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62210

Sigma-Aldrich

Methyl linolenate

technical, 70-80% (GC)

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:
301-00-8
Molecular Weight:
292.46
Beilstein:
1728194
EC Number:
206-102-3
MDL number:
MFCD00135851
UNSPSC Code:
12352100
PubChem Substance ID:
329759719
NACRES:
NA.22

grade

technical

Quality Level

100

Assay

70-80% (GC)

form

liquid

refractive index

n20/D 1.470 (lit.)
n20/D 1.470

bp

182 °C/3 mmHg (lit.)

density

0.895 g/mL at 25 °C (lit.)

functional group

ester

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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Related Categories

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG7292
298009/1

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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.
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
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)
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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