MilliporeSigma
All Photos(2)

L2376

Sigma-Aldrich

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:
Molecular Weight:
278.43
Beilstein:
1727693
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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.)

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.[78]

Application

Linolenic acid has been used:
  • to assess the total antioxidative activity of serum
[26] and bacteria[81]
  • in palleroni chamber assay
  • [82]
  • to prepare free fatty acid mixture
  • [83]

    Packaging

    500 mg in ampule
    5, 10 g in ampule
    Sealed ampule

    Biochem/physiol Actions

    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.[78] It plays an important role in brain development and prostaglandin synthesis. Deficiency of essential fatty acid is related to skin disorders and growth retardation.[79]
    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.

    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

    Certificate of Analysis

    Enter Lot Number to search for Certificate of Analysis (COA).

    Certificate of Origin

    Enter Lot Number to search for Certificate of Origin (COO).

    Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

    Contact Technical Service