2-Arachidonyl Glycerol ether

2-Arachidonyl glycerol ether (2-AG ether) selectively binds to cannabinoid (CB) receptor 1 (Kis = 21.2 and >3,000 nM for CB1 and CB2, respectively, in a radioligand binding assay). It is a potent and selective agonist of CB1 and GPR55 with EC50 values of 10, 37, and >30,000 nM for CB1, GPR55, and CB2, respectively. 2-AG ether displays the typical tetrad of CB activities in mice. It is more chemically stable than 2-AG (Cay-62160), with an endogenous half-life of hours rather than minutes. However, it is at least 10-fold less potent than 2-AG in eliciting typical CB1-mediated responses. 2-AG ether elicits modest reductions in intraocular pressure in rabbits when administered at doses exceeding 50 µg per eye. It increases aqueous humor outflow via the CB1 receptor in the trabecular meshwork. Administration of 2-AG ether to the nucleus accumbens (0.0625-1 µg) increases dietary intake and enhances fat consumption in rats given access to both high-carbohydrate and high-fat diets.Formal Name: 5Z,8Z,11Z,14Z-eicosatetraen-2-glyceryl ether. CAS Number: 222723-55-9. Synonyms: 2-AG ether, Noladin. Molecular Formula: C23H40O3. Formula Weight: 364.6. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 20 mg/ml, DMSO: 15 mg/ml, Ethanol: 25 mg/ml, Ethanol:PBS(pH 7.2) (1:1): 500 µg/ml. SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC(CO)CO. InChi Code: InChI=1S/C23H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26-23(21-24)22-25/h6-7,9-10,12-13,15-16,23-25H,2-5,8,11,14,17-22H2,1H3/b7-6-,10-9-,13-12-,16-15-. InChi Key: CUJUUWXZAQHCNC-DOFZRALJSA-N. Side Chain Carbon Sum: 20:4.