| Identification | More | [Name]
LINOLENIC ACID ETHYL ESTER | [CAS]
1191-41-9 | [Synonyms]
9,12,15-OCTADECATRIENOIC ACID ETHYL ESTER
DELTA 9 CIS 12 CIS 15 CIS OCTADECATRIENOIC ACID ETHYL ESTER
ETHYL LINOLENATE
LINOLENIC ACID ETHYL ESTER
12,15-Octadecatrienoicacid,ethylester,(Z,Z,Z)-9
15-octadecatrienoicacid,ethylester,(z,z,z)-12
cis,cis,cis-octadeca-9,12,15-trienoicacidethylester
Ethyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate
ethyl (Z,Z,Z)-9,12,15-octadecatrienoate
Ethyl alpha-linolenate
Ethyl cis,cis,cis-9,12,15-octadecatrienoate
ethyl(9z,12z,15z)-
ethyl(9z,12z,15z)-9,12,15-
ethyl(9z,12z,15z)-9,12,15-octadecatrienoate
ethyl(z,z,z)-9,12,15-octadecatrienoate
ethylalpha-linolenate
Linoleic Acid-18-13C, Ethyl Ester
9,12,15-Octadecatrienoic acid, ethyl ester, (9Z,12Z,15Z)-
LINOLENIC ACID ETHYLESTER(SG)
ALPHA-LINOLENATE,ETHYLESTER | [EINECS(EC#)]
214-734-6 | [Molecular Formula]
C20H34O2 | [MDL Number]
MFCD00009388 | [Molecular Weight]
306.48 | [MOL File]
1191-41-9.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless liquid | [Boiling point ]
166-168 °C/1 mmHg (lit.) | [density ]
0.892 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.468(lit.)
| [Fp ]
113 °C | [storage temp. ]
−20°C
| [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
Oil | [color ]
Colourless | [biological source]
Linum usitatissimum | [BRN ]
1728340 | [Stability:]
Light Sensitive | [Cosmetics Ingredients Functions]
SKIN CONDITIONING - EMOLLIENT | [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- | [InChIKey]
JYYFMIOPGOFNPK-AGRJPVHOSA-N | [SMILES]
CCOC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC | [LogP]
7.493 (est) | [Uses]
ethyl linolenate is an emollient reportedly used in indoor tanning preparations. It is not very popular as it may pose rancidity problems. It may also be used as an ingredient to enhance the fragrance of a product. | [CAS DataBase Reference]
1191-41-9(CAS DataBase Reference) | [EPA Substance Registry System]
9,12,15-Octadecatrienoic acid, ethyl ester, (9Z,12Z,15Z)- (1191-41-9) |
| Hazard Information | Back Directory | [General Description]
Clear colorless liquid. | [Reactivity Profile]
ETHYL LINOLENATE(1191-41-9) is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. This chemical is sensitive to light. This chemical is incompatible with strong oxidizers, strong acids and strong bases. | [Air & Water Reactions]
Slowly oxidized in air | [Fire Hazard]
This chemical is probably combustible. | [Description]
α-Linolenic acid ethyl ester is an esterified form of α-linolenic acid (Item Nos. 90210 | 21910). It increases cyclin E levels and the activity of Cdk2/cyclin E, ERK, and JNK in hepatic stellate cells when used at a concentration of 50 μM.1 α-Linolenic acid ethyl ester (25 μg/ml) inhibits the growth of S. mutans, C. albicans, and P. gingivalis by 98, 72, and 92%, respectively, in vitro.2 It has been found in biodiesel produced from castor oil using ethanol.3 α-Linolenic acid ethyl ester has been used as a substrate in lipid peroxidation assays for antioxidant activity.4 | [Chemical Properties]
clear colorless liquid | [Definition]
ChEBI: A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of linolenic acid with the hydroxy group of ethanol. | [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]
4°C, stored under nitrogen | [References]
[1] JIANJUN LI . The ethanol metabolite, linolenic acid ethyl ester, stimulates mitogen-activated protein kinase and cyclin signaling in hepatic stellate cells[J]. Life sciences, 2003, 73 9: Pages 1083-1096. DOI: 10.1016/s0024-3205(03)00383-7
[2] C B HUANG J L E. A novel bioactivity of omega-3 polyunsaturated fatty acids and their ester derivatives.[J]. Molecular Oral Microbiology, 2010, 25 1: 75-80. DOI: 10.1111/j.2041-1014.2009.00553.x
[3] M. CONCEI??O. Dynamic
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