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62170

Sigma-Aldrich

Linolenic acid

~70% (GC)

Synonym(s):

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

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About This Item

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:
12352211
PubChem Substance ID:
57651877
NACRES:
NA.77
Pricing and availability is not currently available.

Assay

~70% (GC)

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

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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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM3076
BCCL2859
BCCH5212
BCCD7126
BCCB3910

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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
Ju-Sheng Zheng et al.
BMJ (Clinical research ed.), 346, f3706-f3706 (2013-07-03)
To investigate the association between intake of fish and n-3 polyunsaturated fatty acids (n-3 PUFA) and the risk of breast cancer and to evaluate the potential dose-response relation. Meta-analysis and systematic review of prospective cohort studies. PubMed and Embase up
Eoin Barrett et al.
PloS one, 7(11), e48159-e48159 (2012-11-28)
The aim of this study was to compare the impact of dietary supplementation with a Bifidobacterium breve strain together with linoleic acid & α-linolenic acid, for 7 weeks, on colonic sensitivity and fatty acid metabolism in rats. Maternally separated and
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
M de Lorgeril et al.
Nutrition, metabolism, and cardiovascular diseases : NMCD, 14(3), 162-169 (2004-08-28)
To summarize our present knowledge about vegetable omega-3 fatty acids. Alpha-linolenic acid (ALA) is one of the two essential fatty acids in humans. Epidemiological studies and dietary trials strongly suggest that this fatty acid is important in relation with the
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