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Merck
CN

L1626

Linoleic acid

~60%

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
EC Number:
200-470-9
UNSPSC Code:
12352211
MDL number:
MFCD00064241
Beilstein/REAXYS Number:
1727101

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

concentration

~60%

bp

229-230 °C/16 mmHg (lit.)

mp

−5 °C (lit.)

density

0.902 g/mL at 25 °C (lit.)

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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

>235.4 °F - closed cup

flash_point_c

> 113 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
117K0147
096K0749
126H1096
089H0132
040H0750

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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
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
P Monica Lind et al.
Environment international, 55, 1-8 (2013-03-05)
Environmental contaminants have previously been linked to components of the Metabolic Syndrome (MetS). However, exposure to environmental contaminants is in part determined by various lifestyle factors. Using an "Environmental Wide Association Study" (ELWAS) integrating environmental contaminants and lifestyle factors, we
Kathrine B Christensen et al.
Journal of natural products, 72(5), 933-937 (2009-04-21)
Thiazolidinediones are insulin sensitizing drugs that target the peroxisome proliferator-activated receptor (PPAR) gamma. An n-hexane extract of the flowers of Echinacea purpurea was found to activate PPARgamma without stimulating adipocyte differentiation. Bioassay-guided fractionations yielded five alkamides, of which one was
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