2.0 2012-10-10 12:20:08 -0600 2015-09-16 14:50:11 -0600 ECMDB23167 M2MDB003557 3-Alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholanate 3-Alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholanate is a steroid derivative or bile acid. It is a substrate for the enzyme 7-alpha-hydroxysteroid dehydrogenase, which catalyzes the following reaction: 3-alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholanate + NAD+ = 3-alpha,12-alpha-dihydroxy-7-oxo-5-beta-cholanate + NADH. (3a,5b,7a,12a)-3,7,12-Trihydroxycholan-24-Oate (3a,5b,7a,12a)-3,7,12-Trihydroxycholan-24-Oic acid (3a,5b,7a,8a,12a,14b,17a)-3,7,12-Trihydroxycholan-24-Oate (3a,5b,7a,8a,12a,14b,17a)-3,7,12-Trihydroxycholan-24-Oic acid (3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholan-24-Oate (3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxycholan-24-oic acid (3alpha,5beta,7alpha,8alpha,12alpha,14beta,17alpha)-3,7,12-Trihydroxycholan-24-Oate (3alpha,5beta,7alpha,8alpha,12alpha,14beta,17alpha)-3,7,12-trihydroxycholan-24-oic acid (3α,5β,7α,12α)-3,7,12-Trihydroxycholan-24-Oate (3α,5β,7α,12α)-3,7,12-Trihydroxycholan-24-Oic acid (3α,5β,7α,8α,12α,14β,17α)-3,7,12-Trihydroxycholan-24-Oate (3α,5β,7α,8α,12α,14β,17α)-3,7,12-Trihydroxycholan-24-Oic acid (4R)-4-(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopentaaphenanthren-17-ylpentanoate (4R)-4-(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopentaaphenanthren-17-ylpentanoic acid 3-a,7-a,12-a-Trihydroxy-5-b-cholanate 3-a,7-a,12-a-Trihydroxy-5-b-cholanic acid 3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta-cholanic acid 3-α,7-α,12-α-Trihydroxy-5-β-cholanate 3-α,7-α,12-α-Trihydroxy-5-β-cholanic acid 3a,7a,12a-Trihydroxy-5b-cholanate 3a,7a,12a-Trihydroxy-5b-cholanic acid 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid 3α,7α,12α-Trihydroxy-5β-cholanate 3α,7α,12α-Trihydroxy-5β-cholanic acid Cholate Cholic acid Cholsaeure C24H40O5 408.5714 408.28757439 (4R)-4-[(1S,2S,5R,7S,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,7S,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 [H][C@@](C)(CCC(O)=O)[C@@]1([H])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 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-OELDTZBJSA-N Membrane logp 2.48 ChemAxon pka_strongest_acidic 4.48 ChemAxon pka_strongest_basic -0.16 ChemAxon iupac (4R)-4-[(1S,2S,5R,7S,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 408.5714 ChemAxon mono_mass 408.28757439 ChemAxon smiles [H][C@@](C)(CCC(O)=O)[C@@]1([H])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 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-OELDTZBJSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 110.79 ChemAxon polarizability 47.05 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 15789 Specdb::CMs 29924 Specdb::CMs 37652 Specdb::CMs 99586 Specdb::CMs 133327 Specdb::CMs 141061 Specdb::CMs 1070316 Specdb::CMs 1070318 Specdb::CMs 1070320 Specdb::CMs 1070321 Specdb::CMs 1070322 Specdb::CMs 1070323 Specdb::CMs 1070325 Specdb::CMs 1070327 Specdb::CMs 1070329 Specdb::CMs 1070331 Specdb::CMs 1070333 Specdb::CMs 1070334 Specdb::CMs 1070336 Specdb::CMs 1070338 Specdb::CMs 1070340 Specdb::CMs 1070342 Specdb::CMs 1070344 Specdb::CMs 1070346 Specdb::CMs 1070348 Specdb::EiMs 32 Specdb::NmrOneD 3347 Specdb::NmrOneD 261428 Specdb::NmrOneD 261429 Specdb::NmrOneD 261430 Specdb::NmrOneD 261431 Specdb::NmrOneD 261432 Specdb::NmrOneD 261433 Specdb::NmrOneD 261434 Specdb::NmrOneD 261435 Specdb::NmrOneD 261436 Specdb::NmrOneD 261437 Specdb::NmrOneD 261438 Specdb::NmrOneD 261439 Specdb::NmrOneD 261440 Specdb::NmrOneD 261441 Specdb::NmrOneD 261442 Specdb::NmrOneD 261443 Specdb::NmrOneD 261444 Specdb::NmrOneD 261445 Specdb::NmrOneD 261446 Specdb::NmrOneD 261447 Specdb::MsMs 29420 Specdb::MsMs 29421 Specdb::MsMs 29422 Specdb::MsMs 35978 Specdb::MsMs 35979 Specdb::MsMs 35980 Specdb::MsMs 437441 Specdb::MsMs 437442 Specdb::MsMs 437443 Specdb::MsMs 437444 Specdb::MsMs 437445 Specdb::MsMs 437470 Specdb::MsMs 437471 Specdb::MsMs 437472 Specdb::MsMs 437473 Specdb::MsMs 437474 Specdb::MsMs 438637 Specdb::MsMs 439180 Specdb::MsMs 439181 Specdb::MsMs 439333 Specdb::MsMs 439334 Specdb::MsMs 439335 Specdb::MsMs 439336 Specdb::MsMs 440681 Specdb::MsMs 440682 C00695 16359 CHD 7-alpha-hydroxysteroid dehydrogenase P0AET8 HDHA_ECOLI hdhA http://ecmdb.ca/proteins/P0AET8.xml 3-Alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholanate + NAD > 3-alpha,12-alpha-dihydroxy-7-oxo-5-beta-cholanate + NADH