| Identification | Back Directory | [Name]
GAMMA-LINOLENIC ACID ETHYL ESTER | [CAS]
31450-14-3 | [Synonyms]
Ethyl linolenate gamma
Ethyl gamma-linolenate
Ethyl gamma-linolenic acid
GAMMA-LINOLENIC ACID ETHYL ESTER
Ethyl Gamma-Linolenic Acid(C18:3)
Gamma Linolenic Acid Ethyl Ester (90%)
Ethyl 6(Z),9(Z),12(Z)-octadecatrienoate
6,9,12-OCTADECATRIENOIC ACID ETHYL ESTER
Gamma Linolenic acid ethyl ester (GLA-EE)
Ethyl linolenate gamma@10 mg/mL in Hexane
(6Z,9Z,12Z)-ethyl octadeca-6,9,12-trienoate
Ethyl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate
Ethyl (6Z,9Z,12Z)-6,9,12- octadecatrienoic acid
cis-6,cis-9,cis-12 Octadecadienoic acid ethyl ester
(6Z,9Z,12Z)-6,9,12-Octadecatrienoic acid ethyl ester
6,9,12-Octadecatrienoic acid, ethyl ester, (6Z,9Z,12Z)-
DELTA 6 CIS 9 CIS 12 CIS OCTADECATRIENOIC ACID ETHYL ESTER
γ-Linolenic acid ethyl ester, 6,9,12-Octadecatrienoic acid ethyl ester | [Molecular Formula]
C20H34O2 | [MDL Number]
MFCD00056309 | [MOL File]
31450-14-3.mol | [Molecular Weight]
306.48 |
| Chemical Properties | Back Directory | [Boiling point ]
390.6±31.0 °C(Predicted) | [density ]
0.893±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
liquid | [color ]
Colourless | [Stability:]
Light Sensitive | [InChI]
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/h8-9,11-12,14-15H,3-7,10,13,16-19H2,1-2H3/b9-8-,12-11-,15-14- | [InChIKey]
MJLYTDAIYLGSRZ-ORZIMQNZSA-N | [SMILES]
C(OCC)(=O)CCCC/C=C\C/C=C\C/C=C\CCCCC | [LogP]
7.562 (est) |
| Hazard Information | Back Directory | [Description]
γ-Linolenic acid (GLA) is an ω-6 fatty acid which can be elongated to arachidonic acid for endogenous eicosanoid synthesis. It is a weak leukotriene B4 (LTB4) receptor antagonist, inhibiting [3H]-LTB4 binding to porcine neutrophil membranes with a Ki value of 1 μM. GLA produces 53% inhibition at a 1 mg/kg dose in an in vivo model of LTB4-induced bronchoconstriction. GLA ethyl ester is an esterified version of the free acid which is less water soluble but more amenable for the formulation of GLA-containing diets. | [Uses]
γ-Linolenic Acid Ethyl Ester is used in biological studies for neoplasm inhibition of cultured carcinoma cells of human breast. This analog is also used in the evaluation of hypocholesterolemic activity in rats by comparing it with γ-Linolenic Acid (L467660). | [Definition]
ChEBI: Gamma-Linolenic acid ethyl ester is a long-chain fatty acid ethyl ester. | [Purification Methods]
To highly purify γ-linolenic acid (GLA) from microbial lipids, various types of zeolites were investigated in a fixed-bed column system, where a two-step desoprtion operation mode was found to be superior in selective separation of GLA. By this system, GLA ethyl ester of 98 mol% purity was obtained from a mixture of various polysaturated and unsaturated fatty acid esters using cesium Y and methyl-, dimethyl- and ethylammonium Y zeolites[1]. | [References]
[1] MAKOTO ARAI Hisashi M Hideki Fukuda. Selective separation of γ-linolenic acid ethyl ester using y-zeolite[J]. Journal of Fermentation Technology, 1987. DOI:10.1016/0385-6380(87)90118-X. |
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Alfa Chemistry
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1-516-6625404 |
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https://www.alfa-chemistry.com |
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