1.0 2016-09-30 22:30:02 UTC 2020-05-11 20:20:45 UTC BMDB0000400 BMDB00400 3,7-Dihydroxy-12-oxocholanoic acid (3alpha,5beta,7alpha)-3,7-Dihydroxy-12-oxocholan-24-Oic acid 3alpha,7alpha-Dihydroxy-12-oxo-5beta-cholanate (3a,5b,7a)-3,7-Dihydroxy-12-oxocholan-24-Oate (3a,5b,7a)-3,7-Dihydroxy-12-oxocholan-24-Oic acid (3alpha,5beta,7alpha)-3,7-Dihydroxy-12-oxocholan-24-Oate (3Α,5β,7α)-3,7-dihydroxy-12-oxocholan-24-Oate (3Α,5β,7α)-3,7-dihydroxy-12-oxocholan-24-Oic acid 3a,7a-Dihydroxy-12-oxo-5b-cholanate 3a,7a-Dihydroxy-12-oxo-5b-cholanic acid 3alpha,7alpha-Dihydroxy-12-oxo-5beta-cholanic acid 3Α,7α-dihydroxy-12-oxo-5β-cholanate 3Α,7α-dihydroxy-12-oxo-5β-cholanic acid 3,7-Dihydroxy-12-oxocholanoate (3a,5b,7a)-3,7-Dihydroxy-12-oxo-cholan-24-Oate (3a,5b,7a)-3,7-Dihydroxy-12-oxo-cholan-24-Oic acid 12-Keto-3a,7a-dihydroxy-5b-cholanate 12-Keto-3a,7a-dihydroxy-5b-cholanic acid 12-Keto-chenodeoxycholate 12-Keto-chenodeoxycholic acid 12-Ketochenodeoxycholate 12-Ketochenodeoxycholic acid 12-oxo-3a,7a-Dihydroxy-5b-cholan-24-Oate 12-oxo-3a,7a-Dihydroxy-5b-cholan-24-Oic acid 12-Oxochenodeoxycholate 12-Oxochenodeoxycholic acid 3a,7a-Dihydroxy-12-keto-5b-cholanate 3a,7a-Dihydroxy-12-keto-5b-cholanic acid 3a,7a-Dihydroxy-12-ketocholanate 3a,7a-Dihydroxy-12-ketocholanic acid 3a,7a-Dihydroxy-12-ketocholate 3a,7a-Dihydroxy-12-ketocholic acid 3a,7a-Dihydroxy-12-oxo-5b-cholan-24-Oate 3a,7a-Dihydroxy-12-oxo-5b-cholan-24-Oic acid 3a,7a-Dihydroxy-12-oxo-5b-cholanoate 3a,7a-Dihydroxy-12-oxo-5b-cholanoic acid 3a,7a-Dihydroxy-12-oxocholate 3a,7a-Dihydroxy-12-oxocholic acid 5b-Cholanic acid-3a,7a-diol-12-one 12-Monoketocholate 12-Monoketocholic acid 12-oxo-3,7-Dihydroxycholanoic acid 3 alpha, 7 alpha-Dihydroxy-12-one-5 beta-cholanoic acid 3 alpha,7 alpha-Dihydroxy-12-keto-5 beta-cholanoic acid 3alpha,7alpha-Dihydroxy-12-keto-5beta-cholanoic acid Sodium monoketocholate (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-Dihydroxy-2,15-dimethyl-16-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate 3,7-Dihydroxy-12-oxocholanoic acid C24H38O5 406.5555 406.271924326 (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyl-16-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid 12-ketochenodeoxycholic acid 2458-08-4 [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)C(=O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@]2([H])C[C@H](O)CC[C@]12C InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-19,22,25-26H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,22+,23+,24-/m1/s1 MIHNUBCEFJLAGN-DMMBONCOSA-N belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Dihydroxy bile acids, alcohols and derivatives 3-alpha-hydroxysteroids 7-hydroxysteroids Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Ketones Monocarboxylic acids and derivatives Organic oxides Oxosteroids Secondary alcohols 12-oxosteroid 3-alpha-hydroxysteroid 3-hydroxysteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Dihydroxy bile acid, alcohol, or derivatives Hydrocarbon derivative Hydroxysteroid Ketone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol Aliphatic homopolycyclic compounds C24 bile acids, alcohols, and derivatives oxo-5beta-cholanic acid Solid logp 2.56 ALOGPS logs -3.98 ALOGPS logp 3.05 ChemAxon pka_strongest_acidic 4.39 ChemAxon pka_strongest_basic -0.51 ChemAxon iupac (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyl-16-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid ChemAxon average_mass 406.5555 ChemAxon mono_mass 406.271924326 ChemAxon smiles [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)C(=O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@]2([H])C[C@H](O)CC[C@]12C ChemAxon formula C24H38O5 ChemAxon inchi InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-19,22,25-26H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,22+,23+,24-/m1/s1 ChemAxon inchikey MIHNUBCEFJLAGN-DMMBONCOSA-N ChemAxon polar_surface_area 94.83 ChemAxon refractivity 109.97 ChemAxon polarizability 46.44 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 3 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::NmrOneD 338908 Specdb::NmrOneD 338909 Specdb::NmrOneD 338910 Specdb::NmrOneD 338911 Specdb::NmrOneD 338912 Specdb::NmrOneD 338913 Specdb::NmrOneD 338914 Specdb::NmrOneD 338915 Specdb::NmrOneD 338916 Specdb::NmrOneD 338917 Specdb::NmrOneD 338918 Specdb::NmrOneD 338919 Specdb::NmrOneD 338920 Specdb::NmrOneD 338921 Specdb::NmrOneD 338922 Specdb::NmrOneD 338923 Specdb::NmrOneD 338924 Specdb::NmrOneD 338925 Specdb::NmrOneD 338926 Specdb::NmrOneD 338927 Specdb::MsMs 311302 Specdb::MsMs 311303 Specdb::MsMs 311304 Specdb::MsMs 356236 Specdb::MsMs 356237 Specdb::MsMs 356238 Specdb::MsMs 2289948 Specdb::MsMs 2289949 Specdb::MsMs 2289950 Specdb::MsMs 2649237 Specdb::MsMs 2649238 Specdb::MsMs 2649239 Specdb::CMs 20338 Specdb::CMs 37500 Specdb::CMs 151298 Specdb::CMs 1060607 Specdb::CMs 1060609 Specdb::CMs 1060611 Specdb::CMs 1060613 Specdb::CMs 1060615 Specdb::CMs 1060617 Specdb::CMs 1060619 Specdb::CMs 1060621 Specdb::CMs 1060623 Specdb::CMs 1060625 Specdb::CMs 1060627 Specdb::CMs 1060629 Specdb::CMs 1060631 Specdb::CMs 1060633 Specdb::CMs 1060634 Specdb::CMs 1060635 Specdb::CMs 1060636 Specdb::CMs 1060637 Specdb::CMs 1060638 Specdb::CMs 1060639 Specdb::CMs 1060641 Specdb::CMs 1060643 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 Liver 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 FDB022017 85044 94235 16312 5389 Fossati Elena; Polentini Fausto; Carrea Giacomo; Riva Sergio Exploitation of the alcohol dehydrogenase-acetone NADP-regeneration system for the enzymatic preparative-scale production of 12-ketochenodeoxycholic acid. Biotechnology and bioengineering (2006), 93(6), 1216-20.