OlvanilCAS: 58493-49-5
MF: C26H43NO3
MW: 417.6
A TRPV1 agonist more potent than capsaicin.

Olvanil (CAS 58493-49-5)

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Application: A TRPV1 agonist more potent than capsaicin
CAS Number: 58493-49-5
Molecular Weight: 417.6
Molecular Formula: C26H43NO3
* Refer to Certificate of Analysis for lot specific data (including water content).
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Olvanil is a potent agonist of the VR1 (TRPV1) receptor. Olvanil is described to be a 10-fold more potent agonist than Capsaicin (sc-3577) at the TRPV1. Also reported to act as a "hybrid" activator of CB1 receptor (CB1: Ki=1.6 μM; CB2: Ki=15 μM) Olvanil is also demonstrated to block intracellular accumulation of Anandamide (sc-200790) through interaction with the anandamide transporter at concentrations similar to those needed for TRPV1 activation. Also inhibits FAAH (fatty acid amide hydrolase ) (IC50=20μM).


References

1. Hughes, S.R., et al. 1992. Eur. J. Pharmacol. 219: 481-484. PMID: 1425974
2. Di Marzo, V., et al. 1998. FEBS Lett. 436: 449-454. PMID: 9801167
3. Beltramo, M. and Piomelli, D. 1999. Eur. J. Pharmacol. 364: 75-78. PMID: 9920187
4. Szallasi, A., et al. 1999. Mol. Pharmacol. 56: 581-587. PMID: 10462546
5. Chu, K.M., et al. 2010. Neuropharmacology. 58: 383-391. PMID: 19825380

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO (>25 mg/ml), water (<0.2 mg/ml), and ethanol (25 mM).
Storage :
Store at -20° C
Melting Point :
243.09° C (Predicted)
Boiling Point :
596.12° C at 760 mmHg (Predicted)
Density :
0.98 g/cm3 (Predicted)
Refractive Index :
n20D 1.51 (Predicted)
IC50 :
TRPV1: EC5050 = 33 nM (human); TRPV1: EC5050 = 6.71 nM (rat); anandamide uptake: IC50 = 9 µM; fatty acid amide hydrolase: IC50 = 20 µM
Ki Data :
CB1: Ki= 1.6 µM; CB2: Ki= 15 µM; TRPV1: Ki= 0.4 µM; anandamide uptake: Ki= 14.1 µM
pK Values :
pKa: 9.77 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
RG2242130
PubChem CID :
5311093
MDL Number :
MFCD00673962
SMILES :
CCCCCCCC\\C=C/CCCCCCCC(=O)NCC1=CC(OC)=C(O)C=C1

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Certificate of Analysis

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