| Identification | Back Directory | [Name]
(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 | [CAS]
1175838-84-2 | [Synonyms]
Bimatoprost serinol amide
17-phenyl trinor Prostaglandin F2α serinol amide
(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 | [Molecular Formula]
C26H39NO6 | [MDL Number]
MFCD08062131 | [MOL File]
1175838-84-2.mol | [Molecular Weight]
461.59 |
| Chemical Properties | Back Directory | [Boiling point ]
737.3±60.0 °C(Predicted) | [density ]
1.231±0.06 g/cm3(Predicted) | [solubility ]
DMF: 10 mg/ml; DMSO: 10 mg/ml; Ethanol: 10 mg/ml; PBS (pH7.2): .5 mg/ml | [pka]
13.97±0.10(Predicted) |
| Hazard Information | Back Directory | [Description]
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 receptor1,2. 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 PGF2α serinol amide is a stable analog of PGF2α 2-glyceryl ester incorporating an activity-enhancing 17-phenyl substitution. The biological activity of 17-phenyl trinor PGF2α serinol amide has not yet been determined. | [Uses]
Bima SA (Bimatoprost serinol amide) is a Prostaglandin analog and has the potential for the research of glaucoma[1]. | [References]
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). |
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