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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)

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
Z-Z Wu et al.
Neuroscience, 141(1), 407-419 (2006-05-09)
Olvanil ((N-vanillyl)-9-oleamide), a non-pungent transient receptor potential vanilloid type 1 agonist, desensitizes nociceptors and alleviates pain. But its molecular targets and signaling mechanisms are little known. Calcium influx through voltage-activated Ca(2+) channels plays an important role in neurotransmitter release and
Yin Duan et al.
Basic & clinical pharmacology & toxicology, 100(2), 91-95 (2007-01-25)
This investigation was conducted to provide further insight into the effects of vanilloid (subtype 1) receptor (VR1) drugs at voltage-gated sodium channels and examine the potential of this interaction to influence release of neurotransmitters from synaptosomes prepared from mammalian brain.
Jan Hoffmann et al.
Pain, 153(11), 2226-2232 (2012-08-21)
The transient receptor potential vanilloid channel 1 (TRPV1) is a nociceptive transducer located on nociceptive neurons. TRPV1 channels located on peripheral neurons mainly transduce the sense of heat and are also activated by low pH or capsaicin. The role of
L Alenmyr et al.
Allergy, 64(5), 807-810 (2009-02-18)
Patients with allergic rhinitis may be abnormally sensitive to stimulation of the ion channel transient receptor potential vanilloid-1 (TRPV1). To examine effects of various TRP ion channel activators on sensory symptoms in allergic rhinitis prior to and during seasonal allergen
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