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Merck
CN

L1268

Sigma-Aldrich

Linoleic acid

≥93% (GC)

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
Beilstein:
1727101
EC Number:
200-470-9
MDL number:
MFCD00064241
UNSPSC Code:
12352211
PubChem Substance ID:
24896275

Key Documents

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biological source

natural (organic)

Assay

≥93% (GC)

form

liquid

color

clear

refractive index

n20/D 1.466 (lit.)

bp

229-230 °C/16 mmHg (lit.)

mp

−5 °C (lit.)

density

0.902 g/mL at 25 °C (lit.)

functional group

carboxylic acid

shipped in

ambient

storage temp.

−20°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

Gene Information

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

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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 Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

>235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
029K15489
029K15482
029K15481
128K1464
108K1633

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Naji A Wajid et al.
Chemical senses, 37(7), 595-602 (2012-03-31)
Linoleic, oleic, and stearic fatty acids, presented vapor-phase retronasally, were discriminable from blanks and each other, but the same concentrations, oral-cavity-only (OCO), were not discriminable from blanks. It remained possible that higher concentrations might be discriminable OCO. To evaluate this
M Bionaz et al.
Journal of dairy science, 91(7), 2808-2813 (2008-06-21)
The peroxisome proliferator-activated receptors (PPAR) are critical for lipid metabolism, and many fatty acids are PPAR agonists. Madin-Darby bovine kidney (MDBK) cells were tested as an in vitro bovine model for PPAR activation, and preliminary evaluation of the effect of
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
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
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