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JJKK 048

Ultrapotent MAGL inhibitor, a research tool for 2-AG, with no human data in the sources consulted.

Level of detail

C₂₃H₂₂N₄O₅

Harm-reduction warning

No characterised human dose: animal / in vitro data only. Effect profile, safety margin and acute toxicity are not documented in human clinical practice. Extremely potent compound: severe effects, seizures and deaths reported in the literature.

Data sheet

Names

IUPAC name
[4-[bis(1,3-benzodioxol-5-yl)methyl]piperidin-1-yl]-(1,2,4-triazol-1-yl)methanone
Other names
GTPL9481 · EX-A14193 · DA-74648

Identifiers

Formula
C₂₃H₂₂N₄O₅
Molar mass
434.40 g/mol
InChIKey
CLSNATLUIXZPMV-UHFFFAOYSA-N

Class

Family
ECS modulator (research)

Legal status

Status
Unscheduled
See the legal framework

Updated on

Receptors and activity

  1. MAGL (monoacylglycérol lipase)Modulator95 out of 100

    IC50 inférieure à 0,4 nM sur la MAGL humaine (Aaltonen et coll., 2013) ; IC50 de 0,363 nM dans les données ChEMBL de 2014 (Korhonen et coll., 2014)

  2. FAAHModulator15 out of 100

    IC50 supérieure à 4 000 nM sur la FAAH humaine (Korhonen et coll., 2014, données ChEMBL)

Bar length shows the relative strength of the interaction, as an indication.

Subjective signature

Calm
6 out of 100
Relaxation of body and mind; reduced mental noise without marked drowsiness.
Clarity
2 out of 100
Sustained attention and clear thinking; functional lucidity, not euphoria.
High
2 out of 100
Euphoria and sensory intensity; altered perception of time and space.
Appetite
2 out of 100
Stimulation of hunger and of taste appreciation (the “munchies” effect).
Sleep
3 out of 100
Sedative effect: aids sleep onset and the continuity of deep sleep.
Editorial estimate, not clinical.

Pharmacology

JJKK 048 is a synthetic triazole urea that inhibits monoacylglycerol lipase (MAGL), the enzyme responsible for ending the action of 2-arachidonoylglycerol (2-AG). First described in 2013 by a team at the University of Eastern Finland in Kuopio, it inhibits human MAGL with an IC50 below 0.4 nM (Aaltonen et al., 2013). ChEMBL data from 2014 give an IC50 above 4 000 nM on human FAAH (Korhonen et al., 2014). In laboratory animals, the 2016 study reports a massive rise in brain 2-AG without change in anandamide, and analgesia in the writhing test at a low dose, without cannabimimetic effects (Aaltonen et al., 2016). The abstracts consulted report no affinity constant at CB1 or CB2, and no pharmacokinetic or clinical data in humans.

History

Source
Fully synthetic molecule, part of a series of piperazine and piperidine triazole ureas developed at the University of Eastern Finland in Kuopio. No natural occurrence is known: it is a laboratory compound.

Origin (research tool)

No biosynthetic pathway: a chemically synthesised molecule belonging to the class of piperidine triazole ureas.

References

Structured data

SMILES
C1CN(CCC1C(C2=CC3=C(C=C2)OCO3)C4=CC5=C(C=C4)OCO5)C(=O)N6C=NC=N6
InChIKey
CLSNATLUIXZPMV-UHFFFAOYSA-N

Machine-readable entry (JSON)

LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.