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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H32O6S
Molecular Weight 436.562
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of Rivenprost free acid

SMILES

COCC1=CC=CC(C[C@H](O)\C=C\[C@H]2[C@H](O)CC(=O)[C@@H]2CCSCCCC(O)=O)=C1

InChI

InChIKey=ORSJUPRAHPZYRL-XHTUOEPPSA-N
InChI=1S/C23H32O6S/c1-29-15-17-5-2-4-16(12-17)13-18(24)7-8-19-20(22(26)14-21(19)25)9-11-30-10-3-6-23(27)28/h2,4-5,7-8,12,18-21,24-25H,3,6,9-11,13-15H2,1H3,(H,27,28)/b8-7+/t18-,19-,20-,21-/m1/s1

HIDE SMILES / InChI
Rivenprost (ONO-4819) is a potent and selective EP4 receptor agonist. This compound can increase bone formation by stimulating osteoblast differentiation and function, possibly by modulating mesenchymal cell differentiation. Rivenprost has also been studied for its potential to prevent bone loss (in osteoporosis) and stabilize bone implants. Combined with risedronate, rivenprost may be an effective treatment for osteoporosis. A phase II study evaluating rivenprost in ulcerative colitis was terminated in 2009.

Approval Year

PubMed

PubMed

TitleDatePubMed
Stimulation of bone formation and prevention of bone loss by prostaglandin E EP4 receptor activation.
2002 Apr 2
Patents
Name Type Language
Rivenprost free acid
Common Name English
4-[[2-[(1R,2R,3R)-3-Hydroxy-2-[(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl]-5-oxocyclopentyl]ethyl]thio]butanoic acid
Systematic Name English
Butanoic acid, 4-[[2-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl]-5-oxocyclopentyl]ethyl]thio]-
Systematic Name English
Butanoic acid, 4-[[2-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)phenyl]-1-butenyl]-5-oxocyclopentyl]ethyl]thio]-
Systematic Name English
Code System Code Type Description
FDA UNII
T7XW73LKW4
Created by admin on Sat Dec 16 19:34:26 GMT 2023 , Edited by admin on Sat Dec 16 19:34:26 GMT 2023
PRIMARY
CAS
256382-23-7
Created by admin on Sat Dec 16 19:34:26 GMT 2023 , Edited by admin on Sat Dec 16 19:34:26 GMT 2023
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EPA CompTox
DTXSID301102270
Created by admin on Sat Dec 16 19:34:26 GMT 2023 , Edited by admin on Sat Dec 16 19:34:26 GMT 2023
PRIMARY
PUBCHEM
9824353
Created by admin on Sat Dec 16 19:34:26 GMT 2023 , Edited by admin on Sat Dec 16 19:34:26 GMT 2023
PRIMARY