1.0 2020-05-06 19:45:45 UTC 2020-05-07 14:45:03 UTC BMDB0109755 Taurocholenate sulfate (2E)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-9,16-Dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]-N-(2-sulfoethyl)pent-2-enimidate (2E)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-9,16-Dihydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]-N-(2-sulphoethyl)pent-2-enimidate (2E)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-9,16-Dihydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]-N-(2-sulphoethyl)pent-2-enimidic acid Taurocholenate sulphate Taurocholenic acid sulfuric acid Taurocholenic acid sulphuric acid C26H43NO10S2 593.75 593.232838937 2-[(2E)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pent-2-enamido]ethane-1-sulfonic acid 2-[(2E)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pent-2-enamido]ethanesulfonic acid CC(\C=C\C(=O)NCCS(O)(=O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@@H](CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C)OS(O)(=O)=O InChI=1S/C26H43NO10S2/c1-15(4-7-23(30)27-10-11-38(31,32)33)18-5-6-19-24-20(14-22(29)26(18,19)3)25(2)9-8-17(37-39(34,35)36)12-16(25)13-21(24)28/h4,7,15-22,24,28-29H,5-6,8-14H2,1-3H3,(H,27,30)(H,31,32,33)(H,34,35,36)/b7-4+/t15?,16-,17+,18+,19-,20-,21+,22-,24-,25-,26+/m0/s1 XAKPZMCDWJGODD-PHNNGLPMSA-N belongs to the class of organic compounds known as taurinated bile acids and derivatives. These are bile acid derivatives containing a taurine conjugated to the bile acid moiety. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Taurinated bile acids and derivatives 12-hydroxysteroids 7-hydroxysteroids Alkanesulfonic acids Alkyl sulfates Carbonyl compounds Cyclic alcohols and derivatives Hydrocarbon derivatives N-acyl amines Organic oxides Organonitrogen compounds Organopnictogen compounds Organosulfonic acids Secondary alcohols Secondary carboxylic acid amides Sulfated steroids Sulfonyls Sulfuric acid monoesters 12-hydroxysteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Alkanesulfonic acid Alkyl sulfate Carbonyl group Carboxamide group Carboxylic acid derivative Cyclic alcohol Hydrocarbon derivative Hydroxysteroid N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organic sulfonic acid or derivatives Organic sulfuric acid or derivatives Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfonic acid Organosulfonic acid or derivatives Organosulfur compound Secondary alcohol Secondary carboxylic acid amide Sulfate-ester Sulfated steroid skeleton Sulfonyl Sulfuric acid ester Sulfuric acid monoester Taurinated bile acid Aliphatic homopolycyclic compounds logp -1.08 ALOGPS logs -4.15 ALOGPS logp -1.9 ChemAxon pka_strongest_acidic -1.7 ChemAxon pka_strongest_basic 0.18 ChemAxon iupac 2-[(2E)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pent-2-enamido]ethane-1-sulfonic acid ChemAxon average_mass 593.75 ChemAxon mono_mass 593.232838937 ChemAxon smiles CC(\C=C\C(=O)NCCS(O)(=O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@@H](CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C)OS(O)(=O)=O ChemAxon formula C26H43NO10S2 ChemAxon inchi InChI=1S/C26H43NO10S2/c1-15(4-7-23(30)27-10-11-38(31,32)33)18-5-6-19-24-20(14-22(29)26(18,19)3)25(2)9-8-17(37-39(34,35)36)12-16(25)13-21(24)28/h4,7,15-22,24,28-29H,5-6,8-14H2,1-3H3,(H,27,30)(H,31,32,33)(H,34,35,36)/b7-4+/t15?,16-,17+,18+,19-,20-,21+,22-,24-,25-,26+/m0/s1 ChemAxon inchikey XAKPZMCDWJGODD-PHNNGLPMSA-N ChemAxon polar_surface_area 187.53 ChemAxon refractivity 143.28 ChemAxon polarizability 61.67 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon 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