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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/REAXYS Number:
1727693
EC Number:
207-334-8
MDL number:
MFCD00065720
UNSPSC Code:
12352211
PubChem Substance ID:
57651877
NACRES:
NA.77

assay

~70% (GC)

Quality Level

200

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

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD7126
BCCB3910
BCBW2465
BCBT1767
BCBP4273V

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Meika Foster et al.
The Journal of nutritional biochemistry, 24(9), 1655-1661 (2013-05-07)
The pathology of type 2 diabetes mellitus (DM) often is associated with underlying states of conditioned zinc deficiency and chronic inflammation. Zinc and omega-3 polyunsaturated fatty acids each exhibit anti-inflammatory effects and may be of therapeutic benefit in the disease.
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
Chenchen Wang et al.
The American journal of clinical nutrition, 84(1), 5-17 (2006-07-11)
Studies on the relation between dietary n-3 fatty acids (FAs) and cardiovascular disease vary in quality, and the results are inconsistent. A systematic review of the literature on the effects of n-3 FAs (consumed as fish or fish oils rich
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
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
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