1.0 2016-09-30 23:01:04 UTC 2020-05-11 20:10:19 UTC BMDB0002642 BMDB02642 Ursodeoxycholic acid 3-sulfate Ursodeoxycholate 3-sulfate Ursodeoxycholate 3-sulphate Ursodeoxycholic acid 3-sulfuric acid Ursodeoxycholic acid 3-sulphuric acid (4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-Hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate (4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-Hydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate (4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-Hydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid (3a,5b,7b)-7-Hydroxy-3-(sulfooxy)-cholan-24-Oate (3a,5b,7b)-7-Hydroxy-3-(sulfooxy)-cholan-24-Oic acid Ursodeoxycholic acid 3-sulphate C24H40O7S 472.635 472.249474324 (4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid ursodeoxycholic acid 3-sulfate 68780-73-4 [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)CC2C[C@H](CC[C@]12C)OS(O)(=O)=O InChI=1S/C24H40O7S/c1-14(4-7-21(26)27)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(31-32(28,29)30)12-15(23)13-20(22)25/h14-20,22,25H,4-13H2,1-3H3,(H,26,27)(H,28,29,30)/t14-,15?,16+,17-,18+,19+,20+,22+,23+,24-/m1/s1 WHMOBEGYTDWMIG-ROKSHQGPSA-N belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Monohydroxy bile acids, alcohols and derivatives 7-alpha-hydroxysteroids Alkyl sulfates Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Sulfated steroids Sulfuric acid monoesters 7-alpha-hydroxysteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Alkyl sulfate Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Monocarboxylic acid or derivatives Monohydroxy bile acid, alcohol, or derivatives Organic oxide Organic oxygen compound Organic sulfuric acid or derivatives Organooxygen compound Secondary alcohol Sulfate-ester Sulfated steroid skeleton Sulfuric acid ester Sulfuric acid monoester Aliphatic homopolycyclic compounds Solid logp 0.49 ALOGPS logs -4.99 ALOGPS logp 2.32 ChemAxon pka_strongest_acidic -1.5 ChemAxon pka_strongest_basic -0.54 ChemAxon iupac (4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid ChemAxon average_mass 472.635 ChemAxon mono_mass 472.249474324 ChemAxon smiles [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)CC2C[C@H](CC[C@]12C)OS(O)(=O)=O ChemAxon formula C24H40O7S ChemAxon inchi InChI=1S/C24H40O7S/c1-14(4-7-21(26)27)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(31-32(28,29)30)12-15(23)13-20(22)25/h14-20,22,25H,4-13H2,1-3H3,(H,26,27)(H,28,29,30)/t14-,15?,16+,17-,18+,19+,20+,22+,23+,24-/m1/s1 ChemAxon inchikey WHMOBEGYTDWMIG-ROKSHQGPSA-N ChemAxon polar_surface_area 121.13 ChemAxon refractivity 119.27 ChemAxon polarizability 52.6 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 6 ChemAxon donor_count 3 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 Specdb::CMs 25665 Specdb::CMs 38450 Specdb::CMs 153789 Specdb::MsMs 53547 Specdb::MsMs 53548 Specdb::MsMs 53549 Specdb::MsMs 176493 Specdb::MsMs 176494 Specdb::MsMs 176495 Specdb::MsMs 2678003 Specdb::MsMs 2678004 Specdb::MsMs 2678005 Specdb::MsMs 3031067 Specdb::MsMs 3031068 Specdb::MsMs 3031069 Gallbladder 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 FDB023036 13628379 21252318 89499 6728 Bandiera, Tiziano; Albini, Franca Marinone; Albini, Enrico. A convenient procedure for the synthesis of ursodeoxycholic acid sulfated derivatives. Synthetic Communications (1987), 17(9), 1111-17.