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Merck
CN

73539

Ethyl linoleate

analytical standard

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:
544-35-4
Molecular Weight:
308.50
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329764940
EC Number:
208-868-4
Beilstein/REAXYS Number:
1727827
MDL number:
MFCD00009535

Key Documents

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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

SMILES string

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

biological source

plant

grade

analytical standard

assay

≥97.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

Quality Level

100

bp

224 °C/17 mmHg (lit.)

density

0.876 g/mL at 25 °C (lit.)

format

neat

functional group

ester

storage temp.

−20°C

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV4480
BCBV0114
BCBS9526V
BCBR3359V

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Rosa Palagano et al.
Foods (Basel, Switzerland), 9(7) (2020-07-18)
The content of fatty acid ethyl esters (FAEEs) is one of the quality parameters to define if an olive oil can be classified as extra virgin as these compounds are considered markers for virgin olive oils obtained from poor-quality olives.
Simona Pichini et al.
Clinical chemistry and laboratory medicine, 52(8), 1179-1185 (2014-03-13)
Ethyl glucuronide (EtG) measurement in neonatal meconium has emerged as a reliable marker to objectively assess prenatal exposure to maternal ethanol complementary to fatty acid ethyl ester (FAEEs) measurement. The detection of EtG in meconium is currently a lengthy, difficult

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