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O0257

Sigma-Aldrich

Olvanil

powder

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C26H43NO3
Número CAS:
58493-49-5
Peso molecular:
417.62
Número MDL:
MFCD00673962
Código UNSPSC:
51111800
ID de substância PubChem:
24897928
NACRES:
NA.77

Formulário

powder

Nível de qualidade

200

cor

white to off-white

solubilidade

H2O: <0.2 mg/mL
DMSO: 20 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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-

chave InChI

OPZKBPQVWDSATI-KHPPLWFESA-N

Informações sobre genes

human ... TRPV1(7442)

Categorias relacionadas

Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
SLBW9518
SLBV1845
SLBP4122V
SLBM2190V
SLBL6238V

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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
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
Min-Goo Lee et al.
British journal of pharmacology, 146(4), 596-603 (2005-08-02)
Certain fatty acid amides such as anandamide (AEA) and olvanil are agonists for the transient receptor potential, vanilloid-1 (TRPV1) receptor, but have been found to activate TRPV1-containing C-fibers in some tissues but not others. We used extracellular recording and whole-cell
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.
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