1.0 2016-09-30 22:38:14 UTC 2020-05-11 20:09:24 UTC BMDB0000896 BMDB00896 Taurodeoxycholic acid Taurodeoxycholate Acid, taurodeoxycholic Deoxycholate, taurine Sodium taurodeoxycholate Taurine deoxycholate Deoxycholyltaurine Taurodeoxycholate, sodium Deoxytaurocholate Deoxytaurocholic acid N-(3a,12a-Dihydroxy-5b-cholan-24-oyl)-taurine Sodium taurodeoxylate Taurodeoxycholic acid sodium salt Taurodeoxycholic acid sodium salt hydrate Taurodesoxycholate Taurodesoxycholic acid Tudcabil C26H45NO6S 499.704 499.296758867 2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-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,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethanesulfonic acid 516-50-7 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[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/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-/m1/s1 AWDRATDZQPNJFN-VAYUFCLWSA-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 3-alpha-hydroxysteroids Alkanesulfonic acids Carbonyl compounds Cyclic alcohols and derivatives Dihydroxy bile acids, alcohols and derivatives Hydrocarbon derivatives N-acyl amines Organic oxides Organonitrogen compounds Organopnictogen compounds Organosulfonic acids Secondary alcohols Secondary carboxylic acid amides Sulfonyls 12-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Alkanesulfonic acid Carbonyl group Carboxamide group Carboxylic acid derivative Cyclic alcohol Dihydroxy bile acid, alcohol, or derivatives Fatty acyl Fatty amide Hydrocarbon derivative Hydroxy bile acid, alcohol, or derivatives Hydroxysteroid N-acyl-amine 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 Secondary alcohol Secondary carboxylic acid amide Sulfonyl Taurinated bile acid Aliphatic homopolycyclic compounds Taurine conjugates bile acid taurine conjugate Solid melting_point 204 - 208 °C water_solubility 41 mg/mL logp 1.19 ALOGPS logs -4.81 ALOGPS logp 1.14 ChemAxon pka_strongest_acidic -0.75 ChemAxon pka_strongest_basic -0.2 ChemAxon iupac 2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid ChemAxon average_mass 499.704 ChemAxon mono_mass 499.296758867 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[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 C26H45NO6S ChemAxon inchi InChI=1S/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-/m1/s1 ChemAxon inchikey AWDRATDZQPNJFN-VAYUFCLWSA-N ChemAxon polar_surface_area 123.93 ChemAxon refractivity 130.6 ChemAxon polarizability 56.55 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 6 ChemAxon donor_count 4 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 Bile Acid Biosynthesis SMP0087236 Specdb::NmrTwoD 1531 Specdb::NmrOneD 1590 Specdb::MsMs 1265 Specdb::MsMs 1266 Specdb::MsMs 1267 Specdb::MsMs 314617 Specdb::MsMs 314618 Specdb::MsMs 314619 Specdb::MsMs 360406 Specdb::MsMs 360407 Specdb::MsMs 360408 Specdb::MsMs 438666 Specdb::MsMs 2252305 Specdb::MsMs 2254207 Specdb::MsMs 2256164 Specdb::MsMs 2258301 Specdb::MsMs 2687774 Specdb::MsMs 2687775 Specdb::MsMs 2687776 Specdb::MsMs 2994236 Specdb::MsMs 2994237 Specdb::MsMs 2994238 Specdb::CMs 21889 Specdb::CMs 37830 Specdb::CMs 154620 Specdb::CMs 1081100 Specdb::CMs 1081102 Specdb::CMs 1081103 Specdb::CMs 1081105 Specdb::CMs 1081107 Specdb::CMs 1081109 Specdb::CMs 1081111 Specdb::CMs 1081113 Specdb::CMs 1081115 Specdb::CMs 1081117 Specdb::CMs 1081119 Specdb::CMs 1081121 Specdb::CMs 1081123 Specdb::CMs 1081125 Specdb::CMs 1081127 Specdb::CMs 1081129 Specdb::CMs 1081131 Specdb::CMs 1081133 Specdb::CMs 1081135 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 FDB022304 2015539 C05463 2733768 9410 Taurodeoxycholic_acid 5853 Parenti, Massimo. Preparation of tauroursodesoxycholic acid dihydrate. Eur. Pat. Appl. (1990), 3 pp. CODEN: EPXXDW EP 400695 A2 19901205 CAN 114:82269 AN 1991:82269