1.0 2010-04-08 22:07:12 UTC 2025-11-18 23:02:12 UTC FDB006562 Linonelic acid Linoleate, also known as (9z,12z)-octadecadienoic acid or cis,cis-linoleic 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, linoleate is considered to be a fatty acid lipid molecule. Linoleate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Linoleate can be found in a number of food items such as pecan nut, onion-family vegetables, red huckleberry, and romaine lettuce, which makes linoleate a potential biomarker for the consumption of these food products. Linoleate can be found primarily in most biofluids, including saliva, urine, feces, and blood, as well as throughout most human tissues. In humans, linoleate is involved in the alpha linolenic acid and linoleic acid metabolism. Moreover, linoleate is found to be associated with hypertension, cirrhosis, schizophrenia, and gestational diabetes. Linoleate 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 . C18H32O2 280.4455 280.240230268 (9Z,12Z)-octadeca-9,12-dienoic acid linoleic CCCCC\C=C/C\C=C/CCCCCCCC(O)=O 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- OYHQOLUKZRVURQ-HZJYTTRNSA-N belongs to the class of organic compounds known as lineolic acids and derivatives. These 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. Lineolic acids and derivatives Organic compounds Lipids and lipid-like molecules Fatty Acyls Lineolic acids and derivatives Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Long-chain fatty acids Monocarboxylic acids and derivatives Organic oxides Straight chain fatty acids Unsaturated fatty acids Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Fatty acid Hydrocarbon derivative Long-chain fatty acid Monocarboxylic acid or derivatives Octadecanoid Organic oxide Organic oxygen compound Organooxygen compound Straight chain fatty acid Unsaturated fatty acid Polyunsaturated fatty acids Unsaturated fatty acids Unsaturated fatty acids octadecadienoic acid omega-6 fatty acid logp 7.06 ALOGPS logs -6.26 ALOGPS solubility 1.54e-04 g/l ALOGPS logp 6.42 ChemAxon pka_strongest_acidic 4.99 ChemAxon iupac (9Z,12Z)-octadeca-9,12-dienoic acid ChemAxon average_mass 280.4455 ChemAxon mono_mass 280.240230268 ChemAxon smiles CCCCC\C=C/C\C=C/CCCCCCCC(O)=O ChemAxon formula C18H32O2 ChemAxon inchi 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- ChemAxon inchikey OYHQOLUKZRVURQ-HZJYTTRNSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 88.52 ChemAxon polarizability 35.86 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 597 Specdb::CMs 598 Specdb::CMs 1870 Specdb::CMs 13736 Specdb::CMs 30214 Specdb::CMs 30901 Specdb::CMs 31191 Specdb::CMs 37690 Specdb::CMs 162475 Specdb::CMs 1072355 Specdb::EiMs 481 Specdb::NmrOneD 1471 Specdb::NmrOneD 2529 Specdb::NmrTwoD 1416 Specdb::MsMs 930 Specdb::MsMs 931 Specdb::MsMs 932 Specdb::MsMs 4364 Specdb::MsMs 4365 Specdb::MsMs 4366 Specdb::MsMs 4367 Specdb::MsMs 4368 Specdb::MsMs 4369 Specdb::MsMs 286457 Specdb::MsMs 286458 Specdb::MsMs 286459 Specdb::MsMs 286460 Specdb::MsMs 286461 Specdb::MsMs 296284 Specdb::MsMs 296285 Specdb::MsMs 296286 Specdb::MsMs 337543 Specdb::MsMs 337544 Specdb::MsMs 337545 Specdb::MsMs 373600 Specdb::MsMs 373601 Specdb::MsMs 373602 Specdb::MsMs 373603 Specdb::MsMs 373604 HMDB0000673 Date Type 1 specific Phoenix dactylifera 42345