2.0 2012-08-09 09:16:12 -0600 2015-09-16 14:50:11 -0600 ECMDB21424 M2MDB001819 Cholic acid Cholic acid is involved in absorption of fat and cholesterol excretion. 17b-[1-Methyl-3-carboxypropyl]etiocholane-3a,7a,12a-triol 3a,7a,12a-Trihydroxy-5b-cholan-24-oate 3a,7a,12a-Trihydroxy-5b-cholan-24-oic acid 3a,7a,12a-Trihydroxy-5b-cholanate 3a,7a,12a-Trihydroxy-5b-cholanic acid 3a,7a,12a-Trihydroxy-5b-cholanoate 3a,7a,12a-Trihydroxy-5b-cholanoic acid 3a,7a,12a-Trihydroxy-b-cholanate 3a,7a,12a-Trihydroxy-b-cholanic acid 3a,7a,12a-Trihydroxy-beta-cholanate 3a,7a,12a-Trihydroxy-beta-cholanic acid 3a,7a,12a-Trihydroxy-β-cholanate 3a,7a,12a-Trihydroxy-β-cholanic acid 3a,7a,12a-Trihydroxycholanate 3a,7a,12a-Trihydroxycholanic acid 5b-Cholanate-3a,7a,12a-triol 5b-Cholanic acid-3a,7a,12a-triol 5b-Cholate 5b-Cholic acid Cholalate Cholalic acid Cholalin Cholate Colalin C24H40O5 408.5714 408.28757439 (4R)-4-[(1S,2S,5R,7S,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,5R,7S,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid 81-25-4 [H][C@@](C)(CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C([H])(O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[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-IATNSQEUSA-N Solid Membrane logp 2.26 ALOGPS logs -3.74 ALOGPS solubility 7.38e-02 g/l ALOGPS melting_point 197-201 oC logp 2.48 ChemAxon pka_strongest_acidic 4.48 ChemAxon pka_strongest_basic -0.16 ChemAxon iupac (4R)-4-[(1S,2S,5R,7S,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@@](C)(CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C([H])(O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[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-IATNSQEUSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 110.79 ChemAxon polarizability 46.95 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 1438 Specdb::MsMs 834 Specdb::MsMs 835 Specdb::MsMs 836 Specdb::MsMs 1326262 Specdb::MsMs 1326263 Specdb::MsMs 1326264 Specdb::MsMs 1440607 Specdb::MsMs 1440608 Specdb::MsMs 1440609 Specdb::NmrTwoD 1383 HMDB00619 221493 17216023 C00695 16359 Cholic acid Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. 18331064 http://hmdb.ca/system/metabolites/msds/000/000/538/original/HMDB00619.pdf?1358893860 7-alpha-hydroxysteroid dehydrogenase P0AET8 HDHA_ECOLI hdhA http://ecmdb.ca/proteins/P0AET8.xml Cholic acid + NAD <> NADH + Hydrogen ion R02792 Cholic acid + NAD <> NADH + Hydrogen ion