Anandamide (in Tocrisolve™ 100)

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Cat.No. 1017 - Anandamide (in Tocrisolve 100) | C22H37NO2 | CAS No. 94421-68-8
Description: Endogenous CB receptor agonist (in water-soluble emulsion)
Alternative Names: Arachidonylethanolamide, AEA
Chemical Name: N-(2-Hydroxyethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
Datasheet
Citations (5)
Reviews
Literature

Biological Activity

Endogenous cannabinoid and vanilloid receptor agonist, in water-soluble emulsion (for details see TocrisolveTM 100, Cat. No. 1684). Ki values are 89 and 371 nM for CB1 and CB2 receptors respectively; EC50 values are 18, 31 and 27 nM at GPR55, CB1 and CB2 respectively; pKi = 5.68 for rVR1. Also blocks TNF-α-induced NF-kB activation via direct inhibition of IKK.

Available as the pure oil dissolved in ethanol, Anandamine.

Tocrisolve Control also available.

Technical Data

M. Wt 347.54
Formula C22H37NO2
Storage Store at +4°C
CAS Number 94421-68-8
PubChem ID 5281969
InChI Key LGEQQWMQCRIYKG-DOFZRALJSA-N
Smiles O=C(NCCO)CCC\C=C/C\C=C/C/C=C\C/C=C\CCCCC

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Preparing Stock Solutions

The following data is based on the product molecular weight 347.54. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.88 mL 14.39 mL 28.77 mL
5 mM 0.58 mL 2.88 mL 5.75 mL
10 mM 0.29 mL 1.44 mL 2.88 mL
50 mM 0.06 mL 0.29 mL 0.58 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Gardiner et al (2002) Complex regional haemodynamic effects of anandamide in conscious rats. Br.J.Pharmacol. 135 1889 PMID: 11959791

Kagaya et al (2002) Characterization of the anandamide-induced depolarization of guinea-pig isolated vagus nerve. Br.J.Pharmacol. 137 39 PMID: 12183329

Pertwee (1999) Pharmacology of cannabinoid receptor ligands. Curr.Med.Chem. 6 635 PMID: 10469884

Ross et al (2001) Structure-activity relationship for the endogenous cannabinoid, anandamide, and certain of its analogues at vanilloid receptors in transfected cells and vas deferens. Br.J.Pharmacol. 132 631 PMID: 11159715

Ryberg et al (2007) The orphan receptor GPR55 is a novel cannabinoid receptor. Br.J.Pharmacol. 152 1092 PMID: 17876302

Sancho et al (2003) Anandamide inhibits nuclear factor-κB activation through a cannabinoid receptor-independent pathway. Mol.Pharmacol. 63 429 PMID: 12527815


If you know of a relevant reference for Anandamide (in Tocrisolve™ 100), please let us know.

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View all Non-selective Cannabinoid Agonists

Keywords: Anandamide (in Tocrisolve 100), supplier, Endogenous, CB, agonist, water-soluble, emulsion, vanilloid, Cannabinoids, Non-Selective, Receptors, Vanillioid, VR1, TRPV, TRP, Channels, Transient, Receptor, Potential, cb2r, cb1r, Arachidonylethanolamide, AEA, Non-selective, Cannabinoids, TRPV, Non-selective, Cannabinoids, Tocris Bioscience

5 Citations for Anandamide (in Tocrisolve™ 100)

Citations are publications that use Tocris products. Selected citations for Anandamide (in Tocrisolve™ 100) include:

Mair et al (2010) Interaction between anandamide and sphingosine-1-phosphate in mediating vasorelaxation in rat coronary artery. Br J Pharmacol 161 176 PMID: 20718749

Ho and Gardiner (2009) Acute hypertension reveals depressor and vasodilator effects of cannabinoids in conscious rats. Cereb Cortex 156 94 PMID: 19133994

Ho et al (2008) 'Entourage' effects of N-palmitoylethanolamide and N-oleoylethanolamide on vasorelaxation to anandamide occur through TRPV1 receptors. Br J Pharmacol 155 837 PMID: 18695637

Derbenev et al (2006) Vanilloid-mediated heterosynaptic facilitation of inhibitory synaptic input to neurons of the rat dorsal motor nucleus of the vagus. Cell Death Differ 26 9666 PMID: 16988037

Movsesyan et al (2004) Anandamide-induced cell death in primary neuronal cultures: role of calpain and caspase pathways. Br J Pharmacol 11 1121 PMID: 15375383


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