2-Arachidonoyl Glycerol

2-Arachidonoyl glycerol (2-AG) is an endogenous agonist of the cannabinoid (CB) receptors CB1 and CB2 (Kis = 25.3-472 and 145-1,400 nM, respectively). Unlike arachidonoyl ethanolamide (AEA, Cay-90050), 2-AG is present at relatively high levels in the central nervous system and is the most abundant molecular species of monoacylglycerol (MAG) found in rat brain. Formation of 2-AG is calcium-dependent and is mediated by the activities of phospholipase C (PLC) and diacylglycerol (DAG) lipase. 2-AG acts as a full agonist at the CB1 receptor. At a concentration of 0.3 nM, 2-AG induces a rapid, transient increase in intracellular free calcium in NG108-15 neuroblastoma X glioma cells through a CB1 receptor-dependent mechanism. 2-AG is metabolized in vitro by MAG lipase and fatty acid amide hydrolase (FAAH), with MAG lipase likely being the principle metabolizing enzyme in vivo.Formal Name: 5Z,8Z,11Z,14Z-eicosatetraenoic acid, 2-glyceryl ester. CAS Number: 53847-30-6. Synonyms: 2-AG. Molecular Formula: C23H38O4. Formula Weight: 378.6. Purity: >95% (as a 9:1 mixture of the 2-AG and 1-AG). Formulation: (Request formulation change), A solution in acetonitrile. Solubility: DMSO: 10 mg/ml, Ethanol: Miscible, PBS (pH 7.2): ~150 µg/ml. SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC(CO)CO. InChi Code: InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-. InChi Key: RCRCTBLIHCHWDZ-DOFZRALJSA-N. Side Chain Carbon Sum: 20:4.