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62160

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Linolenic acid

analytical standard

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Synonym(s):
α-Lnn, cis,cis,cis-9,12,15-Octadecatrienoic acid
Linear Formula:
CH3(CH2CH=CH)3(CH2)7CO2H
CAS Number:
Molecular Weight:
278.43
Beilstein/REAXYS Number:
1727693
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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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This Item
621742340116413
vibrant-m

62160

Linolenic acid

vibrant-m

62174

γ-Linolenic acid

vibrant-m

23401

Arachidonic acid

vibrant-m

16413

Conjugated (9Z,11E)-Linoleic acid

grade

analytical standard

grade

analytical standard

grade

analytical standard

grade

analytical standard

assay

≥98.5% (GC)

assay

≥98.5% (GC)

assay

≥97.0% (GC)

assay

≥96.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

shelf life

limited shelf life, expiry date on the label

shelf life

limited shelf life, expiry date on the label

shelf life

-

technique(s)

HPLC: suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

refractive index

n20/D 1.480 (lit.)

refractive index

-

refractive index

n20/D 1.4872 (lit.)

refractive index

n20/D 1.478-1.483

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


Certificates of Analysis (COA)

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