ChemicalBook--->CAS DataBase List--->353787-70-9

353787-70-9

353787-70-9 Structure

353787-70-9 Structure
IdentificationBack Directory
[Name]

DINOPROST ETHANOLAMIDE
[CAS]

353787-70-9
[Synonyms]

PGF2ALPHA-EA
DINOPROST ETHANOLAMIDE
PROSTAGLANDIN F2A ETHANOLAMIDE
Prostaglandin F2α Ethanolamide
ProstaglandinF2α ethanolamide
PROSTAGLANDIN F2ALPHA ETHANOLAMIDE
Prostaglandin F2 Ethanolamide MaxSpecStandard
Prostaglandin F2α Ethanolamide MaxSpec? Standard
Prostaglandin F2α Ethanolamide Lipid Maps MS Standard
N-(2-Hydroxyethyl)-9α,11α,15S-trihydroxy-prosta-5Z,13E-dien-1-amide
N-(2-HYDROXYETHYL)-9A,11A,15S-TRIHYDROXY-PROSTA-5Z,13E-DIEN-1-AMIDE
N-(2-HYDROXYETHYL)-9ALPHA, 11ALPHA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-AMIDE
Dinoprost ethanolamide, N-(2-Hydroxyethyl)-9α,11α,15S-trihydroxy-prosta-5Z,13E-dien-1-amide
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]-N-(2-hydroxyethyl)hept-5-enamide
[Molecular Formula]

C22H39NO5
[MDL Number]

MFCD03411991
[MOL File]

353787-70-9.mol
[Molecular Weight]

397.55
Chemical PropertiesBack Directory
[Fp ]

14 °C
[storage temp. ]

−20°C
[solubility ]

DMF: Miscible; DMSO: 10 mg/ml; Ethanol: Miscible; PBS (pH 7.2): 10 mg/ml
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H319
[Precautionary statements ]

P210-P305+P351+P338
[Hazard Codes ]

F,Xi
[Risk Statements ]

11-36/37/38
[Safety Statements ]

7-16-26-36
[RIDADR ]

UN 1170 3/PG 2
[WGK Germany ]

1
Hazard InformationBack Directory
[Description]

Prostaglandin F2α ethanolamide (PGF2α-EA) is produced by COX-2 metabolism of the endogenous cannabinoid, arachidonoyl ethanolamide (AEA), found in brain, liver, and other mammalian tissues. AEA can be metabolized directly by the sequential action of COX-2 and specific PG synthases to produce ethanolamide congeners of the classical PGs. PGF2α-EA has also been reported to be biosynthesized by this mechanism when AEA was infused into the lung and liver of living mice. PGF2α-EA is a potent dilator (EC50 = 58 nM) of the cat iris sphincter, which is a model system for testing potential intraocular hypotensive agents.
[Uses]

Prostaglandin F2α ethanolamide (Prostamide F2α) is an ethanolamide-like G protein-coupled receptor. Prostaglandin F2α is also a luteinizing hormone in sheep and may be a nociceptive mediator in the spinal cord[1][2][3].
[Definition]

ChEBI: Prostaglandin F2alpha 1-ethanolamide is an N-acylethanolamine compound formed by a condensation of prostaglandin F2alpha and ethanolamine. It is a N-acylethanolamine and a prostaglandins Falpha. It is functionally related to a prostaglandin F2alpha.
[Biological Activity]

The end-product of the reaction of arachidonyl ethanolamide (AEA), an endogenous ligand for brain cannabinoid receptor, with COX-2.
[References]

[1] Richie-Jannetta R, et al. Structural determinants for calcium mobilization by prostaglandin E2 and prostaglandin F2alpha glyceryl esters in RAW 264.7 cells and H1819 cells. Prostaglandins Other Lipid Mediat. 2010 Jun;92(1-4):19-24. DOI:10.1016/j.prostaglandins.2010.01.003
[2] Woodward DF, et al. Recent progress in prostaglandin F2α ethanolamide (prostamide F2α) research and therapeutics. Pharmacol Rev. 2013 Jul 26;65(4):1135-47. DOI:10.1124/pr.112.007088
[3] McCracken J A, et al. Prostaglandin F2α identified as a luteolytic hormone in sheep[J]. Nature New Biology, 1972, 238(83): 129-134.
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