2.0 2012-05-31 14:29:27 -0600 2015-06-03 17:19:23 -0600 ECMDB20137 M2MDB000985 D-Erythro-3-Methylmalate D-erythro-3-methylmalate is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. (2R,3S)-2-hydroxy-3-methylbutanedioate (2R,3S)-2-hydroxy-3-methylbutanedioic acid (2R,3S)-3-methylmalate (2R,3S)-3-methylmalic acid D-Erythro-3-methylmalate D-Erythro-3-methylmalic acid C5H8O5 148.114 148.037173366 (2R,3S)-2-hydroxy-3-methylbutanedioic acid D-erythro-3-methylmalate [H][C@@](C)(C(O)=O)[C@@]([H])(O)C(O)=O InChI=1S/C5H8O5/c1-2(4(7)8)3(6)5(9)10/h2-3,6H,1H3,(H,7,8)(H,9,10)/t2-,3+/m0/s1 NPYQJIHHTGFBLN-STHAYSLISA-N Cytoplasm Periplasm logp -0.33 ALOGPS logs 0.02 ALOGPS solubility 1.54e+02 g/l ALOGPS logp -0.57 ChemAxon pka_strongest_acidic 3.39 ChemAxon pka_strongest_basic -4 ChemAxon iupac (2R,3S)-2-hydroxy-3-methylbutanedioic acid ChemAxon average_mass 148.114 ChemAxon mono_mass 148.037173366 ChemAxon smiles [H][C@@](C)(C(O)=O)[C@@]([H])(O)C(O)=O ChemAxon formula C5H8O5 ChemAxon inchi InChI=1S/C5H8O5/c1-2(4(7)8)3(6)5(9)10/h2-3,6H,1H3,(H,7,8)(H,9,10)/t2-,3+/m0/s1 ChemAxon inchikey NPYQJIHHTGFBLN-STHAYSLISA-N ChemAxon polar_surface_area 94.83 ChemAxon refractivity 29.45 ChemAxon polarizability 12.74 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Valine, leucine and isoleucine biosynthesis ec00290 C5-Branched dibasic acid metabolism ec00660 Specdb::CMs 1086536 Specdb::NmrOneD 336018 Specdb::NmrOneD 336019 Specdb::NmrOneD 336020 Specdb::NmrOneD 336021 Specdb::NmrOneD 336022 Specdb::NmrOneD 336023 Specdb::NmrOneD 336024 Specdb::NmrOneD 336025 Specdb::NmrOneD 336026 Specdb::NmrOneD 336027 Specdb::NmrOneD 336028 Specdb::NmrOneD 336029 Specdb::NmrOneD 336030 Specdb::NmrOneD 336031 Specdb::NmrOneD 336032 Specdb::NmrOneD 336033 Specdb::NmrOneD 336034 Specdb::NmrOneD 336035 Specdb::NmrOneD 336036 Specdb::NmrOneD 336037 Specdb::MsMs 23909 Specdb::MsMs 23910 Specdb::MsMs 23911 Specdb::MsMs 30707 Specdb::MsMs 30708 Specdb::MsMs 30709 440892 389722 C06032 27394 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 3-isopropylmalate dehydratase large subunit P0A6A6 LEUC_ECOLI leuC http://ecmdb.ca/proteins/P0A6A6.xml 3-isopropylmalate dehydrogenase P30125 LEU3_ECOLI leuB http://ecmdb.ca/proteins/P30125.xml 3-isopropylmalate dehydratase small subunit P30126 LEUD_ECOLI leuD http://ecmdb.ca/proteins/P30126.xml 2-Ketobutyric acid + Carbon dioxide + NADH + Hydrogen ion <> D-Erythro-3-Methylmalate + NAD R00994 Citraconic acid + Water <> D-Erythro-3-Methylmalate R03898