| Identification | Back 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 |
| Hazard Information | Back 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. |
|
| Company Name: |
SIGMA-RBI
|
| Tel: |
800 736 3690 (Orders) |
| Website: |
www.sigma-aldrich.com |
|