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

Details

Stereochemistry RACEMIC
Molecular Formula C23H29F3O6
Molecular Weight 458.468
Optical Activity ( + / - )
Defined Stereocenters 5 / 5
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of FLUPROSTENOL

SMILES

O[C@@H](COC1=CC(=CC=C1)C(F)(F)F)\C=C\[C@H]2[C@H](O)C[C@H](O)[C@@H]2C\C=C/CCCC(O)=O

InChI

InChIKey=WWSWYXNVCBLWNZ-QIZQQNKQSA-N
InChI=1S/C23H29F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells.
1997 Sep
The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs.
2000 Jan 17
Prostaglandins differently regulate FGF-2 and FGF receptor expression and induce nuclear translocation in osteoblasts via MAPK kinase.
2005 Feb
Niacin promotes adipogenesis by reducing production of anti-adipogenic PGF2α through suppression of C/EBPβ-activated COX-2 expression.
2011 Apr
Patents
Name Type Language
FLUPROSTENOL
INN   MI  
INN  
Official Name English
5-HEPTENOIC ACID, 7-((1R,2R,3R,5S)-3,5-DIHYDROXY-2-((1E,3R)-3-HYDROXY-4-(3-(TRIFLUOROMETHYL)PHENOXY)-1-BUTEN-1-YL)CYCLOPENTYL)-, (5Z)-REL-
Systematic Name English
FLUPROSTENOL [MI]
Common Name English
ICI-81008
Code English
(±)-FLUPROSTENOL
Common Name English
ICI 81,008
Code English
ICI 80,008 FREE ACID
Code English
FLUOPROSTENOL
Common Name English
fluprostenol [INN]
Common Name English
(±)-(Z)-7-((1R*,2R*,3R*,5S*)-3,5-DIHYDROXY-2-((E)-(3R*)-3-HYDROXY-4-((.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)OXY)-1-BUTENYL)CYCLOPENTYL)-5-HEPTENOATE
Systematic Name English
5-HEPTENOIC ACID, 7-(3,5-DIHYDROXY-2-(3-HYDROXY-4-(3-(TRIFLUOROMETHYL)PHENOXY)-1-BUTENYL)CYCLOPENTYL)-(1.ALPHA.(Z),2.BETA.(1E,3R*),3.ALPHA.,5.ALPHA.)-,(±)-
Common Name English
5-HEPTENOIC ACID, 7-(3,5-DIHYDROXY-2-(3-HYDROXY-4-(3-(TRIFLUOROMETHYL)PHENOXY)-1-BUTENYL)CYCLOPENTYL)-, (1.ALPHA.(Z),2.BETA.(1E,3R*),3.ALPHA.,5.ALPHA.)-
Common Name English
ICI-80008 FREE ACID
Code English
Classification Tree Code System Code
NCI_THESAURUS C78568
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
Code System Code Type Description
CHEBI
60782
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
FDA UNII
358S7VUE5N
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
INN
3794
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
ECHA (EC/EINECS)
255-029-3
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
NCI_THESAURUS
C76900
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
ChEMBL
CHEMBL2220419
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
CAS
40666-16-8
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
SMS_ID
100000080744
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
DRUG BANK
DB11519
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
MERCK INDEX
m5494
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY Merck Index
EVMPD
SUB07740MIG
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID7046122
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY
PUBCHEM
5311100
Created by admin on Fri Dec 15 15:49:04 GMT 2023 , Edited by admin on Fri Dec 15 15:49:04 GMT 2023
PRIMARY