N-Arachidonylglycine
Based on 1 publication(s) in Google Scholar
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: 99.45%
- CAS No.: 179113-91-8
- Formula: C22H35NO3
- Molecular Weight:361.52
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Storage:
Solution, -20°C, 2 years
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Publications Citing Use of MedChemExpress (MCE) N-Arachidonylglycine
MoreAll Endogenous Metabolite Isoforms
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Biological Activity
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GlyT2 5.1 μM (IC50) |
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Cell Line
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Type | Value | Description | References |
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| CHO | IC50 |
>10 μM
Compound: 8, NAGly
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Antagonist activity against human GPR18 expressed in CHO cells assessed as reduction in delta9-THC-induced beta-arrestin recruitment by beta-galactosidase enzyme fragment complementation method
Antagonist activity against human GPR18 expressed in CHO cells assessed as reduction in delta9-THC-induced beta-arrestin recruitment by beta-galactosidase enzyme fragment complementation method
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10.1039/C3MD00394A |
| CHO | IC50 |
>10 μM
Compound: 8, NAGly
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Antagonist activity against human GPR55 expressed in CHO cells assessed as reduction in LPI-induced beta-arrestin recruitment by beta-galactosidase enzyme fragment complementation method
Antagonist activity against human GPR55 expressed in CHO cells assessed as reduction in LPI-induced beta-arrestin recruitment by beta-galactosidase enzyme fragment complementation method
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10.1039/C3MD00394A |
N-Arachidonylglycine (0.1 nM-100 μM; 5 min) drives MAPK activation in GPR18-transfected HEK293 cells[1].
N-Arachidonylglycine shows no activity at GLYT1 or GAT1 at concentrations up to 100 μm[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:HEK293-GPR18 cells
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Concentration:0.1 nM-100 µM
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Incubation Time:5 min
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Result:Drove MAPK activation.
N-Arachidonylglycine (1.2 mg/kg; oral; once) results in a significant 70% reduction of peritoneal cells[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Rats[3]
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Dosage:10 mg/kg
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Administration:Oral
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Result:Inhibition of FAAH, causing a reduction in the hydrolytic cleavage of anandamid.
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Animal Model:Mouse (peritonitis model)[3]
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Dosage:1.2 mg/kg
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Administration:Oral; once
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Result:Resulted in a significant 70% reduction of peritoneal cells.
Chemical Information
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CAS No. 179113-91-8
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Appearance Liquid
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Molecular Weight 361.52
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Formula C22H35NO3
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Color Colorless to light yellow
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SMILES
O=C(O)CNC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O
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Synonyms
NA-Gly
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Solution, -20°C, 2 years
Publications (1)
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Journal Impact Factor
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Most Recent
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Cell Oncol (Dordr)
Disrupting YAP1-mediated glutamine metabolism induces synthetic lethality alongside ODC1 inhibition in osteosarcoma. [Abstract]2024 Oct;47(5):1845-1861. PMID: 39115605
Purity & Documentation
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Data Sheet (267 KB)
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SDS (557 KB)
- English - EN (557 KB)
- Français - FR (557 KB)
- Deutsch - DE (557 KB)
- Norwegian - NO (557 KB)
- Español - ES (557 KB)
- Swedish - SV (557 KB)
- Italian - IT (557 KB)
- Korean - KR (557 KB)
- Portuguese - PT (557 KB)
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Handling Instructions (2659 KB)
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]
[3]. 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)
N-Arachidonylglycine Related Classifications
HY-103332 Related Classifications
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