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128007-31-8,MFCD01752675
Catalog No.:AA000XMD

128007-31-8 | 5,8,11,14-Eicosatetraenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-, (5Z,8Z,11Z,14Z)-

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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA000XMD
Chemical Name:
5,8,11,14-Eicosatetraenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-, (5Z,8Z,11Z,14Z)-
CAS Number:
128007-31-8
Molecular Formula:
C28H41NO3
Molecular Weight:
439.6300
MDL Number:
MFCD01752675
SMILES:
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCc1ccc(c(c1)OC)O
Properties
Computed Properties
 
Complexity:
579  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
4  
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
17  
XLogP3:
7.2  

Literature

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Midcervical vagotomy precludes respiratory response to novel anti-inflammatory and anti-tumour drug arvanil in rats.

Journal: European journal of pharmacology 20100915

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

Journal: European journal of pharmacology 20100901

Title: Role of VR1 and CB1 receptors in modelling of cardio-respiratory response to arvanil, an endocannabinoid and vanilloid hybrid, in rats.

Journal: Life sciences 20080718

Title: TRPV2 is activated by cannabidiol and mediates CGRP release in cultured rat dorsal root ganglion neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20080611

Title: Arvanil, anandamide and N-arachidonoyl-dopamine (NADA) inhibit emesis through cannabinoid CB1 and vanilloid TRPV1 receptors in the ferret.

Journal: The European journal of neuroscience 20070501

Title: Arvanil and anandamide up-regulate CD36 expression in human peripheral blood mononuclear cells.

Journal: Immunology letters 20070415

Title: Non-cannabinoid CB1, non-cannabinoid CB2 antinociceptive effects of several novel compounds in the PPQ stretch test in mice.

Journal: European journal of pharmacology 20060928

Title: Iodinated N-acylvanillamines: potential 'multiple-target' anti-inflammatory agents acting via the inhibition of t-cell activation and antagonism at vanilloid TRPV1 channels.

Journal: Molecular pharmacology 20060401

Title: Arvanil inhibits T lymphocyte activation and ameliorates autoimmune encephalomyelitis.

Journal: Journal of neuroimmunology 20060201

Title: Decreased endocannabinoid levels in the brain and beneficial effects of agents activating cannabinoid and/or vanilloid receptors in a rat model of multiple sclerosis.

Journal: Neurobiology of disease 20051101

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

Journal: British journal of pharmacology 20050901

Title: Arvanil, a hybrid endocannabinoid and vanilloid compound, behaves as an antihyperkinetic agent in a rat model of Huntington's disease.

Journal: Brain research 20050719

Title: Membrane receptor probes: solid-phase synthesis of biotin-Asp-PEG-arvanil derivatives.

Journal: Organic letters 20050428

Title: Cloning and functional characterization of dog transient receptor potential vanilloid receptor-1 (TRPV1).

Journal: European journal of pharmacology 20050418

Title: Cloning and pharmacological characterization of mouse TRPV1.

Journal: Neuroscience letters 20041103

Title: The CB1/VR1 agonist arvanil induces apoptosis through an FADD/caspase-8-dependent pathway.

Journal: British journal of pharmacology 20031101

Title: Neuroprotection by the endogenous cannabinoid anandamide and arvanil against in vivo excitotoxicity in the rat: role of vanilloid receptors and lipoxygenases.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20030515

Title: Effect of arvanil (N-arachidonoyl-vanillyl-amine), a nonpungent anandamide-capsaicin hybrid, on ion currents in NG108-15 neuronal cells.

Journal: Biochemical pharmacology 20030215

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: Arvanil-induced inhibition of spasticity and persistent pain: evidence for therapeutic sites of action different from the vanilloid VR1 receptor and cannabinoid CB(1)/CB(2) receptors.

Journal: European journal of pharmacology 20020329

Title: A structure/activity relationship study on arvanil, an endocannabinoid and vanilloid hybrid.

Journal: The Journal of pharmacology and experimental therapeutics 20020301

Title: Palmitoylethanolamide inhibits the expression of fatty acid amide hydrolase and enhances the anti-proliferative effect of anandamide in human breast cancer cells.

Journal: The Biochemical journal 20010815

Title: Highly selective CB(1) cannabinoid receptor ligands and novel CB(1)/VR(1) vanilloid receptor 'hybrid' ligands.

Journal: Biochemical and biophysical research communications 20010223

Title: Structure-activity relationship for the endogenous cannabinoid, anandamide, and certain of its analogues at vanilloid receptors in transfected cells and vas deferens.

Journal: British journal of pharmacology 20010201

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Tags:128007-31-8 Molecular Formula|128007-31-8 MDL|128007-31-8 SMILES|128007-31-8 5,8,11,14-Eicosatetraenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-, (5Z,8Z,11Z,14Z)-