N-Arachidonylglycine

Catalog NumberBL-M000652
CAS Number179113-91-8
DescriptionN-Arachidonylglycine has been isolated from cell cultures treated with arachidonoyl ethanolamide. It is a GPR18 agonist with EC50 value of 44.5 nM. It is a kind of endogenous anandamide-like compound. It is also an endogenous GlyT2 inhibitor and acts as a glycine transporter inhibitor. It has also been synthesized as an analog of AEA for structure/activity testing. It may be produced endogenously via oxidation of AEA, or by transacylation of arachidonoyl CoA. It has analgesic activities in whole animal experiments.
IUPAC Name2-[[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]amino]acetic acid
SynonymsN-[1-oxo-5Z,8Z,11Z,14Z-eicosatetraenyl]-glycine; Arachidonyl Glycine; (all-Z)-N-(1-Oxo-5,8,11,14-eicosatetraenyl)glycine; N-[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraenyl]glycine
Molecular Weight361.52
Molecular FormulaC22H35NO3
Purity≥98% by HPLC
AppearanceMethylene Chloride
Shelf Life3 Months
StorageStore at -20°C
Percent CompositionC 73.09%, H 9.76%, N 3.87%, O 13.28%
Canonical SMILESCCCCCC=CCC=CCC=CCC=CCCCC(=O)NCC(=O)O
InChIInChI=1S/C22H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21(24)23-20-22(25)26/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-20H2,1H3,(H,23,24)(H,25,26)/b7-6-,10-9-,13-12-,16-15-
InChI KeyYLEARPUNMCCKMP-DOFZRALJSA-N

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