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JZL184

From Wikipedia, the free encyclopedia
JZL184
Names
Preferred IUPAC name
4-Nitrophenyl 4-[di(2H-1,3-benzodioxol-5-yl)(hydroxy)methyl]piperidine-1-carboxylate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • 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 ☒N
    Key: SEGYOKHGGFKMCX-UHFFFAOYSA-N ☒N
  • c1cc(ccc1[N+](=O)[O-])OC(=O)N2CCC(CC2)C(c3ccc4c(c3)OCO4)(c5ccc6c(c5)OCO6)O
Properties
C27H24N2O9
Molar mass520.15 g/mol
AppearancePale yellow solid
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

JZL184 is an irreversibleinhibitor formonoacylglycerol lipase (MAGL), the primaryenzyme responsible for degrading theendocannabinoid2-arachidonoylglycerol (2-AG).[1] It displays high selectivity for MAGL over otherbrainserine hydrolases, including theanandamide-degrading enzymefatty acid amide hydrolase (FAAH), thereby making it a useful tool for studying the effects of endogenous2-AG signaling,in vivo. Administration of JZL184 to mice was reported to cause dramatic elevation of brain2-AG leading to severalcannabinoid-related behavioral effects.

See also

[edit]

References

[edit]
  1. ^Long JZ, Li W, Booker L, Burston JJ, Kinsey SG, Schlosburg JE, Pavón FJ, Serrano AM, Selley DE, Parsons LH, Lichtman AH, Cravatt BF (November 2008)."Selective blockade of 2-arachidonoylglycerol hydrolysis produces cannabinoid behavioral effects".Nat. Chem. Biol.5 (1):37–44.doi:10.1038/nchembio.129.PMC 2605181.PMID 19029917.
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AllostericCBRTooltip Cannabinoid receptorligands
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MAGL
ABHD6
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  • Others:2-PG(directly potentiates activity of 2-AG at CB1 receptor)
  • ARN-272(FAAH-like anandamide transporter inhibitor)
See also
Receptor/signaling modulators
Cannabinoids (cannabinoids by structure)


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