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Product Details

N-Arachidonoyldopamine | Endogenous TRPV1 activator

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

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Catalog#  10-1479-0005

$40.00
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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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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 3 years as supplied. Solutions in DMSO may be stored at -80° for up to 1 month.
Shipping Code:
Blue Ice
Materials provided by Focus Biomolecules are for laboratory research use only and are not intended for human or veterinary applications.

Focus BiomoleculesPlymouth Meeting, PA USA1-855-FOCUS21

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