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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
T P Dinh et al.
Proceedings of the National Academy of Sciences of the United States of America, 99(16), 10819-10824 (2002-07-24)
The endogenous cannabinoids (endocannabinoids) are lipid molecules that may mediate retrograde signaling at central synapses and other forms of short-range neuronal communication. The monoglyceride 2-arachidonoylglycerol (2-AG) meets several criteria of an endocannabinoid substance: (i) it activates cannabinoid receptors; (ii) it
S Kondo et al.
FEBS letters, 429(2), 152-156 (1998-07-03)
The molecular species compositions of monoacylglycerols obtained from various rat tissues were examined by reverse-phase high-performance liquid chromatography (HPLC) and gas chromatography-mass spectrometry (GC-MS) analyses. We confirmed that 2-arachidonoylglycerol, an endogenous cannabinoid receptor agonist, is one of the most abundant
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).
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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