MESPIRENONE

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 Search

SMILES

CC(=O)S[C@@H]1CC2=CC(=O)C=C[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H]([C@@H]5C[C@@H]5[C@@]46CCC(=O)O6)[C@H]13

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

Molecular Formula	C25H30O4S
Molecular Weight	426.568
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28634268 | https://www.ncbi.nlm.nih.gov/pubmed/3028435 | https://www.ncbi.nlm.nih.gov/pubmed/1996630 | https://www.ncbi.nlm.nih.gov/pubmed/3245852 | https://www.ncbi.nlm.nih.gov/pubmed/1796922 |

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
30 YEARS OF THE MINERALOCORTICOID RECEPTOR: Mineralocorticoid receptor antagonists: 60 years of research and development.	2017-07	28634268
Inhibitory effects of the novel anti-aldosterone compound mespirenone on adrenocortical steroidogenesis in vitro.	1991-09	1796922
Potentiation of angiotensin II-induced drinking by glucocorticoids is a specific glucocorticoid type II receptor (GR)-mediated event.	1991-06-28	1913190
Effect of a new mineralocorticoid antagonist mespirenone on aldosterone-induced hypertension.	1991-02	1996630
Mespirenone and other 15,16-methylene-17-spirolactones, a new type of steroidal aldosterone antagonists.	1986-11	3028435

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:21:23 GMT 2025` Edited by `admin` on `Mon Mar 31 18:21:23 GMT 2025`
Record UNII	E91TME2I23
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

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

Preferred Name

English

MESPIRENONE

Official Name

English

mespirenone [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C49186