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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

Molecular Formula C23H32O6S
Molecular Weight 436.562
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

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
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 19:34:25 UTC 2023
Edited
by admin
on Sat Dec 16 19:34:25 UTC 2023
Record UNII
T7XW73LKW4
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Sat Dec 16 19:34:26 UTC 2023
PRIMARY
CAS
256382-23-7
Created by admin on Sat Dec 16 19:34:26 UTC 2023 , Edited by admin on Sat Dec 16 19:34:26 UTC 2023
PRIMARY
EPA CompTox
DTXSID301102270
Created by admin on Sat Dec 16 19:34:26 UTC 2023 , Edited by admin on Sat Dec 16 19:34:26 UTC 2023
PRIMARY
PUBCHEM
9824353
Created by admin on Sat Dec 16 19:34:26 UTC 2023 , Edited by admin on Sat Dec 16 19:34:26 UTC 2023
PRIMARY
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TARGET -> AGONIST
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PRODRUG -> METABOLITE ACTIVE
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ACTIVE MOIETY