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Methyl linolenate

analytical standard

Synonym(s):

Linolenic acid methyl ester, Methyl cis,cis,cis-9,12,15-octadecatrienoate

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About This Item

Linear Formula:
CH3(CH2CH=CH)3(CH2)7COOCH3
CAS Number:
Molecular Weight:
292.46
Beilstein:
1728194
EC Number:
MDL number:
UNSPSC Code:
85151701
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 1.470 (lit.)
n20/D 1.471

bp

182 °C/3 mmHg (lit.)

density

0.895 g/mL at 25 °C (lit.)

format

neat

functional group

ester

shipped in

ambient

storage temp.

2-8°C

SMILES string

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

InChI

1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h4-5,7-8,10-11H,3,6,9,12-18H2,1-2H3/b5-4-,8-7-,11-10-

InChI key

DVWSXZIHSUZZKJ-YSTUJMKBSA-N

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General description

Methyl linolenate is a methyl ester of the essential omega-3 fatty acid, linolenic acid.

Application

This analytical standard can also be used as follows:

  • Comparative analysis of gas chromatography-combustion-mass spectrometry and gas chromatography-flame ionization detector methods for the determination of fatty acid methyl esters (FAMEs) in biodiesel samples
  • Gas chromatography-tandem differential mobility spectrometry (DMS) based separation and quantification of 16 methyl- and ethyl- fatty acid esters from biodiesel samples
  • Simultaneous determination of fatty acid methyl esters in commercial food oil samples by gas chromatography-vacuum ultraviolet (GC-VUV) spectroscopy
  • Measurement of fatty acid methyl ester composition of various edible oil samples by 1H nuclear magnetic resonance (1H NMR) spectroscopy combined with partial least squares (PLS) method
  • Analysis of coffee oil and residue obtained from roasted coffee beans to determine the composition of 11 fatty acids following their methyl esterification by gas chromatography coupled with a flame ionization detector (GC-FID)
  • Simultaneous determination of fatty acids in bovine colostrum samples by GC-FID after their derivatization to ester forms using an acidic catalyst boron trifluoride

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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G M Huber et al.
Journal of food science, 74(9), C693-C700 (2010-05-25)
Lipid oxidation, especially the oxidation of polyunsaturated fatty acids, is a significant issue in the food industry impacting both food quality and health of consumers. Apple skin was investigated as a source of natural antioxidants. The phenolic compound composition and
Caroline P Baron et al.
Free radical research, 39(7), 777-785 (2005-07-23)
Protection against protein oxidation by lipophilic and hydrophilic antioxidants in model systems using bovine serum albumin (BSA) in solution alone, or in an emulsion with linolenic acid methyl ester (LnMe) was found to be strongly dependent on the oxidation initiator.
Photoaddition of angelicin to linolenic acid methyl ester.
S Caffieri et al.
Journal of photochemistry and photobiology. B, Biology, 2(4), 515-521 (1988-12-01)
A A Gallon et al.
Lipids, 28(2), 125-133 (1993-02-01)
The autoxidation of polyunsaturated fatty acids is initiated both in vivo and in vitro by nitrogen dioxide. The mechanism of the initiation process is believed to involve both addition reactions and hydrogen atom abstraction reactions, with hydrogen abstraction predominating at
Muneyuki Maekawa et al.
Chemical research in toxicology, 19(1), 130-138 (2006-01-18)
We searched for mutagens that react with 2'-deoxyguanosine (dGuo) in model systems of lipid peroxidation. To autoxidation systems of methyl linoleate (model of omega-6 fat), methyl alpha-linolenate (MLN) (model of omega-3 fat), and commercial salad oil, dGuo was added. The

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