All Photos(1)

870818M

Avanti

N-arachidonoylglycine

methylene chloride solution

Empirical Formula (Hill Notation):
C22H35NO3
CAS Number:
Molecular Weight:
361.52
NACRES:
NA.25

form

methylene chloride solution

packaging

pkg of 1 × 1 mL (870818M-10mg)

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

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General description

N-arachidonoylglycine (NAgly) is an endogenous ligand and a signaling lipid. It belongs to the eicosanoid family. NAgly is a natural ligand to activate G-protein coupled receptor, namely GPR18. It is found in rat brain and spinal cord.

Biochem/physiol Actions

N-arachidonoylglycine (NAgly) exhibits analgesic effects.

Packaging

2 mL Amber Glass Sealed Ampule (870818M-10mg)

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK Germany

WGK 2

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Certificate of Analysis

Certificate of Origin

S H Burstein et al.
Prostaglandins & other lipid mediators, 61(1-2), 29-41 (2000-04-29)
In addition to the well studied hydrolytic metabolism of anandamide, a number of oxidative processes are also possible. Several routes somewhat analogous to the metabolism of free arachidonic acid have been reported. These involve mediation by various lipoxygenases and COX-2...
S M Huang et al.
The Journal of biological chemistry, 276(46), 42639-42644 (2001-08-24)
In mammals, specific lipids and amino acids serve as crucial signaling molecules. In bacteria, conjugates of lipids and amino acids (referred to as lipoamino acids) have been identified and found to possess biological activity. Here, we report that mammals also...
T Sheskin et al.
Journal of medicinal chemistry, 40(5), 659-667 (1997-02-28)
In order to establish the structural requirements for binding to the brain cannabinoid receptor (CB1), we have synthesized numerous fatty acid amides, ethanolamides, and some related simple derivatives and have determined their Ki values. A few alpha-methyl- or alpha, alpha-dimethylarachidonoylalkylamides...
N-Amino acid linoleoyl conjugates: anti-inflammatory activities
Burstein S, et al.
Bioorganic & Medicinal Chemistry Letters, 22(2), 872-875 (2012)
Identification of N-arachidonylglycine as the endogenous ligand for orphan G-protein-coupled receptor GPR18
Kohno M, et al.
Biochemical and Biophysical Research Communications, 347(3), 827-832 (2006)

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