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Key Documents

SML2558

Sigma-Aldrich

N-arachidonoylglycine

≥98% (HPLC)

Synonym(s):

N-[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]-glycine

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25 MG
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About This Item

Empirical Formula (Hill Notation):
C22H35NO3
CAS Number:
Molecular Weight:
361.52
UNSPSC Code:
12352211
NACRES:
NA.77

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assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

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

InChI

1S/C22H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21(24)23-20-22(25)26/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-20H2,1H3,(H,23,24)(H,25,26)/b7-6-,10-9-,13-12-,16-15-

InChI key

YLEARPUNMCCKMP-DOFZRALJSA-N

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Biochem/physiol Actions

Arachidonylglycine (NAGly) is a metabolite of the endocannabinoid anandamide (AEA) that binds to G-protein coupled receptor 18 (GPR18). It is an endogenous inhibitor of fatty acid amide hydrolase (FAAH), and also shown to be an inhibitor of the glycine transporter GlyT2. NAGly is involved in a number of pathways associated with analgesic activity and has exhibited analgesic properties in a rat model of inflammatory pain

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

No data available

flash_point_c

No data available


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