油酰乙醇胺,英文名:N-oleoyl ethanolamine,CAS:111-58-0,化学式:C20H39NO2,分子量:325.53,密度:0.915±0.06 g/cm3(Predicted)
111-58-0
油酰乙醇胺(N-oleoyl ethanolamine)
CAS: 111-58-0
化学式: C20H39NO2
| 中文名 | 油酰乙醇胺 |
| 英文名 | N-oleoyl ethanolamine |
| 别名 | 油酰乙醇胺 硝酸二十酯 油酰单乙醇胺 油酰胺 MEA 油酰乙醇胺(OEA) 油酰乙醇胺(油酰单乙醇胺) N-(2-羟乙基)-(Z)-9-十八烯酰胺 |
| 英文别名 | ODA Oleamide MEA UNII-1HI5J9N8E6 N-Oleoylethanolamine N-oleoyl ethanolamine Oleoyl monoethanolamide Oleoylethanolamide(OEA) N-(2-Hydroxyethyl)oleamide 9Z-OCTADECENOYLETHANOLAMIDE Monoethanolamine oleic acid amide OLEIC ACID-2,6-DIISOPROPYL ANILIDE N-(2-Hydroxyethyl)-9-octadecenamide 9-Octadecenamide, N-(2-hydroxyethyl)- (9Z)-N-(2-hydroxyethyl)octadec-9-enamide N-(2-hydroxyethyl)-,(Z)-9-Octadecenamide 9-Octadecenamide, N-(2-hydroxyethyl)-, (Z)- 9-Octadecenamide, N-(2-hydroxyethyl)-, (9Z)- N-[2,6-BIS(1-METHYLETHYL)PHENYL]-9Z-OCTADECENAMIDE |
| CAS | 111-58-0 |
| EINECS | 203-884-8 |
| 化学式 | C20H39NO2 |
| 分子量 | 325.53 |
| InChI | InChI=1/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 |
| 密度 | 0.915±0.06 g/cm3(Predicted) |
| 熔点 | 63-64 °C |
| 沸点 | 496.4±38.0 °C(Predicted) |
| 闪点 | 254°C |
| 蒸汽压 | 6.22E-12mmHg at 25°C |
| 溶解度 | 溶于DMSO (高达25毫克/毫升) 或乙醇 (高达35毫克/毫升) |
| 折射率 | 1.473 |
| 酸度系数 | 14.49±0.10(Predicted) |
| 存储条件 | -20°C |
| 稳定性 | 从提供的购买之日起稳定2年。DMSO或乙醇中的溶液可以在-20 °C下储存长达1个月。 |
| 外观 | 白色固体 |
| 颜色 | White |
| MDL号 | MFCD00045972 |
| 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 - 刺激性物品 |
| 风险术语 | 36/37/38 - 刺激眼睛、呼吸系统和皮肤。 |
| 安全术语 | S26 - 不慎与眼睛接触后，请立即用大量清水冲洗并征求医生意见。 S36 - 穿戴适当的防护服。 |
| WGK Germany | 2 |
| Hazard Class | IRRITANT |
111-58-0 - 简介
油酰乙醇胺，也称为Oleamide，是一种天然脂肪酰胺化合物。油酰乙醇胺具有以下性质：
- 在常温下为固体，可溶于有机溶剂如乙醚、氯仿、二甲基甲酰胺等。
- 在水中几乎不溶。
- 具有良好的润滑性、溶解性、稳定性和抗静电性能。
油酰乙醇胺常用于以下方面：
- 作为表面活性剂，用于制造润滑脂、润滑油和合成润滑剂。
- 用作增塑剂，可增加塑料的柔软性和延展性。
- 可用于油墨、涂料和粘合剂等工业应用中，以改善其性能。
制备油酰乙醇胺的方法有多种，其中常用的一种是通过油酸与乙醇胺反应而得到。具体制备方法为将油酸和乙醇胺以适当的摩尔比例加热反应，然后降温结晶得到油酰乙醇胺。
安全信息：油酰乙醇胺在正确使用和储存的情况下一般是具有低毒性的。长期或大量接触可能会对皮肤和眼睛有刺激作用。在使用时应注意戴好防护手套和护目镜，并避免直接接触皮肤和眼睛。如不慎接触皮肤或进入眼睛，请立即用大量清水冲洗，并及时就医。在储存时，应密封、避光、防潮，并存放在远离火源和氧化剂的地方。最后更新：2024-04-09 20:45:29
