1.0 2016-09-30 22:36:57 UTC 2020-05-11 20:21:40 UTC BMDB0000811 BMDB00811 Murocholic acid 3alpha,6beta-Dihydroxy-5beta-cholanic acid 6beta-Hydroxylithocholate 6beta-Hydroxylithocholic acid Murideoxycholate 3a,6b-Dihydroxy-5b-cholanate 3a,6b-Dihydroxy-5b-cholanic acid 3alpha,6beta-Dihydroxy-5beta-cholanate 3Α,6β-dihydroxy-5β-cholanate 3Α,6β-dihydroxy-5β-cholanic acid 6b-Hydroxylithocholate 6b-Hydroxylithocholic acid 6Β-hydroxylithocholate 6Β-hydroxylithocholic acid Murideoxycholic acid Murocholate 3a,6b-Dihydroxy-5b-cholan-24-Oate 3a,6b-Dihydroxy-5b-cholan-24-Oic acid 3a,6b-Dihydroxy-5b-cholanoate 3a,6b-Dihydroxy-5b-cholanoic acid 3a,6b-Dihydroxycholanoate 3a,6b-Dihydroxycholanoic acid 3,6-Dihydroxy-5alpha-cholanoic acid NaHDC compound Hyodeoxycholic acid Hyodeoxycholic acid, (3alpha,5beta,6beta)-isomer Hyodeoxycholic acid, (3alpha,6beta)-isomer Hyodeoxycholic acid, sodium salt Hyodesoxycholic acid Sodium hyodeoxycholate Murocholic acid C24H40O4 392.572 392.292659768 (4R)-4-[(1S,2R,5R,7R,8R,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid (4R)-4-[(1S,2R,5R,7R,8R,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid 668-49-5 [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)[C@]2([H])C[C@H](O)CC[C@]12C InChI=1S/C24H40O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20+,21-,23-,24-/m1/s1 DGABKXLVXPYZII-PLYQRAMGSA-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 6-hydroxysteroids Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols 3-alpha-hydroxysteroid 3-hydroxysteroid 6-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Dihydroxy bile acid, alcohol, or derivatives Hydrocarbon derivative Hydroxysteroid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Aliphatic homopolycyclic compounds 3alpha-hydroxy steroid 6beta-hydroxy steroid C24 bile acids, alcohols, and derivatives Solid logp 3.08 RODA,A ET AL. (1990) logp 2.98 ALOGPS logs -4.42 ALOGPS logp 3.71 ChemAxon pka_strongest_acidic 4.79 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac (4R)-4-[(1S,2R,5R,7R,8R,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid ChemAxon average_mass 392.572 ChemAxon mono_mass 392.292659768 ChemAxon smiles [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)[C@]2([H])C[C@H](O)CC[C@]12C ChemAxon formula C24H40O4 ChemAxon inchi InChI=1S/C24H40O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20+,21-,23-,24-/m1/s1 ChemAxon inchikey DGABKXLVXPYZII-PLYQRAMGSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 109.27 ChemAxon polarizability 46.58 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 4 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::CMs 19741 Specdb::CMs 37779 Specdb::CMs 157545 Specdb::CMs 1077433 Specdb::CMs 1077435 Specdb::CMs 1077437 Specdb::CMs 1077439 Specdb::CMs 1077441 Specdb::CMs 1077443 Specdb::CMs 1077445 Specdb::CMs 1077447 Specdb::CMs 1077450 Specdb::CMs 1077452 Specdb::CMs 1077453 Specdb::CMs 1077455 Specdb::CMs 1077457 Specdb::MsMs 309931 Specdb::MsMs 309932 Specdb::MsMs 309933 Specdb::MsMs 354493 Specdb::MsMs 354494 Specdb::MsMs 354495 Specdb::MsMs 2252776 Specdb::MsMs 2254788 Specdb::MsMs 2255768 Specdb::MsMs 2470944 Specdb::MsMs 2470945 Specdb::MsMs 2470946 Specdb::MsMs 2495504 Specdb::MsMs 2495505 Specdb::MsMs 2495506 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 C15515 FDB022259 4446909 5283821 52030 5775 Mitropoulos, K. A.; Myant, Nicolas B. Formation of lithocholic acid, chenodeoxycholic acid and other bile acids from 3b-hydroxychol-5-enoic acid in vitro and in vivo. Biochimica et Biophysica Acta, Lipids and Lipid Metabolism (1967), 144(2), 430-9.