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L2251

Sigma-Aldrich

Methyl linolelaidate

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
Beilstein:
1727615
EC Number:
219-901-7
MDL number:
MFCD00069997
UNSPSC Code:
12352211
PubChem Substance ID:
24896306
NACRES:
NA.25

lipid type

unsaturated FAs

SMILES string

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

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+

InChI key

WTTJVINHCBCLGX-ZDVGBALWSA-N

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Packaging

Sealed ampule

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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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)
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
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
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
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
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