REMIPROSTOL

Details

Stereochemistry	MIXED
Molecular Formula	C25H36O5
Molecular Weight	416.5503
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 4
E/Z Centers	3
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC(=O)CC\C=C/CC[C@@H]1[C@@H](\C=C\CC(C)(O)\C=C\C2=CCCC2)[C@H](O)CC1=O

InChI

InChIKey=ZZVPHCPLTZTOBC-XBFCOAIZSA-N

InChI=1S/C25H36O5/c1-25(29,17-15-19-10-7-8-11-19)16-9-13-21-20(22(26)18-23(21)27)12-5-3-4-6-14-24(28)30-2/h3-4,9-10,13,15,17,20-21,23,27,29H,5-8,11-12,14,16,18H2,1-2H3/b4-3-,13-9+,17-15+/t20-,21-,23-,25?/m1/s1

HIDE SMILES / InChI

Molecular Formula	C25H36O5
Molecular Weight	416.5503
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	3 / 4
E/Z Centers	3
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1762057 | https://www.ncbi.nlm.nih.gov/pubmed/9130003 | https://www.ncbi.nlm.nih.gov/pubmed/8140121

Remiprostol (also known as SC-46275) is a potent, long-acting gastric antisecretory agent that is not readily available systemically after oral administration. This prostaglandin analog is a very potent and highly selective EP3 receptor agonist with antisecretory and cytoprotective actions. Remiprostol was suggested to be potentially useful in the therapeutic treatment of inflammatory diseases such as peptic ulcer disease (painful sores or ulcers in the stomach or small intestine), ulcerative colitis, Crohn's disease, and autoimmune inflammatory diseases of the central nervous system.

Approval Year

Substance Class	Chemical Created by `admin` on `Wed Apr 02 07:50:10 GMT 2025` Edited by `admin` on `Wed Apr 02 07:50:10 GMT 2025`
Record UNII	YCT6Z40PQR
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

REMIPROSTOL

Official Name

English

SC-48834

Preferred Name

English

REMIPROSTOL [USAN]

Common Name

English

Remiprostol [WHO-DD]

Common Name

English

4-HEPTENOIC ACID, 7-(2-(6-(1-CYCLOPENTEN-1-YL)-4-HYDROXY-4-METHYL-1,5-HEXADIENYL)-3-HYDROXY-5-OXOCYCLOPENTYL)-, METHYL ESTER

Common Name

English

(±)-METHYL (Z)-7-((1R,2R,3R)-2-((1E,5E)-(4RS)-6-(1-CYCLOPENTEN-1-YL)-4-HYDROXY-4-METHYL-1,5-HEXADIENYL)-3-HYDROXY-5-OXOCYCLOPENTYL)-4-HEPTENOATE

Systematic Name

English

remiprostol [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C78568