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A8973

Sigma-Aldrich

2-Arachidonyl glycerol

~10 mg/mL, ≥98% (HPLC)

Synonyme(s) :

(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

Formule empirique (notation de Hill):
C23H38O4
Numéro CAS:
53847-30-6
Poids moléculaire :
378.55
Numéro MDL:
MFCD01862600
Code UNSPSC :
12352200
ID de substance PubChem :
24891388
Nomenclature NACRES :
NA.77

Description

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

Pureté

≥98% (HPLC)

Forme

solution

Contrôle du médicament

regulated under CDSA - not available from Sigma-Aldrich Canada

Concentration

~10 mg/mL

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne 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-

Clé InChI

RCRCTBLIHCHWDZ-DOFZRALJSA-N

Informations sur le gène

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

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Actions biochimiques/physiologiques

Endogenous cannabinoid receptor agonist.

Attention

Air sensitive

Forme physique

acetonitrile solution

Pictogrammes

FlameExclamation mark
GHS02,GHS07

Mention d'avertissement

Danger

Classification des risques

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

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

35.6 °F - closed cup

Point d'éclair (°C)

2 °C - closed cup

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

M Lee et al.
The Journal of pharmacology and experimental therapeutics, 275(2), 529-536 (1995-11-01)
Anandamide (arachidonylethanolamide), isolated from the porcine brain, and 2-arachidonyl-glycerol (2-Ara-Gl), derived from the canine gut, are two recently identified putative endogenous cannabinoid receptor ligands. Both ligands have been reported to possess binding affinity for cannabinoid receptor subtypes, CB1 and CB2.
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
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
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
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