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JWH 133

Item No. 10005428

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(1,1-dimethylbutyl)-6aR,7,10,10aR-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran
CAS Number
259869-55-1
Molecular Formula
C22H32O
Formula Weight
312.5
Purity
≥95%
Formulation
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/ml
λmax
278, 285 nm
SMILES
CCCC(C)(C)C(C=C1)=CC2=C1[C@H]3[C@H](C(C)(C)O2)CC=C(C)C3
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
InChi Key
YSBFLLZNALVODA-RBUKOAKNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

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    10 mg

    $268

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    25 mg

    $587

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    Cayman Chemical
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    Product Description

    JWH 133 is a synthetic cannabinoid (CB) that is over 200-fold selective for the peripheral CB2 receptor (Ki = 3.4 nM) over the central CB1 receptor (Ki = 677 nM).1 It inhibits the growth of tumors in mice, increasing apoptosis and impairing angiogenesis.2,3 JWH 133 also suppresses inflammation in experimental colitis and pancreatitis in mice as well as in in vitro models.4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Huffman, J.W., Liddle, J., Yu, S., et al. 3-(1',1'-Dimethylbutyl)-1-deoxy-Δ8-THC and related compounds: synthesis of selective ligands for the CB2 receptor. Bioorg. Med. Chem. 7, 2905-2914 (1999).

    2. Casanova, M.L., Blázquez, C., Martínez-Palacio, J., et al. Inhibition of skin tumor growth and angiogenesis in vivo by activation of cannabinoid receptors. J. Clin. Invest. 111(1), 43-50 (2003).

    3. Blázquez, C., Casanova, M.L., Planas, A., et al. Inhibition of tumor angiogenesis by cannabinoids. The FASEB Journal 17, 529-531 (2003).

    4. Kimball, E.S., Schneider, C.R., Wallace, N.H., et al. Agonists of cannabinoid receptor 1 and 2 inhibit experimental colitis induced by oil of mustard and by dextran sulfate sodium. Am. J. Physiol. Gastrointest. Liver Physiol. 291(2), G364-G371 (2006).

    5. Michler, T., Storr, M., Kramer, J., et al. Activation of cannabinoid receptor 2 reduces inflammation in acute experimental pancreatitis via intra-acinar activation of p38 and MK2-dependent mechanisms. Am. J. Physiol. Gastrointest. Liver Physiol. 304(2), G181-G192 (2013).

    6. Ramirez, S.H., Haskó, J., Skuba, A., et al. Activation of cannabinoid receptor 2 attenuates leukocyte-endothelial cell interactions and blood-brain barrier dysfunction under inflammatory conditions. J. Neurosci. 32(12), 4004-4016 (2012).