179113-91-8
179113-91-8
Chemical Structure
N-Arachidonylglycine
Synonym(s): NA-Gly
- CAS No.: 179113-91-8
- Formula:C22H35NO3
- Molecular Weight:361.52
IUPAC Name: ((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl)glycine
InChIKey: YLEARPUNMCCKMP-DOFZRALJSA-N
SMILES: O=C(O)CNC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O
Biological Activity: N-Arachidonylglycine (NA-Gly), a carboxylic analog of the endocannabinoid anandamide (AEA), is a GPR18 agonist (EC50 = 44.5 nM). Unlike AEA, N-Arachidonylglycine has no activity at either CB1 or CB2 receptors. N-Arachidonylglycine inhibits GLYT2 (IC50 = 5.1 μM). N-Arachidonylglycine also is an effective activator of endometrial cell migration[1][2].
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N-Arachidonylglycine | 99.45% | N-Arachidonylglycine (NA-Gly), a carboxylic analog of the endocannabinoid anandamide (AEA), is a GPR18 agonist (EC50 = 44.5 nM). Unlike AEA, N-Arachidonylglycine has no activity at either CB1 or CB2 receptors. N-Arachidonylglycine inhibits GLYT2 (IC50 = 5.1 μM). N-Arachidonylglycine also is an effective activator of endometrial cell migration. | ||||||||||||||||||||
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N-Arachidonylglycine-d8 | 98.1% | N-Arachidonylglycine-d8 is a deuterated labeled N-Arachidonylglycine. N-Arachidonylglycine (NA-Gly), a carboxylic analog of the endocannabinoid anandamide (AEA), is a GPR18 agonist (EC50 = 44.5 nM). Unlike AEA, N-Arachidonylglycine has no activity at either CB1 or CB2 receptors. N-Arachidonylglycine inhibits GLYT2 (IC50 = 5.1 μM). N-Arachidonylglycine also is an effective activator of endometrial cell migration. | ||||||||||||||||||||
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References
- [1]. McHugh D, et al. Δ(9) -Tetrahydrocannabinol and N-arachidonyl glycine are full agonists at GPR18 receptors and induce migration in human endometrial HEC-1B cells. Br J Pharmacol. 2012;165(8):2414-2424. [Content Brief]
- [2]. Edington AR, et al. Extracellular loops 2 and 4 of GLYT2 are required for N-arachidonylglycine inhibition of glycine transport. J Biol Chem. 2009;284(52):36424-36430. [Content Brief]
