ArvanilA cannabinoid CB1 and vanilloid TRPV1 (VR) agonist

Arvanil (CAS 128007-31-8)

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Synonym: N-Vanillylarachidonamide; N- [(4- hydroxy- 3- methoxyphenyl)methyl]- 5Z, 8Z, 11Z, 14Z- eicosatetraenamide
Application: A cannabinoid CB1 and vanilloid TRPV1 (VR) agonist
CAS Number: 128007-31-8
Purity: ≥98%
Molecular Weight: 439.6
Molecular Formula: C28H41NO3
* Refer to Certificate of Analysis for lot specific data (including water content).
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Arvanil is a cannabinoid CB1 and VR1 (vanilloid TRPV1) agonist (Ki values are 0.5 and 0.3 μM respectively). Arvanil as a vanilloid analog is 100-fold more potent than Anandamide in producing hypothermia, catalepsy and inhibiting spontaneous activity when administered to mice. Arvanil also inhibits the anandamide transporter (IC50 = 3.6 μM). Furthermore, Arvanil is reported to induce apoptosis. Arvanil is an inhibitor of FAAH.


References

1. Di Marzo, V., et al. 2000. Eur. J. Pharmacol. 406: 363-374. PMID: 11040343
2. Melck, D., et al. 1999. Biochem. Biophys. Res. Commun. 262: 275-284. PMID: 10448105
3. De Petrocellis, L., et al. 2000. FEBS Lett. 483: 52-56. PMID: 11033355

Usage :
Stock solutions are stable for up to 3 months at -20°C when stored under an atmosphere of argon or nitrogen.
Appearance :
Oil
Physical State :
Liquid
Solubility :
Soluble in DMSO (40 mg/ml), and ethanol (20 mg/ml).
Storage :
Store at -20° C
Melting Point :
258.94° C (Predicted)
Boiling Point :
619.43° C at 760 mmHg (Predicted)
Density :
1.00 g/mL (Predicted)
Refractive Index :
n20D 1.53 (Predicted)
IC50 :
anandamide uptake : IC50 = 3.6 µM; fatty acid amide hydrolase: IC50 = 3 µM
Ki Data :
CB1: Ki= 0.5 µM; CB2: Ki= >15 µM; TRPV1: Ki= 0.3 µM
pK Values :
pKa: 9.76 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
JX3845000
PubChem CID :
6449767
MDL Number :
MFCD01752675
SMILES :
CCCCC/C=C\\C/C=C\\C/C=C\\C/C=C\\CCCC(=O)NCC1=CC(=C(C=C1)O)OC

Download SDS (MSDS)

Certificate of Analysis

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