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Linolenic acid

analytical standard

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:
85151701
PubChem Substance ID:
329759716
NACRES:
NA.24

grade

analytical standard

Quality Level

100

assay

≥98.5% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.480 (lit.)
n20/D 1.480

bp

230-232 °C/1 mmHg (lit.)

mp

-11 °C (lit.)

density

0.914 g/mL at 25 °C (lit.)

application(s)

food and beverages

format

neat

functional group

carboxylic acid
oleic acid

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

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Application

Linolenic acid has been used in the semisynthesis of lipo-alkaloids derived from aconitine, which may act as anti-inflammatory agents.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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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Semisynthesis and pharmacological investigation of lipo-alkaloids prepared from aconitine
Borcsa B, et al.
Fitoterapia, 82(3), 365-368 (2011)
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
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