油酰单乙醇胺
中文名称:
油酰单乙醇胺
中文同义词:
N-(2-羟乙基)-(Z)-9-十八烯酰胺;油酰乙醇胺(OEA);油酰乙醇胺;油酰单乙醇胺;硝酸二十酯;油酰胺 MEA;油酰乙醇胺(CAS号:111-58-0);油酰乙醇胺(油酰单乙醇胺)
英文名称:
N-Oleoylethanolamine
英文同义词:
N-(2-hydroxyethyl)-,(Z)-9-Octadecenamide;ODA;OLEIC ACID-2,6-DIISOPROPYL ANILIDE;N-[2,6-BIS(1-METHYLETHYL)PHENYL]-9Z-OCTADECENAMIDE;N-Oleoylethanolamine, ~98%;9Z-OCTADECENOYLETHANOLAMIDE;C18:1 ANANDAMIDE;C18:1 anandamide;Oleoylethanolamide(OEA)
CAS号:
111-58-0
分子式:
C20H39NO2
分子量:
325.53
EINECS号:
203-884-8
相关类别:
催化剂及助剂;橡胶助剂;脂类;氮化合物;医药原料;化工中间体;原料;产品;Intracellular receptor;Fluorobenzene
Mol文件:
111-58-0.mol
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
酸度系数(pKa)
14.49±0.10(Predicted)
形态
White solid
InChIKey
BOWVQLFMWHZBEF-KTKRTIGZSA-N
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)
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
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).
危险品标志
Xi
危险类别码
36/37/38
安全说明
26-36
WGK Germany
2
HazardClass
IRRITANT
