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L2501

Sigma-Aldrich

Ethyl linolenate

≥98%

Synonym(s):

9,12,15-Octadecatrienoic acid ethyl ester, Linolenic acid ethyl ester

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About This Item

Linear Formula:
CH3(CH2CH=CH)3(CH2)7COOC2H5
CAS Number:
1191-41-9
Molecular Weight:
306.48
Beilstein/REAXYS Number:
1728340
EC Number:
214-734-6
MDL number:
MFCD07371452
UNSPSC Code:
12352211
PubChem Substance ID:
24896316
NACRES:
NA.25

biological source

Linum usitatissimum

assay

≥98%

form

liquid

refractive index

n20/D 1.468 (lit.)

bp

166-168 °C/1 mmHg (lit.)

density

0.892 g/mL at 25 °C (lit.)

functional group

ester

lipid type

omega FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CCOC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC

InChI

1S/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h5-6,8-9,11-12H,3-4,7,10,13-19H2,1-2H3/b6-5-,9-8-,12-11-

InChI key

JYYFMIOPGOFNPK-AGRJPVHOSA-N

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Biochem/physiol Actions

Ethyl linolenate may be used as a reference molecule in systems developed to measure fatty acid esters derived from tissues, membranes and lipids, especially associated with alcohol abuse. Ethyl linolenate is being studied as a possible skin whitening agent with anti-melanogenesis activity.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Certificates of Analysis (COA)

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Yukiko Mizutani et al.
Journal of agricultural and food chemistry, 52(11), 3570-3576 (2004-05-27)
The effects of heat treatment on the interaction of lipid and zein in a dry powder system were investigated. Linolenic acid ethyl ester (LAE) was mixed with the zein powder. The glass transition temperature (T(g)) for the dry powder zein
Yukiko Mizutani et al.
Journal of agricultural and food chemistry, 51(1), 229-235 (2002-12-28)
The effects of water activity (A(w)) and lipid addition on the secondary structure of powdery zein were investigated using Fourier transform infrared spectroscopy. Two fatty acid esters, i.e., the linolenic and eicosapentaenoic acid ethyl esters (LAE and EPE), were mixed
K S Bjerve et al.
The American journal of clinical nutrition, 46(4), 570-576 (1987-10-01)
Treatment of human alpha-linolenic acid deficiency (ALAD) with ethyl linolenate is reported. The patient's scaly dermatitis nearly disappeared after 5-d supplementation with 0.1 mL ethyl linolenate. Pretreatment content of various n-3 fatty acids in RBC was 0-15% of healthy controls.
Joey Gareri et al.
Therapeutic drug monitoring, 30(2), 239-245 (2008-03-28)
Challenges in identifying children exposed prenatally to ethanol necessitate the development of a biomarker for neonates at risk for fetal alcohol spectrum disorder. Meconium fatty acid ethyl esters (FAEE), products of nonoxidative ethanol metabolism, have been established as a novel
Simona Pichini et al.
Journal of pharmaceutical and biomedical analysis, 48(3), 927-933 (2008-09-13)
Fatty acid ethyl esters (FAEEs) in meconium emerged as a reliable, direct biological marker for establishing fetal exposure to ethanol. We developed an LC-MS/MS method for ethyl laurate, ethyl myristate, ethyl palmitate, ethyl palmitoleate, ethyl stearate, ethyl oleate, ethyl linoleate
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