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Merck
CN

62240

Linoleic acid

technical, 58-74% (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:
Molecular Weight:
280.45
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-470-9
Beilstein/REAXYS Number:
1727101
MDL number:
Technical Service
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grade

technical

Quality Level

form

liquid

concentration

58-74% (GC)

impurities

18-32% oleic acid

color

clear

refractive index

n20/D 1.466

bp

229-230 °C/16 mmHg (lit.)

mp

−5 °C (lit.)

density

0.902 g/mL at 25 °C (lit.)

functional group

carboxylic acid

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

General description

Linoleic acid can give rise to a class of geometric, positional and conjugated dienoic isomers called conjugated linoleic acids(CLA),mostly found in animal products, which can act like a cancer preventive agent in animals.

Application

  • Alginate Spheres With Urea and Linoleic Acid: A biological nitrification inhibitor proposal utilizing alginate spheres to encapsulate urea and linoleic acid for agricultural benefits (Avendaño-Morales et al., 2024).

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 .

Disclaimer

partially crystallizes on storage at 0-4°C


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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



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"Dietary trans-10, cis-12 conjugated linoleic acid induces hyperinsulinemia and fatty liver in the mouse"
Clement L, et al.
Journal of Lipid Research, 43(09), 1400-1409 (2002)
"Conjugated linoleic acid supplementation reduces adipose tissue by apoptosis and develops lipodystrophy in mice"
Tsuboyama-Kasaoka N, et al.
Diabetes, 49(09), 1534-1542 (2000)
"Conjugated linoleic acid?enriched butter fat alters mammary gland morphogenesis and reduces cancer risk in rats"
Ip C, et al.
The Journal of Nutrition, 129(12), 2135-2142 (1999)



Global Trade Item Number

SKUGTIN
62240-1L-F04061832701455
62240-250ML-F04061837377686