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Merck
CN

L1876

Methyl linoleate

≥98% (GC)

Synonym(s):

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

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About This Item

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

Key Documents

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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

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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

10 - Combustible liquids

wgk

WGK 1

ppe

Eyeshields, Gloves

flash_point_f

338.0 °F - closed cup - (own results)

flash_point_c

170 °C - closed cup - (own results)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1127
BCCN1058
BCCL6803
BCCK5698
BCCJ5954

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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
Steven Lim et al.
Journal of hazardous materials, 390, 121532-121532 (2019-12-18)
In this research, biomass from oil palm empty fruit bunch was used as the carbon precursor and sulfonated by 4-benzenediazonium sulfonate (4-BDS) to produce solid acid catalyst. The as-synthesized catalysts were characterized and the performances were tested in esterification of
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
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
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Global Trade Item Number

SKUGTIN
L1876-10G04061833949580
L1876-25G04061838256027
L1876-1G04061838064776
L1876-5G04061833949597

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