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关于此项目
经验公式（希尔记法）:
C23H38O4
化学文摘社编号:
分子量:
378.55
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
产品名称
2-AG, Avanti Research™ - A Croda Brand 870450O
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
assay
>99% (TLC)
form
liquid
packaging
pkg of 1 × 5 mg (with screw cap/argon/foil bag (870450O-5mg))
manufacturer/tradename
Avanti Research™ - A Croda Brand 870450O
lipid type
bioactive lipids
phosphoglycerides
shipped in
dry ice
storage temp.
−70°C
General description
2-花生四烯酰甘油（2-AG）是一种内源性大麻素，是CB1受体的内源性激动剂。与阿那达胺不同，2-AG在中央神经紧张的系统中以相对较高的水平存在。它是在小鼠和大鼠脑中发现的最丰富的单酰基甘油分子种类（~5-10 nmol/g组织）。在标准脂质提取条件下，由于其相对容易异构化为1-AG，因此脑组织中2-AG的检测变得复杂。与阿那达胺不同，2-AG的形成是钙依赖性的，并且由磷脂酶C（PLC）和二酰基甘油脂肪酶（DAGL）的活性介导。2-AG充当CB1受体的完全激动剂。在0.3 nM的浓度下，2-AG通过CB1受体依赖性机制诱导NG108-15神经母细胞瘤X胶质瘤细胞中细胞内游离钙的快速，瞬时增加。2-AG在体外被单酰基甘油脂肪酶（MAGL）、脂肪酸酰胺水解酶（FAAH）和未表征的丝氨酸水解酶ABHD6和ABHD12水解。
Packaging
5 mL PTFE小瓶，带螺旋盖/氩气/铝箔袋（870450O-5mg）
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
存储类别
12 - Non Combustible Liquids
wgk
WGK 3
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
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
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
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