Fluprostenol

CAT: 0804-HY-136494Size: 1 EachDry Ice: NoHazardous: No

1 / 1

CAT#:0804-HY-136494Size:1 Each

Selected

24/48H Stock Items & 2 to 6 Weeks non Stock Items.

Quick Request Actions

Description

Fluprostenol (ICI 81008) is a synthetic prostaglandin F2α (PGF2α) derivative. Fluprostenol, as a luteolytic agent, can cause luteal degeneration and regulate reproductive cycle. Fluprostenol can be used in the study of infertility in animals and the control of the reproductive cycle of domestic animals[1].

CAS Number

40666-16-8

Product Name Alternative

ICI 81008

UNSPSC

12352005

Hazard Statement

H225-H319

Target

Endogenous Metabolite

Type

Reference compound

Related Pathways

Metabolic Enzyme/Protease

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Endocrinology

Assay Protocol

https://www.medchemexpress.com/fluprostenol.html

Smiles

O[C@H](COC1=CC(C(F)(F)F)=CC=C1)/C=C/[C@H]([C@H](C2)O)[C@@H]([C@@H]2O)C/C=C\CCCC(O)=O

Molecular Formula

C23H29F3O6

Molecular Weight

458.47

Precautions

P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P370+P378-P403+P235-P501

References & Citations

[1]Chapman D I, et al. The disposition and metabolism of the synthetic prostaglandin fluprostenol (ICI 81,008) in the horse[J]. Xenobiotica, 1980, 10 (9) : 715-723.

Shipping Conditions

Room temperature

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Chemical Information

Fluprostenol

Fluprostenol is an organofluorine compound that is racemic prostaglandin F2alpha in which the pentyl group is replaced by a 3-(trifluoromethyl)phenoxymethyl group. A synthetic analogue of prostaglandin F2alpha, ophthalmic solutions of its isopropyl ester prodrug, travoprost, are used as a topical medication for controlling the progression of open-angle glaucoma and ocular hypertension, by reducing intraocular pressure. The isopropyl ester group of travoprost is hydrolysed to the biologically active free acid by esterases in the cornea. It has a role as an antihypertensive agent, an antiglaucoma drug, a female contraceptive drug, an abortifacient and a prostaglandin receptor agonist. It is a hydroxy monocarboxylic acid, a prostaglandins Falpha and a member of (trifluoromethyl)benzenes.

CAS Number	40666-16-8
PubChem CID	5311100
IUPAC Name	(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic acid
Molecular Formula	C23H29F3O6
Molecular Weight	458.5
XLogP	2.9
Topological Polar Surface Area	107
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	11
Heavy Atom Count	32
Formal Charge	0
Complexity	636

SMILES

C1[C@@H]([C@@H]([C@H]([C@@H]1O)/C=C/[C@H](COC2=CC=CC(=C2)C(F)(F)F)O)C/C=C\CCCC(=O)O)O

InChI

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

InChIKey

WWSWYXNVCBLWNZ-QIZQQNKQSA-N

Chemical Structure

2D Structure

CAS: 40666-16-8

CID: 5311100

Formula: C23H29F3O6

MW: 458.5

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	458.5
XLogP3	2.9
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	11
Exact Mass	458.19162313
Monoisotopic Mass	458.19162313
Topological Polar Surface Area	107 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	636
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
sc-205326A	(+) -Fluprostenol
B7680-25	(+)-Fluprostenol
573636	Fluprostenol, (+)-
sc-201336A	Fluprostenol
sc-221621	Fluprostenol-d4
AR-T03557-01	(+) -Fluprostenol ethylester
T37813-01	Fluprostenol methyl ester
TYD-02923-01	15-Keto Fluprostenol
TYD-02075-01	Fluprostenol lactone diol
sc-221620	Fluprostenol serinol amide

Fluprostenol

Chemical Information

Alternative Products

Popular Products