All Photos(1)
Synonym(s):
Linoleic acid ethyl ester
Linear Formula:
CH3(CH2)3(CH2CH=CH)2(CH2)7COOC2H5
CAS Number:
Molecular Weight:
308.50
Beilstein:
1727827
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
biological source
plant oil (safflower)
Quality Level
Assay
≥99%
form
liquid
refractive index
n20/D 1.455 (lit.)
bp
224 °C/17 mmHg (lit.)
density
0.876 g/mL at 25 °C (lit.)
functional group
ester
lipid type
omega FAs
shipped in
ambient
storage temp.
−20°C
SMILES string
CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC
InChI
1S/C20H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12H,3-7,10,13-19H2,1-2H3/b9-8-,12-11-
InChI key
FMMOOAYVCKXGMF-MURFETPASA-N
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Application
- Development of self-microemulsifying drug delivery system for oral bioavailability enhancement of berberine hydrochloride.: This study explores the formulation of a self-microemulsifying drug delivery system (SMEDDS) using ethyl linoleate as a key component to improve the oral bioavailability of berberine hydrochloride. The findings indicate a significant increase in bioavailability, demonstrating the potential of SMEDDS in enhancing the absorption of poorly water-soluble drugs (Zhu et al., 2013).
- Metabonomic investigation of liver profiles of nonpolar metabolites obtained from alcohol-dosed rats and mice using high mass accuracy MSn analysis.: The research includes the use of ethyl linoleate in the study of liver metabolomics to understand the biochemical effects of alcohol dosing. Ethyl linoleate′s role in nonpolar metabolite profiling provides insights into liver function and the metabolic impacts of alcohol consumption (Loftus et al., 2011).
- Enhanced bioavailability of silymarin by self-microemulsifying drug delivery system.: This article reports on the utilization of ethyl linoleate in a self-microemulsifying drug delivery system to enhance the bioavailability of silymarin. The study shows improved absorption and bioavailability of silymarin, highlighting the effectiveness of ethyl linoleate in drug delivery applications (Wu et al., 2006).
Biochem/physiol Actions
Ethyl linoleate may be used as a reference material in assays that quantify fatty acid ethyl esters (FAEEs) for detection of alcohol abuse. Linoleic acid ethyl ester (Ethyl linoleate) may be used and studied as an acetylcholinesterase (AChE) inhibitor.
Ethyl linoleate solated from Oxalis triangularis inhibits forskolin-induced melanogenesis and tyrosinase activity in mouse B16 melanoma cells . This anti-melanogenic effect is mediated by inhibiting cAMP production.
WGK
WGK 1
Flash Point(F)
235.4 °F
Flash Point(C)
113 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Jonathan Kissling et al.
Phytotherapy research : PTR, 19(11), 984-987 (2005-12-01)
In a search for potential acetylcholinesterase (AChE) inhibitors, the ethanol extract of the bulbs of Crinum x powellii (Amaryllidaceae) was found to demonstrate a marked inhibition of this enzyme. Using a bio-guided isolation strategy, linoleic acid ethyl ester has been
Abdulsallam Bakdash et al.
Analytical and bioanalytical chemistry, 396(7), 2469-2477 (2010-02-11)
Fatty acid ethyl esters (FAEE) and ethyl glucuronide (EtG) were determined in 602 meconium samples in a maternal health evaluation study for detection of gestational alcohol consumption. A validated headspace solid phase microextraction method in combination with GC-MS was used
Janine R Hutson et al.
Alcohol (Fayetteville, N.Y.), 45(2), 193-199 (2010-08-14)
Fatty acid ethyl esters (FAEEs) are nonoxidative metabolites of ethanol, and elevated levels of FAEE in meconium are a useful biomarker for heavy prenatal alcohol exposure. FAEE in meconium has been recommended as useful and cost-effective for universal screening for
Fritz Pragst et al.
Therapeutic drug monitoring, 30(2), 255-263 (2008-03-28)
The retrospective detection of alcohol consumption during pregnancy is an important part of the diagnosis of the fetal alcohol syndrome. A promising way to solve this problem can be the determination of fatty acid ethyl esters (FAEE) or/and ethyl glucuronide
Ho-Seok Kwak et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(21), 1871-1874 (2010-07-08)
This paper reports the development and validation of an improved assay for quantitation of fatty acid ethyl esters (FAEEs) in human meconium using liquid chromatography/tandem mass spectrometry (LC-MS/MS). FAAEs (ethyl laurate, ethyl myristate, ethyl palmitate, ethyl palmitoleate, ethyl stearate, ethyl
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