JWH 133
Chemical Name: (6aR,10aR)-3-(1,1-Dimethylbutyl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran
Purity: ≥98%
Biological Activity
JWH 133 is a potent CB2 selective agonist (Ki = 3.4 nM). Approx. 200-fold selective over CB1 receptors. Active in vivo, reducing spasticity in a murine model of multiple sclerosis. Activity also enhances the release of IL-10 by LPS/IFN-γ-stimulated macrophages and results in downregulation of the IL-12 subunit p40.Technical Data
The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Background References
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Activation of cannabinoid receptor type 2 by JWH133 alleviates bleomycin-induced pulmonary fibrosis in mice
Q Fu, Y Zheng, X Dong, L Wang, CG Jiang
Oncotarget, 2017;8(61):103486-103498. -
A cannabigerol derivative suppresses immune responses and protects mice from experimental autoimmune encephalomyelitis.
Carrillo-Salinas F, Navarrete C, Mecha M, Feliu A, Collado J, Cantarero I, Bellido M, Munoz E, Guaza C
PLoS ONE, 2014;9(4):e94733. -
Pharmacology of cannabinoid receptor ligands.
Pertwee
Curr.Med.Chem., 1999;6:635 -
Cannabinoids control spasticity and tremor in a multiple sclerosis model.
Baker et al.
Nature, 2000;404:84 -
Activation of cannabinoid CB2 receptor negatively regulates IL-12p40 production in murine macrophages: role of IL-10 and ERK1/2 kinase signaling.
Correa et al.
Br.J.Pharmacol., 2005;145:441 -
3-(1'-Dimethylbutyl)-1-deoxy-Δ8-THC and related compounds: synthesis of selective ligands for the CB2 receptor.
Huffman et al.
Bioorg.Med.Chem., 1999;7:2905
Product Datasheets
Citations for JWH 133
The citations listed below are publications that use Tocris products. Selected citations for JWH 133 include:
37 Citations: Showing 1 - 10
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Altered Swimming Behaviors in Zebrafish Larvae Lacking Cannabinoid Receptor 2.
Authors: Acevedo-Canabal Et al.
Cannabis Cannabinoid Res 2019;4:88
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Antiallodynic Effects of Cannabinoid Receptor 2 (CB2R) Agonists on Retrovirus Infection-Induced Neuropathic Pain.
Authors: Sheng Et al.
Pain Res Manag 2019;2019:1260353
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On the influence of cannabinoids on cell morphology and motility of glioblastoma cells.
Authors: Hohmann Et al.
PLoS One 2019;14:e0212037
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TrpV1 receptor activation rescues neuronal function and network gamma oscillations from Aβ-induced impairment in mouse hippocampus in vitro.
Authors: Balleza-Tapia Et al.
Elife 2018;7
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Involvement of the CB2 cannabinoid receptor in cell growth inhibition and G0/G1 cell cycle arrest via the cannabinoid agonist WIN 55,212-2 in renal cell carcinoma.
Authors: Khan Et al.
BMC Cancer 2018;18:583
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Activation of cannabinoid receptor type 2 by JWH133 alleviates bleomycin-induced pulmonary fibrosis in mice.
Authors: Fu
Oncotarget 2017;8(61):103486
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Overactive type 2 cannabinoid receptor induces meiosis in fetal gonads and impairs ovarian reserve.
Authors: De Domenico
Cell Death Dis 2017;8(10):e3085
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CB2 receptor activation causes an ERK1/2-dependent inflammatory response in human RPE cells.
Authors: Hytti
Sci Rep 2017;7(1):16169
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Cannabinoid receptor subtype 2 (CB2R) agonist, GW405833 reduces agonist-induced Ca2+ oscillations in mouse pancreatic acinar cells
Authors: Huang Et al.
Scientific Reports 2016;6:29757
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Correlations between the Memory-Related Behavior and the Level of Oxidative Stress Biomarkers in the Mice Brain, Provoked by an Acute Administration of CB Receptor Ligands.
Authors: Kruk-Slomka Et al.
Neural Plast 2016;2016:9815092
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Pharmacological activation of CB2 receptors counteracts the deleterious effect of ethanol on cell proliferation in the main neurogenic zones of the adult rat brain.
Authors: Rivera Et al.
Front Cell Neurosci 2015;9:379
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Regional effects of endocannabinoid, BDNF and FGF receptor signalling on neuroblast motility and guidance along the rostral migratory stream.
Authors: Zhou Et al.
Pharmacol Res Perspect 2015;64:32
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Preclinical evaluation of SMM-189, a cannabinoid receptor 2-specific inverse agonist.
Authors: Presley Et al.
Eur Heart J 2015;3:e00159
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Cannabinoids receptor type 2, CB2, expression correlates with human colon cancer progression and predicts patient survival.
Authors: Martínez-Martínez Et al.
Oncoscience 2015;2:131
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A cannabigerol derivative suppresses immune responses and protects mice from experimental autoimmune encephalomyelitis.
Authors: Carrillo-Salinas Et al.
PLoS One 2014;9:e94733
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△(9)-Tetrahydrocannabinol treatment during human monocyte differentiation reduces macrophage susceptibility to HIV-1 infection.
Authors: Williams Et al.
J Biol Chem 2014;9:369
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Cannabinoid receptor type-2 stimulation, blockade, and deletion alters the vascular inflammatory responses to traumatic brain injury.
Authors: Amenta Et al.
J Neuroimmune Pharmacol 2014;11:191
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The cannabinoid receptor type 2 as mediator of mesenchymal stromal cell immunosuppressive properties.
Authors: Rossi Et al.
PLoS One 2013;8:e80022
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CB1 cannabinoid receptors couple to focal adhesion kinase to control Ins release.
Authors: Malenczyk Et al.
J Biol Chem 2013;288:32685
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Treatment with CB2 agonist JWH-133 reduces histological features associated with erectile dysfunction in hypercholesterolemic mice.
Authors: Fraga-Silva Et al.
Clin Dev Immunol 2013;2013:263846
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Characterization of cannabinoid receptor ligands in tissues natively expressing cannabinoid CB2 receptors.
Authors: Marini Et al.
Br J Pharmacol 2013;169:887
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The activation of the cannabinoid receptor type 2 reduces neutrophilic protease-mediated vulnerability in atherosclerotic plaques.
Authors: Montecucco Et al.
FASEB J 2012;33:846
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Cannabinoid receptor CB2 protects against balloon-induced neointima formation.
Authors: Molica Et al.
Am J Physiol Heart Circ Physiol 2012;302:H1064
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Chronic blockade of cannabinoid CB2 receptors induces anxiolytic-like actions associated with alterations in GABA(A) receptors.
Authors: García-Gutiérrez Et al.
Br J Pharmacol 2012;165:951
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Cannabinoid CB? receptor-mediated regulation of impulsive-like behaviour in DBA/2 mice.
Authors: Navarrete Et al.
Br J Pharmacol 2012;165:260
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Effect of cannabinoid receptor activation on spreading depression.
Authors: Kazemi Et al.
Iran J Basic Med Sci 2012;15:926
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CB1 cannabinoid receptors increase neuronal precursor proliferation through AKT/glycogen synthase kinase-3β/β-catenin signaling.
Authors: Trazzi Et al.
Br J Pharmacol 2010;285:10098
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Small intestinal cannabinoid receptor changes following a single colonic insult with oil of mustard in mice.
Authors: Kimball Et al.
Front Pharmacol 2010;1:132
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Cannabinoid CB2 receptor potentiates obesity-associated inflammation, Ins resistance and hepatic steatosis.
Authors: Deveaux Et al.
J Neuroinflammation 2009;4:e5844
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The cannabinoid receptor type 2 promotes cardiac myocyte and fibroblast survival and protects against ischemia/reperfusion-induced cardiomyopathy.
Authors: Defer Et al.
PLoS One 2009;23:2120
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CB2 cannabinoid receptor agonist JWH-015 modulates human monocyte migration through defined intracellular signaling pathways.
Authors: Montecucco Et al.
Am J Physiol Heart Circ Physiol 2008;294:H1145
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CB2 cannabinoid receptor agonists attenuate TNF-alpha-induced human vascular smooth muscle cell proliferation and migration.
Authors: Rajesh Et al.
Br J Pharmacol 2008;153:347
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Pharmacological inhibition of CB1 cannabinoid receptor protects against doxorubicin-induced cardiotoxicity.
Authors: Mukhopadhyay Et al.
J Am Coll Cardiol 2007;50:528
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CB2-receptor stimulation attenuates TNF-alpha-induced human endothelial cell activation, transendothelial migration of monocytes, and monocyte-endothelial adhesion.
Authors: Rajesh Et al.
Am J Physiol Heart Circ Physiol 2007;293:H2210
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Anandamide reduces infarct size in rat isolated hearts subjected to ischaemia-reperfusion by a novel cannabinoid mechanism.
Authors: Underdown Et al.
Br J Pharmacol 2005;146:809
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Activation of cannabinoid CB2 receptor negatively regulates IL-12p40 production in murine macrophages: role of IL-10 and ERK1/2 kinase signaling.
Authors: Correa Et al.
Br J Pharmacol 2005;145:441
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Effects of cannabinoid receptor-2 activation on accelerated gastrointestinal transit in lipopolysaccharide-treated rats.
Authors: Mathison Et al.
Br J Pharmacol 2004;142:1247
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In vitro assay on splenocytes to determine if treatment had any affect on gut homing molecules (used 10uM/mL)