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A8973

Sigma-Aldrich

2-Arachidonyl-Glycerin

~10 mg/mL, ≥98% (HPLC)

Synonym(e):

(all-Z)-5,8,11,14-Eicosatetraesäure-[2-hydroxy-1-(hydroxymethyl)-ethyl]-ester, 2-Monoarachidonoyl-glycerin

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About This Item

Empirische Formel (Hill-System):
C23H38O4
CAS-Nummer:
53847-30-6
Molekulargewicht:
378.55
MDL-Nummer:
MFCD01862600
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24891388
NACRES:
NA.77

Beschreibung

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

Assay

≥98% (HPLC)

Form

solution

Arzneimittelkontrolle

regulated under CDSA - not available from Sigma-Aldrich Canada

Konzentration

~10 mg/mL

Versandbedingung

wet ice

Lagertemp.

−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-

InChIKey

RCRCTBLIHCHWDZ-DOFZRALJSA-N

Angaben zum Gen

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

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Biochem./physiol. Wirkung

Endogenous cannabinoid receptor agonist.

Vorsicht

Air sensitive

Physikalische Form

acetonitrile solution

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 2

Flammpunkt (°F)

35.6 °F - closed cup

Flammpunkt (°C)

2 °C - closed cup

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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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
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.
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
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