1.0 2016-09-30 22:28:21 UTC 2020-05-11 20:08:11 UTC BMDB0000311 BMDB00311 3b,4b,7a,12a-Tetrahydroxy-5b-cholanoic acid 3b,4b,7a,12a-Tetrahydroxy-5b-cholanoate (4R)-4-[(1S,2R,5S,6R,7S,9R,10R,11S,14R,15R,16S)-5,6,9,16-Tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate C24H40O6 424.5708 424.282489012 (4R)-4-[(1S,2R,5S,6R,7S,9R,10R,11S,14R,15R,16S)-5,6,9,16-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid (4R)-4-[(1S,2R,5S,6R,7S,9R,10R,11S,14R,15R,16S)-5,6,9,16-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid 129099-70-3 [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@@H](O)[C@@H](O)CC[C@]12C InChI=1S/C24H40O6/c1-12(4-7-20(28)29)13-5-6-14-21-15(11-19(27)24(13,14)3)23(2)9-8-17(25)22(30)16(23)10-18(21)26/h12-19,21-22,25-27,30H,4-11H2,1-3H3,(H,28,29)/t12-,13-,14+,15+,16-,17+,18-,19+,21+,22-,23-,24-/m1/s1 WGGZRKVUOFMQHM-VCELIZGUSA-N belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Tetrahydroxy 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 4-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 Tetrahydroxy bile acid, alcohol, or derivatives Aliphatic homopolycyclic compounds C24 bile acids, alcohols, and derivatives Solid logp 1.31 ALOGPS logs -2.99 ALOGPS logp 1.49 ChemAxon pka_strongest_acidic 4.48 ChemAxon pka_strongest_basic -0.4 ChemAxon iupac (4R)-4-[(1S,2R,5S,6R,7S,9R,10R,11S,14R,15R,16S)-5,6,9,16-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid ChemAxon average_mass 424.5708 ChemAxon mono_mass 424.282489012 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@@H](O)[C@@H](O)CC[C@]12C ChemAxon formula C24H40O6 ChemAxon inchi InChI=1S/C24H40O6/c1-12(4-7-20(28)29)13-5-6-14-21-15(11-19(27)24(13,14)3)23(2)9-8-17(25)22(30)16(23)10-18(21)26/h12-19,21-22,25-27,30H,4-11H2,1-3H3,(H,28,29)/t12-,13-,14+,15+,16-,17+,18-,19+,21+,22-,23-,24-/m1/s1 ChemAxon inchikey WGGZRKVUOFMQHM-VCELIZGUSA-N ChemAxon polar_surface_area 118.22 ChemAxon refractivity 112.07 ChemAxon polarizability 47.8 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 5 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 317464 Specdb::MsMs 317465 Specdb::MsMs 317466 Specdb::MsMs 363946 Specdb::MsMs 363947 Specdb::MsMs 363948 Specdb::MsMs 2332046 Specdb::MsMs 2332047 Specdb::MsMs 2332048 Specdb::MsMs 2630474 Specdb::MsMs 2630475 Specdb::MsMs 2630476 Specdb::CMs 23194 Specdb::CMs 37419 Specdb::CMs 171404 Specdb::CMs 1057663 Specdb::CMs 1057665 Specdb::CMs 1057667 Specdb::CMs 1057669 Specdb::CMs 1057671 Specdb::CMs 1057673 Specdb::CMs 1057675 Specdb::CMs 1057677 Specdb::CMs 1057679 Specdb::CMs 1057681 Specdb::CMs 1057683 Specdb::CMs 1057685 Specdb::CMs 1057687 Specdb::CMs 1057689 Specdb::CMs 1057691 Specdb::CMs 1057692 Specdb::CMs 1057694 Specdb::CMs 1057696 Specdb::CMs 1057699 Specdb::CMs 1057701 Specdb::CMs 1057703 Specdb::CMs 1057705 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 4446984 5283896 FDB021938 5300 Iida, Takashi; Momose, Toshiaki; Chang, Frederic C.; Goto, Junichi; Nambara, Toshio. Potential bile acid metabolites. XV. Synthesis of 4b-hydroxylated bile acids; unique bile acids in human fetal bile. Chemical & Pharmaceutical Bulletin (1989), 37(12), 3323-9.