1.0 2016-10-03 18:36:15 UTC 2020-04-22 15:49:41 UTC BMDB0012328 BMDB12328 Palmitelaidic acid Palmitelaidic acid, also known as trans-palmitoleate or (9E)-9-hexadecenoate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Palmitelaidic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (9E)-Hexadecenoic acid (e)-9-Hexadecenoicacid 9-trans-Hexadecenoic acid t-16:1D9 t-9-Hexadecenoic acid trans-9-Hexadecenoic acid trans-Delta(9)-Hexadecenoic acid trans-Palmitoleic acid (9E)-Hexadecenoate 9-trans-Hexadecenoate t-9-Hexadecenoate trans-9-Hexadecenoate trans-delta(9)-Hexadecenoate trans-Δ(9)-hexadecenoate trans-Δ(9)-hexadecenoic acid trans-Palmitoleate Palmitelaidate Palmitoleic acid Palmitoleic acid, (Z)-isomer Palmitoleic acid, sodium salt, (Z)-isomer C16:1 trans-9 Palmitoleate Palmitoleic acid, (e)-isomer Palmitoleic acid, potassium salt, (Z)-isomer (9E)-9-Hexadecenoate (9E)-9-Hexadecenoic acid (e)-9-Hexadecenoate (e)-9-Hexadecenoic acid (e)-Hexadec-9-enoate (e)-Hexadec-9-enoic acid trans-9-Palmitoleate Palmitelaidic acid C16H30O2 254.4082 254.224580204 (9E)-hexadec-9-enoic acid trans-palmitoleic acid 10030-73-6 CCCCCC\C=C\CCCCCCCC(O)=O InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7+ SECPZKHBENQXJG-BQYQJAHWSA-N belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Long-chain fatty acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Straight chain fatty acids Unsaturated fatty acids Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Straight chain fatty acid Unsaturated fatty acid Aliphatic acyclic compounds Unsaturated fatty acids long-chain fatty acid monounsaturated fatty acid Solid logp 6.71 ALOGPS logs -5.76 ALOGPS logp 5.89 ChemAxon pka_strongest_acidic 4.99 ChemAxon iupac (9E)-hexadec-9-enoic acid ChemAxon average_mass 254.4082 ChemAxon mono_mass 254.224580204 ChemAxon smiles CCCCCC\C=C\CCCCCCCC(O)=O ChemAxon formula C16H30O2 ChemAxon inchi InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7+ ChemAxon inchikey SECPZKHBENQXJG-BQYQJAHWSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 78.2 ChemAxon polarizability 33.37 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 23280 Specdb::CMs 39917 Specdb::CMs 166448 Specdb::MsMs 102537 Specdb::MsMs 102538 Specdb::MsMs 102539 Specdb::MsMs 168375 Specdb::MsMs 168376 Specdb::MsMs 168377 Specdb::MsMs 285932 Specdb::MsMs 285933 Specdb::MsMs 285934 Specdb::MsMs 285935 Specdb::MsMs 374014 Specdb::MsMs 374015 Specdb::MsMs 374016 Specdb::MsMs 374017 Specdb::MsMs 374018 Specdb::MsMs 440480 Specdb::MsMs 440481 Specdb::MsMs 440482 Specdb::MsMs 2236070 Specdb::MsMs 2237297 Specdb::MsMs 2238173 Specdb::MsMs 2239418 Specdb::MsMs 2240286 Specdb::MsMs 2241406 Specdb::MsMs 2242401 Milk Raw milk. Meta-Analysis Glasser F, Ferlay A, Chilliard Y: Oilseed lipid supplements and fatty acid composition of cow milk: a meta-analysis. J Dairy Sci. 2008 Dec;91(12):4687-703. doi: 10.3168/jds.2008-0987. 19038946 Milk Raw milk, by NMR and GC-MS van Gastelen S, Antunes-Fernandes EC, Hettinga KA, Dijkstra J: Relationships between methane emission of Holstein Friesian dairy cows and fatty acids, volatile metabolites and non-volatile metabolites in milk. Animal. 2017 Sep;11(9):1539-1548. doi: 10.1017/S1751731117000295. Epub 2017 Feb 21. 28219465 Milk Pasteurized milk with 3.9% fat, organic, by GC-FID Trimigno A, Munger L, Picone G, Freiburghaus C, Pimentel G, Vionnet N, Pralong F, Capozzi F, Badertscher R, Vergeres G: GC-MS Based Metabolomics and NMR Spectroscopy Investigation of Food Intake Biomarkers for Milk and Cheese in Serum of Healthy Humans. Metabolites. 2018 Mar 23;8(2). pii: metabo8020026. doi: 10.3390/metabo8020026. 29570652 4445872 FDB028947 5282745 C00052377 59265 Trimigno A, Munger L, Picone G, Freiburghaus C, Pimentel G, Vionnet N, Pralong F, Capozzi F, Badertscher R, Vergeres G: GC-MS Based Metabolomics and NMR Spectroscopy Investigation of Food Intake Biomarkers for Milk and Cheese in Serum of Healthy Humans. Metabolites. 2018 Mar 23;8(2). pii: metabo8020026. doi: 10.3390/metabo8020026. 29570652 van Gastelen S, Antunes-Fernandes EC, Hettinga KA, Dijkstra J: Relationships between methane emission of Holstein Friesian dairy cows and fatty acids, volatile metabolites and non-volatile metabolites in milk. Animal. 2017 Sep;11(9):1539-1548. doi: 10.1017/S1751731117000295. Epub 2017 Feb 21. 28219465 Glasser F, Ferlay A, Chilliard Y: Oilseed lipid supplements and fatty acid composition of cow milk: a meta-analysis. J Dairy Sci. 2008 Dec;91(12):4687-703. doi: 10.3168/jds.2008-0987. 19038946