NADA

• CAT Number: M127085
• CAS Number: 199875-69-9
• Molecular Formula: C28H41NO3
• Molecular Weight: 439.64
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: (5Z,8Z,11Z,14Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]icosa-5,8,11,14-tetraenamide
• InChI: 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-
• InChIKey: MVVPIAAVGAWJNQ-DOFZRALJSA-N
• SMILES: CCCCCC=CCC=CCC=CCC=CCCCC(=O)NCCC1=CC(=C(C=C1)O)O

Several different arachidonoyl amino acids, including N-<wbr></wbr>arachidonoyl dopamine (NADA), have been isolated and characterized from bovine brain. NADA is the amide of the neurotransmitter dopamine and arachidonic acid. NADA is a CB1-<wbr></wbr>selective agonist, inducing the typical tetrad of hypothermia, analgesia, catalepsy, and hypomotility in rats which exceeds that of anandamide (AEA). NADA is a full agonist at the vanilloid receptor 1, but is inactive on the dopaminergic D1 and D2 receptors. NADA is also a potent inhibitor (IC50 = 0.25 µM) of the proliferation of MCF-<wbr></wbr>7 breast carcinoma cells. Recent reports of NADA’s endothelium-<wbr></wbr>dependent vasodilation indicate that some of its cannabinergic activities antagonized by SR141716A may be non-<wbr></wbr>CB1/CB2 dependent.