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Merck
CN

62260

Ethyl linoleate

natural, ≥97.0% (GC)

Synonym(s):

Linoleic acid ethyl ester

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About This Item

Linear Formula:
CH3(CH2)3(CH2CH=CH)2(CH2)7COOC2H5
CAS Number:
Molecular Weight:
308.50
EC Number:
208-868-4
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
1727827
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assay

≥97.0% (GC)

quality

natural

refractive index

n20/D 1.455 (lit.), n20/D 1.460

bp

224 °C/17 mmHg (lit.)

density

0.876 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC

InChI

1S/C20H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12H,3-7,10,13-19H2,1-2H3/b9-8-,12-11-

InChI key

FMMOOAYVCKXGMF-MURFETPASA-N

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Biochem/physiol Actions

Ethyl linoleate solated from Oxalis triangularis inhibits forskolin-induced melanogenesis and tyrosinase activity in mouse B16 melanoma cells . This anti-melanogenic effect is mediated by inhibiting cAMP production.

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves

Regulatory Information

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Bokai Lei et al.
Molecular pharmaceutics, 7(3), 844-853 (2010-03-31)
The development of HIV protease inhibitors (PIs) has been one of the most significant advances of the past decade in controlling HIV infection. Unfortunately, the benefits of HIV PIs are compromised by serious side effects. One of the most frequent
J Klein et al.
Therapeutic drug monitoring, 21(6), 644-646 (1999-12-22)
The authors report testing the meconium of a newborn for the presence of FAEE. Meconium from a newborn of a woman who acknowledged drinking beer throughout pregnancy was tested. The authors also tested the meconiums of 3 newborns whose mothers
A J Ham et al.
Chemical research in toxicology, 13(12), 1243-1250 (2000-12-22)
In these studies, we demonstrate that N(2),3-ethenoguanine (N(2), 3-epsilonGua) is formed from lipid peroxidation as well as other oxidative reactions. Ethyl linoleate (EtLA) or 4-hydroxy-2-nonenal (HNE) was reacted with dGuo in the presence of tert-butyl hydroperoxide (t-BuOOH) for 72 h
B L Hungund et al.
Alcoholism, clinical and experimental research, 19(2), 374-377 (1995-04-01)
The fate of [14C]ethyl-linoleate (EthLin) after its intravenous administration was investigated in pentobarbital-anesthetized rats. The disappearance of [14C]EthLin from the plasma was very rapid and followed quite closely a biexponential function of time. Fitting of the experimental data to a
A Napolitano et al.
The Journal of organic chemistry, 65(16), 4853-4860 (2000-08-24)
The reaction of ethyl linoleate (1) with NO(2)(-) in different air-equilibrated acidic media resulted in the formation of complex patterns of products, some of which could be isolated by repeated TLC fractionation and were formulated as the nitroalkenes 2-5, the

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