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:
Molecular Weight:
417.62
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
form
powder
Quality Level
color
white to off-white
solubility
H2O: <0.2 mg/mL
DMSO: 20 mg/mL
storage temp.
−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-
InChI key
OPZKBPQVWDSATI-KHPPLWFESA-N
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
Daniel Ursu et al.
European journal of pharmacology, 641(2-3), 114-122 (2010-06-26)
TRPV1 (transient receptor potential vanilloid 1) is a ligand-gated ion channel expressed predominantly in nociceptive primary afferents that plays a key role in pain processing. In vivo activation of TRPV1 receptors by natural agonists like capsaicin is associated with a
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.
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
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