MEXIPROSTIL

Details

Stereochemistry	MIXED
Molecular Formula	C23H40O6
Molecular Weight	412.5601
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 5
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCC(C)(OC)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC

InChI

InChIKey=GGDWDKDPRJFMHD-ZXYUVVQBSA-N

InChI=1S/C23H40O6/c1-5-6-15-23(2,29-4)21(26)14-13-18-17(19(24)16-20(18)25)11-9-7-8-10-12-22(27)28-3/h13-14,17-18,20-21,25-26H,5-12,15-16H2,1-4H3/b14-13+/t17-,18-,20-,21-,23?/m1/s1

HIDE SMILES / InChI

Molecular Formula	C23H40O6
Molecular Weight	412.5601
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	4 / 5
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6542241 | https://adisinsight.springer.com/drugs/800000611

Mexiprostil (also known as MDL 646), a synthetic prostaglandin was developed as a potent antiulcer agent. Experiments on animals have revealed that this drug possessed gastric protection, diarrheogenic and arterial hypotensive effects. The supposed local activity coupled with the antisecretory effects and the good tolerability made it interesting to test mexiprostil as an anti-ulcer agent in man. However, information about the further development of the drug is not available.

Originator

Approval Year

PubMed

Title	Date	PubMed
Characterization of the EP-receptor mediating dilatation and potentiation of inflammation in rabbit skin.	1995-04	7667503
Lack of effect of verapamil and MDL 646, a cytoprotective PGE1 analogue on cyclosporin A nephrotoxicity in vitro.	1990-02	2333417
X-ray structure determination of mexiprostil, a new gastroprotective 16-methoxy-16-methyl-PGE1 analogue.	1988-04	3247474
[Action of a new synthetic prostaglandin on gastroesophageal motility of the rat].	1982	6216698

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:36:21 GMT 2025` Edited by `admin` on `Mon Mar 31 18:36:21 GMT 2025`
Record UNII	L5U1X99Q9Z
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MEXIPROSTIL

Official Name

English

METHYL (1R,2R,3R)-3-HYDROXY-2-((E)-(3R)-3-HYDROXY-4(RS)-METHOXY-4-METHYLOCTYL)-5-OXOCYCLOPENTANEHEPTANOATE

Preferred Name

English

METHYL (1R,2R,3R)-3-HYDROXY-2-((E)-(3R)-3-HYDROXY-4-METHOXY-4-METHYLOCTYL)-5-OXOCYCLOPENTANEHEPTANOATE

Common Name

English

mexiprostil [INN]

Common Name

English

MEXIPROSTIL [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C78568