62262
Ethyl linoleate
technical, ≥65% (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
Beilstein:
1727827
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
grade
technical
concentration
≥65% (GC)
refractive index
n20/D 1.455 (lit.)
n20/D 1.455
bp
224 °C/17 mmHg (lit.)
density
0.876 g/mL at 25 °C (lit.)
functional group
ester
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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General description
Ethyl linoleate can undergo auto-oxidation in the presence of the catalyst manganese(II)acetylacetonate.
Application
Ethyl linoleate can be used as a drying agent for alkyd paints. It can also form N2,3-ethenoguanine via reaction with deoxyguanosine.
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 Code
10 - Combustible liquids
WGK
WGK 1
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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"4-Hydroxy-2-nonenal and ethyl linoleate form N 2, 3-ethenoguanine under peroxidizing conditions"
Ham.L J-A, et al.
Chemical Research in Toxicology, 1243-1250 (2000)
"Fast autoxidation of ethyl linoleate catalyzed by [Mn (acac) 3] and bipyridine: A possible drying catalyst for alkyd paints"
Gorkum VR, et al.
Inorganic Chemistry, 43(08), 2456-2458 (2004)
Yun Ding et al.
Current biology : CB, 29(7), 1089-1099 (2019-03-19)
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Paclitaxel has been shown to inhibit vascular smooth muscle cell migration and proliferation contributing to neointimal formation. This study tested whether novel oral formulations of paclitaxel can prevent neointimal formation in a rat carotid artery injury model. Oral formulations of
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Journal of agricultural and food chemistry, 54(16), 6069-6074 (2006-08-03)
In our studies of the chain-breaking antioxidant mechanism of natural phenols in food components, ferulic acid, a phenolic acid widely distributed in edible plants, especially grain, was investigated. The radical oxidation reaction of a large amount of ethyl linoleate in
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