1.0 2016-09-30 22:30:20 UTC 2020-05-11 20:20:49 UTC BMDB0000415 BMDB00415 3a,6b,7b-Trihydroxy-5b-cholanoic acid (3alpha,5beta,6beta,7beta)-3,6,7-Trihydroxycholan-24-Oic acid 3,6,7-Trihydroxy-5beta-cholan-24-Oic acid 5beta-Cholanic acid-3alpha,6beta,7beta-triol beta-MCA beta-Muricholic acid 3alpha,6beta,7beta-Trihydroxy-5beta-cholan-24-Oic acid (3a,5b,6b,7b)-3,6,7-Trihydroxycholan-24-Oate (3a,5b,6b,7b)-3,6,7-Trihydroxycholan-24-Oic acid (3alpha,5beta,6beta,7beta)-3,6,7-Trihydroxycholan-24-Oate (3Α,5β,6β,7β)-3,6,7-trihydroxycholan-24-Oate (3Α,5β,6β,7β)-3,6,7-trihydroxycholan-24-Oic acid 3,6,7-Trihydroxy-5b-cholan-24-Oate 3,6,7-Trihydroxy-5b-cholan-24-Oic acid 3,6,7-Trihydroxy-5beta-cholan-24-Oate 3,6,7-Trihydroxy-5β-cholan-24-Oate 3,6,7-Trihydroxy-5β-cholan-24-Oic acid 5b-Cholanate-3a,6b,7b-triol 5b-Cholanic acid-3a,6b,7b-triol 5beta-Cholanate-3alpha,6beta,7beta-triol 5Β-cholanate-3α,6β,7β-triol 5Β-cholanic acid-3α,6β,7β-triol b-MCA Β-mca b-Muricholate b-Muricholic acid beta-Muricholate Β-muricholate Β-muricholic acid 3a,6b,7b-Trihydroxy-5b-cholan-24-Oate 3a,6b,7b-Trihydroxy-5b-cholan-24-Oic acid 3alpha,6beta,7beta-Trihydroxy-5beta-cholan-24-Oate 3Α,6β,7β-trihydroxy-5β-cholan-24-Oate 3Α,6β,7β-trihydroxy-5β-cholan-24-Oic acid 3a,6b,7b-Trihydroxy-5b-cholanoate 3a,6b,7b-Trihydroxy-5b-cholanate 3a,6b,7b-Trihydroxy-5b-cholanic acid 3 alpha,6 alpha,7 beta-Trihydroxy-5 beta-cholanoic acid 3,6,7-Trihydroxy-5-cholanoic acid alpha-Muricholic acid Hyocholic acid Muricholic acid Muricholic acid, (3alpha,5alpha,6alpha,7alpha)-isomer Muricholic acid, (3alpha,5beta,6alpha,7alpha)-isomer Muricholic acid, (3alpha,5beta,6alpha,7beta)-isomer Muricholic acid, (3alpha,5beta,6beta,7alpha)-isomer Muricholic acid, (3alpha,5beta,6beta,7beta)-isomer Muricholic acid, sodium salt Omega-muricholic acid Trihydroxy-5 alpha-cholanoic acid C24H40O5 408.5714 408.28757439 (4R)-4-[(1S,2R,5R,7R,8S,9R,10S,11S,14R,15R)-5,8,9-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid (4R)-4-[(1S,2R,5R,7R,8S,9R,10S,11S,14R,15R)-5,8,9-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid 2393-59-1 [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)[C@@H](O)[C@]2([H])C[C@H](O)CC[C@]12C InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15-,16+,17+,18+,20+,21+,22-,23-,24-/m1/s1 DKPMWHFRUGMUKF-CRKPLTDNSA-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 3-alpha-hydroxysteroids 6-hydroxysteroids 7-alpha-hydroxysteroids Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Polyols Secondary alcohols 3-alpha-hydroxysteroid 3-hydroxysteroid 6-hydroxysteroid 7-alpha-hydroxysteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Polyol Secondary alcohol Trihydroxy bile acid, alcohol, or derivatives Aliphatic homopolycyclic compounds C24 bile acids, alcohols, and derivatives bile acid Solid logp 2.16 ALOGPS logs -3.77 ALOGPS logp 2.72 ChemAxon pka_strongest_acidic 4.6 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac (4R)-4-[(1S,2R,5R,7R,8S,9R,10S,11S,14R,15R)-5,8,9-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid ChemAxon average_mass 408.5714 ChemAxon mono_mass 408.28757439 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)[C@@H](O)[C@]2([H])C[C@H](O)CC[C@]12C ChemAxon formula C24H40O5 ChemAxon inchi InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15-,16+,17+,18+,20+,21+,22-,23-,24-/m1/s1 ChemAxon inchikey DKPMWHFRUGMUKF-CRKPLTDNSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 110.56 ChemAxon polarizability 47.31 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 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 Specdb::NmrTwoD 1304 Specdb::NmrOneD 1361 Specdb::NmrOneD 344208 Specdb::NmrOneD 344209 Specdb::NmrOneD 344210 Specdb::NmrOneD 344211 Specdb::NmrOneD 344212 Specdb::NmrOneD 344213 Specdb::NmrOneD 344214 Specdb::NmrOneD 344215 Specdb::NmrOneD 344216 Specdb::NmrOneD 344217 Specdb::NmrOneD 344218 Specdb::NmrOneD 344219 Specdb::NmrOneD 344220 Specdb::NmrOneD 344221 Specdb::NmrOneD 344222 Specdb::NmrOneD 344223 Specdb::NmrOneD 344224 Specdb::NmrOneD 344225 Specdb::NmrOneD 344226 Specdb::NmrOneD 344227 Specdb::CMs 14786 Specdb::CMs 37515 Specdb::CMs 166303 Specdb::CMs 1060977 Specdb::CMs 1060979 Specdb::CMs 1060981 Specdb::CMs 1060983 Specdb::CMs 1060985 Specdb::CMs 1060987 Specdb::CMs 1060989 Specdb::CMs 1060991 Specdb::CMs 1060993 Specdb::CMs 1060995 Specdb::CMs 1060997 Specdb::CMs 1060999 Specdb::CMs 1061001 Specdb::CMs 1061003 Specdb::CMs 1061005 Specdb::CMs 1061007 Specdb::CMs 1061010 Specdb::CMs 1061011 Specdb::CMs 1061013 Specdb::CMs 1061015 Specdb::CMs 1061017 Specdb::CMs 1061018 Specdb::MsMs 298669 Specdb::MsMs 298670 Specdb::MsMs 298671 Specdb::MsMs 340498 Specdb::MsMs 340499 Specdb::MsMs 340500 Specdb::MsMs 3054518 Specdb::MsMs 3054519 Specdb::MsMs 3054520 Specdb::MsMs 3115782 Specdb::MsMs 3115783 Specdb::MsMs 3115784 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 Kidney 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 FDB022031 5283853 4446941 C17726 81298 CPD-16583 5404 Hsia, S. L.; Matschiner, John T.; Mahowald, Theodore A.; Elliott, Wm. H.; Doisy, E. A., Jr.; Thayer, Sidney A.; Doisy, Edward A. Bile acids. VII. Structure of acid I. Journal of Biological Chemistry (1958), 230 573-80.