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Canna·wikiJZL184

ECS modulator (research)

Unscheduled

JZL184

Aliases.JZL-184

The reference MAGL inhibitor. Raises brain 2-AG 10× without affecting FAAH.

Updated on

Level of detail

Identifiers

Formula
C₂₇H₂₄N₂O₉
Molar mass
520.50 g·mol⁻¹
CAS
1101854-58-3
PubChem CID
25021165
First described
2009
Origin
Pharmaceutical research (Cravatt)
InChIKey
SEGYOKHGGFKMCX-UHFFFAOYSA-N

In plain terms

JZL184 increases the level of 2-AG (the other natural cannabinoid) in the brain, which activates CB1 indirectly. A laboratory tool - there is no human version.

Receptors and activity

  • MAGL
    IC50 ≈ 8 nM (hMAGL)Antagonist
  • CB1
    indirect via 2-AGModulator
  • Agonist
  • Partial agonist
  • Antagonist
  • Modulator
  • Inverse agonist

Hover over a row for the precise value (Ki, EC50…)

Subjective signature

Hover over an axis to read its definition.

  • Calm
    70
  • Clarity
    50
  • Sleep
    55
  • Appetite
    60
  • High
    55

Editorial estimate, not clinical.

Pharmacology

JZL184 is the reference MAGL inhibitor - described by Long, Li and Cravatt (Nat Chem Biol 2009, PMID 19029916) at the Scripps Research Institute. Irreversible covalent mechanism (Ser122). Chronic elevation of brain 2-AG leads to CB1 desensitisation (down-regulation) that complicates chronic use: clinical strategy today favours reversible MAGL inhibitors (ABX-1431 / lu AG06466) or more selective ones (MJN110, KML29).

Key sources.

Origin (research tool)

Selective covalent inhibitor of MAGL; obtained by organic synthesis (carbamylation of the catalytic Ser122 residue)

Structural classification

Class
ECS modulator (research)
Origin
Pharmaceutical research (Cravatt)
Status
Unscheduled

References

  1. 1.Long · Nat Chem Biol 2009PMID 19029916

Structured data

InChIKey
SEGYOKHGGFKMCX-UHFFFAOYSA-N
SMILES
C1CN(CCC1C(C2=CC3=C(C=C2)OCO3)(C4=CC5=C(C=C4)OCO5)O)C(=O)OC6=CC=C(C=C6)[N+](=O)[O-]
Formula
C27H24N2O9
Molar mass
520.50 g·mol⁻¹
CAS
1101854-58-3
PubChem CID
25021165
Machine-readable entry (JSON)

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