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O0257

Sigma-Aldrich

Olvanil

powder

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C26H43NO3
CAS-Nummer:
58493-49-5
Molekulargewicht:
417.62
MDL-Nummer:
MFCD00673962
UNSPSC-Code:
51111800
PubChem Substanz-ID:
24897928
NACRES:
NA.77

Form

powder

Qualitätsniveau

200

Farbe

white to off-white

Löslichkeit

H2O: <0.2 mg/mL
DMSO: 20 mg/mL

Lagertemp.

−20°C

SMILES String

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

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-

InChIKey

OPZKBPQVWDSATI-KHPPLWFESA-N

Angaben zum Gen

human ... TRPV1(7442)

Anwendung

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. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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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
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.
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
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
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
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