1.0 2016-09-30 22:31:48 UTC 2020-05-11 20:21:01 UTC BMDB0000505 BMDB00505 Allocholic acid 3alpha,7alpha,12alpha-Trihydroxy-5alpha-cholanoic acid 5alpha-Cholic acid Allocholate (3a,5a,7a,12a)-3,7,12-Trihydroxycholan-24-Oate (3a,5a,7a,12a)-3,7,12-Trihydroxycholan-24-Oic acid (3alpha,5alpha,7alpha,12alpha)-3,7,12-Trihydroxycholan-24-Oate (3Α,5α,7α,12α)-3,7,12-trihydroxycholan-24-Oate (3Α,5α,7α,12α)-3,7,12-trihydroxycholan-24-Oic acid 3a,7a,12a-Trihydroxy-5a-cholanoate 3a,7a,12a-Trihydroxy-5a-cholanoic acid 3alpha,7alpha,12alpha-Trihydroxy-5alpha-cholanoate 5a-Cholate 5a-Cholic acid 5alpha-Cholate (3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholan-24-Oic acid (3a,5b,7a,12a)-3,7,12-Trihydroxycholan-24-Oate (3a,5b,7a,12a)-3,7,12-Trihydroxycholan-24-Oic acid (3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholan-24-Oate (3Α,5β,7α,12α)-3,7,12-trihydroxycholan-24-Oate (3Α,5β,7α,12α)-3,7,12-trihydroxycholan-24-Oic acid 3a,7a,12a-Trihydroxy-5b-cholan-24-Oate 3a,7a,12a-Trihydroxy-5b-cholan-24-Oic acid 3a,7a,12a-Trihydroxycholanate 3a,7a,12a-Trihydroxycholanic acid 5alpha-Allocholic acid 5Α-allocholic acid Allocholic acid C24H40O5 408.579 408.287574388 (4R)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid (4R)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid 2464-18-8 [H][C@@]1(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)[C@H](C)CCC(O)=O 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-PGHAKIONSA-N belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Trihydroxy bile acids, alcohols and derivatives 12-hydroxysteroids 3-alpha-hydroxysteroids 7-hydroxysteroids Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Polyols Secondary alcohols 12-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Polyol Secondary alcohol Trihydroxy bile acid, alcohol, or derivatives Aliphatic homopolycyclic compounds C24 bile acids, alcohols, and derivatives C24 bile acids, alcohols, and derivatives bile acid Solid logp 2.26 ALOGPS logs -3.74 ALOGPS logp 2.48 ChemAxon pka_strongest_acidic 4.48 ChemAxon pka_strongest_basic -0.16 ChemAxon iupac (4R)-4-[(1S,2S,5R,7R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid ChemAxon average_mass 408.579 ChemAxon mono_mass 408.287574388 ChemAxon smiles [H][C@@]1(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)[C@H](C)CCC(O)=O 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-PGHAKIONSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 110.79 ChemAxon polarizability 47.2 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 4 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 2248725 Specdb::MsMs 2249672 Specdb::MsMs 2251677 Specdb::MsMs 2334802 Specdb::MsMs 2334803 Specdb::MsMs 2334804 Specdb::MsMs 2628368 Specdb::MsMs 2628369 Specdb::MsMs 2628370 Specdb::CMs 136650 Specdb::CMs 144384 Specdb::CMs 1064319 Specdb::CMs 1064321 Specdb::CMs 1064323 Specdb::CMs 1064325 Specdb::CMs 1064327 Specdb::CMs 1064329 Specdb::CMs 1064331 Specdb::CMs 1064333 Specdb::CMs 1064336 Specdb::CMs 1064337 Specdb::CMs 1064339 Specdb::CMs 1064341 Specdb::CMs 1064343 Specdb::CMs 1064345 Specdb::CMs 1064347 Specdb::CMs 1064349 Specdb::CMs 1064352 Specdb::CMs 1064354 Specdb::CMs 1064356 Specdb::CMs 1064357 Specdb::CMs 1064359 Specdb::CMs 1064360 Specdb::CMs 1064361 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 FDB011602 141151 160636 C17737 81308 CPD-16581 C00054052 5491 Mitra, Manindra N.; Elliott, William Hueckel. Bile acids. XXIII. New direct synthesis of allocholic acid and its 3b isomer. Journal of Organic Chemistry (1968), 33(1), 175-81.