A potent and selective inhibitor of MAGL
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JZL 184

Item No. 13158

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-nitrophenyl-4-(dibenzo[d][1,3]dioxol-5-yl(hydroxy)methyl)piperidine-1-carboxylate
CAS Number
1101854-58-3
Molecular Formula
C27H24N2O9
Formula Weight
520.5
Purity
≥97%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 10 mg/ml
λmax
284 nm
SMILES
OC(C1=CC(OCO2)=C2C=C1)(C3=CC=C(OCO4)C4=C3)C5CCN(C(OC6=CC=C([N+]([O-])=O)C=C6)=O)CC5
InChi Code
InChI=1S/C27H24N2O9/c30-26(38-21-5-3-20(4-6-21)29(32)33)28-11-9-17(10-12-28)27(31,18-1-7-22-24(13-18)36-15-34-22)19-2-8-23-25(14-19)37-16-35-23/h1-8,13-14,17,31H,9-12,15-16H2
InChi Key
SEGYOKHGGFKMCX-UHFFFAOYSA-N
License
Sold under license from The Scripps Research Institute.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $51

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    10 mg

    $92

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    50 mg

    $355

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    100 mg

    $658

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    Product Description

    Endocannabinoids such as 2-arachidonoyl glycerol (2-AG) and arachidonoyl ethanolamide (AEA) are biologically active lipids that are involved in a number of synaptic processes including activation of cannabinoid receptors. Monoacylglycerol lipase (MAGL) is a serine hydrolase responsible for the hydrolysis of 2-AG to arachidonic acid and glycerol, thus terminating its biological function. JZL 184 is a potent and selective inhibitor of monoacylglycerol lipase (MAGL) that displays IC50 values of 8 nM and 4 µM for inhibition of MAGL and fatty acid amide hydrolase in mouse brain membranes, respectively.1 When administered to mice at 16 mg/kg, intraperitoneally, JZL 184 reduces MAGL activity by 85%, elevates brain 2-AG levels by 8-fold, and elicits analgesic activity in a variety of pain assays that qualitatively mimics direct central cannabinoid (CB1) agonists.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Long, J.Z., Li, W., Booker, L., et al. Selective blockade of 2-arachidonoylglycerol hydrolysis produces cannabinoid behavioral effects. Nat. Chem. Biol. 5(1), 37-44 (2009).

    Product Citations

    Winters, N.D., Bedse, G., Astafyev, A.A., et al. Targeting diacylglycerol lipase reduces alcohol consumption in preclinical models. J. Clin. Invest. 146861 (2021).

    Inazumi, T., Yamada, K., Shirata, N., et al. Prostaglandin E2-EP4 axis promotes lipolysis and fibrosis in adipose tissue leading to ectopic fat deposition and insulin resistance. Cell Rep. 33(2), 108265 (2020).

    Soethoudt, M., Grether, U., Fingerle, J., et al. Cannabinoid CB2 receptor ligand profiling reveals biased signalling and off-target activity. Nat. Commun. 8, 13958 (2017).

    Schweiger, M., Eichmann, T.O., Taschler, U., et al. Measurement of lipolysis. Methods Enzymol. 538, 171-193 (2014).