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Details

Stereochemistry MIXED
Molecular Formula C18H33O3.Na
Molecular Weight 320.4426
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROSAPROSTOL SODIUM

SMILES

[Na+].CCCCCC[C@H]1CCC(O)[C@@H]1CCCCCCC([O-])=O

InChI

InChIKey=ALNUHUMOGUVHIO-XXJNWDAFSA-M
InChI=1S/C18H34O3.Na/c1-2-3-4-7-10-15-13-14-17(19)16(15)11-8-5-6-9-12-18(20)21;/h15-17,19H,2-14H2,1H3,(H,20,21);/q;+1/p-1/t15-,16+,17?;/m0./s1

HIDE SMILES / InChI

Molecular Formula C18H33O3
Molecular Weight 297.4528
Charge -1
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 2 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Rosaprostol is an antiulcer drug. This compound acts on the mucosal barrier in the stomach, preventing a drop in pH. More specifically, rosaprostol exhibits gastric antisecretory activity and cytoprotective action. Importantly, it does not have the undesired side effects (such as diarrhea and uterine stimulation) of other prostanoids. Rosaprostol was found to antagonize gastric acid output induced by NSAID administration and to prevent and treat the digestive disorders that resulted from taking NSAIDs. Furthermore, symptoms in patients with gastritis disappeared after administration of rosaprostol, and the drug was well-tolerated. Positive effects of rosaprostol were also reported in patients with duodenal ulcer. Several stereoisomers of rosaprostol have been synthesized.

Approval Year

PubMed

PubMed

TitleDatePubMed
Amyloid precursor protein promotes endoplasmic reticulum stress-induced cell death via C/EBP homologous protein-mediated pathway.
2009-06
Gastroprotective effect of an aqueous suspension of black cumin Nigella sativa on necrotizing agents-induced gastric injury in experimental animals.
2008-07
Effects of anoxia and hypoxia on amyloid precursor protein processing in cerebral microvascular smooth muscle cells.
2006-06
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:44:10 GMT 2025
Edited
by admin
on Mon Mar 31 18:44:10 GMT 2025
Record UNII
E9ZT7G582H
Record Status Validated (UNII)
Record Version
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Name Type Language
ROSAPROSTOL SODIUM
WHO-DD  
Common Name English
ROSAPROSTOL SODIUM SALT
MI  
Preferred Name English
ROSAPROSTOL SODIUM SALT [MI]
Common Name English
NSC-233953
Code English
9-HYDROXY-19,20-BISNORPROSTANOIC ACID SODIUM SALT
Common Name English
CYCLOPENTANEHEPTANOIC ACID, 2-HEXYL-5-HYDROXY-, MONOSODIUM SALT
Common Name English
CYCLOPENTANEHEPTANOIC ACID, 2-HEXYL-5-HYDROXY-, SODIUM SALT (1:1)
Common Name English
IBI-C83
Common Name English
Rosaprostol sodium [WHO-DD]
Common Name English
Code System Code Type Description
PUBCHEM
23663949
Created by admin on Mon Mar 31 18:44:10 GMT 2025 , Edited by admin on Mon Mar 31 18:44:10 GMT 2025
PRIMARY
EVMPD
SUB04267MIG
Created by admin on Mon Mar 31 18:44:10 GMT 2025 , Edited by admin on Mon Mar 31 18:44:10 GMT 2025
PRIMARY
ECHA (EC/EINECS)
260-342-3
Created by admin on Mon Mar 31 18:44:10 GMT 2025 , Edited by admin on Mon Mar 31 18:44:10 GMT 2025
PRIMARY
CAS
56695-66-0
Created by admin on Mon Mar 31 18:44:10 GMT 2025 , Edited by admin on Mon Mar 31 18:44:10 GMT 2025
PRIMARY
FDA UNII
E9ZT7G582H
Created by admin on Mon Mar 31 18:44:10 GMT 2025 , Edited by admin on Mon Mar 31 18:44:10 GMT 2025
PRIMARY
SMS_ID
100000084924
Created by admin on Mon Mar 31 18:44:10 GMT 2025 , Edited by admin on Mon Mar 31 18:44:10 GMT 2025
PRIMARY
NSC
233953
Created by admin on Mon Mar 31 18:44:10 GMT 2025 , Edited by admin on Mon Mar 31 18:44:10 GMT 2025
PRIMARY
MERCK INDEX
m9661
Created by admin on Mon Mar 31 18:44:10 GMT 2025 , Edited by admin on Mon Mar 31 18:44:10 GMT 2025
PRIMARY Merck Index
Related Record Type Details
ACTIVE MOIETY