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Merck
CN

L1164

Linoleyl ethanolamide

≥98%, ethanol solution

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About This Item

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

Key Documents

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Product Name

Linoleyl ethanolamide, ≥98%, ethanol solution

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-

SMILES string

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

InChI key

KQXDGUVSAAQARU-HZJYTTRNSA-N

assay

≥98%

form

ethanol solution

mol wt

apparent mol wt 323.5

shipped in

wet ice

storage temp.

−20°C

Quality Level

200

Related Categories

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

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
0000333961
0000318433
0000333961
0000318433
SLCR1658

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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%
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)
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
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)
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
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