| Identification | Back Directory | [Name]
11BETA-PGF2ALPHA-EA | [CAS]
714966-38-8 | [Synonyms]
11BETA-PGF2ALPHA-EA
11β-Prostaglandin F2α Ethanolamide
11BETA-PROSTAGLANDIN F2ALPHA ETHANOLAMIDE
N-(2-HYDROXYETHYL)-9ALPHA, 11BETA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-AMIDE
Prosta-5,13-dien-1-amide, 9,11,15-trihydroxy-N-(2-hydroxyethyl)-, (5Z,9α,11β,13E,15S)-
(Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]-N-(2-hydroxyethyl)hept-5-enamide | [Molecular Formula]
C22H39NO5 | [MDL Number]
MFCD03411994 | [MOL File]
714966-38-8.mol | [Molecular Weight]
397.55 |
| Hazard Information | Back Directory | [Description]
11β-Prostaglandin F2α ethanolamide (11β-PGF2α-EA) is the theoretical hepatic metabolite of PGD2-EA, produced during COX-2 metabolism of the endogenous cannabinoid AEA which is found in brain, liver, and other mammalian tissues.1 AEA can be used directly by COX-2 and specific PG synthase to produce ethanolamide congeners of the classical PGs.2,3 PGD2-EA is formed in activated RAW 264.7 cells treated with AEA.3 | [Definition]
ChEBI: 11beta-prostaglandin F2alpha ethanolamide is an N-acylethanolamine resulting from the formal condensation of the carboxy group 11-epi-prostaglandin F2alpha with the amino group of ethanolamine. It is a N-acylethanolamine and a monocarboxylic acid amide. It is functionally related to an 11-epi-prostaglandin F2alpha. | [References]
1. Bachur, N.R., Masek, K., Melmon, K.L., et al. Fatty acid amides of ethanolamine in mammalian tissues J. Biol. Chem. 240,1019-1024(1965).
2. Yu, M., Ives, D., and Ramesha, C.S. Synthesis of prostaglandin E2 ethanolamide from anandamide by cyclooxygenase-2 J. Biol. Chem. 272(34),21181-21186(1997).
3. Kozak, K.R., Crews, B.C., Morrow, J.D., et al. Metabolism of the endocannabinoids, 2-arachidonylgycerol and anandamide, into prostaglandin, thromboxane, and prostacyclin glycerol esters and ethanolamides J. Biol. Chem. 277(47),44877-44885(2002). |
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