油酰单乙醇胺

用途生物活性靶点体外研究体内研究油酰单乙醇胺试剂级价格

油酰单乙醇胺

CAS号:111-58-0
英文名:Oleoyl Ethanolamide
中文名:油酰单乙醇胺
CBNumber:CB1708480
分子式:C20H39NO2
分子量:325.53
MOL File:111-58-0.mol

油酰单乙醇胺化学性质

熔点 :63-64 °C
沸点 :496.4±38.0 °C(Predicted)
密度 :0.915±0.06 g/cm3(Predicted)
储存条件 :-20°C
溶解度 :Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 35 mg/ml)
酸度系数(pKa) :14.49±0.10(Predicted)
形态 :White solid
颜色 :White
稳定性 :Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
InChI :InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9-
InChIKey :BOWVQLFMWHZBEF-KTKRTIGZSA-N
SMILES :C(NCCO)(=O)CCCCCCC/C=C\CCCCCCCC
LogP :6.406 (est)
CAS 数据库 :111-58-0(CAS DataBase Reference)
EPA化学物质信息 :9-Octadecenamide, N-(2-hydroxyethyl)-, (9Z)- (111-58-0)

安全信息

危险品标志 :Xi
危险类别码 :36/37/38
安全说明 :26-36
WGK Germany :2
危险等级 :IRRITANT

油酰单乙醇胺性质、用途与生产工艺

用途油酰单乙醇胺是过氧化物酶体增殖物激活受体α (PPAR- α)的激动剂。N-油酰乙醇酰胺产生肠道信号，刺激中枢多巴胺活动，在热量-自我平衡和快乐-自我平衡之间建立联系。油酰乙醇酰胺被认为是胃旁路手术成功的分子机制。N-油酰乙醇酰胺是一种选择性GPR55激动剂。
生物活性 Oleoylethanolamide 是一种高亲和力的内源性 PPAR-α 激动剂，可用于肥胖和动脉硬化的相关研究。
靶点

Human Endogenous Metabolite

PPAR-α
体外研究

Oleoylethanolamide (OEA), an endogenous PPAR-α ligand, attenuates liver fibrosis targeting hepatic stellate cells. Oleoylethanolamide suppresses TGF-β1 induced hepatic stellate cells (HSCs) activation in vitro via PPAR-α. To assess the impact of Oleoylethanolamide on HSCs activation, the expression levels of α-SMA and Col1a in TGF-β1-stimulated HSCs are examined by qPCR. The mRNA levels of α-SMA and Col1a are markedly induced in the group of CFSC cells with TGF-β1 (5 ng/mL) stimulation for 48h, while the mRNA levels are suppressed when treated with Oleoylethanolamide in a dose-dependent manner. Immunofluorescence and western blot results show that Oleoylethanolamide treatment dose-dependently inhibits the protein expression of α-SMA, the marker of HSC activation. The inhibitory effects of Oleoylethanolamide on HSCs activation are completely blocked by PPAR-α antagonist MK886 (10 μM). Moreover, the mRNA and protein expression levels of PPAR-α are down-regulated with TGF-β1 stimulation, while Oleoylethanolamide treatment restores these changes in dose-dependent manner. In addition, the phosphorylation of Smad 2/3 is upregulated in the presence of TGF-β1 stimulation, consistent with the observed effects on HSC activation, while Oleoylethanolamide (10 μM) reduces the phosphorylation of Smad2/3 in CFSC simulated with TGF-β1.
体内研究

Oleoylethanolamide (OEA) can significantly suppress the pro-fibrotic cytokine TGF-β1 negatively regulate genes in the TGF-β1 signaling pathway (α-SMA, collagen 1a, and collagen 3a) in mice models of hepatic fibrosis. Treatment with Oleoylethanolamide (5 mg/kg/day, intraperitoneal injection, i.p.) significantly attenuates the progress of liver fibrosis in both two experimental animal models by blocking the activation of hepatic stellate cells (HSCs).