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

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H34O6S
Molecular Weight 450.588
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of RIVENPROST

SMILES

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

InChI

InChIKey=FBQUXLIJKPWCAO-AZIFJQEOSA-N
InChI=1S/C24H34O6S/c1-29-16-18-6-3-5-17(13-18)14-19(25)8-9-20-21(23(27)15-22(20)26)10-12-31-11-4-7-24(28)30-2/h3,5-6,8-9,13,19-22,25-26H,4,7,10-12,14-16H2,1-2H3/b9-8+/t19-,20-,21-,22-/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H34O6S
Molecular Weight 450.588
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
Stimulation of bone formation and prevention of bone loss by prostaglandin E EP4 receptor activation.
2002 Apr 2
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:37:58 GMT 2023
Edited
by admin
on Sat Dec 16 17:37:58 GMT 2023
Record UNII
1WBO45T413
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RIVENPROST
INN  
INN  
Official Name English
ONO-4819
Code English
METHYL 4-((2-((1R,2R,3R)-3-HYDROXY-2-((1E,3S)-3-HYDROXY-4-(3-(METHOXYMETHYL)PHENYL)BUT-1-EN-1-YL)-5-OXOCYCLOPENTYL)ETHYL)SULFANYL)BUTANOATE
Systematic Name English
rivenprost [INN]
Common Name English
(-)-ONO-4819
Code English
Classification Tree Code System Code
NCI_THESAURUS C78568
Created by admin on Sat Dec 16 17:37:58 GMT 2023 , Edited by admin on Sat Dec 16 17:37:58 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C87384
Created by admin on Sat Dec 16 17:37:58 GMT 2023 , Edited by admin on Sat Dec 16 17:37:58 GMT 2023
PRIMARY
ChEMBL
CHEMBL303960
Created by admin on Sat Dec 16 17:37:58 GMT 2023 , Edited by admin on Sat Dec 16 17:37:58 GMT 2023
PRIMARY
INN
8601
Created by admin on Sat Dec 16 17:37:58 GMT 2023 , Edited by admin on Sat Dec 16 17:37:58 GMT 2023
PRIMARY
PUBCHEM
9803828
Created by admin on Sat Dec 16 17:37:58 GMT 2023 , Edited by admin on Sat Dec 16 17:37:58 GMT 2023
PRIMARY
EPA CompTox
DTXSID601101764
Created by admin on Sat Dec 16 17:37:58 GMT 2023 , Edited by admin on Sat Dec 16 17:37:58 GMT 2023
PRIMARY
CAS
256382-08-8
Created by admin on Sat Dec 16 17:37:58 GMT 2023 , Edited by admin on Sat Dec 16 17:37:58 GMT 2023
PRIMARY
SMS_ID
300000034387
Created by admin on Sat Dec 16 17:37:58 GMT 2023 , Edited by admin on Sat Dec 16 17:37:58 GMT 2023
PRIMARY
FDA UNII
1WBO45T413
Created by admin on Sat Dec 16 17:37:58 GMT 2023 , Edited by admin on Sat Dec 16 17:37:58 GMT 2023
PRIMARY
CAS
406692-60-2
Created by admin on Sat Dec 16 17:37:58 GMT 2023 , Edited by admin on Sat Dec 16 17:37:58 GMT 2023
SUPERSEDED
Related Record Type Details
METABOLITE ACTIVE -> PRODRUG
Related Record Type Details
ACTIVE MOIETY