1.0 2016-09-30 22:38:35 UTC 2020-05-11 20:21:48 UTC BMDB0000917 BMDB00917 Ursocholic acid (3alpha,5beta,7beta,12alpha)-3,7,12-Trihydroxycholan-24-Oic acid 3alpha,7beta,12alpha-Trihydroxy-5beta-cholan-24-Oic acid 3alpha,7beta,12alpha-Trihydroxy-5beta-cholanic acid 7-Epicholic acid 7beta-Hydroxyisocholic acid (3a,5b,7b,12a)-3,7,12-Trihydroxycholan-24-Oate (3a,5b,7b,12a)-3,7,12-Trihydroxycholan-24-Oic acid (3alpha,5beta,7beta,12alpha)-3,7,12-Trihydroxycholan-24-Oate (3Α,5β,7β,12α)-3,7,12-trihydroxycholan-24-Oate (3Α,5β,7β,12α)-3,7,12-trihydroxycholan-24-Oic acid 3a,7b,12a-Trihydroxy-5b-cholan-24-Oate 3a,7b,12a-Trihydroxy-5b-cholan-24-Oic acid 3alpha,7beta,12alpha-Trihydroxy-5beta-cholan-24-Oate 3Α,7β,12α-trihydroxy-5β-cholan-24-Oate 3Α,7β,12α-trihydroxy-5β-cholan-24-Oic acid 3a,7b,12a-Trihydroxy-5b-cholanate 3a,7b,12a-Trihydroxy-5b-cholanic acid 3alpha,7beta,12alpha-Trihydroxy-5beta-cholanate 3Α,7β,12α-trihydroxy-5β-cholanate 3Α,7β,12α-trihydroxy-5β-cholanic acid 7-Epicholate 7b-Hydroxyisocholate 7b-Hydroxyisocholic acid 7beta-Hydroxyisocholate 7Β-hydroxyisocholate 7Β-hydroxyisocholic acid Ursocholate 3a,7b,12a-Trihydroxy-5b-cholanoate 3a,7b,12a-Trihydroxy-5b-cholanoic acid 3a,7b,12a-Trihydroxycholanate 3a,7b,12a-Trihydroxycholanic acid 3 alpha,7 beta,12 alpha-Trihydroxy-5 beta-cholan-24-Oic acid C24H40O5 408.5714 408.28757439 (4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid ursocholic acid 2955-27-3 [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-UTLSPDKDSA-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-alpha-hydroxysteroids 7-alpha-hydroxysteroids Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Polyols Secondary alcohols 12-hydroxysteroid 3-alpha-hydroxysteroid 3-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 2.26 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,5R,7S,9S,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-UTLSPDKDSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 110.79 ChemAxon polarizability 47.04 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::MsMs 93738 Specdb::MsMs 93739 Specdb::MsMs 93740 Specdb::MsMs 157563 Specdb::MsMs 157564 Specdb::MsMs 157565 Specdb::MsMs 2252269 Specdb::MsMs 2254233 Specdb::MsMs 2254282 Specdb::MsMs 2819076 Specdb::MsMs 2819077 Specdb::MsMs 2819078 Specdb::MsMs 2890630 Specdb::MsMs 2890631 Specdb::MsMs 2890632 Specdb::CMs 25554 Specdb::CMs 37842 Specdb::CMs 159591 Specdb::CMs 1081615 Specdb::CMs 1081617 Specdb::CMs 1081619 Specdb::CMs 1081621 Specdb::CMs 1081623 Specdb::CMs 1081625 Specdb::CMs 1081627 Specdb::CMs 1081629 Specdb::CMs 1081631 Specdb::CMs 1081633 Specdb::CMs 1081635 Specdb::CMs 1081637 Specdb::CMs 1081639 Specdb::CMs 1081640 Specdb::CMs 1081641 Specdb::CMs 1081643 Specdb::CMs 1081644 Specdb::CMs 1081646 Specdb::CMs 1081648 Specdb::CMs 1081650 Specdb::CMs 1081652 Specdb::CMs 1081654 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 FDB022316 109088 C17644 122340 81240 5871 Terada, Masaki; Sato, Manabu; Horie, Yoshiaki; Takatsu, Mitsumune; Minami, Junichi. Production of ursocholic acid. Jpn. Kokai Tokkyo Koho (1986), 9 pp.