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N-Arachidonoyl dopamine

Names

[ CAS No. ]:
199875-69-9

[ Name ]:
N-Arachidonoyl dopamine

[Synonym ]:
N-Arachidonoyl dopamine
N-Arachidonyl dopamine
Arachidonoyl dopamine
NADA
N-arachidonoyldopamine
Arachidonyl dopamine
AA-DA
(5Z,8Z,11Z,14Z)-N-[2-(3,4-Dihydroxyphenyl)ethyl]-5,8,11,14-icosatetraenamide
(5Z,8Z,11Z,14Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]icosa-5,8,11,14-tetraenamide
5,8,11,14-Eicosatetraenamide, N-[2-(3,4-dihydroxyphenyl)ethyl]-, (5Z,8Z,11Z,14Z)-

Biological Activity

[Description]:

N-Arachidonyldopamine is a potent and selective endogenous CB1 receptor agonist with a Ki of 250 nM[1]. N-Arachidonyldopamine is also a potent and selective TRPV1 agonist an with EC50 of ~ 50 nM[2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel
Research Areas >> Neurological Disease
Signaling Pathways >> GPCR/G Protein >> Cannabinoid Receptor

[Target]

CB1:250 nM (Ki)

TRPV1:~50 nM (EC50)


[References]

[1]. Bisogno T, et al. N-acyl-dopamines: novel synthetic CB(1) cannabinoid-receptor ligands and inhibitors of anandamide inactivation with cannabimimetic activity in vitro and in vivo. Biochem J. 2000 Nov 1;351 Pt 3(Pt 3):817-24.

[2]. Huang SM, et al. An endogenous capsaicin-like substance with high potency at recombinant and native vanilloid VR1 receptors. Proc Natl Acad Sci U S A. 2002 Jun 11;99(12):8400-5.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
640.0±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C28H41NO3

[ Molecular Weight ]:
439.630

[ Flash Point ]:
340.8±31.5 °C

[ Exact Mass ]:
439.308655

[ PSA ]:
69.56000

[ LogP ]:
7.07

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.546

Safety Information

[ Hazard Codes ]:
F,Xi

[ Risk Phrases ]:
R11

[ Safety Phrases ]:
S16

[ RIDADR ]:
UN 1170 3/PG 2

Related Compounds