ethyl linolenate
ethyl octadeca-9,12,15-trienoate
Identification
| Name | ethyl linolenate |
| IUPAC | ethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate |
| CAS Number | 1191-41-9 |
| EINECS | 214-734-6 |
| FDA UNII | T54Y8H042V |
| Molecular Formula | C20 H34 O2 |
| Molecular Weight | 306.48938000 |
| MDL Number | MFCD00009388 |
| Nikkaji Number | J1.244.482F |
| Beilstein | 1728340 |
| CoE Number | 712 |
Regulatory
| DG SANTE Food Flavourings | 09.205 ethyl octadeca-9,12,15-trienoate |
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 374.00 to 375.00 °C. @ 760.00 mm Hg, 166.00 to 168.00 °C. @ 1.00 mm Hg |
| Flash Point | 213.00 °F. TCC ( 100.56 °C. ) |
| logP (o/w) | 7.493 (est) |
| Shelf Life | 6.00 month(s) or longer if stored properly. |
| Storage | refrigerate in tightly sealed containers. |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | skin conditioning - emollient |
No sensory data available
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-mouse LD50 111250 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavoring agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for ethyl linolenate usage levels up to | 10.0000 % in the fragrance concentrate. |
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Potential Uses
Natural Occurrence
Synonyms
ethyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate
ethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
ethyl (Z,Z,Z)-9,12,15-octadecatrienoate
ethyl octadeca-9,12,15-trienoate
linolenic acid, ethyl ester
linolenicacidethylester
(Z,Z,Z)-9,12,15-
octadecatrienoic acid ethyl ester
9,12,15-
octadecatrienoic acid, ethyl ester, (9Z,12Z,15Z)-
9,12,15-
octadecatrienoic acid, ethyl ester, (Z,Z,Z)-
PubMed:
Flavonoids with potent antioxidant activity found in young green barley leaves.
PubMed:
Hedge mustard (Sisymbrium officinale): chemical diversity of volatiles and their antimicrobial activity.
PubMed:
Melanogenesis inhibitory effect of fatty acid alkyl esters isolated from Oxalis triangularis.
PubMed:
Quantitation of fatty acid ethyl esters in human meconium by an improved liquid chromatography/tandem mass spectrometry.
PubMed:
Kinetic study of the prooxidant effect of alpha-tocopherol. Hydrogen abstraction from lipids by alpha-tocopheroxyl radical.
PubMed:
Liquid chromatography-tandem mass spectrometry for fatty acid ethyl esters in meconium: assessment of prenatal exposure to alcohol in two European cohorts.
PubMed:
Fatty acid ethyl esters in meconium are associated with poorer neurodevelopmental outcomes to two years of age.
PubMed:
Prevalence of fetal ethanol exposure in a regional population-based sample by meconium analysis of fatty acid ethyl esters.
PubMed:
[Extraction and identification of volatile constituents in the flowers of Aglaia odorata Lour].
PubMed:
Fatty acid ethyl esters in meconium: are they biomarkers of fetal alcohol exposure and effect?
PubMed:
Effects of heating on the interaction of lipid and zein in a dry powder system.
PubMed:
The ethanol metabolite, linolenic acid ethyl ester, stimulates mitogen-activated protein kinase and cyclin signaling in hepatic stellate cells.
PubMed:
Effects of water activity and lipid addition on secondary structure of zein in powder systems.
PubMed:
In vitro effects of ethanol, acetaldehyde and fatty acid ethyl esters on human erythrocytes.
PubMed:
Simultaneous determination of acrolein, malonaldehyde and 4-hydroxy-2-nonenal produced from lipids oxidized with Fenton's reagent.
PubMed:
Metabolism of deuterium-labeled linoleic, 6,9,12-octadecatrienoic, 8,11,14-eicosatrienoic, and arachidonic acids in the rat.
PubMed:
Inhibitory effect of 2"-O-glycosyl isovitexin and alpha-tocopherol on genotoxic glyoxal formation in a lipid peroxidation system.
PubMed:
Reaction and quenching of singlet molecular oxygen with esters of polyunsaturated fatty acids.
PubMed:
Alpha-linolenic acid deficiency in man: effect of ethyl linolenate on plasma and erythrocyte fatty acid composition and biosynthesis of prostanoids.
PubMed:
Alpha-linolenic acid deficiency in man: effect of essential fatty acids on fatty acid composition.
PubMed:
Initial observations on the role of glutathione peroxidases in Euglena.
PubMed:
Extremely decreased release of prostaglandin E2-like activity from chopped lung of ethyl linolenate-supplemented rats.
PubMed:
Urinary prostaglandin E2 and vasopressin excretion in essential fatty acid-deficient rats: effect of linolenic acid supplementation.
PubMed:
[Influence of dietary ethyl linoleate, ethyl linolenate and choline upon fatty acid metabolism of rat heart (author's transl)].
PubMed:
Effect of ethyl linoleate, ethyl linolenate and ethyl esters of highly unsaturated fatty acids on essential fatty acid deficiency in rainbow trout.
PubMed:
The influence of ethyl linoleate and ethyl linolenate on polyenoic fatty acids and cholesterol in tissues of chicks.