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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H38O4
Molecular Weight 378.5454
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of TRIMOPROSTIL

SMILES

CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](C)CC(=O)[C@@H]1C\C=C/CCCC(O)=O

InChI

InChIKey=OOAHNJDZICJECC-BHWPLRMJSA-N
InChI=1S/C23H38O4/c1-5-6-15-23(3,4)21(25)14-13-18-17(2)16-20(24)19(18)11-9-7-8-10-12-22(26)27/h7,9,13-14,17-19,21,25H,5-6,8,10-12,15-16H2,1-4H3,(H,26,27)/b9-7-,14-13+/t17-,18+,19-,21-/m1/s1

HIDE SMILES / InChI

Molecular Formula C23H38O4
Molecular Weight 378.5454
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 2
Optical Activity UNSPECIFIED

Trimoprostil is a synthetic prostaglandin E2 derivative and prostanoid receptor agonist, with potential gastric secretion inhibitor and antiulcerogenic activity. It has been shown to reduce hydrogen ion secretion, to enhance gastric bicarbonate secretion and to reduce aspirin-induced gastric mucosal injury. In contrast to many E prostaglandins, it does not lower the tone of the lower oesophageal sphincter. Trimoprostil was well tolerated and more effective than placebo in the treatment of mild to moderate symptomatic reflux oesophagitis. It may be protective to human squamous oesophageal mucosa. Trimoprostil was not as effective as cimetidine in the treatment of duodenal ulcer.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of trimoprostil, a prostaglandin E2 analogue, on human gastric acid secretion and soluble mucin output.
1987 Feb
The effect of trimoprostil (trimethyldesoxy prostaglandin E2) on the intrauterine pressure in women.
1988 Aug
A multicentre comparison of trimoprostil and cimetidine in the treatment of duodenal ulcer. U.K. Trimoprostil Study Collaborative Group.
1988 Mar
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:24:34 GMT 2023
Edited
by admin
on Fri Dec 15 15:24:34 GMT 2023
Record UNII
4DVL1781YC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIMOPROSTIL
INN   MART.   MI   USAN  
USAN   INN  
Official Name English
RO-21-6937/000
Code English
RO-216937000
Code English
trimoprostil [INN]
Common Name English
TRIMOPROSTIL [MART.]
Common Name English
RO 21-6937/000
Code English
TRIMOPROSTIL [USAN]
Common Name English
(Z)-7-[(1R,2R,3R)-2-[(E)-(3R)-3-Hydroxy-4,4-dimethyl-1-octenyl]-3-methyl-5-oxocyclopentyl]-5-heptenoic acid
Systematic Name English
RO 21-6937
Code English
RO-21-6937
Code English
TRIMOPROSTIL [MI]
Common Name English
PROSTA-5,13-DIEN-1-OIC ACID, 15-HYDROXY-11,16,16-TRIMETHYL-9-OXO-, (5Z,11.ALPHA.,13E,15R)-
Common Name English
TRIMOPROSTIL [JAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29701
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
NCI_THESAURUS C78568
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
Code System Code Type Description
SMS_ID
100000076946
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
EVMPD
SUB11315MIG
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
FDA UNII
4DVL1781YC
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID201021722
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
MERCK INDEX
m11165
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY Merck Index
USAN
Y-66
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
INN
5298
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
PUBCHEM
6917757
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
NCI_THESAURUS
C152748
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104498
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
CAS
69900-72-7
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY