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Merck
CN

L2251

Methyl linolelaidate

≥99% (GC), liquid

Synonym(s):

Linolelaidic acid methyl ester, Methyl trans,trans-9,12-octadecadienoate

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About This Item

Empirical Formula (Hill Notation):
C19H34O2
CAS Number:
2566-97-4
Molecular Weight:
294.47
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24896306
EC Number:
219-901-7
Beilstein/REAXYS Number:
1727615
MDL number:
MFCD00069997

Key Documents

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Product Name

Methyl linolelaidate, ≥99% (GC), liquid

InChI key

WTTJVINHCBCLGX-ZDVGBALWSA-N

InChI

1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7+,11-10+

SMILES string

CCCCC\C=C\C\C=C\CCCCCCCC(=O)OC

Quality Level

200

biological source

plant

assay

≥99% (GC)

form

liquid

density

0.88 g/mL at 25 °C (lit.)

functional group

ester

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

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Related Categories

Packaging

Sealed ampule

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0510
BCCN3418
BCCL5116
BCCF1333
BCCC9119

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Effect of emeriamine, an inhibitor of fatty acid oxidation, on metabolic fate of a geometrical isomer of linoleic acid in perfused rat liver.
Fukuda N, Fukui M, Kai Y, Jayasooriya AP, et al.
J. Nutr. Sci. Vitaminol., 44, 525-535 (1998)
T H Fischer et al.
Biochimica et biophysica acta, 1022(2), 215-228 (1990-02-28)
Arachidonate, at concentrations up to 50 microM, induced dose-dependent calcium efflux from preloaded microsomes prepared from human platelets, but not from unilamellar egg phosphatidylcholine vesicles. Arachidonate-induced efflux from microsomes was not inhibited by indomethacin, 13-azaprostanoic acid, or catalase and superoxide
B M Craven et al.
Journal of lipid research, 24(6), 784-789 (1983-06-01)
At 123 K, crystals of cholesteryl trans-9-trans-12-octadecadienoate (cholesteryl linolelaidate, C47H76O2) are monoclinic, space group P2(1) with cell dimensions a = 13.03(3), b = 8.76(2), c = 17.90(4) A, beta = 89.7(2) degrees, having two molecules per unit cell. The crystal
Roman Shchepin et al.
Journal of the American Chemical Society, 132(49), 17490-17500 (2010-11-26)
Free radical co-oxidation of polyunsaturated lipids with tyrosine or phenolic analogues of tyrosine gave rise to lipid peroxide-tyrosine (phenol) adducts in both aqueous micellar and organic solutions. The novel adducts were isolated and characterized by 1D and 2D NMR spectroscopy
Akio Kadowaki et al.
Chemistry and physics of lipids, 165(2), 178-185 (2012-01-03)
The antioxidative action of fullerenes has received much attention, but their reaction mechanism toward lipid-derived peroxyl radicals has not been well elucidated. In this study, the reaction products of [60]fullerene (C(60)) during the autoxidation of methyl linoleate (MeL) were isolated
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