O-Arachidonoyl Ethanolamine (hydrochloride)

Arachidonoyl ethanolamide (AEA) was the first endogenous cannabinoid to be isolated and characterized as an agonist acting on the same receptors (CB1 and CB2) as tetrahydrocannabinols (THC). Since that time, a number of related endocannabinoids have been isolated, most notably 2-arachidonoyl glycerol (2-AG). O-Arachidonoyl ethanolamine hydrochloride (O-AEA) is a recently isolated constituent of human and rat brain wherein the ethanolamine moiety is attached "backwards", as an ester instead of an amide, as in AEA. O-AEA has mixed agonist/antagonist activity at the CB1 receptor and does not appear to be the native endogenous cannabinoid agonist at this receptor. This is in keeping with other observations that 2-AG is the primary endogenous CB1 receptor ligand.Formal Name: 5Z,8Z,11Z,14Z-eicosatetraenoic acid, 2-aminoethyl ester, monohydrochloride. CAS Number: 443129-35-9. Synonyms: O-AEA, Arachidonic Acid-(2-aminoethyl)-ester, Virodhamine. Molecular Formula: C22H37NO2 . HCl. Formula Weight: 384.0. Purity: >98%. Formulation: (Request formulation change), A neat oil. Solubility: DMF: 40 mg/ml, DMSO: 40 mg/ml, Ethanol: 20 mg/ml, PBS: > 100 µg/ml. SMILES: CCCCC\C=C/C\C=C/C/C=C\C/C=C\CCCC(OCCN)=O.Cl. InChi Code: InChI=1S/C22H37NO2.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)25-21-20-23,/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21,23H2,1H3,1H/b7-6-,10-9-,13-12-,16-15-,. InChi Key: BNTZVCDZOZGRSZ-XVSDJDOKSA-N.