Key Documents

2-Arachidonyl glycerol

Name: 2-Arachidonyl glycerol
Brand: SIGMA

≥98% (HPLC), Endogenous cannabinoid receptor agonist, solution

Synonym(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

Empirical Formula (Hill Notation):

C₂₃H₃₈O₄

CAS Number:

53847-30-6

Molecular Weight:

378.55

UNSPSC Code:

12352200

PubChem Substance ID:

24891388

NACRES:

NA.77

MDL number:

MFCD01862600

Assay:

≥98% (HPLC)

Form:

solution

Quality level:

100

Pricing and availability is not currently available.

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Properties

Product Name

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

description

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

Quality Level

100

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

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

Description

Biochem/physiol Actions

Endogenous cannabinoid receptor agonist.

Physical form

acetonitrile solution

Disclaimer

Air sensitive

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This Item	SML0473	S5451	PZ0038
Sigma-Aldrich A8973 2-Arachidonyl glycerol	Sigma-Aldrich SML0473 Noladin ether	Sigma-Aldrich S5451 Sarpogrelate hydrochloride	Sigma-Aldrich PZ0038 Aztreonam
form solution	form solution	form solid	form powder
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 100
storage temp. −20°C	storage temp. −70°C	storage temp. room temp	storage temp. room temp
shipped in wet ice	shipped in dry ice	shipped in -	shipped in -

pictograms

GHS02,GHS07

signalword

Danger

hcodes

H225,H302 + H312 + H332,H319

pcodes

P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338

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

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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Effects of putative cannabinoid receptor ligands, anandamide and 2-arachidonyl-glycerol, on immune function in B6C3F1 mouse splenocytes.

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.

Endocannabinoid identification in the brain: studies of breakdown lead to breakthrough, and there may be NO hope.

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

Modulation of anxiety-like behavior by the endocannabinoid 2-arachidonoylglycerol (2-AG) in the dorsolateral periaqueductal gray.

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

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Global Trade Item Number

SKU	GTIN
A8973-5MG	04061833401033

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