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Key Documents

L1876

Sigma-Aldrich

Methyl linoleate

≥98% (GC)

Synonyme(s) :

cis,cis-9,12-octadécadiénoate de méthyle, Ester méthylique d’acide linoléique

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About This Item

Formule linéaire :
CH3(CH2)3(CH2CH=CH)2(CH2)7CO2CH3
Numéro CAS:
Poids moléculaire :
294.47
Numéro Beilstein :
1727614
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Niveau de qualité

Pureté

≥98% (GC)

Forme

liquid

Indice de réfraction

n20/D 1.462 (lit.)

Point d'ébullition

192 °C/4 mmHg (lit.)

Pf

−35 °C (lit.)

Densité

0.889 g/mL at 25 °C (lit.)

Groupe fonctionnel

ester

Type de lipide

omega FAs

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

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-

Clé InChI

WTTJVINHCBCLGX-NQLNTKRDSA-N

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Description générale

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 .

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Équipement de protection individuelle

Eyeshields, Gloves


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Consulter la Bibliothèque de documents

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
Jian-Ying Feng et al.
European journal of medicinal chemistry, 46(4), 1198-1206 (2011-02-19)
In order to clarify the contribution of phenolic and enolic hydroxyl group to the antioxidant capacity of feruloylacetone, a model compound of half-curcumin, 6-(p-hydroxy-m-methoxyphenyl)-5-hexene-2,4-dione (FT), 6-(p-benzyloxy-m-methoxyphenyl)-5-hexene-2,4-dione (BMFT), 6-(m,p-dihydroxyphenyl)-5-hexene-2,4-dione (DDFT), 6-(p-hydroxy-m-methoxyphenyl)hexane-2,4-dione (DHFT), 6-(p-hydroxy-m-methoxyphenyl)-5-hexene-2,4-diol (THFT), and ethyl 2-(p-hydroxy-m-methoxybenzylidene)-3-oxobutanoate (EOFT) were synthesized. The
Guo-Xiang Li et al.
European journal of medicinal chemistry, 45(5), 1821-1827 (2010-02-04)
5,7-, 5,8-, 6,8-, 7,8-dichloro-4-quinolinol-3-carboxylic acid (5,7-, 5,8-, 6,8-, 7,8-DCQA) together with 7-chloro-4-quinolinol-3-carboxylic acid (7-CQA) and 4-quinolinol-3-carboxylic acid (QA) were synthesized to investigate the antioxidant properties. 5,7-DCQA exhibited the highest ability to scavenge 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical (ABTS+.), 2,2'-diphenyl-1-picrylhydrazyl (DPPH) and galvinoxyl
Jana Olšovská et al.
Journal of the science of food and agriculture, 99(4), 1772-1779 (2018-09-19)
Although fatty acids have a beneficial effect on yeast growth during fermentation, their effect on foam and sensory stability of beer is negative. In general, long-chain fatty acids originate from raw materials, whereas short-chain acids are produced by yeast during

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