N-Arachidonylglycine (Synonyms: NA-Gly)

Name: N-Arachidonylglycine
Brand: MedChemExpress
SKU: HY-103332
Rating: 4.5 (1 reviews)

Cat. No.: HY-103332 Purity: 99.45%: Data Sheet
COA

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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.

N-Arachidonylglycine Chemical Structure

CAS No. : 179113-91-8

Size	Stock	Quantity
Solvent
5 mg (138.30 mM * 100 μL in Ethanol)	In-stock	Estimated Time of Arrival: December 31
Solvent
10 mg (138.30 mM * 200 μL in Ethanol)	In-stock	Estimated Time of Arrival: December 31
Solvent
25 mg (138.30 mM * 500 μL in Ethanol)	In-stock	Estimated Time of Arrival: December 31
Solvent
50 mg (138.30 mM * 1 mL in Ethanol)	In-stock	Estimated Time of Arrival: December 31
Solvent
100 mg (138.30 mM * 2 mL in Ethanol)	In-stock	Estimated Time of Arrival: December 31

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Based on 1 publication(s) in Google Scholar

Other Forms of N-Arachidonylglycine:

N-Arachidonylglycine-d₈ In-stock

1 Publications Citing Use of MCE N-Arachidonylglycine

•Cell Oncol (Dordr). 2024 Oct;47(5):1845-1861. [Abstract]

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Description

IC₅₀ & Target

GlyT2

5.1 μM (IC₅₀)

Cellular Effect

Cell Line	Type	Value	Description	References
CHO	IC₅₀	> 10 μM Compound: 8, NAGly	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	10.1039/C3MD00394A
CHO	IC₅₀	> 10 μM Compound: 8, NAGly	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	10.1039/C3MD00394A

In Vitro

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.

Western Blot Analysis^[1]

Cell Line:	HEK293-GPR18 cells
Concentration:	0.1 nM-100 µM
Incubation Time:	5 min
Result:	Drove MAPK activation.

In Vivo

N-Arachidonylglycine (10 mg/kg; oral) increases blood concentrations of anandamide 9-fold^[3].
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.

Animal Model:	Rats^[3]
Dosage:	10 mg/kg
Administration:	Oral
Result:	Inhibition of FAAH, causing a reduction in the hydrolytic cleavage of anandamid.

Animal Model:	Mouse (peritonitis model)^[3]
Dosage:	1.2 mg/kg
Administration:	Oral; once
Result:	Resulted in a significant 70% reduction of peritoneal cells.

Molecular Weight

361.52

Formula

C₂₂H₃₅NO₃

CAS No.

179113-91-8

Appearance

Liquid

Color

Colorless to light yellow

SMILES

O=C(O)CNC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O

Structure Classification

Initial Source

Endogenous metabolite

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Solution, -20°C, 2 years

Purity & Documentation

Purity: 99.45%

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Data Sheet (267 KB) SDS (557 KB)

COA (238 KB) HNMR (296 KB) LCMS (91 KB)

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]

N-Arachidonylglycine Related Classifications

Inflammation/Immunology

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Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

N-Arachidonylglycine179113-91-8NA-GlyGlyTEndogenous MetaboliteGlycine transportersendocannabinoidanandamideAEAGLYT2endometrialInhibitorinhibitorinhibit

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N-Arachidonylglycine (Synonyms: NA-Gly)

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N-Arachidonylglycine Related Antibodies

1 Publications Citing Use of MCE N-Arachidonylglycine

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N-Arachidonylglycine Related Antibodies

N-Arachidonylglycine Related Classifications

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