FLUPROSTENOL

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 Search

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

Molecular Formula	C23H29F3O6
Molecular Weight	458.468
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	2
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells.	1997 Sep	9313928
The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs.	2000 Jan 17	10634944
Prostaglandins differently regulate FGF-2 and FGF receptor expression and induce nuclear translocation in osteoblasts via MAPK kinase.	2005 Feb	15654655
Niacin promotes adipogenesis by reducing production of anti-adipogenic PGF2α through suppression of C/EBPβ-activated COX-2 expression.	2011 Apr	21236357

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:49:04 UTC 2023` Edited by `admin` on `Fri Dec 15 15:49:04 UTC 2023`
Record UNII	358S7VUE5N
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FLUPROSTENOL

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