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62160

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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329759716
EC Number:
207-334-8
Beilstein/REAXYS Number:
1727693
MDL number:
MFCD00065720
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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

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

Application

Linolenic acid has been used in the semisynthesis of lipo-alkaloids derived from aconitine, which may act as anti-inflammatory agents.
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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.

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Storage Class

10 - Combustible liquids

wgk

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
BCCG3525
BCCC6735
BCBZ0814
BCBW7726
BCBV9530

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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.
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Global Trade Item Number

SKUGTIN
62160-1ML04061832701370
62160-5ML04061832701387