N-arachidonoyl-dopamine

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N-arachidonoyl-dopamine
275px
IUPAC name	(5Z,8Z,11Z,14Z)-N-[2-(3,4-dihydroxyphenyl) ethyl]icosa-5,8,11,14-tetraenamide
Other names	NADA
Identifiers
CAS number	199875-69-9
PubChem	5282105
SMILES	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O) NCCC1=CC(=C(C=C1)O)O
Properties
Molecular formula	C₂₈H₄₁NO₃
Molar mass	439.63 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

N-arachidonoyl-dopamine, or NADA is a ligand (or chemical 'key') agonist (activator) to CB1 receptors which is an activation site for endocannabinoid and endovanilloid (aka vanilloid) ligands^[1]. Specifically, NADA binds to both TRPV1 (a TRP-vanilloid cation channel receptor) and CB1 (an endocannabinoid receptor), a peculiarity among neurochemicals which normally bind to only one type of receptor.

References

↑ Ralevic V. (July 2003). "Cannabinoid modulation of peripheral autonomic and sensory neurotransmission.". European journal of pharmacology 472 (1-2): 1-21. PMID 12860468.

External links

General information about NADA.

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Cannabinoids

Plant cannabinoids

CBD • CBDV • CBN • CBG • CBV • CBL • THC • THC-C4 • THCV

Cannabinoid metabolites

11-Hydroxy-THC • 11-nor-9-Carboxy-THC

Endogenous cannabinoids

Arachidonoyl ethanolamide (Anandamide or AEA) • 2-Arachidonoylglycerol (2-AG) • 2-Arachidonyl glyceryl ether (noladin ether) • Virodhamine • N-arachidonoyl-dopamine (NADA)

Synthetic cannabinoid agonists

Classical cannabinoids (Dibenzopyrans)	A-41988 • Ajulemic acid • AM-087 • AM-411 • AM-855 • AM-905 • AM-906 • AM-919 • AM-938 • AM-4030 • AMG-1 • AMG-3 • AMG-36 • AMG-41 • Dexanabinol (HU-211) • DMHP • Dronabinol • HU-210 • JWH-051 • JWH-133 • JWH-139 • L-759,633 • L-759,656 • Levonantradol • Nabilone • Nabitan • O-806 • O-823 • O-1057 • O-1125 • O-1238 • O-2545 • Parahexyl • THC-O-acetate • THC-O-phosphate
Nonclassical cannabinoids	CP 47,497 • CP 55,244 • CP 55,940 • HU-308 • 2-Isopropyl-5-methyl-1-(2,6-dihydroxy-4-nonylphenyl)cyclohex-1-ene
Aminoalkylindoles	AM-630 • AM-1241 • JWH-015 • JWH-018 • JWH-073 • JWH-081 • JWH-200 • L-768,242 • Pravadoline • WIN 55,212-2
Aminoalkylpyrroles	JWH-030 • JWH-147 • JWH-307
Eicosanoids	AM-883 • Arachidonyl-2'-chloroethylamide • Arachidonylcyclopropylamide • Methanandamide • O-585 • O-689 • O-1812 • O-1860 • O-1861
Others	BAY 38-7271 • BAY 59-3074 • JWH-171 • O-2220