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Merck
CN

F8549

Sigma-Aldrich

Fluprostenol

10 mg/mL in ethanol, 98%

Synonym(s):

(±)-16-(3-Trifluoromethylphenoxy)tetranorprostaglandin F2α

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About This Item

Empirical Formula (Hill Notation):
C23H29F3O6
CAS Number:
40666-16-8
Molecular Weight:
458.47
EC Number:
200-578-6
MDL number:
MFCD03427566
UNSPSC Code:
12352202
PubChem Substance ID:
24894969
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

98%

concentration

10 mg/mL in ethanol

storage temp.

−20°C

SMILES string

O[C@H](COc1cccc(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

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-/m0/s1

InChI key

WWSWYXNVCBLWNZ-CHPNCWRZSA-N

Application

Fluprostenol has been used as a prostaglandin F (FP) receptor agonist to study its effects on osteoclast development. It has also been used as a prostaglandin F2α (PGF2α) receptor agonist to study its effects on mitogen-activated protein kinase (MAPK) signaling in rat aorta.

Biochem/physiol Actions

Fluprostenol is a selective prostaglandin F2-α (PGF2α) receptor or prostaglandin F (FP) receptor agonist.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
MKBX2808V
MKBT8782V
MKBS1064V
MKBQ7644V
SLBB5907V

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Jon Riise et al.
European journal of pharmacology, 686(1-3), 66-73 (2012-05-02)
Prostanoid-modulatory approaches in heart failure patients have displayed effects which may seem to be mutually incompatible. Both treatment with prostanoids and inhibition of prostanoid synthesis have resulted in increased mortality in heart failure patients. Currently, it is unknown if prostanoids
Hitoshi Kashiwagi et al.
Thrombosis and haemostasis, 119(8), 1311-1320 (2019-05-28)
Platelets play an important role in both physiological hemostasis and pathological thrombosis. Thromboxane (TX) A2 and prostaglandin (PG) I2 are well known as a potent stimulator and an inhibitor of platelet function, respectively. Recently, PGE2 has also been reported to
Maria Giovanna Sabbieti et al.
Cell and tissue research, 319(2), 267-278 (2005-01-18)
We have previously reported that prostaglandin F(2alpha) (PGF(2alpha)) and its selective agonist fluprostenol increase basic fibroblast growth factor (FGF-2) mRNA and protein production in osteoblastic Py1a cells. The present report extends our previous studies by showing that Py1a cells express
Tara L Aghaloo et al.
Journal of periodontology, 77(1), 21-30 (2006-04-04)
Parathyroid hormone (PTH) regulates osteoblast function by binding to the PTH receptor 1 (PTHR1) to activate downstream signaling to induce expression of primary response genes (PRGs), which affect various aspects of the osteoblast phenotype. We previously identified PTH-induced PRGs in
Potent luteolytic agents related to prostaglandin F2alpha.
M Dukes et al.
Nature, 250(464), 330-331 (1974-07-26)
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