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A8973

Sigma-Aldrich

2-Arachidonyl glycerol

~10 mg/mL, ≥98% (HPLC)

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Synonym(s):
(all-Z)-5,8,11,14-Eicosatetraenoic acid 2-hydroxy-1-(hydroxymethyl)ethyl ester, 2-AG, 2-Arachidonoylglycerol, 2-Monoarachidonoylglycerol
Empirical Formula (Hill Notation):
C23H38O4
CAS Number:
Molecular Weight:
378.55
MDL number:
PubChem Substance ID:

description

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

Quality Level

assay

≥98% (HPLC)

form

solution

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

concentration

~10 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

[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-

InChI key

RCRCTBLIHCHWDZ-DOFZRALJSA-N

Gene Information

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1 of 4

This Item
SML0473S5451SML2209
2-Arachidonyl glycerol ~10 mg/mL, ≥98% (HPLC)

A8973

2-Arachidonyl glycerol

Sigma-Aldrich

SML0473

Noladin ether

Sarpogrelate hydrochloride ≥98% (HPLC)

S5451

Sarpogrelate hydrochloride

Benactyzine hydrochloride ≥98% (HPLC)

SML2209

Benactyzine hydrochloride

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

-

drug control

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

storage temp.

−20°C

storage temp.

−70°C

storage temp.

room temp

storage temp.

2-8°C

shipped in

wet ice

shipped in

dry ice

shipped in

-

shipped in

-

Biochem/physiol Actions

Endogenous cannabinoid receptor agonist.

Caution

Air sensitive

Physical form

acetonitrile solution

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

35.6 °F - closed cup

flash_point_c

2 °C - closed cup

ppe

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


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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.
Bradley E Alger
Science's STKE : signal transduction knowledge environment, 2005(309), pe51-pe51 (2005-11-10)
Endocannabinoids are a class of fatty acid derivatives defined by their ability to interact with the specific cannabinoid receptors that were originally identified as the targets of Delta9-tetrahydocannabinol (Delta9-THC), the psychoactive component of cannabis. Endocannabinoids have been implicated in a
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
A F Almeida-Santos et al.
Behavioural brain research, 252, 10-17 (2013-05-30)
Anandamide and 2-arachidonoylglycerol (2-AG) are the two main endocannabinoids, exerting their effects by activating type 1 (CB1r) and type 2 (CB2r) cannabinoid receptors. Anandamide inhibits anxiety-like responses through the activation of CB1r in certain brain regions, including the dorsolateral periaqueductal
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

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