1-Arachidonoyl Glycerol

The glyceryl esters of arachidonic acid have been proposed as endogenous cannabinoid ligands. 2-AG is 10 to 100 times more potent than 1-AG in ligand binding affinity and agonist activity at the CB1 receptor, and is thus considered to be the natural ligand. However, 2-AG is chemically unstable and undergoes rapid isomerization to 1-AG (synonymous with 1(3)-AG) both in vitro and in vivo. 1-AG is a frequent contaminant in synthetic 2-AG preparations, and can markedly reduce their cannabinergic potency. 1-AG is a weak CB1 receptor agonist and may have other pharmacologic properties.Formal Name: 5Z,8Z,11Z,14Z-eicosatetraenoic acid, 1-glyceryl ester. CAS Number: 35474-99-8. Synonyms: 1-AG. Molecular Formula: C23H38O4. Formula Weight: 378.6. Purity: >95% (as a 9:1 mixture of the 1-AG and 2-AG). Formulation: (Request formulation change), A solution in acetonitrile. Solubility: Ethanol: Miscible, Ethanol:PBS (1:2): 3 mg/ml. SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)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)27-21-22(25)20-24/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: DCPCOKIYJYGMDN-DOFZRALJSA-N. Side Chain Carbon Sum: 20:4.