EPTALOPROST

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H34O5
Molecular Weight	402.5238
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12C[C@@H](O)[C@H](C#C[C@@H](O)[C@@H](C)CC#CCC)[C@@]1([H])C\C(C2)=C\COCCCC(O)=O

InChI

InChIKey=MAUUNYHAXGTMMQ-AMXXQSRZSA-N

InChI=1S/C24H34O5/c1-3-4-5-7-17(2)22(25)10-9-20-21-15-18(14-19(21)16-23(20)26)11-13-29-12-6-8-24(27)28/h11,17,19-23,25-26H,3,6-8,12-16H2,1-2H3,(H,27,28)/b18-11+/t17-,19-,20+,21-,22+,23+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C24H34O5
Molecular Weight	402.5238
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1705084 | https://adisinsight.springer.com/drugs/800003249 | https://www.ncbi.nlm.nih.gov/pubmed/7692471

Eptaloprost is a novel concept PGI2-mimetic, which is designed to be activated to the pharmacologically potent cicaprost via beta-oxidation. Eptaloprost has a significant antimetastatic activity in a spontaneously metastasizing tumor model. Eptaloprost was undergoing phase I clinical trials with Schering AG in Germany for the treatment of cardiovascular disorders.

Originator

Approval Year

PubMed

Title	Date	PubMed
Effects of prostacyclin analogues in in vivo tumor models.	1991	1705084
Bioactivation of eptaloprost in animals and man.	1993 Aug	7692471

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:41:04 GMT 2023` Edited by `admin` on `Fri Dec 15 15:41:04 GMT 2023`
Record UNII	93X6A56W84
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EPTALOPROST

Official Name

English

4-(2-((2E,3AS,4S,5R,6AS)-HEXAHYDRO-5-HYDROXY-4-((3S,4S)-3-HYDROXY-4-METHYL-1,6-NONADIYNY)-2(1H)-PENTALENYLIDENE)ETHOXY)BUTYRIC ACID

Common Name

English

eptaloprost [INN]

Common Name

English

EPTAPROST

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C78568