1.0 2016-10-03 18:01:30 UTC 2020-05-05 18:38:23 UTC BMDB0010211 BMDB10211 17,18-DiHETE (5Z,8Z,11Z,14Z)-17,18-Dihydroxyeicosa-5,8,11,14-tetraenoic acid (5Z,8Z,11Z,14Z)-17,18-Dihydroxyeicosatetraenoic acid (5Z,8Z,11Z,14Z)-17,18-Dihydroxyicosatetraenoic acid 17,18-Dihydroxyarachidonic acid (5Z,8Z,11Z,14Z)-17,18-Dihydroxyeicosa-5,8,11,14-tetraenoate (5Z,8Z,11Z,14Z)-17,18-Dihydroxyeicosatetraenoate (5Z,8Z,11Z,14Z)-17,18-Dihydroxyicosatetraenoate 17,18-Dihydroxyarachidonate (+/-)-17,18-dihydroxy-5Z,8Z,11Z,14Z-eicosatetraenoate (+/-)-17,18-dihydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid (5Z,8Z,11Z,14Z)-17,18-Dihydroxyicosa-5,8,11,14-tetraenoate (5Z,8Z,11Z,14Z)-17,18-Dihydroxyicosa-5,8,11,14-tetraenoic acid C20H32O4 336.4657 336.230059512 (5Z,8Z,11Z,14Z)-17,18-dihydroxyicosa-5,8,11,14-tetraenoic acid (5Z,8Z,11Z,14Z)-17,18-dihydroxyicosa-5,8,11,14-tetraenoic acid CCC(O)C(O)C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O InChI=1S/C20H32O4/c1-2-18(21)19(22)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-20(23)24/h3,5-6,8-9,11-12,14,18-19,21-22H,2,4,7,10,13,15-17H2,1H3,(H,23,24)/b5-3-,8-6-,11-9-,14-12- XYDVGNAQQFWZEF-JPURVOHMSA-N belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds. Organic compounds Lipids and lipid-like molecules Fatty Acyls Eicosanoids Hydroxyeicosatetraenoic acids 1,2-diols Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Hydroxy fatty acids Long-chain fatty acids Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Unsaturated fatty acids 1,2-diol Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Fatty acid Hydrocarbon derivative Hydroxy fatty acid Hydroxyeicosatetraenoic acid Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Unsaturated fatty acid Aliphatic acyclic compounds Hydroxy/hydroperoxyeicosatetraenoic acids Solid logp 4.69 ALOGPS logs -4.29 ALOGPS logp 4.13 ChemAxon pka_strongest_acidic 4.82 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac (5Z,8Z,11Z,14Z)-17,18-dihydroxyicosa-5,8,11,14-tetraenoic acid ChemAxon average_mass 336.4657 ChemAxon mono_mass 336.230059512 ChemAxon smiles CCC(O)C(O)C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O ChemAxon formula C20H32O4 ChemAxon inchi InChI=1S/C20H32O4/c1-2-18(21)19(22)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-20(23)24/h3,5-6,8-9,11-12,14,18-19,21-22H,2,4,7,10,13,15-17H2,1H3,(H,23,24)/b5-3-,8-6-,11-9-,14-12- ChemAxon inchikey XYDVGNAQQFWZEF-JPURVOHMSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 102.98 ChemAxon polarizability 38.13 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 292786 Specdb::MsMs 292787 Specdb::MsMs 292788 Specdb::MsMs 333082 Specdb::MsMs 333083 Specdb::MsMs 333084 Specdb::MsMs 2279105 Specdb::MsMs 2279106 Specdb::MsMs 2279107 Specdb::MsMs 3090139 Specdb::MsMs 3090140 Specdb::MsMs 3090141 Specdb::CMs 12174 Specdb::CMs 39426 Specdb::CMs 136147 Specdb::CMs 143881 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 17220803 88349 16061120 FDB027366