Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

View All Documentation

L2626

Sigma-Aldrich

Methyl linolenate

≥99% (GC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
CH3(CH2CH=CH)3(CH2)7COOCH3
CAS Number:
301-00-8
Molecular Weight:
292.46
Beilstein/REAXYS Number:
1728194
EC Number:
206-102-3
MDL number:
MFCD00135851
UNSPSC Code:
12352211
PubChem Substance ID:
24896319
NACRES:
NA.25

biological source

plant

Quality Level

200

assay

≥99% (GC)

form

liquid

refractive index

n20/D 1.470 (lit.)

bp

182 °C/3 mmHg (lit.)

density

0.895 g/mL at 25 °C (lit.)

functional group

ester

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°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

Looking for similar products? Visit Product Comparison Guide

Application


  • Exogenous Jasmonic Acid Alleviates Blast Resistance Reduction Caused by LOX3 Knockout in Rice.: The research explores the role of jasmonic acid, associated with methyl linolenate, in enhancing blast resistance in rice. The findings show that external application of jasmonic acid can compensate for the resistance loss due to LOX3 knockout, providing insights into plant disease management strategies (Su et al., 2023).

  • Effects of (13)C isotope-labeled allelochemicals on the growth of the invasive plant Alternanthera philoxeroides.: This study uses (13)C-labeled methyl linolenate to trace allelochemical effects on invasive plant species. The results indicate a significant impact on plant growth, suggesting potential applications in controlling invasive species (Hua et al., 2023).

Biochem/physiol Actions

Methyl linolenate, a polyunsaturated fattly acid (PUFA), is used in studies on the mechanisms and prevention of oxidation/peroxidation of unsaturated fatty acids. Methyl linolenate is being studied as a possible skin whitening agent with anti-melanogenesis activity.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113.0 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Kevin Huvaere et al.
The journal of physical chemistry. B, 114(16), 5583-5593 (2010-04-10)
Triplet-excited riboflavin ((3)RF*) was found by laser flash photolysis to be quenched by polyunsaturated fatty acid methyl esters in tert-butanol/water (7:3, v/v) in a second-order reaction with k approximately 3.0 x 10(5) L mol(-1) s(-1) at 25 degrees C for
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
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)
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service