MedKoo Cat#: 531189 | Name: JWH-133

Description:

WARNING: This product is for research use only, not for human or veterinary use.

JWH-133 is a synthetic cannabinoid.

Chemical Structure

JWH-133
JWH-133
CAS#259869-55-1

Theoretical Analysis

MedKoo Cat#: 531189

Name: JWH-133

CAS#: 259869-55-1

Chemical Formula: C22H32O

Exact Mass: 312.2453

Molecular Weight: 312.50

Elemental Analysis: C, 84.56; H, 10.32; O, 5.12

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
JWH-133; JWH 133; JWH133.
IUPAC/Chemical Name
3-(1,1-dimethylbutyl)-6aR,7,10,10aR-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran
InChi Key
YSBFLLZNALVODA-RBUKOAKNSA-N
InChi Code
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
SMILES Code
CC(C1)=CC[C@]2([H])[C@]1([H])C3=CC=C(C(C)(C)CCC)C=C3OC2(C)C
Appearance
Clear Colorless to Light Yellow Oil
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 312.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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PubMed PMID: 27695396; PubMed Central PMCID: PMC5025475. 4: Martínez-Martínez E, Martín-Ruiz A, Martín P, Calvo V, Provencio M, García JM. CB2 cannabinoid receptor activation promotes colon cancer progression via AKT/GSK3β signaling pathway. Oncotarget. 2016 Sep 12. doi: 10.18632/oncotarget.11968. [Epub ahead of print] PubMed PMID: 27634891. 5: Chung YC, Shin WH, Baek JY, Cho EJ, Baik HH, Kim SR, Won SY, Jin BK. CB2 receptor activation prevents glial-derived neurotoxic mediator production, BBB leakage and peripheral immune cell infiltration and rescues dopamine neurons in the MPTP model of Parkinson's disease. Exp Mol Med. 2016 Jan 22;48(1):e205. doi: 10.1038/emm.2015.100. PubMed PMID: 27534533; PubMed Central PMCID: PMC4892852. 6: Alipour M, Fekrmandi F, Onsori S, Tabrizian P, Jafari MR. The Effect of Muscarinic Receptor Modulators on the Antinociception Induced by CB2 Receptor Agonist, JWH133 in Mice. Drug Res (Stuttg). 2016 Nov;66(11):597-602. PubMed PMID: 27504865. 7: Jiang L, Chen Y, Huang X, Yuan A, Shao Q, Pu J, He B. Selective activation of CB2 receptor improves efferocytosis in cultured macrophages. Life Sci. 2016 Sep 15;161:10-8. doi: 10.1016/j.lfs.2016.07.013. PubMed PMID: 27474129. 8: Bisogno T, Oddi S, Piccoli A, Fazio D, Maccarrone M. Type-2 cannabinoid receptors in neurodegeneration. Pharmacol Res. 2016 Sep;111:721-30. doi: 10.1016/j.phrs.2016.07.021. PubMed PMID: 27450295. 9: Denaës T, Lodder J, Chobert MN, Ruiz I, Pawlotsky JM, Lotersztajn S, Teixeira-Clerc F. The Cannabinoid Receptor 2 Protects Against Alcoholic Liver Disease Via a Macrophage Autophagy-Dependent Pathway. Sci Rep. 2016 Jun 27;6:28806. doi: 10.1038/srep28806. PubMed PMID: 27346657; PubMed Central PMCID: PMC4921859. 10: Rossi F, Bellini G, Luongo L, Manzo I, Tolone S, Tortora C, Bernardo ME, Grandone A, Conforti A, Docimo L, Nobili B, Perrone L, Locatelli F, Maione S, Del Giudice EM. Cannabinoid Receptor 2 as Antiobesity Target: Inflammation, Fat Storage, and Browning Modulation. J Clin Endocrinol Metab. 2016 Sep;101(9):3469-78. doi: 10.1210/jc.2015-4381. PubMed PMID: 27294325. 11: Frei RB, Luschnig P, Parzmair GP, Peinhaupt M, Schranz S, Fauland A, Wheelock CE, Heinemann A, Sturm EM. Cannabinoid receptor 2 augments eosinophil responsiveness and aggravates allergen-induced pulmonary inflammation in mice. Allergy. 2016 Jul;71(7):944-56. doi: 10.1111/all.12858. PubMed PMID: 26850094. 12: Wojcieszak J, Krzemień W, Zawilska JB. JWH-133, a Selective Cannabinoid CB₂ Receptor Agonist, Exerts Toxic Effects on Neuroblastoma SH-SY5Y Cells. J Mol Neurosci. 2016 Apr;58(4):441-5. doi: 10.1007/s12031-016-0726-7. PubMed PMID: 26842917. 13: Kruk-Slomka M, Boguszewska-Czubara A, Slomka T, Budzynska B, Biala G. 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. Neural Plast. 2016;2016:9815092. doi: 10.1155/2016/9815092. PubMed PMID: 26839719; PubMed Central PMCID: PMC4709727. 14: Ernst J, Grabiec U, Greither T, Fischer B, Dehghani F. The endocannabinoid system in the human granulosa cell line KGN. Mol Cell Endocrinol. 2016 Mar 5;423:67-76. doi: 10.1016/j.mce.2016.01.006. PubMed PMID: 26773729. 15: Powers MS, Breit KR, Chester JA. Genetic Versus Pharmacological Assessment of the Role of Cannabinoid Type 2 Receptors in Alcohol Reward-Related Behaviors. Alcohol Clin Exp Res. 2015 Dec;39(12):2438-46. doi: 10.1111/acer.12894. PubMed PMID: 26756798; PubMed Central PMCID: PMC4886733. 16: Di Giacomo D, De Domenico E, Sette C, Geremia R, Grimaldi P. Type 2 cannabinoid receptor contributes to the physiological regulation of spermatogenesis. FASEB J. 2016 Apr;30(4):1453-63. doi: 10.1096/fj.15-279034. 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A Cannabinoid Receptor 2 Agonist Prevents Thrombin-Induced Blood-Brain Barrier Damage via the Inhibition of Microglial Activation and Matrix Metalloproteinase Expression in Rats. Transl Stroke Res. 2015 Dec;6(6):467-77. doi: 10.1007/s12975-015-0425-7. PubMed PMID: 26376816. 20: Zheng L, Wu X, Dong X, Ding X, Song C. Effects of Chronic Alcohol Exposure on the Modulation of Ischemia-Induced Glutamate Release via Cannabinoid Receptors in the Dorsal Hippocampus. Alcohol Clin Exp Res. 2015 Oct;39(10):1908-16. doi: 10.1111/acer.12845. PubMed PMID: 26343919.