(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]-N-(1,3-dihydroxypropan-2-yl)hept-5-enamide

2-Arachidonyl glycerol (2-AG) exhibits cannabinoid agonist activity at the central cannabinoid (CB₁) receptor, is an important endogenous monoglyceride species, and is thus considered to be the natural ligand for the CB₁ receptor^1,2. 2-AG can also be metabolized by COX-2 to form prostaglandin (PG) 2-glyceryl esters.³ These 2-glyceryl esters rapidly equilibrate to form 90:10 mixtures favoring the more stable 1-glyceryl ester. 17-phenyl trinor PGF_2α serinol amide is a stable analog of PGF_2α 2-glyceryl ester incorporating an activity-enhancing 17-phenyl substitution. The biological activity of 17-phenyl trinor PGF_2α serinol amide has not yet been determined.

Bima SA (Bimatoprost serinol amide) is a Prostaglandin analog and has the potential for the research of glaucoma[1].

1. Sugiura, T., Kodaka, T., Kondo, S., et al. Is the cannabinoid CB₁ receptor a 2-arachidonoylglycerol receptor Structural requirements for triggering a Ca²⁺ transient in NG108-15 cells J. Biochem. 122(4),890-895(1997).
2. Kondo, S., Kondo, H., Nakane, S., et al. 2-Arachidonoylglycerol, an endogenous cannabinoid receptor agonist: Identification as one of the major species of monoacylglycerols in various rat tissues, and evidence for its generation through Ca²⁺-dependent and -independent mechanisms FEBS Lett. 429(2),152-156(1998).
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).