1.0 2016-09-30 22:18:46 UTC 2020-05-11 20:35:12 UTC BMDB0000036 BMDB00036 Taurocholic acid 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid 24-taurine Cholic acid taurine conjugate Choloyl-taurine Cholyltaurine N-Choloyltaurine Taurocholate 3a,7a,12a-Trihydroxy-5b-cholanate 24-taurine 3a,7a,12a-Trihydroxy-5b-cholanic acid 24-taurine 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate 24-taurine 3Α,7α,12α-trihydroxy-5β-cholanate 24-taurine 3Α,7α,12α-trihydroxy-5β-cholanic acid 24-taurine Cholate taurine conjugate Cholic acid taurine conjugic acid Cholaic acid Cholaate Taurine cholate Taurocholic acid, (7 beta)-isomer Taurocholic acid, (5 alpha)-isomer C26H45NO7S 515.703 515.291673489 2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid 2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethanesulfonic acid 81-24-3 [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O InChI=1S/C26H45NO7S/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1 WBWWGRHZICKQGZ-HZAMXZRMSA-N belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Trihydroxy bile acids, alcohols and derivatives 12-hydroxysteroids 3-alpha-hydroxysteroids 7-hydroxysteroids Alkanesulfonic acids Carboximidic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Organosulfonic acids Polyols Propargyl-type 1,3-dipolar organic compounds Secondary alcohols Sulfonyls 12-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Alkanesulfonic acid Carboximidic acid Carboximidic acid derivative Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organic sulfonic acid or derivatives Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfonic acid Organosulfonic acid or derivatives Organosulfur compound Polyol Propargyl-type 1,3-dipolar organic compound Secondary alcohol Sulfonyl Trihydroxy bile acid, alcohol, or derivatives Aliphatic homopolycyclic compounds Taurine conjugates amino sulfonic acid bile acid taurine conjugate Solid logp 0.79 ALOGPS logs -3.83 ALOGPS logp -0.24 ChemAxon pka_strongest_acidic -0.88 ChemAxon pka_strongest_basic -0.053 ChemAxon iupac 2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid ChemAxon average_mass 515.703 ChemAxon mono_mass 515.291673489 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O ChemAxon formula C26H45NO7S ChemAxon inchi InChI=1S/C26H45NO7S/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1 ChemAxon inchikey WBWWGRHZICKQGZ-HZAMXZRMSA-N ChemAxon polar_surface_area 144.16 ChemAxon refractivity 132.19 ChemAxon polarizability 57.36 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge -1 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 Specdb::NmrTwoD 1993 Specdb::MsMs 82386 Specdb::MsMs 82387 Specdb::MsMs 82388 Specdb::MsMs 143730 Specdb::MsMs 143731 Specdb::MsMs 143732 Specdb::MsMs 438532 Specdb::MsMs 438533 Specdb::MsMs 438534 Specdb::MsMs 438535 Specdb::MsMs 438536 Specdb::MsMs 438687 Specdb::MsMs 447100 Specdb::MsMs 447101 Specdb::MsMs 447102 Specdb::MsMs 447103 Specdb::MsMs 447291 Specdb::MsMs 2242480 Specdb::MsMs 2244551 Specdb::MsMs 2245581 Specdb::MsMs 2246673 Specdb::MsMs 2247603 Specdb::MsMs 2248796 Specdb::MsMs 2249603 Specdb::MsMs 2250768 Specdb::CMs 1047184 Specdb::CMs 1047186 Specdb::CMs 1047187 Specdb::CMs 1047189 Specdb::CMs 1047191 Specdb::CMs 1047194 Specdb::CMs 1047196 Specdb::CMs 1047198 Specdb::CMs 1047199 Specdb::CMs 1047201 Specdb::CMs 1047203 Specdb::CMs 1047205 Specdb::CMs 1047207 Specdb::CMs 1047209 Specdb::CMs 1047211 Specdb::CMs 1047213 Specdb::CMs 1047215 Specdb::CMs 1047217 Specdb::CMs 1047219 Specdb::CMs 1047221 Specdb::CMs 1047223 Specdb::CMs 1047226 Specdb::CMs 1047227 Specdb::CMs 1047229 Specdb::CMs 1047231 Specdb::NmrOneD 4962 Specdb::NmrOneD 4963 Specdb::NmrOneD 336198 Specdb::NmrOneD 336199 Specdb::NmrOneD 336200 Specdb::NmrOneD 336201 Specdb::NmrOneD 336202 Specdb::NmrOneD 336203 Specdb::NmrOneD 336204 Specdb::NmrOneD 336205 Specdb::NmrOneD 336206 Specdb::NmrOneD 336207 Specdb::NmrOneD 336208 Specdb::NmrOneD 336209 Specdb::NmrOneD 336210 Specdb::NmrOneD 336211 Specdb::NmrOneD 336212 Specdb::NmrOneD 336213 Specdb::NmrOneD 336214 Specdb::NmrOneD 336215 Specdb::NmrOneD 336216 Specdb::NmrOneD 336217 Fibroblasts Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Intestine Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 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 Neuron Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C05122 DB04348 6423 FDB012335 28865 6675 Taurocholic_acid 45150 5104 Schersten, Tore; Bjorntorp, Per; Ekdahi, Per H.; Bjorkerud, Soren. Synthesis of taurocholic and glycocholic acids by preparations of human liver. II. An analysis of the stimulating effect of the L fraction. Biochimica et Biophysica Acta, General Subjects (1967), 141(1), 155-63.