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Acide linoléique

analytical standard

Synonyme(s) :

Acide cis-9,cis-12-octadecadiénoïque

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About This Item

Formule linéaire :
CH3(CH2)4CH=CHCH2CH=CH(CH2)7CO2H
Numéro CAS:
Poids moléculaire :
280.45
Numéro Beilstein :
1727101
Numéro CE :
Numéro MDL:
Code UNSPSC :
85151701
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

Pureté

≥98.0% (GC)

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Indice de réfraction

n20/D 1.466 (lit.)
n20/D 1.470

Point d'ébullition

229-230 °C/16 mmHg (lit.)

Pf

−5 °C (lit.)

Densité

0.902 g/mL at 25 °C (lit.)

Application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

Format

neat

Groupe fonctionnel

carboxylic acid

Température de stockage

2-8°C

Chaîne SMILES 

OC(CCCCCCC/C=C\C/C=C\CCCCC)=O

InChI

1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-

Clé InChI

OYHQOLUKZRVURQ-HZJYTTRNSA-N

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Description générale

Linoleic acid is an octadecadienoic acid and has two double bonds at carbon 9 and 12. It is an essential polyunsaturated fatty acid (PUFA) abundantly found in plant oils.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Application

This analytical standard can also be used as follows:

  • Multi-residue analysis of oleic acid and other related fatty acids using a derivatization-free method based on gas chromatography-flame ionization detection (GC-FID)
  • Separation and quantification of palmitic, oleic, linoleic, and linolenic acids from 186 samples of sea buckthorn seed oil using near-infrared spectroscopy (NIR) in combination with four different combinations of multivariate calibration methods— partial least squares (PLS), PLS-uninformative variables elimination (UVE), PLS- competitive adaptive reweighted sampling (CARS), and multiple linear regression (MLR)-UVE
  • Separation and determination of fatty acids by gas chromatography (GC) and amino acids by ultra-fast liquid chromatography-ultraviolet (UFLC-UV) detection from goldband goatfish harvested during different seasons
  • Ultra-performance liquid chromatography-mass spectrometry (UHPLC) method-based separation, identification, and determination of eight saturated and unsaturated fatty acids in eight different commercial samples of olive oil without any prior sample treatment
  • Magnetic solid-phase extraction of free fatty acids from edible oil samples using monodisperse magnetic single-crystal ferrite (Fe3O4) nanoparticles for their determination by gas chromatography-flame ionization detection (GC-FID)

Actions biochimiques/physiologiques

L'acide linoléique augmente la prolifération cellulaire ainsi que l'expression des gènes du récepteur PPARα et de ses gènes cibles tels que l'acyl-CoA oxydase dans les lignées primaires d'hépatocytes de canard.

Autres remarques

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

>235.4 °F - closed cup

Point d'éclair (°C)

> 113 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves


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Certificats d'analyse (COA)

Lot/Batch Number

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Consulter la Bibliothèque de documents

Xiufen Zhang et al.
Frontiers in physiology, 13, 844148-844148 (2022-03-11)
In the present study, developmental changes of gluconeogenesis and glycolysis in an avian model were measured, and then the intervention effects of in ovo feeding (IOF) linoleic acid (LA) on hepatic glucose metabolism were evaluated. In Experiment 1, thirty fertilized
Sisi Zhang et al.
mAbs, 15(1), 2232486-2232486 (2023-07-07)
Polysorbates (PSs) are a class of surfactants commonly used in the formulation of protein therapeutic agents to provide protection against denaturation and aggregation. When the PS in these drug formulations degrades, loss of stabilization of the protein therapeutic and formulation
F Valianpour et al.
Journal of lipid research, 44(3), 560-566 (2003-02-04)
The object of this study was to investigate whether the levels of cardiolipin in cultured skin fibroblasts of patients with Barth syndrome (BTHS) can be restored by addition of linoleic acid to growth media. To this end, fibroblasts from controls
Antonius H M Terpstra
The American journal of clinical nutrition, 79(3), 352-361 (2004-02-27)
Studies in mice have indicated that feeding diets containing 0.5-1% conjugated linoleic acid (CLA) considerably reduces body fat. These findings have attracted much interest because of the potential use of CLA as a tool to promote weight loss in humans.
Robert A Gibson et al.
Maternal & child nutrition, 7 Suppl 2, 17-26 (2011-03-05)
Over the past two decades, there has been a marked shift in the fatty acid composition of the diets of industrialized nations towards increased intake of the n-6 fatty acid linoleic acid (LA, 18:2n-6), largely as a result of the

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