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Merck
CN

V900383

Linolenic acid

Vetec, reagent grade, 98%

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:
Molecular Weight:
278.43
EC Number:
207-334-8
UNSPSC Code:
12352211
PubChem Substance ID:
Beilstein/REAXYS Number:
1727693
MDL number:
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InChI key

DTOSIQBPPRVQHS-PDBXOOCHSA-N

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-

SMILES string

CC/C=C\C/C=C\C/C=C\CCCCCCCC(O)=O

grade

reagent grade

product line

Vetec

assay

98%

form

liquid

bp

230-232 °C/1 mmHg (lit.)

mp

-11 °C (lit.)

density

0.914 g/mL at 25 °C (lit.)

functional group

carboxylic acid, oleic acid

shipped in

ambient

storage temp.

−20°C

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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.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup


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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
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
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
Delfin Rodriguez-Leyva et al.
Hypertension (Dallas, Tex. : 1979), 62(6), 1081-1089 (2013-10-16)
Flaxseed contains ω-3 fatty acids, lignans, and fiber that together may provide benefits to patients with cardiovascular disease. Animal work identified that patients with peripheral artery disease may particularly benefit from dietary supplementation with flaxseed. Hypertension is commonly associated with
C Mapiye et al.
Meat science, 95(1), 98-109 (2013-05-15)
Yearling steers were fed 70:30 forage:concentrate diets for 205 d, with either grass hay (GH) or red clover silage (RC) as the forage source, and concentrates containing either sunflower-seed (SS) or flaxseed (FS), each providing 5.4% oil to diets. Feeding

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