O-Arachidonoyl Glycidol

2-Arachidonoyl glycerol (2-AG) is an endogenous ligand that binds to both central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors and is involved in the regulation of a broad range of neurotransmitter signalling functions with implications in neurodegenerative diseases, pain, cancer, and obesity. Levels of this endocannabinoid are regulated by hydrolysis to glycerol and arachidonic acid by the enzyme monoacylglycerol lipase. O-Arachidonoyl glycidol is a 2-arachidonoyl glycerol analog that blocks 2-oleoyl glycerol hydrolysis in the cytosolic and membrane fractions of rat cerebella with IC50 values of 4.5 and 19 µM, respectively. O-Arachidonoyl glycidol inhibits fatty acid amide hydrolase-catalyzed hydrolysis of arachidonoyl ethanolamide in the membrane fraction of rat cerebella with an IC50 value of 12 µM.Formal Name: 5Z,8Z,11Z,14Z-eicosatetraenoic acid, oxiranylmethyl ester. CAS Number: 439146-24-4. Molecular Formula: C23H36O3. Formula Weight: 360.5. Purity: >98%. Formulation: (Request formulation change), A solution in methyl acetate. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 50 mg/ml. SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC1CO1. InChi Code: InChI=1S/C23H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(24)26-21-22-20-25-22/h6-7,9-10,12-13,15-16,22H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-. InChi Key: ACYNJBAUKQMZDF-DOFZRALJSA-N.