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Merck
모든 사진(1)

주요 문서

870450O

Avanti

2-AG

Avanti Research - A Croda Brand 870450O

동의어(들):

2-arachidonoyl glycerol

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About This Item

실험식(Hill 표기법):
C23H38O4
CAS Number:
Molecular Weight:
378.55
UNSPSC 코드:
12352211
NACRES:
NA.25

형태

liquid

포장

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

제조업체/상표

Avanti Research - A Croda Brand 870450O

지질 유형

bioactive lipids
phosphoglycerides

배송 상태

dry ice

저장 온도

−70°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

일반 설명

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.

포장

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

법적 정보

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 3


시험 성적서(COA)

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문서 라이브러리 방문

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
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
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
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
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).

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