2420-56-6

Basic information

• Product Name: Conjugated linoleic acid
• Synonyms: 10E,Z12-CLA;(10E,12Z)-10,12-OCTADECADIENOIC ACID;10E,12Z-CLA;10(E),12(Z)-OCTADECADIENOIC ACID;10TR-12C-OCTADECADIENOIC ACID;10-TRANS, 12-CIS CLA;LINOLEIC ACID (10-TRANS, 12-CIS);DELTA 10 TRANS DELTA 12 CIS OCTADECADIENOIC ACID
• CAS NO: 2420-56-6
• Molecular Formula: C₁₈H₃₂O₂
• Molecular Weight: 280.45
• EINECS: 1308068-626-2
• Mol File: 2420-56-6.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 381.6 °C at 760 mmHg
• Flash Point: 14℃
• Appearance: /
• Density: 0.911 g/cm³
• Vapor Pressure: 9.54E-07mmHg at 25°C
• Refractive Index: 1.478
• Storage Temp.: −20°C
• PKA: 4.78±0.10(Predicted)
• CAS DataBase Reference: Conjugated linoleic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Conjugated linoleic acid(2420-56-6)
• EPA Substance Registry System: Conjugated linoleic acid(2420-56-6)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 16-36/37-45
• RIDADR: UN 1170 3/PG 2 -Ethanol,solution
• Hazardous Substances Data: 2420-56-6(Hazardous Substances Data)

Usage

Description

Conjugated linoleic acid (CLA) refers to a family of 8 geometric isomers of linoleic acid in which the two double bonds are contiguous. (The predominant form of linoleic acid in nature, 18:ω6, has double bonds at 9 and 12, interrupted by a methylene carbon.) CLA is found in both meat and dairy products, but it is not found to any significant degree in plants. The predominant isomer of CLA in animal tissue is 9Z,11E; smaller amounts of 10E,12Z also occur. Various antioxidant and antitumor activities have been attributed to CLA or its downstream metabolites. Reported health benefits of dietary supplementation with CLA have been attributed variously to competitive inhibition of Δ6-desaturase and/or PPARγ activation. [Matreya, LLC. Catalog No. 1249]

Uses

10-trans,12-cis-Linoleic Acid?is an isomer of Linoleic Acid (L467495). Linoleic Acid is a dietary unsaturated fatty acid, which increases the expression of adhesion molecules and attenuates Endothelial cell function. Linoleic Acid is anti-inflammatory, acne reductive, and moisture retentive when applied topically on the skin. It is popular in the beauty products industry because of its beneficial properties on the skin.

InChI:InChI=1/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-9H,2-5,10-17H2,1H3,(H,19,20)

Upstream product

• 60-33-3 linoleic acid 
• 112-53-8 1-dodecyl alcohol 
• 8001-23-8 safflower oil 
• 141-22-0 Ricinoleic acid 
• 119-61-9 benzophenone 
• 330214-87-4 t10,c12 conjugated linoleic acid ethyl ester 
• 2462-85-3 linoleic acid methyl ester 
• 71-36-3 butan-1-ol 
• 56-23-5 tetrachloromethane 
• 111-46-6 diethylene glycol 
• 112-63-0 Methyl linoleate 

Downstream Products

• 822-10-6 (9Z,11E)-methyl octadeca-9,11-dienoate 
• 1002-79-5 (10E,12Z)-10,12-octadecadienoic acid methyl ester 
• 65410-38-0 12-oxo-(10E)-dodecan-10-oic acid 
• 5578-80-3 ω-oxydecanocarboxylic acid 
• 1311271-89-2 (Z)-2-(4-methoxybenzylidene)-3-oxo-2,3-dihydrobenzofuran-6-yl (10E,12Z)-linoleate 
• 1311271-87-0 (Z)-2-(3-chlorobenzylidene)-3-oxo-2,3-dihydrobenzofuran-5-yl (10E,12Z)-linoleate 
• 1311271-85-8 (Z)-2-(4-fluorobenzylidene)-3-oxo-2,3-dihydrobenzofuran-5-yl (10E,12Z)-linoleate 
• 1311271-83-6 (Z)-2-(3-methoxybenzylidene)-3-oxo-2,3-dihydrobenzofuran-5-yl (10E,12Z)-linoleate 
• 1311271-91-6 3-(4-methoxybenzyl)-4-oxo-4H-chromen-7-yl (10E,12Z)-linoleate 
• 54232-59-6 9‐oxo‐10E,12Z‐octadecanoic acid 

Relevant articles and documents

Synergetic effect of ruthenium and basicity sites in the Ru-MgAl catalyst for hydrogen-free production of conjugated linoleic acids

A series of Ru-MgAl composite oxide catalysts prepared by calcining the ruthenium grafted hydrotalcite-like precursor at various temperatures were used in the hydrogen-free production of conjugated linoleic acid. The effect of calcination temperature on the textural, base and catalytic properties of the materials was investigated. Results indicated that the Ru-MgAl composite oxides calcined at 450 °C showed high activity, namely, CLA productivity, CLA production rate and TOF up to 1.52 g CLA g (CLA) L-1 (solvent) min-1, 284 g (CLA) g-1 (Ru) h-1 and 102.6 mol (LA converted) mol-1 (Ru) h-1. Moreover, the biologically active CLA isomers, cis-9, trans-11, trans-10, cis-12 and trans-9, trans-11-CLA, were the main products, while almost no hydrogenated products were formed. Meanwhile, the role of ruthenium and basicity sites in the catalytic reaction has been studied. It was found that the basicity sites of the Ru-MgAl catalyst and the ruthenium activity sites seem to have a synergic effect on the catalytic reaction. The possible reaction mechanism for the isomerization was also proposed. This journal is

Synthesis of phosphatidylcholine with conjugated linoleic acid and studies on its cytotoxic activity

Phospholipids with conjugated linoleic acid (CLA), which are potential lipid prodrugs, were synthesised. CLA was obtained by the alkali-isomerisation of linoleic acid and was subsequently used in the synthesis of 1,2-di(conjugated)linoleoyl-sn-glycero-3-phosphocholine in good (82%) yield. 1-Palmitoyl-2-(conjugated)linoleoyl-sn-glycero-3-phosphocholine was obtained by a two-step synthesis in 87% yield. All the compounds were tested in an in vitro cytotoxicity assay against two human cancer cell lines, HL-60 and MCF-7, and a mouse fibroblast cell line, Balb/3T3. The free form of CLA exhibited the highest activity against all cancer cell lines. Results obtained for the Balb/3T3 line proved that phosphatidylcholine derivatives decreased the cytotoxic effect of CLA against healthy cell lines.

Sustainable and efficient methodology for CLA synthesis and identification

Microwave-assisted organic synthesis and continuous-flow techniques have been successfully employed for the preparation of conjugated linoleic acids (CLA), compounds with high health beneficial effects. A good production rate of CLA was obtained. A sustainable methodology for the differentiation of both positional and geometrical CLA isomers (diene), based on the analysis by NMR spectroscopy of the resulting Diels-Alder cycloadducts with an appropriate dienophile, was developed.