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

Key Documents

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biological source

plant

Quality Level

200

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

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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Related Categories

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

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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)
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
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
Jian-Ying Feng et al.
European journal of medicinal chemistry, 46(4), 1198-1206 (2011-02-19)
In order to clarify the contribution of phenolic and enolic hydroxyl group to the antioxidant capacity of feruloylacetone, a model compound of half-curcumin, 6-(p-hydroxy-m-methoxyphenyl)-5-hexene-2,4-dione (FT), 6-(p-benzyloxy-m-methoxyphenyl)-5-hexene-2,4-dione (BMFT), 6-(m,p-dihydroxyphenyl)-5-hexene-2,4-dione (DDFT), 6-(p-hydroxy-m-methoxyphenyl)hexane-2,4-dione (DHFT), 6-(p-hydroxy-m-methoxyphenyl)-5-hexene-2,4-diol (THFT), and ethyl 2-(p-hydroxy-m-methoxybenzylidene)-3-oxobutanoate (EOFT) were synthesized. The
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