L2376

Linolenic acid

≥99%

• Synonym(s): α-Lnn, cis,cis,cis-9,12,15-Octadecatrienoic acid
• Linear Formula: CH₃(CH₂CH=CH)₃(CH₂)₇CO₂H
• CAS Number: 463-40-1
• Molecular Weight: 278.43
• Beilstein: 1727693
• EC Number: 207-334-8
• MDL number: MFCD00065720
• UNSPSC Code: 12352106
• PubChem Substance ID: 24896311
• NACRES: NA.77

Properties

• Quality Level: 200
• Assay: ≥99%
• refractive index: n20/D 1.480 (lit.)
• bp: 230-232 °C/1 mmHg (lit.)
• mp: -11 °C (lit.)
• density: 0.914 g/mL at 25 °C (lit.)
• lipid type: omega FAs
• storage temp.: −20°C
• SMILES string: CC/C=C\C/C=C\C/C=C\CCCCCCCC(O)=O
• InChI: 1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-
• InChI key: DTOSIQBPPRVQHS-PDBXOOCHSA-N

Description

General description

Linolenic acid is an essential fatty acid, which is not produced in the body. Plants and fishes are rich sources of linolenic acid.[1]

Application

Linolenic acid has been used:

• to assess the total antioxidative activity of serum[2] and bacteria[3]
• in palleroni chamber assay[4]
• to prepare free fatty acid mixture[5]

Biochem/physiol Actions

An ω-3 fatty acid that serves as a precursor to eicosapentaenoic acid (EPA) but not docosahexaenoic acid. Conversion is greater in women than men, and conversely, β-oxidation metabolism is greater in men than women.

Linolenic acid is involved in the formation of highly unsaturated fatty acid. It is essential for the development of skin, blood and neural cells. Linolenic acid is also associated with the organization of lipid membranes of neural synapses, pigment epithelial cells of retina and myocardial cells.[1] It plays an important role in brain development and prostaglandin synthesis. Deficiency of essential fatty acid is related to skin disorders and growth retardation.[6]

Packaging

Sealed ampule

Safety Information

• 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