L1751

Ethyl linoleate

≥99%

• Synonym(s): Linoleic acid ethyl ester
• Linear Formula: CH₃(CH₂)₃(CH₂CH=CH)₂(CH₂)₇COOC₂H₅
• CAS Number: 544-35-4
• Molecular Weight: 308.50
• Beilstein/REAXYS Number: 1727827
• EC Number: 208-868-4
• MDL number: MFCD00009535
• UNSPSC Code: 12352211
• PubChem Substance ID: 24896290
• NACRES: NA.25

Properties

• biological source: plant oil (safflower)
• 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

Description

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.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)