N-Arachidonylglycine
Tocris Bioscience, part of Bio-Techne | Catalog # 1445
GPR18 agonist; endocannabinoid
Discontinued Product
1445 has been discontinued.
View all Additional Cannabinoid-related Compounds products.
Key Product Details
Description
GPR18 agonist; endocannabinoid
Alternative Names
NAGly
Product Description
N-Arachidonylglycine is a GPR18 agonist (EC50 = 44.5 nM). Endogenous anandamide-like compound. Lacks affinity for CB1 receptors (Ki > 10 μM), VR1 receptors (EC50 > 10 μM) and anandamide transporters (IC50 > 50 μM) but causes hot-plate analgesia in mice when given orally, and suppresses tonic inflammatory pain. Also endogenous GlyT2 inhibitor.Product Specifications
Molecular Weight
361.52
Formula
C22H35NO3
Storage
Desiccate at -20°C
Purity
≥98% (HPLC)
Chemical Name
N-(1-oxo-5Z,8Z,11Z,14Z-eicosatetraenyl)glycine
CAS Number
179113-91-8
PubChem ID
5283389
InChI Key
YLEARPUNMCCKMP-DOFZRALJSA-N
SMILES
O=C(NCC(O)=O)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.
Solubility
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| Ethanol | 36.15 | 100 |
Preparing Stock Solutions
for N-Arachidonylglycine
The following data is based on the product molecular weight 361.52
Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which all affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.77 mL | 13.83 mL | 27.66 mL |
| 5 mM | 0.55 mL | 2.77 mL | 5.53 mL |
| 10 mM | 0.28 mL | 1.38 mL | 2.77 mL |
| 50 mM | 0.06 mL | 0.28 mL | 0.55 mL |
Calculators
Molarity Calculator
Dilution Calculator
Reconstitution Calculator
Background References
References are publications that support the biological activity of the product.
- McHugh Δ9-Tetrahydrocannabinol and N-arachidonyl glycine are full agonists at GPR18 receptors and induce migration in human endometrial HEC-1B cells Br.J.Pharmacol. 2012 PMID: 21595653
- Kohno Identification of N-arachidonylglycine as the endogenous ligand for orphan G-protein-coupled receptor GPR18. Biochem Biophys Res Commun. 2006 PMID: 16844083
- Sheskin Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor. J.Med.Chem. 1997 PMID: 9057852
- Huang Identification of a new class of molecules, the arachidonyl amino acids, and characterization of one member that inhibits pain. J.Biol.Chem. 2001 PMID: 11518719
- Edington Extracellular loops 2 and 4 of GLYT2 are required for N-arachidonylglycine inhibition of glycine transport. J.Biol.Chem. 2009 PMID: 19875446
- Burnstein Oxidative metabolism of anandamide. Prostaglandins Other Lipid Mediat. 2000 PMID: 10785540
Product Specific Notices for N-Arachidonylglycine
For research use only
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