1.0 2016-09-30 22:29:52 UTC 2020-05-11 20:20:42 UTC BMDB0000391 BMDB00391 7-Ketodeoxycholic acid (3alpha,5beta,12alpha)-3,12-Dihydroxy-7-oxocholan-24-Oic acid 3alpha,12alpha-Dihydroxy-7-keto-5beta-cholanoic acid 3alpha,12alpha-Dihydroxy-7-oxo-5beta-cholanate 3alpha,12alpha-Diol-7-one-5beta-cholanoic acid 7-Oxodeoxycholic acid (3a,5b,12a)-3,12-Dihydroxy-7-oxocholan-24-Oate (3a,5b,12a)-3,12-Dihydroxy-7-oxocholan-24-Oic acid (3alpha,5beta,12alpha)-3,12-Dihydroxy-7-oxocholan-24-Oate (3Α,5β,12α)-3,12-dihydroxy-7-oxocholan-24-Oate (3Α,5β,12α)-3,12-dihydroxy-7-oxocholan-24-Oic acid 3a,12a-Dihydroxy-7-keto-5b-cholanoate 3a,12a-Dihydroxy-7-keto-5b-cholanoic acid 3alpha,12alpha-Dihydroxy-7-keto-5beta-cholanoate 3Α,12α-dihydroxy-7-keto-5β-cholanoate 3Α,12α-dihydroxy-7-keto-5β-cholanoic acid 3a,12a-Dihydroxy-7-oxo-5b-cholanate 3a,12a-Dihydroxy-7-oxo-5b-cholanic acid 3alpha,12alpha-Dihydroxy-7-oxo-5beta-cholanic acid 3Α,12α-dihydroxy-7-oxo-5β-cholanate 3Α,12α-dihydroxy-7-oxo-5β-cholanic acid 3a,12a-Diol-7-one-5b-cholanoate 3a,12a-Diol-7-one-5b-cholanoic acid 3alpha,12alpha-Diol-7-one-5beta-cholanoate 3Α,12α-diol-7-one-5β-cholanoate 3Α,12α-diol-7-one-5β-cholanoic acid 7-Oxodeoxycholate 7-Ketodeoxycholate (3a,5b,12a)-3,12-Dihydroxy-7-oxo-cholan-24-Oate (3a,5b,12a)-3,12-Dihydroxy-7-oxo-cholan-24-Oic acid 3 alpha,12 alpha-Diol-7-one-5 beta-cholanoate 3 alpha,12 alpha-Diol-7-one-5 beta-cholanoic acid 3 alpha,7 alpha-Dihydroxy-7-keto-5 beta-cholanoate 3 alpha,7 alpha-Dihydroxy-7-keto-5 beta-cholanoic acid 3a,12a-Dihydroxy-7-oxo-5b-cholan-24-Oate 3a,12a-Dihydroxy-7-oxo-5b-cholan-24-Oic acid 7-Ketodeoxycholic acid, (3alpha,12alpha)-isomer (4R)-4-[(1S,2S,5R,7S,10R,11S,14R,15R,16S)-5,16-Dihydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate 7-Ketodeoxycholic acid C24H38O5 406.5555 406.271924326 (4R)-4-[(1S,2S,5R,7S,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid 7-ketodeoxycholic acid 911-40-0 [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(=O)C[C@]2([H])C[C@H](O)CC[C@]12C InChI=1S/C24H38O5/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/h13-18,20,22,25,27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,20+,22+,23+,24-/m1/s1 RHCPKKNRWFXMAT-RRWYKFPJSA-N belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Dihydroxy bile acids, alcohols and derivatives 12-hydroxysteroids 3-alpha-hydroxysteroids 7-oxosteroids Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Ketones Monocarboxylic acids and derivatives Organic oxides Secondary alcohols 12-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid 7-oxosteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Dihydroxy bile acid, alcohol, or derivatives Hydrocarbon derivative Hydroxysteroid Ketone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol Aliphatic homopolycyclic compounds 7-oxo steroid C24 bile acids, alcohols, and derivatives oxo-5beta-cholanic acid Solid logp 2.61 ALOGPS logs -3.99 ALOGPS logp 2.87 ChemAxon pka_strongest_acidic 4.44 ChemAxon pka_strongest_basic -0.33 ChemAxon iupac (4R)-4-[(1S,2S,5R,7S,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid ChemAxon average_mass 406.5555 ChemAxon mono_mass 406.271924326 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(=O)C[C@]2([H])C[C@H](O)CC[C@]12C ChemAxon formula C24H38O5 ChemAxon inchi InChI=1S/C24H38O5/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/h13-18,20,22,25,27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,20+,22+,23+,24-/m1/s1 ChemAxon inchikey RHCPKKNRWFXMAT-RRWYKFPJSA-N ChemAxon polar_surface_area 94.83 ChemAxon refractivity 109.86 ChemAxon polarizability 46.22 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 3 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 310384 Specdb::MsMs 310385 Specdb::MsMs 310386 Specdb::MsMs 355084 Specdb::MsMs 355085 Specdb::MsMs 355086 Specdb::MsMs 2252434 Specdb::MsMs 2254041 Specdb::MsMs 2256048 Specdb::MsMs 2258450 Specdb::MsMs 2838024 Specdb::MsMs 2838025 Specdb::MsMs 2838026 Specdb::MsMs 2867109 Specdb::MsMs 2867110 Specdb::MsMs 2867111 Specdb::NmrOneD 289695 Specdb::NmrOneD 289696 Specdb::NmrOneD 289697 Specdb::NmrOneD 289698 Specdb::NmrOneD 289699 Specdb::NmrOneD 289700 Specdb::NmrOneD 289701 Specdb::NmrOneD 289702 Specdb::NmrOneD 289703 Specdb::NmrOneD 289704 Specdb::NmrOneD 289705 Specdb::NmrOneD 289706 Specdb::NmrOneD 289707 Specdb::NmrOneD 289708 Specdb::NmrOneD 289709 Specdb::NmrOneD 289710 Specdb::NmrOneD 289711 Specdb::NmrOneD 289712 Specdb::NmrOneD 289713 Specdb::NmrOneD 289714 Specdb::CMs 19934 Specdb::CMs 37491 Specdb::CMs 132135 Specdb::CMs 139869 Specdb::CMs 1060255 Specdb::CMs 1060257 Specdb::CMs 1060259 Specdb::CMs 1060261 Specdb::CMs 1060263 Specdb::CMs 1060265 Specdb::CMs 1060267 Specdb::CMs 1060269 Specdb::CMs 1060271 Specdb::CMs 1060273 Specdb::CMs 1060274 Specdb::CMs 1060276 Specdb::CMs 1060279 Specdb::CMs 1060281 Specdb::CMs 1060283 Specdb::CMs 1060285 Specdb::CMs 1060287 Specdb::CMs 1060288 Specdb::CMs 1060290 Specdb::CMs 1060292 Specdb::CMs 1060294 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 FDB022009 163659 188292 16390 5380 Bortolini, Olga; Cova, Umberto; Fantin, Giancarlo; Medici, Alessandro. A new non-enzymic route to chenodeoxycholic acid. Chemistry Letters (1996), (5), 335-336