Description
11β-Prostaglandin F
2α ethanolamide (11β-PGF
2α-EA) is the theoretical hepatic metabolite of PGD
2-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 PGD
2-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).