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58493-49-5,MFCD00673962
Catalog No.:AA00E9L2

58493-49-5 | OLVANIL

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5mg
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10mg
≥98%
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$138.00   $96.00
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25mg
≥98%
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$325.00   $227.00
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50mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00E9L2
Chemical Name:
OLVANIL
CAS Number:
58493-49-5
Molecular Formula:
C26H43NO3
Molecular Weight:
417.6245
MDL Number:
MFCD00673962
SMILES:
CCCCCCCC/C=C\CCCCCCCC(=O)NCc1ccc(c(c1)OC)O
Properties
Computed Properties
 
Complexity:
438  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
18  
XLogP3:
8.1  

Literature

Title: Olvanil acts on transient receptor potential vanilloid channel 1 and cannabinoid receptors to modulate neuronal transmission in the trigeminovascular system.

Journal: Pain 20121101

Title: The SAR analysis of TRPV1 agonists with the α-methylated B-region.

Journal: Bioorganic & medicinal chemistry letters 20120815

Title: Identification of drug modulators targeting gene-dosage disease CMT1A.

Journal: ACS chemical biology 20120720

Title: TRPV1 and TRPA1 stimulation induces MUC5B secretion in the human nasal airway in vivo.

Journal: Clinical physiology and functional imaging 20111101

Title: TRPV1 agonist piperine but not olvanil enhances glutamatergic spontaneous excitatory transmission in rat spinal substantia gelatinosa neurons.

Journal: Biochemical and biophysical research communications 20110715

Title: Differential effects of TRPV1 receptor ligands against nicotine-induced depression-like behaviors.

Journal: BMC pharmacology 20110101

Title: Pungency of TRPV1 agonists is directly correlated with kinetics of receptor activation and lipophilicity.

Journal: European journal of pharmacology 20100901

Title: Olvanil, a non-pungent vanilloid enhances the gastrointestinal toxicity of cisplatin in the ferret.

Journal: Toxicology letters 20100215

Title: Olvanil: a non-pungent TRPV1 activator has anti-emetic properties in the ferret.

Journal: Neuropharmacology 20100201

Title: Altered responses of dopamine D3 receptor null mice to excitotoxic or anxiogenic stimuli: Possible involvement of the endocannabinoid and endovanilloid systems.

Journal: Neurobiology of disease 20091001

Title: TRPV1-mediated itch in seasonal allergic rhinitis.

Journal: Allergy 20090501

Title: Anxiolytic effects in mice of a dual blocker of fatty acid amide hydrolase and transient receptor potential vanilloid type-1 channels.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20090201

Title: Activation of recombinant human TRPV1 receptors expressed in SH-SY5Y human neuroblastoma cells increases [Ca(2+)](i), initiates neurotransmitter release and promotes delayed cell death.

Journal: Journal of neurochemistry 20070801

Title: Enzymatic synthesis of capsaicin analogs and their effect on the T-type Ca2+ channels.

Journal: Biochemical and biophysical research communications 20070504

Title: Vanilloid (subtype 1) receptor-modulatory drugs inhibit [3H]batrachotoxinin-A 20-alpha-benzoate binding to Na+ channels.

Journal: Basic & clinical pharmacology & toxicology 20070201

Title: Signaling mechanisms of down-regulation of voltage-activated Ca2+ channels by transient receptor potential vanilloid type 1 stimulation with olvanil in primary sensory neurons.

Journal: Neuroscience 20060811

Title: Effect of olvanil and anandamide on vagal C-fiber subtypes in guinea pig lung.

Journal: British journal of pharmacology 20051001

Title: Vascular effects of anandamide and N-acylvanillylamines in the human forearm and skin microcirculation.

Journal: British journal of pharmacology 20050901

Title: Development of the first ultra-potent 'capsaicinoid' agonist at transient receptor potential vanilloid type 1 (TRPV1) channels and its therapeutic potential.

Journal: The Journal of pharmacology and experimental therapeutics 20050201

Title: Localization of substance P gene expression for evaluating protective countermeasures against sulfur mustard.

Journal: Toxicology 20041115

Title: Cloning and pharmacological characterization of mouse TRPV1.

Journal: Neuroscience letters 20041103

Title: Capsazepine is a novel activator of the delta subunit of the human epithelial Na+ channel.

Journal: The Journal of biological chemistry 20041022

Title: Identification of species-specific determinants of the action of the antagonist capsazepine and the agonist PPAHV on TRPV1.

Journal: The Journal of biological chemistry 20040423

Title: Effects of the vanilloid agonist olvanil and antagonist capsazepine on rat behaviors.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20040301

Title: Supercritical CO2 as a reaction medium for synthesis of capsaicin analogues by lipase-catalyzed transacylation of capsaicin.

Journal: Biotechnology letters 20030901

Title: Effect of olvanil on the afferent and efferent function of capsaicin-sensitive C-fibers in guinea pig airways.

Journal: European journal of pharmacology 20030627

Title: Pharmacology of vanilloids at recombinant and endogenous rat vanilloid receptors.

Journal: Biochemical pharmacology 20030101

Title: Comparison of effects of anandamide at recombinant and endogenous rat vanilloid receptors.

Journal: British journal of anaesthesia 20021201

Title: Effect of olvanil (N-vanillyl-cis-9-octadecenoamide) on cytosolic Ca2+ increase in renal tubular cells.

Journal: Life sciences 20021115

Title: N-Acylvanillamides: development of an expeditious synthesis and discovery of new acyl templates for powerful activation of the vanilloid receptor.

Journal: Journal of medicinal chemistry 20020815

Title: Effect on cancer cell proliferation of palmitoylethanolamide, a fatty acid amide interacting with both the cannabinoid and vanilloid signalling systems.

Journal: Fundamental & clinical pharmacology 20020801

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Capsaicin-, resiniferatoxin-, and olvanil-induced adrenaline secretions in rats via the vanilloid receptor.

Journal: Bioscience, biotechnology, and biochemistry 20011101

Title: Analysis of the native quaternary structure of vanilloid receptor 1.

Journal: The Journal of biological chemistry 20010727

Title: Cannabinoid activation of recombinant and endogenous vanilloid receptors.

Journal: European journal of pharmacology 20010727

Title: Characterisation using FLIPR of human vanilloid VR1 receptor pharmacology.

Journal: European journal of pharmacology 20010406

Title: Effects of topical anandamide-transport inhibitors, AM404 and olvanil, on intraocular pressure in normotensive rabbits.

Journal: Pharmaceutical research 20010401

Title: Characterization using FLIPR of rat vanilloid receptor (rVR1) pharmacology.

Journal: British journal of pharmacology 20000601

Title: Anti-inflammatory pharmacology and mechanism of the orally active capsaicin analogs, NE-19550 and NE-28345.

Journal: Agents and actions 19901101

Title: N-oleoyldopamine enhances glucose homeostasis through the activation of GPR119.

Journal: Molecular endocrinology (Baltimore, Md.)

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