| Definition | Linoleic acid, also known as linoleate or (9z,12z)-octadecadienoic acid, belongs to lineolic acids and derivatives class of compounds. Those are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Thus, linoleic acid is considered to be a fatty acid lipid molecule. Linoleic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Linoleic acid can be found in a number of food items such as wax apple, pepper (c. pubescens), common beet, and white mustard, which makes linoleic acid a potential biomarker for the consumption of these food products. Linoleic acid can be found primarily in most biofluids, including urine, cerebrospinal fluid (CSF), saliva, and blood, as well as throughout most human tissues. In humans, linoleic acid is involved in the alpha linolenic acid and linoleic acid metabolism. Moreover, linoleic acid is found to be associated with gestational diabetes, cirrhosis, essential hypertension, and isovaleric acidemia. Linoleic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Linoleic acid (LA), a carboxylic acid, is a polyunsaturated omega-6 fatty acid, an 18-carbon chain with two double bonds in cis configuration. A shorthand notation like "18:2 (n-6)" or "18:2 cis-9,12" may be used in literature. It typically occurs in nature as a triglyceride ester; free fatty acids are typically low in foods . |
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| Synonyms | | Value | Source |
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| (9Z,12Z)-Octadecadienoic acid | ChEBI | | (Z,Z)-9,12-Octadecadienoic acid | ChEBI | | 9-cis,12-cis-Octadecadienoic acid | ChEBI | | 9Z,12Z-Octadecadienoic acid | ChEBI | | Acide cis-linoleique | ChEBI | | Acide linoleique | ChEBI | | Acido linoleico | ChEBI | | all-cis-9,12-Octadecadienoic acid | ChEBI | | C18:2 9C, 12C Omega6 todos cis-9,12-octadienoico | ChEBI | | C18:2, N-6,9 all-cis | ChEBI | | cis,cis-9,12-Octadecadienoic acid | ChEBI | | cis,cis-Linoleic acid | ChEBI | | cis-Delta(9,12)-Octadecadienoic acid | ChEBI | | LA | ChEBI | | Linolic acid | ChEBI | | 9-cis,12-cis-Octadecadienoate | Kegg | | (9Z,12Z)-Octadecadienoate | Generator | | (Z,Z)-9,12-Octadecadienoate | Generator | | 9Z,12Z-Octadecadienoate | Generator | | all-cis-9,12-Octadecadienoate | Generator | | cis,cis-9,12-Octadecadienoate | Generator | | cis,cis-Linoleate | Generator | | cis-delta(9,12)-Octadecadienoate | Generator | | cis-Δ(9,12)-octadecadienoate | Generator | | cis-Δ(9,12)-octadecadienoic acid | Generator | | Linolate | Generator | | Linoleate | Generator | | (9Z,12Z)-9,12-Octadecadienoate | HMDB | | (9Z,12Z)-9,12-Octadecadienoic acid | HMDB | | 9-cis,12-cis-Linoleate | HMDB | | 9-cis,12-cis-Linoleic acid | HMDB | | 9Z,12Z-Linoleate | HMDB | | 9Z,12Z-Linoleic acid | HMDB | | cis-9,cis-12-Octadecadienoate | HMDB | | cis-9,cis-12-Octadecadienoic acid | HMDB | | cis-D9,12-Octadecadienoate | HMDB | | cis-D9,12-Octadecadienoic acid | HMDB | | Emersol 315 | HMDB | | Extra linoleic 90 | HMDB | | Polylin 515 | HMDB | | Unifac 6550 | HMDB | | Acid, 9,12-octadecadienoic | HMDB | | Linoelaidic acid | HMDB | | Linoleic acid, (e,e)-isomer | HMDB | | Linoleic acid, (Z,Z)-isomer | HMDB | | Linoleic acid, (Z,Z)-isomer, 14C-labeled | HMDB | | Linoleic acid, ammonium salt, (Z,Z)-isomer | HMDB | | Linoleic acid, potassium salt, (Z,Z)-isomer | HMDB | | 9 trans,12 trans Octadecadienoic acid | HMDB | | 9-trans,12-trans-Octadecadienoic acid | HMDB | | Linoleic acid, sodium salt, (e,e)-isomer | HMDB | | Linoleic acid, sodium salt, (Z,Z)-isomer | HMDB | | trans,trans-9,12-Octadecadienoic acid | HMDB | | 9,12-Octadecadienoic acid | HMDB | | Linoelaidic acid, (e,Z)-isomer | HMDB | | Linoleic acid, calcium salt, (Z,Z)-isomer | HMDB | | Linolelaidic acid | HMDB | | 9,12 Octadecadienoic acid | HMDB | | Linoleic acid, (Z,e)-isomer | HMDB | | FA(18:2(9Z,12Z)) | HMDB |
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| InChI Identifier | InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9- |
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