Products for Research Use Only
RegisterLogin

Fluprostenol

CAT: 0804-HY-136494Size: 1 EachDry Ice: NoHazardous: No
Product image 1
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 Number40666-16-8
PubChem CID5311100
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 FormulaC23H29F3O6
Molecular Weight458.5
XLogP2.9
Topological Polar Surface Area107
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count11
Heavy Atom Count32
Formal Charge0
Complexity636
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
2D structure of Fluprostenol
CAS: 40666-16-8
CID: 5311100
Formula: C23H29F3O6
MW: 458.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight458.5
XLogP32.9
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count11
Exact Mass458.19162313
Monoisotopic Mass458.19162313
Topological Polar Surface Area107 Ų
Heavy Atom Count32
Formal Charge0
Complexity636
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
sc-205326A(+) -Fluprostenol
B7680-25(+)-Fluprostenol
573636Fluprostenol, (+)-
sc-201336AFluprostenol
sc-221621Fluprostenol-d4
AR-T03557-01(+) -Fluprostenol ethylester
T37813-01Fluprostenol methyl ester
TYD-02923-0115-Keto Fluprostenol
TYD-02075-01Fluprostenol lactone diol
sc-221620Fluprostenol serinol amide

Popular Products