N-Arachidonylglycine-d8
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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.
For research use only. We do not sell to patients.
- Purity: 98.1%
- CAS No.: 1159908-44-7
- Formula: C22H27D8NO3
- Molecular Weight:369.57
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Storage:
Solution, -20°C, 2 years
All Endogenous Metabolite Isoforms
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Biological Activity
Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs[1].
N-Arachidonylglycine (0.1 nM-100 μM; 5 min) drives MAPK activation in GPR18-transfected HEK293 cells[2].
N-Arachidonylglycine shows no activity at GLYT1 or GAT1 at concentrations up to 100 μm[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
N-Arachidonylglycine (1.2 mg/kg; oral; once) results in a significant 70% reduction of peritoneal cells[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
1. This compound can be used as a tracer
2. This compound can be used as an internal standard for quantitative analysis by NMR, GC-MS, or LC-MS.
Chemical Information
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CAS No. 1159908-44-7
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Unlabeled Cas 179113-91-8
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Appearance Liquid
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Molecular Weight 369.57
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Formula C22H27D8NO3
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Color Colorless to light yellow
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SMILES
OC(CNC(CCC/C([2H])=C([2H])\C/C([2H])=C([2H])\C/C([2H])=C([2H])\C/C([2H])=C([2H])\CCCCC)=O)=O
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Synonyms
NA-Gly-d8
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Solution, -20°C, 2 years
Purity & Documentation
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Data Sheet (271 KB)
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SDS (251 KB)
- English - EN (251 KB)
- Français - FR (251 KB)
- Deutsch - DE (251 KB)
- Norwegian - NO (251 KB)
- Español - ES (251 KB)
- Swedish - SV (251 KB)
- Italian - IT (251 KB)
- Korean - KR (251 KB)
- Portuguese - PT (251 KB)
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Handling Instructions (2659 KB)
References
[1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216. [Content Brief]
[2]. 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]
[3]. 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]
[4]. Burstein SH. N-Acyl Amino Acids (Elmiric Acids): Endogenous Signaling Molecules with Therapeutic Potential. Mol Pharmacol. 2018;93(3):228-238. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)