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:

Materials provided by Focus Biomolecules are for laboratory research use only and are not intended for human or veterinary applications. Please note that we do not sell to individuals and that all orders placed by non-research organizations will incur a $20 restocking/refund fee

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