All Photos(1)
Synonym(s):
cis-9,cis-12-Octadecadienoic acid
Linear Formula:
CH3(CH2)4CH=CHCH2CH=CH(CH2)7CO2H
CAS Number:
Molecular Weight:
280.45
Beilstein:
1727101
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
grade
analytical standard
Quality Level
Assay
≥98.0% (GC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
refractive index
n20/D 1.466 (lit.)
n20/D 1.470
bp
229-230 °C/16 mmHg (lit.)
mp
−5 °C (lit.)
density
0.902 g/mL at 25 °C (lit.)
application(s)
cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care
format
neat
functional group
carboxylic acid
storage temp.
2-8°C
SMILES string
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-
InChI key
OYHQOLUKZRVURQ-HZJYTTRNSA-N
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General description
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)
Biochem/physiol Actions
Linoleic acid increases cell proliferation and gene expression of PPARα and its target genes such as acyl-CoA oxidase in primary duck hepatocytes .
Other Notes
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
WGK
WGK 1
Flash Point(F)
>235.4 °F
Flash Point(C)
> 113 °C
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’.
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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
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
Leanne Hodson et al.
The Journal of nutrition, 144(1), 33-41 (2013-11-15)
Erythrocytes, compared with plasma, are considered more robust markers of n-3 (ω-3) polyunsaturated fatty acid (PUFA) intake, because dietary-induced change in fatty acid (FA) composition takes longer to complete. The extent to which this applies to intakes of saturated fatty
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