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870450O

Avanti

2-AG

Avanti Research™ - A Croda Brand 870450O

Synonim(y):

2-arachidonoyl glycerol

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About This Item

Wzór empiryczny (zapis Hilla):
C23H38O4
Numer CAS:
53847-30-6
Masa cząsteczkowa:
378.55
Numer MDL:
MFCD01862600
Kod UNSPSC:
12352211
NACRES:
NA.25

Formularz

liquid

opakowanie

pkg of 1 × 5 mg (with screw cap/argon/foil bag (870450O-5mg))

producent / nazwa handlowa

Avanti Research™ - A Croda Brand 870450O

typ lipidu

bioactive lipids
phosphoglycerides

Warunki transportu

dry ice

temp. przechowywania

−70°C

ciąg 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-

Klucz InChI

RCRCTBLIHCHWDZ-DOFZRALJSA-N

Opis ogólny

2-Arachidonoylglycerol (2-AG), is an endocannabinoid, an endogenous agonist of the CB1 receptor. 2-AG, unlike anandamide, is present at relatively high levels in the central nervous system; it is the most abundant molecular species of monoacylglycerol found in mouse and rat brain (~5-10 nmol/g tissue). Detection of 2-AG in brain tissue is complicated by the relative ease of its isomerization to 1-AG during standard lipid extraction conditions. Unlike anandamide, formation of 2-AG is calcium-dependent and is mediated by the activities of phospholipase C (PLC) and diacylglycerol lipase (DAGL). 2-AG acts as a full agonist at the CB1 receptor. At a concentration of 0.3nM, 2-AG induces a rapid, transient increase in intracellular free calcium in NG108-15 neuroblastoma X glioma cells through a CB1 receptor-dependent mechanism. 2-AG is hydrolyzed in vitro by monoacylglycerol lipase (MAGL), fatty acid amide hydrolase (FAAH), and the uncharacterized serine hydrolase enzymes ABHD6 and ABHD12.

Opakowanie

5 mL PTFE Vial with Screw Cap/Argon/Foil Bag (870450O-5mg)

Informacje prawne

Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Kod klasy składowania

12 - Non Combustible Liquids

Klasa zagrożenia wodnego (WGK)

WGK 3

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Certyfikaty analizy (CoA)

Lot/Batch Number

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Stearoyl ethanolamide ≥98%, crystalline

Sigma-Aldrich

S8439

Stearoyl ethanolamide

Palmitoylethanolamide

Sigma-Aldrich

P0359

Palmitoylethanolamide

2-OG Avanti Research™ - A Croda Brand 870451O

Avanti

870451O

2-OG

AM630 ≥90% (HPLC)

Sigma-Aldrich

SML0327

AM630

Arachidonic acid >95.0% (GC)

Sigma-Aldrich

10931

Arachidonic acid

Arachidonic acid from non-animal source, ≥98.5% (GC)

Sigma-Aldrich

A3611

Arachidonic acid

T Sugiura et al.
The Journal of biological chemistry, 274(5), 2794-2801 (1999-01-23)
An endogenous cannabimimetic molecule, 2-arachidonoylglycerol, induces a rapid, transient increase in intracellular free Ca2+ concentrations in NG108-15 cells through a cannabinoid CB1 receptor-dependent mechanism. We examined the activities of 24 relevant compounds (2-arachidonoylglycerol, its structural analogues, and several synthetic cannabinoids).
Freek J Janssen et al.
Bioorganic & medicinal chemistry letters, 26(16), 3831-3837 (2016-07-11)
2-Arachidonoylglycerol (2-AG) is an endocannabinoid that activates the cannabinoid receptors type 1 and 2. It also serves as an important lipid precursor for the eicosanoid signaling pathway. Consequently, 2-AG is involved in many physiological functions, including anxiety, food intake, inflammation
Jonathan Z Long et al.
Nature chemical biology, 5(1), 37-44 (2008-11-26)
2-Arachidonoylglycerol (2-AG) and anandamide are endocannabinoids that activate the cannabinoid receptors CB1 and CB2. Endocannabinoid signaling is terminated by enzymatic hydrolysis, a process that for anandamide is mediated by fatty acid amide hydrolase (FAAH), and for 2-AG is thought to
Kwang-Mook Jung et al.
Cell metabolism, 15(3), 299-310 (2012-03-13)
The endocannabinoid system plays a critical role in the control of energy homeostasis, but the identity and localization of the endocannabinoid signal involved remain unknown. In the present study, we developed transgenic mice that overexpress in forebrain neurons the presynaptic
Erik Keimpema et al.
Scientific reports, 3, 2093-2093 (2013-06-29)
Endocannabinoids are small signaling lipids, with 2-arachidonoylglycerol (2-AG) implicated in modulating axonal growth and synaptic plasticity. The concept of short-range extracellular signaling by endocannabinoids is supported by the lack of trans-synaptic 2-AG signaling in mice lacking sn-1-diacylglycerol lipases (DAGLs), synthesizing
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