1.0 2016-09-30 22:30:25 UTC 2020-05-11 20:20:50 UTC BMDB0000419 BMDB00419 3b,7a,12a-Trihydroxy-5b-cholanoic acid (3beta,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholan-24-Oic acid 3-Epi-cholic acid 3-Epicholic acid 3beta-Cholic acid Isocholic acid (3b,5b,7a,12a)-3,7,12-Trihydroxycholan-24-Oate (3b,5b,7a,12a)-3,7,12-Trihydroxycholan-24-Oic acid (3beta,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholan-24-Oate (3Β,5β,7α,12α)-3,7,12-trihydroxycholan-24-Oate (3Β,5β,7α,12α)-3,7,12-trihydroxycholan-24-Oic acid 3-Epi-cholate 3-Epicholate 3b-Cholate 3b-Cholic acid 3beta-Cholate 3Β-cholate 3Β-cholic acid Isocholate 3b,7a,12a-Trihydroxy-5b-cholanoate 3b,7a,12a-Trihydroxy-5b-cholan-24-Oate 3b,7a,12a-Trihydroxy-5b-cholan-24-Oic acid 3b,7a,12a-Trihydroxy-5b-cholanate 3b,7a,12a-Trihydroxy-5b-cholanic acid 3beta,7alpha,12alpha-Trihydroxy-5beta-cholan-24-Oate 3Β,7α,12α-trihydroxy-5β-cholan-24-Oate 3Β,7α,12α-trihydroxy-5β-cholan-24-Oic acid (4R)-4-[(1S,2S,5S,7S,9R,10R,11S,14R,15R,16S)-5,9,16-Trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate C24H40O5 408.5714 408.28757439 (4R)-4-[(1S,2S,5S,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid (4R)-4-[(1S,2S,5S,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid 3338-16-7 [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@]2([H])C[C@@H](O)CC[C@]12C InChI=1S/C24H40O5/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/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 BHQCQFFYRZLCQQ-UXWVVXDJSA-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 12-hydroxysteroids 3-beta-hydroxysteroids 7-hydroxysteroids Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Polyols Secondary alcohols 12-hydroxysteroid 3-beta-hydroxysteroid 3-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 Solid logp 2.26 ALOGPS logs -3.74 ALOGPS logp 2.48 ChemAxon pka_strongest_acidic 4.48 ChemAxon pka_strongest_basic -0.16 ChemAxon iupac (4R)-4-[(1S,2S,5S,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]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)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@]2([H])C[C@@H](O)CC[C@]12C ChemAxon formula C24H40O5 ChemAxon inchi InChI=1S/C24H40O5/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/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 ChemAxon inchikey BHQCQFFYRZLCQQ-UXWVVXDJSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 110.79 ChemAxon polarizability 46.93 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 19477 Specdb::CMs 37519 Specdb::CMs 164016 Specdb::CMs 1061265 Specdb::CMs 1061267 Specdb::CMs 1061269 Specdb::CMs 1061271 Specdb::CMs 1061273 Specdb::CMs 1061275 Specdb::CMs 1061277 Specdb::CMs 1061279 Specdb::CMs 1061281 Specdb::CMs 1061284 Specdb::CMs 1061286 Specdb::CMs 1061288 Specdb::CMs 1061290 Specdb::CMs 1061292 Specdb::CMs 1061294 Specdb::CMs 1061296 Specdb::CMs 1061298 Specdb::CMs 1061300 Specdb::CMs 1061302 Specdb::CMs 1061304 Specdb::CMs 1061306 Specdb::CMs 1061307 Specdb::MsMs 309310 Specdb::MsMs 309311 Specdb::MsMs 309312 Specdb::MsMs 353707 Specdb::MsMs 353708 Specdb::MsMs 353709 Specdb::MsMs 2258144 Specdb::MsMs 2258423 Specdb::MsMs 2260142 Specdb::MsMs 2437972 Specdb::MsMs 2437973 Specdb::MsMs 2437974 Specdb::MsMs 2528166 Specdb::MsMs 2528167 Specdb::MsMs 2528168 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 4446958 5283870 FDB022034 88105 Hasegawa, Kyohei. The synthesis of steroid bile acids. XXXIV. Reduction of oxo bile acids with NaBH4. Hiroshima Journal of Medical Sciences (1959), 8 271-5.