1191-41-9 Usage
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. 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. It has been found in biodiesel produced from castor oil using ethanol. α-Linolenic acid ethyl ester has been used as a substrate in lipid peroxidation assays for antioxidant activity.
Chemical Properties
clear colorless liquid
Uses
Different sources of media describe the Uses of 1191-41-9 differently. You can refer to the following data:
1. An exogenous source of α-linolenic acid.
2. 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.
3. Linolenic Acid Ethyl Ester is the ethyl ester derivative of Linolenic Acid (L467650); an essential fatty acid that occurs mostly as the glyceride in most drying oils. Also a nutrient.
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.
General Description
Clear colorless liquid.
Air & Water Reactions
Slowly oxidized in air
Reactivity Profile
LINOLENIC ACID ETHYL ESTER 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. LINOLENIC ACID ETHYL ESTER is sensitive to light. LINOLENIC ACID ETHYL ESTER is incompatible with strong oxidizers, strong acids and strong bases.
Fire Hazard
LINOLENIC ACID ETHYL ESTER is probably combustible.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 1191-41-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,9 and 1 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1191-41:
(6*1)+(5*1)+(4*9)+(3*1)+(2*4)+(1*1)=59
59 % 10 = 9
So 1191-41-9 is a valid CAS Registry Number.
InChI:InChI=1/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+
1191-41-9Relevant articles and documents
Linoleic acid, α-linolenic acid, and monolinolenins as antibacterial substances in the heat-processed soybean fermented with Rhizopus oligosporus
Kusumah, Dewi,Maeda, Isamu,Murakami, Mai,Wakui, Misaki,Xie, Xiaonan,Yukihito, Kabuyama
, p. 1285 - 1290 (2020/03/03)
Antibacterial activities against Staphylococcus aureus and Bacillus subtilis were found in an ethanol fraction of tempe, an Indonesian fermented soybean produced using Rhizopus oligosporus. The ethanol fraction contained free fatty acids, monoglycerides, and fatty acid ethyl esters. Among these substances, linoleic acid and α-linolenic acid exhibited antibacterial activities against S. aureus and B. subtilis, whereas 1-monolinolenin and 2-monolinolenin exhibited antibacterial activity against B. subtilis. The other free fatty acids, 1-monoolein, monolinoleins, ethyl linoleate, and ethyl linolenate did not exhibit bactericidal activities. These results revealed that R. oligosporus produced the long-chain polyunsaturated fatty acids and monolinolenins as antibacterial substances against the Gram-positive bacteria during the fungal growth and fermentation of heat-processed soybean.
Preparation of n-3 PUFAs ethyl esters by an efficient biocatalyzed solvent-free process
Morrone,D'Antona,Biondi,Lambusta,Nicolosi
, p. 173 - 176 (2012/11/06)
alpha-Linolenic acid (ALA), eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) have been subjected to esterification with ethanol in presence of lipase B from Candida antarctica (Novozym 435), in solvent free condition. The use of alcohol donors triethyl orthoformate (TEOF) or diethyl carbonate (DEC) instead of free ethanol, allowed working in irreversible esterification conditions and ALA-, EPA- and DHA-ethyl esters were obtained in quantitative yields.
Novel H3PW12O40: Catalysed esterification reactions of fatty acids at room temperature for biodiesel production
De Godoi Silva, Vinicius Wilker,Laier, Leticia Oliveira,Silva, Marcio Jose Da
experimental part, p. 207 - 211 (2010/08/03)
The catalytic activity of Bronsted acids on fatty acid (FA) esterification at room temperature has been investigated. Noticeably, the H 3PW12O40 heteropolyacid (HPW) showed a very high activity than other catalysts herein evaluated, i.e. p-toluene sulfonic acid and sulfuric acid. High yields in ethyl esters (ca. 90%) were reached after a 4 h reaction at 25 °C on a HPW catalysed reactions. Despite the fact that HPW catalyst was used in a homogeneous phase, it could be efficiently recovered and reused through out a simple recycling protocol, without any activity loss. The effects of alcohol and the FA nature on yield reaction were also investigated.
