1.0 2016-09-30 22:28:40 UTC 2020-05-11 20:08:15 UTC BMDB0000326 BMDB00326 1b,3a,12a-Trihydroxy-5b-cholanoic acid 1b,3a,12a-Trihydroxy-5b-cholanoate 1,3,12-Trihydroxy-(5b)-cholan-24-Oate 1,3,12-Trihydroxy-(5b)-cholan-24-Oic acid 1b,3a,12a-Trihydroxy-5b-cholan-24-Oate 1b,3a,12a-Trihydroxy-5b-cholan-24-Oic acid (4R)-4-[(2S,3R,5S,15R,16S)-3,5,16-Trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate C24H40O5 408.5714 408.28757439 (4R)-4-[(2S,3R,5S,15R,16S)-3,5,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid (4R)-4-[(2S,3R,5S,15R,16S)-3,5,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid 80434-32-8 C[C@H](CCC(O)=O)C1CCC2C3CCC4C[C@H](O)C[C@@H](O)[C@]4(C)C3C[C@H](O)[C@]12C InChI=1S/C24H40O5/c1-13(4-9-22(28)29)17-7-8-18-16-6-5-14-10-15(25)11-20(26)23(14,2)19(16)12-21(27)24(17,18)3/h13-21,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14?,15+,16?,17?,18?,19?,20-,21+,23+,24-/m1/s1 DAKYVYUAVGJDRK-LFMRMFNLSA-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 1-hydroxysteroids 12-hydroxysteroids 3-alpha-hydroxysteroids Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Polyols Secondary alcohols 1-hydroxysteroid 12-hydroxysteroid 3-alpha-hydroxysteroid 3-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 2.46 ALOGPS logs -3.74 ALOGPS logp 2.49 ChemAxon pka_strongest_acidic 4.65 ChemAxon pka_strongest_basic -0.4 ChemAxon iupac (4R)-4-[(2S,3R,5S,15R,16S)-3,5,16-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 C[C@H](CCC(O)=O)C1CCC2C3CCC4C[C@H](O)C[C@@H](O)[C@]4(C)C3C[C@H](O)[C@]12C ChemAxon formula C24H40O5 ChemAxon inchi InChI=1S/C24H40O5/c1-13(4-9-22(28)29)17-7-8-18-16-6-5-14-10-15(25)11-20(26)23(14,2)19(16)12-21(27)24(17,18)3/h13-21,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14?,15+,16?,17?,18?,19?,20-,21+,23+,24-/m1/s1 ChemAxon inchikey DAKYVYUAVGJDRK-LFMRMFNLSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 110.67 ChemAxon polarizability 47.46 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 92439 Specdb::MsMs 92440 Specdb::MsMs 92441 Specdb::MsMs 156057 Specdb::MsMs 156058 Specdb::MsMs 156059 Specdb::MsMs 2332517 Specdb::MsMs 2332518 Specdb::MsMs 2332519 Specdb::MsMs 2632631 Specdb::MsMs 2632632 Specdb::MsMs 2632633 Specdb::CMs 16557 Specdb::CMs 37433 Specdb::CMs 167367 Specdb::CMs 1058490 Specdb::CMs 1058492 Specdb::CMs 1058494 Specdb::CMs 1058496 Specdb::CMs 1058498 Specdb::CMs 1058500 Specdb::CMs 1058502 Specdb::CMs 1058503 Specdb::CMs 1058505 Specdb::CMs 1058507 Specdb::CMs 1058509 Specdb::CMs 1058511 Specdb::CMs 1058513 Specdb::CMs 1058516 Specdb::CMs 1058518 Specdb::CMs 1058520 Specdb::CMs 1058522 Specdb::CMs 1058524 Specdb::CMs 1058526 Specdb::CMs 1058528 Specdb::CMs 1058530 Specdb::CMs 1058532 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 53477683 FDB021952 5315 89219 ohma, Masahiko; Mahara, Reijiro; Takeshita, Hiromi; Kurosawa, Takao; Ikegawa, Shigeo; Nittono, Hiroshi. Synthesis of the 1b-hydroxylated bile acids and identification of 1b,3a,7a-trihydroxy- and 1b,3a,7a,12a-tetrahydroxy-5b-cholan-24-oic acids in human meconium. Chemical & Pharmaceutical Bulletin (1985), 33(7), 3071-3.