N-Arachidonoyldopamine | Endogenous TRPV1 activator

CAS:
199875-69-9
Catalog Number:
10-1479
Activity:
Endogenous TRPV1 activator
Chemical Name:
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)dopamine
Alternate Name:
NADA; AA-DA
Molecular Weight:
439.63
Molecular Formula:
C28H41NO3
Solubility:
Soluble in DMSO (up to 50 mg/ml).
Physical Properties:
Pale yellow viscous oil
Purity:
98% by TLC
NMR (Conforms)
Storage Temperature:
-80° (des.)
Stability:
Stable for 2 years from date of purchase as supplied. Subject to air oxidation Solutions in DMSO may be stored at -80° under an inert atmosphere for up to 1 month.
Shipping Code:
Blue Ice

Available Options

Size:PriceQuantity 
5 mg$46.00
25 mg$182.00

N-Arachidonoyldopamine (199875-69-9) is an endogenous conjugate of arachidonic acid and dopamine.1 May be the “endogenous capsaicin like substance” in the CNS acting at TRPV1 channels, EC50~ 50 nM1. Also acts as a selective cannabinoid CB1 agonist (Ki=0.25 and 15 μM for CB1 and CB2 respectively)2 and results in a distinct signaling profile from any known cannabinoid3. Competitive inhibitor of FAAH and anandamide transport.4. Modulates acute systemic inflammation via non-hematopoietic TRPV1.5

References/Citations:

1) Huang et al. (2002), An endogenous capsaicin-like substance with high potency at recombinant and native vanilloid VR1 receptors; Proc. Natl. Acad. Sci. USA, 99 8400
2) Bisogno et al. (2000), 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., 351 Pt 3 817
3) Redmund et al. (2016), Identification of N-arachidonoyl dopamine as a highly biased ligand at cannabinoid CB1 receptors; Br. J. Pharmacol., 173 115
4) Petrocellis et al. (2000), Overlap between the ligand recognition properties of the anandamide transporter and the VR1 vanilloid receptor: inhibitors of anandamide uptake with negligible capsaicin-like activity; FEBS Lett., 483 52
5) Lawton et al. (2017), N-Arachidonoyl Dopamine Modulates Acute Systemic Inflammation via Nonhematopoietic TRPV1; J. Immunol., 199 1465

CAS:
199875-69-9
Catalog Number:
10-1479
Activity:
Endogenous TRPV1 activator
Chemical Name:
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)dopamine
Alternate Name:
NADA; AA-DA
Molecular Weight:
439.63
Molecular Formula:
C28H41NO3
Solubility:
Soluble in DMSO (up to 50 mg/ml).
Physical Properties:
Pale yellow viscous oil
Purity:
98% by TLC
NMR (Conforms)
Storage Temperature:
-80° (des.)
Stability:
Stable for 2 years from date of purchase as supplied. Subject to air oxidation Solutions in DMSO may be stored at -80° under an inert atmosphere for up to 1 month.
Shipping Code:
Blue Ice

Safety Data Sheet:

N/A

Product Data Sheet:

N/A

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