Skip to Content
Merck
All Photos(1)

Documents

L1876

Sigma-Aldrich

Methyl linoleate

≥98% (GC)

Synonym(s):

Linoleic acid methyl ester, Methyl cis,cis-9,12-octadecadienoate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3(CH2)3(CH2CH=CH)2(CH2)7CO2CH3
CAS Number:
112-63-0
Molecular Weight:
294.47
Beilstein:
1727614
EC Number:
203-993-0
MDL number:
MFCD00009534
UNSPSC Code:
12352211
PubChem Substance ID:
24896293
NACRES:
NA.25

Quality Level

200

Assay

≥98% (GC)

form

liquid

refractive index

n20/D 1.462 (lit.)

bp

192 °C/4 mmHg (lit.)

mp

−35 °C (lit.)

density

0.889 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)OC

InChI

1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7-,11-10-

InChI key

WTTJVINHCBCLGX-NQLNTKRDSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Methyl linoleate, non-conjugated, is more easily oxidized than conjugated methyl linoleate .

Application

The oxidation of methyl linoleate in organic solution and phosphatidylcholine (PC) in liposomal membranes induced by an azo initiator has often been used as a model for lipid peroxidation in vivo .

Biochem/physiol Actions

Methyl linoleate may be used as a model compound in oxidation/peroxidation assays to evaluate the anti-peroxidation activity of fullerenes, ellagitannins and other natural products.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 9

1 of 9

Methyl linolenate analytical standard

Supelco

62200

Methyl linolenate

Methyl oleate analytical standard

Supelco

75160

Methyl oleate

Methyl arachidate ≥99% (capillary GC)

Sigma-Aldrich

A3881

Methyl arachidate

Linoleic acid, conjugated methyl ester

Sigma-Aldrich

O5632

Linoleic acid, conjugated methyl ester

Methyl cis-11-eicosenoate ≥98%

Sigma-Aldrich

E6885

Methyl cis-11-eicosenoate

Ethyl linoleate ≥99%

Sigma-Aldrich

L1751

Ethyl linoleate

Methyl behenate ≥98.5% (capillary GC)

Sigma-Aldrich

B3271

Methyl behenate

Methyl tetracosanoate ≥99.0% (capillary GC)

Sigma-Aldrich

L6766

Methyl tetracosanoate

Methyl linolenate technical, 70-80% (GC)

Sigma-Aldrich

62210

Methyl linolenate

Marja Kähkönen et al.
Journal of agricultural and food chemistry, 60(5), 1167-1174 (2012-01-11)
Ellagitannins from red raspberries (Rubus idaeus) and cloudberries (Rubus chamaemorus) were isolated by using column chromatography and preparative HPLC. The berry phenolic isolates consisted of 80% (cloudberry) and of 60% (raspberry) of ellagitannins, with raspberries also containing anthocyanins. The main
Fanny Bery et al.
International journal of molecular sciences, 21(13) (2020-07-10)
Hypoxia is a well-established feature of prostate cancer (PCa) and is associated with disease aggressiveness. The hypoxic microenvironment initiates multiple adaptive responses including epithelial-to-mesenchymal transition (EMT) and a remodeling of calcium homeostasis involved in cancer progression. In the present study
Philip T Lynett et al.
Organic & biomolecular chemistry, 9(9), 3320-3330 (2011-03-30)
It has long been recognized that garlic and petiveria, two plants of the Allium genus--which also includes onions, leeks and shallots--possess great medicinal value. In recent times, the biological activities of extracts of these plants have been ascribed to the
Yuewei Zhao et al.
Toxicology letters, 205(3), 302-309 (2011-07-05)
Pyrrolizidine alkaloid (PA)-containing plants are widespread in the world and are probably the most common poisonous plants affecting livestock, wildlife, and human. PAs require metabolic activation to generate pyrrolic metabolites (dehydro-PAs) that bind cellular protein and DNA, leading to hepatotoxicity
Vitaly Roginsky
Chemistry and physics of lipids, 163(2), 127-130 (2009-11-03)
The kinetics of the chain free-radical oxidation of cardiolipin (CL), a unique phospholipid containing four linoleate moieties, have been studied for the first time. The technique based on monitoring oxygen consumption by using a Clark electrode was applied to determine
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service