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Merck

S8439

Sigma-Aldrich

Stearoyl ethanolamide

≥98%, crystalline

Synonym(e):

N-Stearoylethanolamine, NSE

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About This Item

Empirische Formel (Hill-System):
C20H41NO2
CAS-Nummer:
Molekulargewicht:
327.55
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352204
PubChem Substanz-ID:
NACRES:
NA.83

Qualitätsniveau

Assay

≥98%

Form

crystalline

Lagertemp.

−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)

InChIKey

OTGQIQQTPXJQRG-UHFFFAOYSA-N

Angaben zum Gen

rat ... Cnr1(25248)

Allgemeine Beschreibung

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.

Anwendung

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

Biochem./physiol. Wirkung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Kunden haben sich ebenfalls angesehen

Effects of N-stearoylethanolamine on anxiety-like behavioral reactions of rats after chronic alcoholization
Bondarenko OV, et al.
Biologija, 60(1) (2014)
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)
Nazdar Ghafouri et al.
PloS one, 6(11), e27257-e27257 (2011-11-30)
N-acylethanolamines (NAEs) are endogenous compounds that regulate inflammation and pain. These include the cannabinoid ligand anandamide (AEA) and the peroxisome proliferator-activated receptor-α ligand palmitoylethanolamide (PEA). Little is known as to the levels of NAEs in pain states in human, particularly
n-stearoylethanolamine protects the brain and improves memory of mice treated with lipopolysaccharide or immunized with the extracellular domain of alpha7 nicotinic acetylcholine receptor
Lykhmus O, et al.
International Immunopharmacology, 52, 290-296 (2017)
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

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