and one of its metabolites by high-performance liquid chromatography.
1982 Jun 11
Patents

Sample Use Guides

10 and 40 mg for 14 days
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:19:48 GMT 2023
Edited
by admin
on Sat Dec 16 16:19:48 GMT 2023
Record UNII
B8TEV07170
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SPIRORENONE
INN  
INN  
Official Name English
(6R,7R,8R,9S,10R,13S,14R,15S,16S,17S)-3',4',6,7,8,9,11,12,13,14,15,16,20,21-TETRADECAHYDRO-10,13-DIMETHYLSPIRO(17H-DICYCLOPROPA(6,7:15,16)CYCLOPENTA(A)PHENANTHRENE-17,2'(5'H)-FURAN)-3(10H),5'-DIONE
Common Name English
spirorenone [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C101255
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
Code System Code Type Description
MESH
C035143
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
INN
4986
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
NCI_THESAURUS
C152420
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID501024537
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
SMS_ID
100000083829
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
FDA UNII
B8TEV07170
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
ECHA (EC/EINECS)
277-770-1
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
EVMPD
SUB10633MIG
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
CAS
74220-07-8
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
PUBCHEM
68923
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
WIKIPEDIA
Spirorenone
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107584
Created by admin on Sat Dec 16 16:19:48 GMT 2023 , Edited by admin on Sat Dec 16 16:19:48 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY