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2-Arachidonylglycerol

Catalog #: 1298
22 Citations Datasheet / COA / SDS
Catalog # Availability Size / Price Qty
1298/10
2-Arachidonylglycerol | CAS No. 53847-30-6 | Non-selective Cannabinoid Receptor Agonists
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Description: Endogenous and non-selective CB agonist; potent GPR55 agonist
Alternative Names: 2-AG, Arachidonoylglycerol

Chemical Name: (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester

Product Details
Citations (22)
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Biological Activity Technical Data Background Product Datasheets Calculators

Biological Activity

2-Arachidonylglycerol is a endogenous cannabinoid ligand that acts as a potent agonist at GPR55 (EC50 values are 3, 519 and 618 nM at GPR55, CB1 and CB2 respectively; Ki values are 472 and 1400 nM at CB1 and CB2 respectively). Found in the brain at concentrations 1000-fold higher than that of anandamide. Effects are enhanced by combined administration with 2-palmitoylglycerol (Cat. No. 2206) in vivo. Also antagonizes bacterial quorum sensing receptor QseC. Protects mice from enteric infection by Enterobacteriaceae pathogens.

Technical Data

M.Wt:
378.55
Formula:
C23H38O4
Solubility:
Soluble to 100 mM in ethanol and to 100 mM in DMSO
Storage:
Store at -80°C
CAS No:
53847-30-6

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

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Citations for 2-Arachidonylglycerol

The citations listed below are publications that use Tocris products. Selected citations for 2-Arachidonylglycerol include:

22 Citations: Showing 1 - 10

  1. Endocannabinoids inhibit the induction of virulence in enteric pathogens.
    Authors: Ellermann Et al.
    Cell  2020;
  2. Endocannabinoid Signaling Mediates Local Dendritic Coordination between Excitatory and Inhibitory Synapses.
    Authors: Hu Et al.
    Cell Rep  2019;27:666
  3. Nongenomic Glucocorticoid Suppression of a Postsynaptic Potassium Current via Emergent Autocrine Endocannabinoid Signaling in Hypothalamic Neuroendocrine Cells following Chronic Dehydration.
    Authors: Wu and Tasker
    Eneuro  2017;4
  4. Retromer stops beta-arrestin 1 mediated signaling from internalized cannabinoid 2 receptors.
    Authors: Nogueras-Ortiz
    Mol Biol Cell  2017;28(24):3554
  5. The anti-inflammatory mediator palmitoylethanolamide enhances the levels of 2-arachidonoyl-glycerol and potentiates its actions at TRPV1 cation channels.
    Authors: Petrosino Et al.
    Br J Pharmacol  2016;173:1154
  6. Increasing levels of the endocannabinoid 2-AG is neuroprotective in the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine mouse model of Parkinson's disease.
    Authors: Mounsey Et al.
    Pharmacol Res  2015;273:36
  7. Ligand-specific endocytic dwell times control functional selectivity of the cannabinoid receptor 1.
    Authors: Flores-Otero Et al.
    Nat Commun  2014;5:4589
  8. Diacylglycerol lipase regulates lifespan and oxidative stress response by inversely modulating TOR signaling in Drosophila and C. elegans.
    Authors: Lin Et al.
    Aging Cell  2014;13:755
  9. Differential modulation of nociceptive versus non-nociceptive synapses by endocannabinoids.
    Authors: Higgins Et al.
    Mol Pain  2013;9:26
  10. The inhibition of 2-arachidonoyl-glycerol (2-AG) biosynthesis, rather than enhancing striatal damage, protects striatal neurons from malonate-induced death: a potential role of cyclooxygenase-2-dependent metabolism of 2-AG.
    Authors: Valdeolivas Et al.
    Br J Pharmacol  2013;4:e862
  11. Activation of cannabinoid receptor type 1 (Cb1r) disrupts hepatic Ins receptor signaling via cyclic AMP-response element-binding protein H (Crebh)-mediated induction of Lipin1 gene.
    Authors: Chanda Et al.
    J Cell Biol  2012;287:38041
  12. Increasing 2-arachidonoyl glycerol signaling in the periphery attenuates mechanical hyperalgesia in a model of bone cancer pain.
    Authors: Khasabova Et al.
    J Biol Chem  2011;64:60
  13. Peripheral antinociceptive effects of inhibitors of monoacylglycerol lipase in a rat model of inflammatory pain.
    Authors: Guindon Et al.
    Br J Pharmacol  2011;163:1464
  14. Endocannabinoid-dependent LTD in a nociceptive synapse requires activation of a presynaptic TRPV-like receptor.
    Authors: Yuan and Burrell
    J Neurophysiol  2010;104:2766
  15. Cannabinoid regulation of nitric oxide synthase I (nNOS) in neuronal cells.
    Authors: Carney Et al.
    J Neuroimmune Pharmacol  2009;4:338
  16. Pretreatment with electroacupuncture induces rapid tolerance to focal cerebral ischemia through regulation of endocannabinoid system.
    Authors: Wang Et al.
    Stroke  2009;40:2157
  17. Molecular reconstruction of mGluR5a-mediated endocannabinoid signaling cascade in single rat sympathetic neurons.
    Authors: Won Et al.
    J Neurosci  2009;29:13603
  18. Endothelium-dependent metabolism by endocannabinoid hydrolases and cyclooxygenases limits vasorelaxation to anandamide and 2-arachidonoylglycerol.
    Authors: Ho and Randall
    Exp Neurol  2007;150:641
  19. Modulation of P-glycoprotein activity by cannabinoid molecules in HK-2 renal cells.
    Authors: Nieri Et al.
    Br J Pharmacol  2006;148:682
  20. Biophysical properties of voltage-gated Na+ channels in frog parathyroid cells and their modulation by cannabinoids.
    Authors: Okada Et al.
    J Exp Biol  2005;208:4747
  21. Disruption of endocannabinoid release and striatal long-term depression by postsynaptic blockade of endocannabinoid membrane transport.
    Authors: Ronesi Et al.
    J Neurosci  2004;24:1673
  22. The FGF receptor uses the endocannabinoid signaling system to couple to an axonal growth response.
    Authors: Williams Et al.
    Proc Natl Acad Sci U S A  2003;160:481

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