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Merck
CN

W338001

Linoleic acid

≥95%

Synonym(s):

cis-9,cis-12-Octadecadienoic acid

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About This Item

Linear Formula:
CH3(CH2)4CH=CHCH2CH=CH(CH2)7CO2H
CAS Number:
60-33-3
Molecular Weight:
280.45
Council of Europe no.:
694
PubChem Substance ID:
24901678
UNSPSC Code:
12164502
EC Number:
200-470-9
Beilstein/REAXYS Number:
1727101
MDL number:
MFCD00064241

Key Documents

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InChI key

OYHQOLUKZRVURQ-HZJYTTRNSA-N

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-

SMILES string

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

biological source

peanut oil, synthetic

assay

≥95%

form

liquid

Gene Information

human ... SOAT1(6646), SOAT2(8435)

bp

229-230 °C/16 mmHg (lit.)

mp

−5 °C (lit.)

density

0.902 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

peanuts

organoleptic

faint; fatty

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General description

Linoleic acid is a polyunsaturated essential fatty acid that is mainly found in vegetable oils such as sunflower, corn, soy, and groundnut oil.

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 .

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBX6230V
MKBT1306V
MKBR0587V
MKBR0586V
MKBQ5809V

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Sport Nutrition for Health and Performance, 71-71 (2009)
Nisreen Faizo et al.
Foods (Basel, Switzerland), 10(2) (2021-02-07)
Lipid peroxides (LOOHs) abound in processed food and have been implicated in the pathology of diverse diseases including gut, cardiovascular, and cancer diseases. Recently, RNA Sequencing (RNA-seq) has been widely used to profile gene expression. To characterize gene expression and
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.
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
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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