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Supelco

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:
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.
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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.

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), 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)
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
Botond Borcsa et al.
Fitoterapia, 82(3), 365-368 (2010-11-16)
Processed aconite drugs are widely used in Eastern medicine as painkillers and antirheumatic agents. It is known that the traditional processing of aconite drugs increases the amount of lipo-alkaloids. In order to obtain information about the pharmacological potential of these
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
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
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