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Merck
CN

O0257

Olvanil

powder

别名:

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

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关于此项目

经验公式(希尔记法):
C26H43NO3
化学文摘社编号:
分子量:
417.62
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
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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

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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

新产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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M Beltramo et al.
European journal of pharmacology, 364(1), 75-78 (1999-01-27)
The structural similarities between the anandamide transport inhibitor N-(4-hydroxyphenyl)-arachidonylamide (AM404) and the synthetic vanilloid agonist olvanil [(N-vanillyl)-9-oleamide], prompted us to investigate the possibility that olvanil may interfere with anandamide transport. The intracellular accumulation of [3H]anandamide by human astrocytoma cells was
Edmundo Castillo et al.
Biochemical and biophysical research communications, 356(2), 424-430 (2007-03-17)
Capsaicin (Cap) and its analogs (CAPanalogs) have diverse effects in sensory neurons including analgesia, implying they modulate other cellular targets besides the TRPV1 Cap receptor. Since Cap and CAPanalogs are not largely available and their chemical synthesis is cumbersome, they
Vincenzo Micale et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 34(3), 593-606 (2008-06-27)
The endocannabinoid-inactivating enzyme, fatty acid amide hydrolase (FAAH), and the transient receptor potential vanilloid type-1 (TRPV1) channel are new targets for the development of anxiolytic drugs. We studied the effect on anxiety-like behavior in the elevated plus maze of a
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
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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