THC Science

N-Arachidonoyl dopamine
Names
	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 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL138921 ;
ChemSpider	4445314 ;
PubChem CID	5282105;
CompTox Dashboard (EPA)	DTXSID70415208 ;
	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- Key: MVVPIAAVGAWJNQ-DOFZRALJSA-N ; InChI=1/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- Key: MVVPIAAVGAWJNQ-DOFZRALJBM;
	SMILES CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCC1=CC(=C(C=C1)O)O;
Properties
Chemical formula	C28H41NO3
Molar mass	439.63 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

N-Arachidonoyl dopamine (NADA) is an endocannabinoid that acts as an agonist of the CB₁ receptor^[1] and the transient receptor potential V1 (TRPV1) ion channel. Its discovery was described in 2002 by an academic research group from Italy and the USA. It was found in the brain of rats, with especially high concentrations in the hippocampus, cerebellum, and striatum. It activates the TRPV1 channel with an EC₅₀ of approximately of 50nM. The high potency makes it the putative endogenous TRPV1 agonist.^[2]

References

^ Ralevic V (July 2003). "Cannabinoid modulation of peripheral autonomic and sensory neurotransmission". European Journal of Pharmacology. 472 (1–2): 1–21. doi:10.1016/S0014-2999(03)01813-2. PMID 12860468.
^ Huang SM, Bisogno T, Trevisani M, Al-Hayani A, De Petrocellis L, Fezza F, Tognetto M, Petros TJ, Krey JF, Chu CJ, Miller JD, Davies SN, Geppetti P, Walker JM, Di Marzo V (June 2002). "An endogenous capsaicin-like substance with high potency at recombinant and native vanilloid VR1 receptors". Proceedings of the National Academy of Sciences of the United States of America. 99 (12): 8400–5. doi:10.1073/pnas.122196999. PMC 123079. PMID 12060783.{{cite journal}}: CS1 maint: multiple names: authors list (link)