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Varieties from the European CatalogueGrown in FranceSlow dryingDispatched within 24 working hours — before noonEU delivery — 24-72 hRight of withdrawal — 14 daysCertificate available — per batch

Endocannabinoid

Endogenous

2-AG2-Arachidonoylglycerol

1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

Aliases.2-Arachidonoylglycerol · Sn-2-AG

The principal endocannabinoid by brain concentration, a full CB1/CB2 agonist. Target of the MAGL inhibitors in clinical development.

Updated on

Level of detail

Identifiers

Formula
C₂₃H₃₈O₄
Molar mass
378.55 g·mol⁻¹
CAS
53847-30-6
PubChem CID
5282280
First described
1995
Origin
Endocannabinoid
InChIKey
RCRCTBLIHCHWDZ-DOFZRALJSA-N

In plain terms

2-AG is the other natural messenger of your endocannabinoid system - produced in far greater quantity than anandamide. It acts strongly and briefly, then is broken down within minutes by an enzyme called MAGL.

Receptors and activity

  • CB1
    Ki ≈ 472 nM (Sugiura 1995)Agonist
  • CB2
    Ki ≈ 1400 nMAgonist
  • 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
    65
  • Clarity
    60
  • Sleep
    45
  • Appetite
    70
  • High
    60

Editorial estimate, not clinical.

Pharmacology

2-AG (2-arachidonoylglycerol) is the most abundant endocannabinoid in the brain (≈ 200× the concentration of AEA). Sutton et al. (1995) and Mechoulam et al. (1995) characterised it independently. Unlike anandamide, it is a full agonist - not a partial one - at CB1, which makes it the principal messenger of retrograde depression of neurotransmission at the synapse. It is degraded by MAGL; the MAGL inhibitors (KML29, MJN110, ABX-1431) are in clinical development for chronic pain and Tourette syndrome.

Biosynthetic pathway (in vivo)

Hydrolysed on demand from membrane DAG by the diacylglycerol lipases α/β (DAGLα/β), degraded mainly by MAGL (~85%) and secondarily by ABHD6/ABHD12

Structural classification

Class
Endocannabinoid
Origin
Endocannabinoid
Status
Endogenous

References

  1. 1.Sugiura · BBRC 1995PMID 7575630
  2. 2.Mechoulam · Biochem Pharmacol 1995PMID 7605349

Structured data

InChIKey
RCRCTBLIHCHWDZ-DOFZRALJSA-N
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC(CO)CO
Formula
C23H38O4
Molar mass
378.55 g·mol⁻¹
CAS
53847-30-6
PubChem CID
5282280
Machine-readable entry (JSON)

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