1.0 2016-09-30 22:33:49 UTC 2020-05-11 20:08:56 UTC BMDB0000626 BMDB00626 Deoxycholic acid (3ALPHA,5ALPHA,12ALPHA)-3,12-DIHYDROXYCHOLAN-24-OIC ACID (3alpha,5beta,12alpha)-3,12-Dihydroxycholan-24-Oic acid 3alpha,12alpha-Dihydroxy-5beta-cholanic acid 7alpha-Deoxycholic acid Desoxycholic acid Desoxycholsaeure Deoxycholate 3alpha,12alpha-Dihydroxy-5beta-cholanate (3a,5a,12a)-3,12-DIHYDROXYCHOLAN-24-Oate (3a,5a,12a)-3,12-DIHYDROXYCHOLAN-24-Oic acid (3alpha,5alpha,12alpha)-3,12-DIHYDROXYCHOLAN-24-Oate (3Α,5α,12α)-3,12-dihydroxycholan-24-Oate (3Α,5α,12α)-3,12-dihydroxycholan-24-Oic acid (3a,5b,12a)-3,12-Dihydroxycholan-24-Oate (3a,5b,12a)-3,12-Dihydroxycholan-24-Oic acid (3alpha,5beta,12alpha)-3,12-Dihydroxycholan-24-Oate (3Α,5β,12α)-3,12-dihydroxycholan-24-Oate (3Α,5β,12α)-3,12-dihydroxycholan-24-Oic acid 3a,12a-Dihydroxy-5b-cholanate 3a,12a-Dihydroxy-5b-cholanic acid 3Α,12α-dihydroxy-5β-cholanate 3Α,12α-dihydroxy-5β-cholanic acid 7a-Deoxycholate 7a-Deoxycholic acid 7alpha-Deoxycholate 7Α-deoxycholate 7Α-deoxycholic acid Desoxycholate 5b-Cholanic acid-3a,12a-diol 5b-Deoxycholate 5b-Deoxycholic acid 7-Deoxycholate 7-Deoxycholic acid Cholerebic Cholorebic Degalol Deoxy-cholate Deoxy-cholic acid Deoxycholatate Deoxycholatic acid Acid, lagodeoxycholic Deoxycholic acid, 5alpha isomer Deoxycholic acid, sodium salt, 12beta-isomer Lagodeoxycholic acid Acid, choleic Deoxycholic acid, 12beta isomer Deoxycholic acid, 3beta-isomer Deoxycholic acid, monoammonium salt 12beta-Isomer deoxycholic acid 3beta-Isomer deoxycholic acid Acid, 5alpha-isomer deoxycholic Acid, deoxycholic Acid, desoxycholic Deoxycholate, sodium Deoxycholic acid, 12beta-isomer Deoxycholic acid, 5alpha-isomer Deoxycholic acid, monopotassium salt Deoxycholic acid, monosodium salt 5alpha-Isomer deoxycholic acid Acid, dihydroxycholanoic Choleic acid Deoxycholic acid, 3beta isomer Deoxycholic acid, disodium salt Deoxycholic acid, magnesium (2:1) salt Dihydroxycholanoic acid Sodium deoxycholate C24H40O4 392.572 392.292659768 (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid 83-44-3 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(O)=O InChI=1S/C24H40O4/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/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1 KXGVEGMKQFWNSR-LLQZFEROSA-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 Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols 12-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Dihydroxy bile acid, alcohol, or derivatives Hydrocarbon derivative Hydroxysteroid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Aliphatic homopolycyclic compounds C24 bile acids, alcohols, and derivatives C24 bile acids, alcohols, and derivatives Cholane and derivatives bile acid dihydroxy-5beta-cholanic acid Solid logp 3.30 ALOGPS logs -4.35 ALOGPS logp 3.79 ChemAxon pka_strongest_acidic 4.65 ChemAxon pka_strongest_basic -0.35 ChemAxon iupac (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid ChemAxon average_mass 392.572 ChemAxon mono_mass 392.292659768 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(O)=O ChemAxon formula C24H40O4 ChemAxon inchi InChI=1S/C24H40O4/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/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1 ChemAxon inchikey KXGVEGMKQFWNSR-LLQZFEROSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 109.2 ChemAxon polarizability 46.3 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 4 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 Bile Acid Biosynthesis SMP0087236 Specdb::NmrTwoD 1388 Specdb::NmrOneD 1443 Specdb::CMs 9656 Specdb::CMs 37659 Specdb::CMs 134152 Specdb::CMs 141886 Specdb::CMs 1070675 Specdb::CMs 1070677 Specdb::CMs 1070679 Specdb::CMs 1070681 Specdb::CMs 1070683 Specdb::CMs 1070685 Specdb::CMs 1070687 Specdb::CMs 1070689 Specdb::CMs 1070691 Specdb::CMs 1070693 Specdb::CMs 1070695 Specdb::CMs 1070697 Specdb::CMs 1070699 Specdb::MsMs 852 Specdb::MsMs 853 Specdb::MsMs 854 Specdb::MsMs 4243 Specdb::MsMs 4244 Specdb::MsMs 4245 Specdb::MsMs 248661 Specdb::MsMs 248662 Specdb::MsMs 248663 Specdb::MsMs 268602 Specdb::MsMs 268603 Specdb::MsMs 268604 Specdb::MsMs 438694 Specdb::MsMs 439280 Specdb::MsMs 439281 Specdb::MsMs 2244215 Specdb::MsMs 2245898 Specdb::MsMs 2246363 Specdb::MsMs 2247903 Specdb::MsMs 2248356 Specdb::MsMs 2250038 Specdb::MsMs 2250327 Specdb::MsMs 2252047 Specdb::MsMs 2672001 Specdb::MsMs 2672002 Erythrocyte 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 Fibroblasts 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 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 DB03619 FDB012780 193196 222528 C04483 28834 C00030117 Deoxycholic acid 265 He, Zhiquan. in-situ generation of deoxycholic acid by poultry for Chinese medicine. Faming Zhuanli Shenqing Gongkai Shuomingshu (1993), 3 pp. BMDBP01586 Bile acid receptor Q3SZL0 NR1H4 Enzyme