Skip to Content
Merck
All Photos(1)

Key Documents

62170

Sigma-Aldrich

Linolenic acid

~70% (GC)

Synonym(s):

α-Lnn, cis,cis,cis-9,12,15-Octadecatrienoic acid

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3(CH2CH=CH)3(CH2)7CO2H
CAS Number:
Molecular Weight:
278.43
Beilstein:
1727693
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77

Assay

~70% (GC)

Quality Level

impurities

~25% linoleic acid
~5% oleic acid

refractive index

n20/D 1.477
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.

2-8°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

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.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

An Pan et al.
The American journal of clinical nutrition, 96(6), 1262-1273 (2012-10-19)
Prior studies of α-linolenic acid (ALA), a plant-derived omega-3 (n-3) fatty acid, and cardiovascular disease (CVD) risk have generated inconsistent results. We conducted a meta-analysis to summarize the evidence regarding the relation of ALA and CVD risk. We searched multiple
Gwendolyn Barceló-Coblijn et al.
Progress in lipid research, 48(6), 355-374 (2009-07-22)
There is little doubt regarding the essential nature of alpha-linolenic acid (ALA), yet the capacity of dietary ALA to maintain adequate tissue levels of long chain n-3 fatty acids remains quite controversial. This simple point remains highly debated despite evidence
Aliza H Stark et al.
Nutrition reviews, 66(6), 326-332 (2008-06-05)
Consumption of omega 3 fatty acids is known to have health benefits. For many years, the importance of the only member of the omega 3 family considered to be essential, alpha-linolenic acid (ALA), has been overlooked. Current research indicates that
Joel A Simon et al.
The American journal of clinical nutrition, 89(5), 1558S-1564S (2009-03-27)
alpha-Linolenic acid (ALA; 18:3n-3) has been associated inconsistently with an increased risk of prostate cancer. Additional studies have become available since the publication of 2 previous meta-analyses. The objective was to review the published data on the relation between ALA
Takayoshi Suzuki et al.
Journal of medicinal chemistry, 51(23), 7640-7644 (2008-11-15)
A weak, nonselective G protein-coupled receptor 120 (GPR120) agonist 10 was found by screening a series of carboxylic acids derived from the peroxisome proliferator-activated receptor gamma (PPARgamma) agonist 3. Modification based on the homology model of GPR120 led to the

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