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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:
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 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

Certificates of Analysis (COA)

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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
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
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
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
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.
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