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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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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
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
Yasutaka Shimotori et al.
Carbohydrate research, 359, 11-17 (2012-08-29)
Various glycosyl ferulates were efficiently synthesized from 2,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (TAGB) with amine by amine-promoted glycosylation without using heavy metal. The resulted acetylated glycosyl ferulates with acetoxyl groups at C-2, C-3 and C-4 were regioselectively deacetylated at C-4 and C-6 positions
Vitaly Roginsky
Chemistry and physics of lipids, 163(2), 127-130 (2009-11-03)
The kinetics of the chain free-radical oxidation of cardiolipin (CL), a unique phospholipid containing four linoleate moieties, have been studied for the first time. The technique based on monitoring oxygen consumption by using a Clark electrode was applied to determine
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