1.0 2016-09-30 22:37:43 UTC 2020-05-11 20:21:42 UTC BMDB0000865 BMDB00865 Muricholic acid Muricholate (3alpha,5beta)-3,6,7-Trihydroxy-cholan-24-Oate (3alpha,5beta)-3,6,7-Trihydroxy-cholan-24-Oic acid 3,6,7-Trihydroxy-5-cholanoate 3,6,7-Trihydroxy-5-cholanoic acid 3alpha,6alpha,7beta-Trihydroxy-5beta-cholanoate 3alpha,6alpha,7beta-Trihydroxy-5beta-cholanoic acid Hyocholic acid Trihydroxy-5alpha-cholanoate Trihydroxy-5alpha-cholanoic acid 3 alpha,6 alpha,7 beta-Trihydroxy-5 beta-cholanoic acid alpha-Muricholic acid beta-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 Muricholic acid C24H40O5 408.5714 408.28757439 (4R)-4-[(1S,2R,5R,7R,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,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 39016-49-4 [H][C@@]1(CC[C@@]2([H])[C@]3([H])C(O)C(O)[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)=O 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-JDDNAIEOSA-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-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-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 Solid logp 2.72 Extrapolated 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,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@@]1(CC[C@@]2([H])[C@]3([H])C(O)C(O)[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)=O 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-JDDNAIEOSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 110.56 ChemAxon polarizability 47.23 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::CMs 25670 Specdb::CMs 37812 Specdb::CMs 161915 Specdb::CMs 1080372 Specdb::CMs 1080374 Specdb::CMs 1080376 Specdb::CMs 1080378 Specdb::CMs 1080380 Specdb::CMs 1080382 Specdb::CMs 1080384 Specdb::CMs 1080386 Specdb::CMs 1080388 Specdb::CMs 1080390 Specdb::CMs 1080392 Specdb::CMs 1080393 Specdb::CMs 1080395 Specdb::CMs 1080397 Specdb::CMs 1080399 Specdb::CMs 1080401 Specdb::CMs 1080403 Specdb::CMs 1080405 Specdb::CMs 1080407 Specdb::CMs 1080409 Specdb::CMs 1080412 Specdb::CMs 1080414 Specdb::MsMs 322867 Specdb::MsMs 322868 Specdb::MsMs 322869 Specdb::MsMs 370885 Specdb::MsMs 370886 Specdb::MsMs 370887 Specdb::MsMs 2386229 Specdb::MsMs 2386230 Specdb::MsMs 2386231 Specdb::MsMs 2576844 Specdb::MsMs 2576845 Specdb::MsMs 2576846 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 106701 119473 134216 Muricholic_acid 5826 Aranda G; Bertranne M; Fetizon M; Infante R Synthesis of 6 alpha-tritiated beta-muricholic acid for use as a molecular probe. Steroids (1992), 57(4), 205-7.