2.0 2012-10-10 12:14:10 -0600 2015-06-03 17:25:49 -0600 ECMDB23052 M2MDB003442 (2R,3S)-2-Hydroxybutane-1,2,3-tricarboxylate (2R,3S)-2-Hydroxybutane-1,2,3-tricarboxylate is an intermediate in methylcitrate metabolism. It is involved in the reaction propinoyl-CoA + H2O + oxaloacetate = (2R,3S)-2-hydroxybutane-1,2,3-tricarboxylate + CoA which is mediated by the enzyme: 2-methylcitrate synthase. (2R,3S)-2-hydroxybutane-1,2,3-tricarboxylic acid 2-Hydroxybutane-1,2,3-tricarboxylate 2-Hydroxybutane-1,2,3-tricarboxylic acid 2-Methylcitrate 2-Methylcitric acid 3-C-Carboxy-2,4-dideoxy-2-methyl-D-threo-pentarate 3-C-Carboxy-2,4-dideoxy-2-methyl-D-threo-pentaric acid C7H10O7 206.1501 206.042652674 (1S,2R)-2-hydroxy-1-methylpropane-1,2,3-tricarboxylic acid (2R,3S)-2-methylcitric acid [H][C@@](C)(C(O)=O)[C@](O)(CC(O)=O)C(O)=O InChI=1S/C7H10O7/c1-3(5(10)11)7(14,6(12)13)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t3-,7-/m1/s1 YNOXCRMFGMSKIJ-WVBDSBKLSA-N logp -0.89 ALOGPS logs -0.07 ALOGPS solubility 1.75e+02 g/l ALOGPS logp -0.78 ChemAxon pka_strongest_acidic 3.18 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac (1S,2R)-2-hydroxy-1-methylpropane-1,2,3-tricarboxylic acid ChemAxon average_mass 206.1501 ChemAxon mono_mass 206.042652674 ChemAxon smiles [H][C@@](C)(C(O)=O)[C@](O)(CC(O)=O)C(O)=O ChemAxon formula C7H10O7 ChemAxon inchi InChI=1S/C7H10O7/c1-3(5(10)11)7(14,6(12)13)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t3-,7-/m1/s1 ChemAxon inchikey YNOXCRMFGMSKIJ-WVBDSBKLSA-N ChemAxon polar_surface_area 132.13 ChemAxon refractivity 40.2 ChemAxon polarizability 17.3 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1085578 Specdb::NmrOneD 320771 Specdb::NmrOneD 320772 Specdb::NmrOneD 320773 Specdb::NmrOneD 320774 Specdb::NmrOneD 320775 Specdb::NmrOneD 320776 Specdb::NmrOneD 320777 Specdb::NmrOneD 320778 Specdb::NmrOneD 320779 Specdb::NmrOneD 320780 Specdb::NmrOneD 320781 Specdb::NmrOneD 320782 Specdb::NmrOneD 320783 Specdb::NmrOneD 320784 Specdb::NmrOneD 320785 Specdb::NmrOneD 320786 Specdb::NmrOneD 320787 Specdb::NmrOneD 320788 Specdb::NmrOneD 320789 Specdb::NmrOneD 320790 Specdb::MsMs 26942 Specdb::MsMs 26943 Specdb::MsMs 26944 Specdb::MsMs 33500 Specdb::MsMs 33501 Specdb::MsMs 33502 C02225 2-methylcitrate synthase P31660 PRPC_ECOLI prpC http://ecmdb.ca/proteins/P31660.xml Propionyl-CoA + Water + Oxalacetic acid > (2R,3S)-2-Hydroxybutane-1,2,3-tricarboxylate + CoA