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Merck
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Key Documents

S8439

Sigma-Aldrich

Stearoyl ethanolamide

≥98%, crystalline

동의어(들):

N-Stearoylethanolamine, NSE

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About This Item

실험식(Hill 표기법):
C20H41NO2
CAS Number:
Molecular Weight:
327.55
EC Number:
MDL number:
UNSPSC 코드:
12352204
PubChem Substance ID:
NACRES:
NA.83

Quality Level

분석

≥98%

형태

crystalline

저장 온도

−20°C

SMILES string

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

유전자 정보

rat ... Cnr1(25248)

일반 설명

Stearoyl ethanolamide, also called N-stearoylethanolamine (NSE) is present ubiquitously in all mammals. It exists in three isoforms when synthesized. It has therapeutic potential to modulate immune and inflammatory responses. It also possess antioxidative and membranoprotective functionality. NSE molecules pack in tail-to-tail fashion in lipid bilayer.

애플리케이션

Stearoyl ethanolamide (NSE) has been used as standard for quantifying in house synthesized NSE using thin layer chromatography.

생화학적/생리학적 작용

Most abundant fatty acid ethanolamide produced by PLD hydrolysis of cell membrane phospholipids.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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이미 열람한 고객

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1 of 2

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;
M Dalle Carbonare et al.
Journal of neuroendocrinology, 20 Suppl 1, 26-34 (2008-05-09)
N-acylethanolamines, which include the endocannabinoid anandamide and the cannabinoid receptor-inactive saturated compounds N-palmitoyl ethanolamine and N-stearoyl ethanolamine, are ethanolamines of long-chain fatty acids degraded by fatty acid amide hydrolase (FAAH) known to accumulate in degenerating tissues and cells. Whilst much
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
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)

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