U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry MIXED
Molecular Formula C18H34O3
Molecular Weight 298.4608
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROSAPROSTOL

SMILES

CCCCCC[C@H]1CCC(O)[C@@H]1CCCCCCC(O)=O

InChI

InChIKey=NMAOJFAMEOVURT-RTKIROINSA-N
InChI=1S/C18H34O3/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)/t15-,16+,17?/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H34O3
Molecular Weight 298.4608
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 2 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:12:02 GMT 2023
Edited
by admin
on Fri Dec 15 16:12:02 GMT 2023
Record UNII
W4459A2P0J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROSAPROSTOL
INN   MI   WHO-DD  
INN  
Official Name English
(±)-ROSAPROSTOL
Common Name English
ROSAPROSTOL [MI]
Common Name English
(1RS,2SR,5RS)-2-HEXYL-5-HYDROCYCLOPENTANEHEPTANOIC ACID, MIXTURE WITH (1RS,2SR,5SR)-2-HEXYL-5-HYDROXYCYCLOPENTANEHEPTANOIC ACID
Common Name English
rosaprostol [INN]
Common Name English
Rosaprostol [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C78568
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2105331
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
ECHA (EC/EINECS)
260-341-8
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
FDA UNII
W4459A2P0J
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
MERCK INDEX
m9661
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY Merck Index
EVMPD
SUB10385MIG
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
MESH
C035288
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
PUBCHEM
6917723
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID401021611
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
INN
5243
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
CAS
56695-65-9
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
DRUG CENTRAL
2404
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
NCI_THESAURUS
C152253
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
CAS
218917-12-5
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
SUPERSEDED
SMS_ID
100000084361
Created by admin on Fri Dec 15 16:12:02 GMT 2023 , Edited by admin on Fri Dec 15 16:12:02 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY