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Details

Stereochemistry ABSOLUTE
Molecular Formula C25H30O4S
Molecular Weight 426.568
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MESPIRENONE

SMILES

[H][C@@]12C[C@]1([H])[C@@]3(CCC(=O)O3)[C@@]4(C)CC[C@@]5([H])[C@@]([H])([C@@H](CC6=CC(=O)C=C[C@]56C)SC(C)=O)[C@]24[H]

InChI

InChIKey=CPHJTSJQUQZOLJ-ISIDMKFXSA-N
InChI=1S/C25H30O4S/c1-13(26)30-19-11-14-10-15(27)4-7-23(14,2)17-5-8-24(3)22(21(17)19)16-12-18(16)25(24)9-6-20(28)29-25/h4,7,10,16-19,21-22H,5-6,8-9,11-12H2,1-3H3/t16-,17+,18+,19-,21+,22+,23+,24+,25+/m1/s1

HIDE SMILES / InChI
Mespirenone (ZK 94679, 15β,16β-methylene-spironolactone) is a steroid aldosterone antagonist. In addition, it is a quite specific inhibitor of adrenocortical mineralocorticoid synthesis. In rodents mespirenone effectively prevents aldosterone-induced hypertension. It exerts natriuretic efficacy. Although it reached phase II clinical trials, it was discontinued in 1989.

Approval Year

PubMed

PubMed

TitleDatePubMed
Mespirenone and other 15,16-methylene-17-spirolactones, a new type of steroidal aldosterone antagonists.
1986 Nov
Effect of a new mineralocorticoid antagonist mespirenone on aldosterone-induced hypertension.
1991 Feb
Potentiation of angiotensin II-induced drinking by glucocorticoids is a specific glucocorticoid type II receptor (GR)-mediated event.
1991 Jun 28
Inhibitory effects of the novel anti-aldosterone compound mespirenone on adrenocortical steroidogenesis in vitro.
1991 Sep
30 YEARS OF THE MINERALOCORTICOID RECEPTOR: Mineralocorticoid receptor antagonists: 60 years of research and development.
2017 Jul
Name Type Language
MESPIRENONE
INN  
INN  
Official Name English
15.ALPHA.,16.ALPHA.-DIHYDRO-17-HYDROXY-7.ALPHA.-MERCAPTO-3-OXO-3'H-CYCLOPROPA(15,16)-17.ALPHA.-PREGNA-1,4,15-TRIENE-21-CARBOXYLIC ACID, G-LACTONE, ACETATE
Common Name English
mespirenone [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C49186
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
Code System Code Type Description
FDA UNII
E91TME2I23
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
PRIMARY
SMS_ID
100000081167
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
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EVMPD
SUB08788MIG
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CAS
87952-98-5
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
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WIKIPEDIA
Mespirenone
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
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PUBCHEM
65660
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
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NCI_THESAURUS
C83938
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
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ChEMBL
CHEMBL1908314
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
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INN
5519
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
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MESH
C051308
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
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EPA CompTox
DTXSID40868989
Created by admin on Fri Dec 15 16:11:35 GMT 2023 , Edited by admin on Fri Dec 15 16:11:35 GMT 2023
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