SML2558

N-arachidonoylglycine

≥98% (HPLC)

• Synonym(s): N-[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]-glycine
• Empirical Formula (Hill Notation): C₂₂H₃₅NO₃
• CAS Number: 179113-91-8
• Molecular Weight: 361.52
• UNSPSC Code: 12352211
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated; protect from light
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: O=C(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)NCC(O)=O
• InChI: 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 key: YLEARPUNMCCKMP-DOFZRALJSA-N

Description

Biochem/physiol Actions

Arachidonylglycine (NAGly) is a metabolite of the endocannabinoid anandamide (AEA) that binds to G-protein coupled receptor 18 (GPR18). It is an endogenous inhibitor of fatty acid amide hydrolase (FAAH), and also shown to be an inhibitor of the glycine transporter GlyT2. NAGly is involved in a number of pathways associated with analgesic activity and has exhibited analgesic properties in a rat model of inflammatory pain

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): No data available
• Flash Point(C): No data available