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L1164

Sigma-Aldrich

Linoleyl ethanolamide

≥98%, ethanol solution

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About This Item

Número de CAS:
68171-52-8
MDL number:
MFCD00674434
UNSPSC Code:
12352200
PubChem Substance ID:
329817385
NACRES:
NA.77

Quality Level

200

assay

≥98%

form

ethanol solution

mol wt

apparent mol wt 323.5

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCCC\C=C/C\C=C/CCCCCCCC(=O)NCCO

InChI

1S/C20H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h6-7,9-10,22H,2-5,8,11-19H2,1H3,(H,21,23)/b7-6-,10-9-

InChI key

KQXDGUVSAAQARU-HZJYTTRNSA-N

Biochem/physiol Actions

Linoleoyl ethanolamide (LE), a fatty acid ethanolamide, is present in sake lees. It possesses anti-inflammatory effects by preventing nuclear factor κB (NF-κB) signaling. LE is considered a beneficial therapeutic agent for contact dermatitis.

Preparation Note

To change the solvent, evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

57.2 °F - closed cup

flash_point_c

14 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Ácido linoleico ≥99%

Sigma-Aldrich

L1376

Ácido linoleico

Joe Palandra et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(22), 2052-2060 (2009-06-19)
A sensitive and selective liquid chromatography tandem mass spectrometry (LC\MS\MS) method has been developed for the simultaneous quantification in human plasma of the endocannabinoid anandamide (AEA) and three other related ethanolamides, linoleoyl ethanolamide (LEA), oleoyl ethanolamide (OEA), and palmitoyl ethanolamide
Two new unsaturated fatty acid ethanolamides in brain that bind to the cannabinoid receptor.
L Hanus et al.
Journal of medicinal chemistry, 36(20), 3032-3034 (1993-10-01)
The endogenous cannabimimetic eicosanoid, anandamide, induces arachidonate release in J774 mouse macrophages.
V Di Marzo et al.
Advances in experimental medicine and biology, 407, 341-346 (1997-01-01)
Thi Ai Diep et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 25(2), 765-774 (2010-10-21)
This study was undertaken to investigate the link between dietary fat content and intestinal levels of anorectic N-acylethanolamines (NAEs), including oleoylethanolamide (OEA), palmitoylethanolamide (PEA), and linoleoylethanolamide (LEA). Male rats were fed high-fat diets (HFDs) with variable percentages of fat [20-45%
Harald S Hansen et al.
Biochemical pharmacology, 78(6), 553-560 (2009-05-06)
Anandamide and the other N-acylethanolamines, e.g. oleoylethanolamide (OEA), palmitoylethanolamide (PEA), and linoleoylethanolamide (LEA), may be formed by several enzymatic pathways from their precursors, which are the N-acylated ethanolamine phospholipids. The exact enzymatic pathways involved in their biosynthesis in specific tissues
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