For research use only. Not for therapeutic Use.
Arvanil is a CB1 and TRPV1 agonist. It increases lung tidal volume, diaphragm activity, mean arterial blood pressure and inhibits lymphocyte proliferation.
| Catalog Number | I002797 |
| CAS Number | 128007-31-8 |
| Synonyms | Arvanil; RT-011322; B-6699; I14-44667; RT011322; B6699; I1444667; RT 011322; B 6699; I14 44667;(5Z,8Z,11Z,14Z)-N-(4-hydroxy-3-methoxybenzyl)icosa-5,8,11,14-tetraenamide |
| Molecular Formula | C28H41NO3 |
| Purity | ≥95% |
| Target | Neuronal Signaling |
| Solubility | Soluble in DMSO |
| Storage | Desiccate at -20C |
| InChI | InChI=1S/C28H41NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-28(31)29-24-25-21-22-26(30)27(23-25)32-2/h7-8,10-11,13-14,16-17,21-23,30H,3-6,9,12,15,18-20,24H2,1-2H3,(H,29,31)/b8-7-,11-10-,14-13-,17-16- |
| InChIKey | QVLMCRFQGHWOPM-ZKWNWVNESA-N |
| SMILES | CCCCC/C=CC/C=CC/C=CC/C=CCCCC(=O)NCc1ccc(O)c(OC)c1 |
| Reference | </br>1:Non-pungent long chain capsaicin-analogs arvanil and olvanil display better anti-invasive activity than capsaicin in human small cell lung cancers. Hurley JD, Akers AT, Friedman JR, Nolan NA, Brown KC, Dasgupta P.Cell Adh Migr. 2017 Jan 2;11(1):80-97. doi: 10.1080/19336918.2016.1187368. Epub 2016 May 19. PMID: 27196129 Free PMC Article</br>2:Midcervical vagotomy precludes respiratory response to novel anti-inflammatory and anti-tumour drug arvanil in rats. Kopczyńska B.Eur J Pharmacol. 2010 Sep 15;643(1):101-6. doi: 10.1016/j.ejphar.2010.06.012. Epub 2010 Jun 18. PMID: 20599930 </br>3:Role of VR1 and CB1 receptors in modelling of cardio-respiratory response to arvanil, an endocannabinoid and vanilloid hybrid, in rats. Kopczyńska B.Life Sci. 2008 Jul 18;83(3-4):85-91. doi: 10.1016/j.lfs.2008.04.023. Epub 2008 May 11. PMID: 18572197 </br>4:Arvanil, anandamide and N-arachidonoyl-dopamine (NADA) inhibit emesis through cannabinoid CB1 and vanilloid TRPV1 receptors in the ferret. Sharkey KA, Cristino L, Oland LD, Van Sickle MD, Starowicz K, Pittman QJ, Guglielmotti V, Davison JS, Di Marzo V.Eur J Neurosci. 2007 May;25(9):2773-82. Epub 2007 Apr 25. PMID: 17459108 </br>5:Arvanil and anandamide up-regulate CD36 expression in human peripheral blood mononuclear cells. Malfitano AM, Toruner GA, Gazzerro P, Laezza C, Husain S, Eletto D, Orlando P, De Petrocellis L, Terskiy A, Schwalb M, Vitale E, Bifulco M.Immunol Lett. 2007 Apr 15;109(2):145-54. Epub 2007 Mar 5. PMID: 17360047 </br>6:Arvanil inhibits T lymphocyte activation and ameliorates autoimmune encephalomyelitis. Malfitano AM, Matarese G, Pisanti S, Grimaldi C, Laezza C, Bisogno T, Di Marzo V, Lechler RI, Bifulco M.J Neuroimmunol. 2006 Feb;171(1-2):110-9. Epub 2005 Oct 18. PMID: 16239036 </br>7:Arvanil, a hybrid endocannabinoid and vanilloid compound, behaves as an antihyperkinetic agent in a rat model of Huntington/’s disease. de Lago E, Urbani P, Ramos JA, Di Marzo V, Fernández-Ruiz J.Brain Res. 2005 Jul 19;1050(1-2):210-6. PMID: 15975564 </br>8:Membrane receptor probes: solid-phase synthesis of biotin-Asp-PEG-arvanil derivatives. Visintin C, Aliev AE, Riddall D, Baker D, Okuyama M, Hoi PM, Hiley R, Selwood DL.Org Lett. 2005 Apr 28;7(9):1699-702. PMID: 15844884 </br>9:The CB1/VR1 agonist arvanil induces apoptosis through an FADD/caspase-8-dependent pathway. Sancho R, de la Vega L, Appendino G, Di Marzo V, Macho A, Munoz E.Br J Pharmacol. 2003 Nov;140(6):1035-44. Epub 2003 Oct 6. PMID: 14530215 Free PMC Article</br>10:Neuroprotection by the endogenous cannabinoid anandamide and arvanil against in vivo excitotoxicity in the rat: role of vanilloid receptors and lipoxygenases. Veldhuis WB, van der Stelt M, Wadman MW, van Zadelhoff G, Maccarrone M, Fezza F, Veldink GA, Vliegenthart JF, Bär PR, Nicolay K, Di Marzo V.J Neurosci. 2003 May 15;23(10):4127-33. PMID: 12764100 Free Article |
