2-Arachidonoyl Glycerol-d5

• CAT Number: R067272
• CAS Number: 1215168-37-8
• Molecular Formula: C23H33D5O4
• Molecular Weight: 383.6
• Purity: ≥95%
• Synonyms: 2-AG-d5
• Storage: -80°C
• IUPAC Name: (1,1,2,3,3-pentadeuterio-1,3-dihydroxypropan-2-yl) (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• InChI: InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-/i20D2,21D2,22D
• InChIKey: RCRCTBLIHCHWDZ-BGRPFJIQSA-N
• SMILES: [2H]C([2H])(C([2H])(C([2H])([2H])O)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)O

2-Arachidonoyl Glycerol-d5 (2-AG-d5) is a deuterated analog of 2-arachidonoyl glycerol, an endogenous cannabinoid receptor agonist. It plays a critical role in studying the endocannabinoid system, as the deuterium labeling provides stability and facilitates precise quantification in mass spectrometry. This compound is vital in pharmaceutical research for investigating the modulation of appetite, pain, mood, and memory. In organic chemistry, 2-AG-d5 aids in elucidating lipid signaling pathways and enzyme activity. Its application extends to neuroscience, where it is used to understand the mechanisms of synaptic transmission and neuroprotection.

Reference

1.Stella, N.,Schweitzer, P., and Piomelli, D. A second endogenous cannabinoid that modulates long-term potentiation. Nature 388, 773-778 (1997).