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L2501

Sigma-Aldrich

Ethyl linolenate

≥98%

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Synonym(s):
9,12,15-Octadecatrienoic acid ethyl ester, Linolenic acid ethyl ester
Linear Formula:
CH3(CH2CH=CH)3(CH2)7COOC2H5
CAS Number:
1191-41-9
Molecular Weight:
306.48
Beilstein:
1728340
EC Number:
214-734-6
MDL number:
MFCD07371452
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 Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
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
H S Hansen et al.
Lipids, 18(10), 691-695 (1983-10-01)
Three groups of weanling male rats were reared on a fat-free diet for 13 weeks. One group received only the fat-free diet (FF rats), the other 2 groups received the fat-free diet and a daily supplement of 2 energy% ethyl
Kristýna Floková et al.
Phytochemistry, 122, 230-237 (2015-12-18)
Jasmonates (JAs) are plant hormones that integrate external stress stimuli with physiological responses. (+)-7-iso-JA-L-Ile is the natural JA ligand of COI1, a component of a known JA receptor. The upstream JA biosynthetic precursor cis-(+)-12-oxo-phytodienoic acid (cis-(+)-OPDA) has been reported to
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