N-Arachidonoyl Dopamine

N-Arachidonoyl dopamine (NADA) is an arachidonoyl amino acid and cannabinoid (CB) receptor 1 agonist (Ki = 250 nM in rat brain membranes, which highly express CB1 receptors). It is selective for CB1 over CB2 receptors (Ki = 12,000 nM in rat spleen membranes, which highly express CB2 receptors). NADA induces intracellular calcium mobilization in N18TG2 neuroblastoma cells (EC50 = 0.7 µM). It inhibits the proliferation of MCF-7 breast cancer cells (IC50 = 0.25 µM), an effect that can be reversed by the CB1 receptor antagonist SR141716A (rimonabant, Cay-9000484). NADA (10 mg/kg) induces hypothermia, catalepsy, hypolocomotion, and analgesia in mice.Formal Name: N-[2-(3,4-dihydroxyphenyl)ethyl]-5Z,8Z,11Z,14Z-eicosatetraenamide. CAS Number: 199875-69-9. Synonyms: NADA. Molecular Formula: C28H41NO3. Formula Weight: 439.6. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: 0.1 M Na2CO3: Colloidal suspension @ <100 µg, DMF: Miscible, DMSO: Miscible, Ethanol: Miscible, Ethanol:PBS (1:1): 100 µg/ml (colloidal suspensio. lambdamax: 211, 284 nm. SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCc1ccc(O)c(O)c1. InChi Code: InChI=1S/C28H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(32)29-23-22-25-20-21-26(30)27(31)24-25/h6-7,9-10,12-13,15-16,20-21,24,30-31H,2-5,8,11,14,17-19,22-23H2,1H3,(H,29,32)/b7-6-,10-9-,13-12-,16-15-. InChi Key: MVVPIAAVGAWJNQ-DOFZRALJSA-N.