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Merck
CN

S8439

Sigma-Aldrich

硬脂酰乙醇酰胺

≥98%, crystalline

别名:

N-硬脂酰乙醇胺, NSE

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About This Item

经验公式(希尔记法):
C20H41NO2
CAS号:
分子量:
327.55
EC 号:
MDL编号:
UNSPSC代码:
12352204
PubChem化学物质编号:
NACRES:
NA.83

质量水平

方案

≥98%

表单

crystalline

储存温度

−20°C

SMILES字符串

CCCCCCCCCCCCCCCCCC(=O)NCCO

InChI

1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h22H,2-19H2,1H3,(H,21,23)

InChI key

OTGQIQQTPXJQRG-UHFFFAOYSA-N

基因信息

rat ... Cnr1(25248)

一般描述

硬脂酰乙醇酰胺,也称为N-硬脂酰乙醇胺(NSE),普遍存在于所有哺乳动物中。合成时以三种亚型存在。它具有调节免疫和炎症反应的治疗潜力。它还具有抗氧化和膜保护功能。NSE分子以尾到尾的方式堆积在脂质双层中。

应用

硬脂酰乙醇酰胺(NSE)已用作使用薄层色谱法定量内部合成NSE的标准品。

生化/生理作用

PLD水解细胞膜磷脂产生的最丰富的脂肪酸乙醇酰胺。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Polymorphism of N-stearoylethanolamine: differential scanning calorimetric, vibrational spectroscopic (FTIR), and crystallographic studies
Wouters J, et al.
Chemistry and Physics of Lipids, 119(1), 13-21 (2002)
Murat Oz et al.
Archives of biochemistry and biophysics, 434(2), 344-351 (2005-01-11)
The effects of saturated long-chain (C: 16-22) N-acylethanolamines and a series of saturated fatty acids with the same length of carbon chains were investigated on depolarization-induced (45)Ca(2+) fluxes mediated by voltage-dependent Ca(2+) channels in transverse tubule membrane vesicles from rabbit
Salvatore Terrazzino et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 18(13), 1580-1582 (2004-08-04)
Given the recent demonstration that oleoylethanolamide (OEA), a cannabinoid receptor-inactive N-acylethanolamine, decreases food intake by activating the nuclear receptor PPARalpha (peroxisome proliferator-activated receptor alpha) in the periphery, we here evaluated the effects of both saturated and unsaturated C18 N-acylethanolamides (C18:0;
Mauro Maccarrone et al.
The Biochemical journal, 366(Pt 1), 137-144 (2002-05-16)
Stearoylethanolamide (SEA) is present in human, rat and mouse brain in amounts comparable with those of the endocannabinoid anandamide (arachidonoylethanolamide; AEA). Yet, the biological activity of SEA has never been investigated. We synthesized unlabelled and radiolabelled SEA to investigate its
Structure and phase behavior of O-stearoylethanolamine: A combined calorimetric, spectroscopic and X-ray diffraction study
Tarafdar PK and Swamy MJ
Biochimica et Biophysica Acta - Biomembranes, 1798(5), 872-881 (2010)

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