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62262

Sigma-Aldrich

Ethyl linoleate

technical, ≥65% (GC)

Synonym(s):

Linoleic acid ethyl ester

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500 ML
¥28,600

¥28,600

Estimated to ship onApril 14, 2025

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500 ML
¥28,600

About This Item

Linear Formula:
CH3(CH2)3(CH2CH=CH)2(CH2)7COOC2H5
CAS Number:
544-35-4
Molecular Weight:
308.50
Beilstein:
1727827
EC Number:
208-868-4
MDL number:
MFCD00009535
UNSPSC Code:
12352100
PubChem Substance ID:
57651879
NACRES:
NA.22

¥28,600

Estimated to ship onApril 14, 2025

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grade

technical

Quality Level

100

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.[1]

Application

Ethyl linoleate can be used as a drying agent for alkyd paints.[1] It can also form N2,3-ethenoguanine via reaction with deoxyguanosine.[2]

Biochem/physiol Actions

Ethyl linoleate solated from Oxalis triangularis inhibits forskolin-induced melanogenesis and tyrosinase activity in mouse B16 melanoma cells [3]. 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

62262-VAR-F:
62262-BULK-F:
62262-100ML-F:
62262-500ML-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH5003
BCCF5064
BCCC8530
BCBS6091V
BCBL1994V

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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)
It is unclear where in the nervous system evolutionary changes tend to occur. To localize the source of neural evolution that has generated divergent behaviors, we developed a new approach to label and functionally manipulate homologous neurons across Drosophila species.
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
Bokai Lei et al.
Molecular pharmaceutics, 7(3), 844-853 (2010-03-31)
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