JWH-133

• CAT Number: I002882
• CAS Number: 259869-55-1
• Molecular Formula: C22H32O
• Molecular Weight: 312.5
• Purity: ≥95%
• Synonyms: 3-(1,1-dimethylbutyl)-6aR,7,10,10aR-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran
• Target: target: CB2
• Solubility: 50 mM in DMSO
• Storage: -20°C
• InChI: InChI=1S/C22H32O/c1-7-12-21(3,4)16-9-10-17-18-13-15(2)8-11-19(18)22(5,6)23-20(17)14-16/h8-10,14,18-19H,7,11-13H2,1-6H3/t18-,19+/m0/s1
• InChIKey: YSBFLLZNALVODA-RBUKOAKNSA-N
• SMILES: CCCC(C)(C)C(C=C1)=CC2=C1[C@H]3[C@H](C(C)(C)O2)CC=C(C)C3

JWH 133 is a potent CB2 selective agonist with Ki of 3.4 nM, 200-fold selective over CB1 receptors.target: CB2In vitro: JWH-133 inhibits IL-12p40 production and enhances IL-10 release by activated macrophages through a CB2 receptor-mediated pathway. [1] , a widely used experimental in vitro model to study mechanisms of toxicity and protection in nigral dopaminergic neurons. JWH-133 (10-40 μM) induced a concentration-dependent decrease of SH-SY5Y cell viability and proliferation rate. [2]In vivo: The reference for animal injection is 1.5 mg/kg i.v.[3]

Reference

1:JWH-133, a Selective Cannabinoid CB₂ Receptor Agonist, Exerts Toxic Effects on Neuroblastoma SH-SY5Y Cells. Wojcieszak J, Krzemień W, Zawilska JB.J Mol Neurosci. 2016 Apr;58(4):441-5. doi: 10.1007/s12031-016-0726-7. Epub 2016 Feb 3. PMID: 26842917 2:Evaluation of the effects of Eserine and JWH-133 on brain dysfunction associated with experimental endotoxemia. Gamal M, Moawad J, Rashed L, El-Eraky W, Saleh D, Lehmann C, Sharawy N.J Neuroimmunol. 2015 Apr 15;281:9-16. doi: 10.1016/j.jneuroim.2015.02.008. Epub 2015 Mar 3. PMID: 25867462 3:Treatment with CB2 agonist JWH-133 reduces histological features associated with erectile dysfunction in hypercholesterolemic mice. Fraga-Silva RA, Costa-Fraga FP, Montecucco F, Faye Y, Savergnini SQ, Lenglet S, Mach F, Steffens S, Stergiopulos N, dos Santos RA, da Silva RF.Clin Dev Immunol. 2013;2013:263846. doi: 10.1155/2013/263846. Epub 2013 Nov 3. PMID: 24302957 Free PMC Article4:Anti-proliferative and anti-angiogenic effects of CB2R agonist (JWH-133) in non-small lung cancer cells (A549) and human umbilical vein endothelial cells: an in vitro investigation. Vidinský B, Gál P, Pilátová M, Vidová Z, Solár P, Varinská L, Ivanová L, Mojžíš J.Folia Biol (Praha). 2012;58(2):75-80. PMID: 22578958 Free Article5:Anti-inflammatory property of the cannabinoid receptor-2-selective agonist JWH-133 in a rodent model of autoimmune uveoretinitis. Xu H, Cheng CL, Chen M, Manivannan A, Cabay L, Pertwee RG, Coutts A, Forrester JV.J Leukoc Biol. 2007 Sep;82(3):532-41. Epub 2007 May 30. PMID: 17537989 6:Topically administered CB(2)-receptor agonist, JWH-133, does not decrease intraocular pressure (IOP) in normotensive rabbits. Laine K, Järvinen K, Järvinen T.Life Sci. 2003 Jan 3;72(7):837-42. PMID: 12479982