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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

N-Arachidonoyl Dopamine

Cayman Chemical Item Number 90057

NADA (CAS 199875-69-9)

N-Arachidonoyl Dopamine (CAS 199875-69-9)

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Description

Several different arachidonoyl amino acids, including N-arachidonoyl dopamine (NADA), have been isolated and characterized from bovine brain.1 NADA is the amide of the neurotransmitter dopamine and arachidonic acid. NADA is a CB1-selective agonist, inducing the typical tetrad of hypothermia, analgesia, catalepsy, and hypomotility in rats which exceeds that of anandamide (AEA).2 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-7 breast carcinoma cells. Recent reports of NADA’s endothelium-dependent vasodilation indicate that some of its cannabinergic activities antagonized by SR141716A may be non-CB1/CB2 dependent.3

1 Huang, S.M., Bisogno, T., Petros, T.J., et al. Identification of a new class of molecules, the arachidonyl amino acids, and characterization of one member that inhibits pain. J Biol Chem 276(46) 42639-42644 (2001).

2 Bisogno, T., Melck, D., Bobrov, M.Y., et al. N-acyl-dopamines: Novel synthetic CB1 cannabinoid-receptor ligands and inhibitors of anandamide inactivation with cannabimimetic activity in vitro and in vivo. Biochem J 351 817-824 (2001).

3 Randall, M., and Maxey, K.M. Personal Communication. (2003).

Synonyms
  • NADA
Formal Name N-​[2-​(3,​4-​dihydroxyphenyl)ethyl]-​5Z,​8Z,​11Z,​14Z-​eicosatetraenamide
CAS Number 199875-69-9
Molecular Formula C28H41NO3
Formula Weight 439.6
Formulation A solution in ethanol
Purity >98%
λmax 211, 284 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)​NCCc1ccc(O)​c(O)​c1

Background Reading

Huang, S.M., Bisogno, T., Petros, T.J., et al. Identification of a new class of molecules, the arachidonyl amino acids, and characterization of one member that inhibits pain. J Biol Chem 276(46) 42639-42644 (2001).

Bisogno, T., Melck, D., Bobrov, M.Y., et al. N-acyl-dopamines: Novel synthetic CB1 cannabinoid-receptor ligands and inhibitors of anandamide inactivation with cannabimimetic activity in vitro and in vivo. Biochem J 351 817-824 (2001).

Randall, M., and Maxey, K.M. Personal Communication. (2003).

N-Arachidonoyl Dopamine is available in the following screening library:

Size Price Quantity Subtotal
5 mg $38.00 $0.00
10 mg $72.00 $0.00
50 mg $304.00 $0.00
100 mg $532.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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