1.0 2016-09-30 22:35:25 UTC 2020-05-11 20:09:08 UTC BMDB0000717 BMDB00717 Isolithocholic acid (3beta,5beta)-3-Hydroxycholan-24-Oic acid 3-Epilithocholic acid 3beta-Hydroxy-5beta-cholan-24-Oic acid 3beta-Lithocholic acid beta-Lithocholanic acid beta-Lithocholic acid (3b,5b)-3-Hydroxycholan-24-Oate (3b,5b)-3-Hydroxycholan-24-Oic acid (3beta,5beta)-3-Hydroxycholan-24-Oate (3Β,5β)-3-hydroxycholan-24-Oate (3Β,5β)-3-hydroxycholan-24-Oic acid 3-Epilithocholate 3b-Hydroxy-5b-cholan-24-Oate 3b-Hydroxy-5b-cholan-24-Oic acid 3beta-Hydroxy-5beta-cholan-24-Oate 3Β-hydroxy-5β-cholan-24-Oate 3Β-hydroxy-5β-cholan-24-Oic acid 3b-Lithocholate 3b-Lithocholic acid 3beta-Lithocholate 3Β-lithocholate 3Β-lithocholic acid b-Lithocholanate b-Lithocholanic acid beta-Lithocholanate Β-lithocholanate Β-lithocholanic acid b-Lithocholate b-Lithocholic acid beta-Lithocholate Β-lithocholate Β-lithocholic acid Isolithocholate 3b-Hydroxy-5b-cholanate 3b-Hydroxy-5b-cholanic acid 3b-Hydroxy-5b-cholanoate 3b-Hydroxy-5b-cholanoic acid 5b-Cholanic acid-3b-ol Acid, isolithocholic Acid, lithocholic Lithocholate Lithocholic acid C24H40O3 376.5726 376.297745146 (4R)-4-[(1S,2S,5S,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid (4R)-4-[(1S,2S,5S,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid 1534-35-6 [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@@H](O)CC[C@]12C InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17+,18+,19-,20+,21+,23+,24-/m1/s1 SMEROWZSTRWXGI-WFVDQZAMSA-N belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Monohydroxy bile acids, alcohols and derivatives 3-beta-hydroxysteroids Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols 3-beta-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Monocarboxylic acid or derivatives Monohydroxy bile acid, alcohol, or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Aliphatic homopolycyclic compounds C24 bile acids, alcohols, and derivatives bile acid Solid logp 4.38 ALOGPS logs -5.87 ALOGPS logp 5.02 ChemAxon pka_strongest_acidic 4.79 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (4R)-4-[(1S,2S,5S,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid ChemAxon average_mass 376.5726 ChemAxon mono_mass 376.297745146 ChemAxon smiles [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@@H](O)CC[C@]12C ChemAxon formula C24H40O3 ChemAxon inchi InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17+,18+,19-,20+,21+,23+,24-/m1/s1 ChemAxon inchikey SMEROWZSTRWXGI-WFVDQZAMSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 107.68 ChemAxon polarizability 45.89 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 2 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 24175 Specdb::CMs 37717 Specdb::CMs 166807 Specdb::CMs 1072723 Specdb::CMs 1072725 Specdb::CMs 1072727 Specdb::CMs 1072729 Specdb::CMs 1072731 Specdb::MsMs 50310 Specdb::MsMs 50311 Specdb::MsMs 50312 Specdb::MsMs 165696 Specdb::MsMs 165697 Specdb::MsMs 165698 Specdb::MsMs 2236613 Specdb::MsMs 2236781 Specdb::MsMs 2238881 Specdb::MsMs 2242937 Specdb::MsMs 2267780 Specdb::MsMs 2267781 Specdb::MsMs 2267782 Specdb::MsMs 3071808 Specdb::MsMs 3071809 Specdb::MsMs 3071810 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 FDB022201 144522 C17658 81253 164853 5685 Radominska-Pyrek, Anna; Huynh, Triet; Lester, Roger; St. Pyrek, Jan. Preparation and characterization of 3-monohydroxylated bile acids of different side chain length and configuration at C-3. Novel approach to the synthesis of 24-norlithocholic acid. Journal of Lipid Research (1986), 27(1), 102-13.