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A8973

Sigma-Aldrich

2-Arachidonyl glycerol

~10 mg/mL, ≥98% (HPLC)

Sinónimos:

(all-Z)-5,8,11,14-Eicosatetraenoic acid 2-hydroxy-1-(hydroxymethyl)ethyl ester, 2-AG, 2-Arachidonoylglycerol, 2-Monoarachidonoylglycerol

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About This Item

Fórmula empírica (notación de Hill):
C23H38O4
Número de CAS:
53847-30-6
Peso molecular:
378.55
Número MDL:
MFCD01862600
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24891388
NACRES:
NA.77

descripción

9:1 mixture of 2-AG and 1-AG

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

solution

control farmacológico

regulated under CDSA - not available from Sigma-Aldrich Canada

concentración

~10 mg/mL

Condiciones de envío

wet ice

temp. de almacenamiento

−20°C

cadena SMILES

[H]C(CO)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)CO

InChI

1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-

Clave InChI

RCRCTBLIHCHWDZ-DOFZRALJSA-N

Información sobre el gen

human ... FAAH(2166)
rat ... Cnr1(25248) , Cnr2(57302)

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Acciones bioquímicas o fisiológicas

Endogenous cannabinoid receptor agonist.

Precaución

Air sensitive

Forma física

acetonitrile solution

Pictogramas

FlameExclamation mark
GHS02,GHS07

Palabra de señalización

Danger

Clasificaciones de peligro

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

35.6 °F - closed cup

Punto de inflamabilidad (°C)

2 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
0000355963
0000355963
0000312451
0000179248
0000181955

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URB597 ≥98% (HPLC), powder

Sigma-Aldrich

U4133

URB597

Ekaterina A Placzek et al.
Neuropharmacology, 55(7), 1095-1104 (2008-09-02)
Anandamide (AEA) and 2-arachidonyl glycerol (2-AG), endogenous ligands for the CB1 and CB2 cannabinoid receptors, are referred to as endocannabinoids because they mimic the actions of delta9-tetrahydrocannabinol (Delta9-THC), a plant-derived cannabinoid. The processes by which AEA and 2-AG are biosynthesized
J Guindon et al.
British journal of pharmacology, 150(6), 693-701 (2006-12-21)
2-arachidonoyl glycerol (2-AG) is an endogenous cannabinoid with central antinociceptive properties. Its degradation is catalysed by monoacylglycerol lipase (MGL) whose activity is inhibited by URB602, a new synthetic compound. The peripheral antinociceptive effects of 2-AG and URB602 in an inflammatory
M Bari et al.
Mini reviews in medicinal chemistry, 6(3), 257-268 (2006-03-07)
Endocannabinoids are amides, esters and ethers of long chain polyunsaturated fatty acids, which act as new lipidic mediators. Anandamide (N-arachidonoylethanolamine; AEA) and 2-arachidonoylglycerol (2-AG) are the main endogenous agonists of cannabinoid receptors, able to mimic several pharmacological effects of (-)-Delta9-tetrahydrocannabinol
Katarzyna Malenczyk et al.
The Journal of biological chemistry, 288(45), 32685-32699 (2013-10-04)
Endocannabinoid signaling has been implicated in modulating insulin release from β cells of the endocrine pancreas. β Cells express CB1 cannabinoid receptors (CB1Rs), and the enzymatic machinery regulating anandamide and 2-arachidonoylglycerol bioavailability. However, the molecular cascade coupling agonist-induced cannabinoid receptor
Takayuki Sugiura et al.
Progress in lipid research, 45(5), 405-446 (2006-05-09)
2-Arachidonoylglycerol (2-AG) is a unique molecular species of monoacylglycerol isolated in 1995 from rat brain and canine gut as an endogenous ligand for the cannabinoid receptors. 2-AG is rapidly formed from arachidonic acid-containing phospholipids through increased phospholipid metabolism, such as
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