1.0 2016-09-30 22:29:45 UTC 2020-05-11 20:20:39 UTC BMDB0000385 BMDB00385 12a-Hydroxy-3-oxocholadienic acid 12a-Hydroxy-3-oxocholadienate 12a-Hydroxy-3-oxo-4,6-choladien-24-Oate 12a-Hydroxy-3-oxo-4,6-choladien-24-Oic acid 12a-Hydroxy-3-oxo-chola-4,6-dienate 12a-Hydroxy-3-oxo-chola-4,6-dienic acid 12a-Hydroxy-3-oxochola-4,6-dienate 12a-Hydroxy-3-oxochola-4,6-dienic acid (4R)-4-[(2R,15R,16S)-16-Hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-14-yl]pentanoate 12alpha-Hydroxy-3-oxocholadienate 12Α-hydroxy-3-oxocholadienate 12Α-hydroxy-3-oxocholadienic acid 12a-Hydroxy-3-oxocholadienic acid C24H34O4 386.5244 386.245709576 (4R)-4-[(2R,15R,16S)-16-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-14-yl]pentanoic acid 12a-hydroxy-3-oxocholadienate 13535-96-1 C[C@H](CCC(O)=O)C1CCC2C3C=CC4=CC(=O)CC[C@]4(C)C3C[C@H](O)[C@]12C InChI=1S/C24H34O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h5-6,12,14,17-21,26H,4,7-11,13H2,1-3H3,(H,27,28)/t14-,17?,18?,19?,20?,21+,23+,24-/m1/s1 DJVAMCYXFUWMLS-RVOJYKBWSA-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 12-hydroxysteroids 3-oxosteroids Carboxylic acids Cyclic alcohols and derivatives Cyclohexenones Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols 12-hydroxysteroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Cyclic ketone Cyclohexenone Hydrocarbon derivative Hydroxysteroid Ketone Monocarboxylic acid or derivatives Monohydroxy bile acid, alcohol, or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol Aliphatic homopolycyclic compounds Solid logp 3.49 ALOGPS logs -4.25 ALOGPS logp 3.59 ChemAxon pka_strongest_acidic 4.67 ChemAxon pka_strongest_basic -0.35 ChemAxon iupac (4R)-4-[(2R,15R,16S)-16-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-14-yl]pentanoic acid ChemAxon average_mass 386.5244 ChemAxon mono_mass 386.245709576 ChemAxon smiles C[C@H](CCC(O)=O)C1CCC2C3C=CC4=CC(=O)CC[C@]4(C)C3C[C@H](O)[C@]12C ChemAxon formula C24H34O4 ChemAxon inchi InChI=1S/C24H34O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h5-6,12,14,17-21,26H,4,7-11,13H2,1-3H3,(H,27,28)/t14-,17?,18?,19?,20?,21+,23+,24-/m1/s1 ChemAxon inchikey DJVAMCYXFUWMLS-RVOJYKBWSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 110.11 ChemAxon polarizability 43.64 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 4 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::MsMs 294910 Specdb::MsMs 294911 Specdb::MsMs 294912 Specdb::MsMs 335779 Specdb::MsMs 335780 Specdb::MsMs 335781 Specdb::MsMs 2710316 Specdb::MsMs 2710317 Specdb::MsMs 2710318 Specdb::MsMs 2994707 Specdb::MsMs 2994708 Specdb::MsMs 2994709 Specdb::CMs 13160 Specdb::CMs 37486 Specdb::CMs 135496 Specdb::CMs 143230 Specdb::CMs 1060165 Specdb::CMs 1060167 Specdb::CMs 1060169 Specdb::CMs 1060170 Specdb::CMs 1060172 Specdb::CMs 1060174 Specdb::CMs 1060176 Specdb::CMs 1060178 Specdb::CMs 1060180 Specdb::CMs 1060182 Specdb::CMs 1060184 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 FDB022003 53477691 172621 5374 Hayakawa, Shohei; Saburi, Yasuo; Fujii, Takao; Sonoda, Yoshiya. Microbiological degradation of bile acids. VII. Partial synthesis of 3,12-dioxo-D4,6-choladienic acid and its derivatives from cholic acid. Journal of Biochemistry (Tokyo, Japan) (1956), 43 731-6.