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Merck
CN

O0257

Olvanil

powder

Synonym(s):

(N-Vanillyl)-9-oleamide, N-Vannilyloleoylamide

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About This Item

Empirical Formula (Hill Notation):
C26H43NO3
CAS Number:
58493-49-5
Molecular Weight:
417.62
NACRES:
NA.77
PubChem Substance ID:
24897928
UNSPSC Code:
51111800
MDL number:
MFCD00673962

Key Documents

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InChI

1S/C26H43NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26(29)27-22-23-19-20-24(28)25(21-23)30-2/h10-11,19-21,28H,3-9,12-18,22H2,1-2H3,(H,27,29)/b11-10-

SMILES string

CCCCCCCC\C=C/CCCCCCCC(=O)NCc1ccc(O)c(OC)c1

InChI key

OPZKBPQVWDSATI-KHPPLWFESA-N

form

powder

color

white to off-white

solubility

H2O: <0.2 mg/mL, DMSO: 20 mg/mL

storage temp.

−20°C

Quality Level

200

Gene Information

human ... TRPV1(7442)

Related Categories

Application

Olvanil has been used as a vanilloid (VR1) receptors agonist in rat VR1-transfected human embryonic kidney cells (rVR1-HEK) and dorsal root ganglion (DRG) cells to test its effect on calcium levels.

Biochem/physiol Actions

Olvanil is a vanilloid receptor agonist. It is an analog of capsaicin and is non-pungent. It is an orally active analgesic that alleviates pain by desensitizing nociceptors.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLBW9518
SLBV1845
SLBP4122V
SLBM2190V
SLBL6238V

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Liu Yang et al.
Biochemical and biophysical research communications, 410(4), 841-845 (2011-06-28)
We examined the effects of TRPV1 agonists olvanil and piperine on glutamatergic spontaneous excitatory transmission in the substantia gelatinosa (SG) neurons of adult rat spinal cord slices with the whole-cell patch-clamp technique. Bath-applied olvanil did not affect the frequency and
Kit-Man Chu et al.
Toxicology letters, 192(3), 402-407 (2009-11-26)
Pungent transient receptor potential vanilloid (TRPV1) channel activators have been shown to have broad inhibitory anti-emetic activity against centrally- and peripherally acting challenges but only at doses that have adverse effects on the cardiovascular system and on temperature homeostasis. In
Pouya Movahed et al.
British journal of pharmacology, 146(2), 171-179 (2005-07-06)
The endocannabinoid anandamide is an emerging potential signalling molecule in the cardiovascular system. Anandamide causes vasodilatation, bradycardia and hypotension in animals and has been implicated in the pathophysiology of endotoxic, haemorrhagic and cardiogenic shock, but its vascular effects have not
Kit-Man Chu et al.
Neuropharmacology, 58(2), 383-391 (2009-10-15)
Anti-emetic drugs such as the tachykinin NK(1) receptor antagonists are useful to control emesis induced by diverse challenges. Evidence suggests pungent capsaicin-like TRPV1 activators also have broad inhibitory anti-emetic activity. However, pungent compounds are associated with undesirable effects including adverse
J C Jerman et al.
British journal of anaesthesia, 89(6), 882-887 (2002-11-28)
Anandamide, an endogenous lipid, activates both cannabinoid (CB(1)) and vanilloid (VR1) receptors, both of which are co-expressed in rat dorsal root ganglion (DRG) cells. Activation of either receptor results in analgesia but the relative contribution of CB(1) and VR1 in
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