4867 T3D4812 Alpha-Linolenic Acid Alpha-linolenic acid (ALA) is a polyunsaturated omega-3 fatty acid. It is a component of many common vegetable oils and is important to human nutrition. 463-40-1 5280934 C18H30O2 278.4 -16.5°C 231°C at 1.70E+01 mm Hg 0.000124 mg/mL at 25°C Alpha Linolenic Acid or ALA is considered an essential fatty acid because it is required for human health, but cannot be synthesized by humans. It is in fact a plant-derived fatty acid. Humans can synthesize other omega-3 fatty acids from ALA, including eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). EPA is a precursor of the series-3 prostaglandins, the series-5 leukotrienes and the series-3 thromboxanes. These eicosanoids have anti-inflammatory and anti-atherogenic properties. ALA metabolites may also inhibit the production of the pro-inflammatory eicosanoids, prostaglandin E2 (PGE2) and leukotriene B4 (LTB4), as well as the pro-inflammatory cytokines, tumor necrosis factor-alpha (TNF-alpha) and interleukin-1 beta (IL-1 beta). Omega-3 fatty acids like ALA and its byproducts can modulate the expression of a number of genes, including those involved with fatty acid metabolism and inflammation. They regulate gene expression through their effects on the activity of transcription factors including NF-kappa B and members of the peroxisome proliferator-activated receptor (PPAR) family. Incorporation of ALA and its metabolites in cell membranes can affect membrane fluidity and may play a role in anti-inflammatory activity, inhibition of platelet aggregation and possibly in anti-proliferative actions of ALA. ALA is first metabolized by delta6 desaturease into steridonic acid. Not listed by IARC. For nutritional supplementation and for treating dietary shortage or imbalance. 2014-09-11T05:17:40Z 2026-04-17T17:16:50Z Alpha-linolenic_acid C06427 27432 LINOLENIC_ACID D017962 DB00132 LNL true CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O C18H30O2 InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9- DTOSIQBPPRVQHS-PDBXOOCHSA-N 278.4296 278.224580204 Endogenous Liquid 6.46 HMDB01388 CHEMBL8739 4444437 <p>Jean-Pierre Masse, &#8220;Therapeutic composition containing alpha-linolenic acid and a compound capable of promoting the passage of the acid through the cell membrane, plant extract comprising the acid and the compound, and process for the preparation of the extract.&#8221; U.S. Patent US5002767, issued February, 1986.</p> CHEM003769 (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid