2.0 2012-05-31 09:55:24 -0600 2015-09-13 12:56:05 -0600 ECMDB00023 M2MDB000005 3-Hydroxyisobutyric acid 3-Hydroxyisobutyric acid is a member of the chemical class known as Beta Hydroxy Acids and Derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. 3-Hydroxyisobutyric acid (or 3-hydroxy-2-methylpropanoic acid) is an intermediate in the metabolism of valine. (WikiPedia) (S)-3-Hydroxyisobutyrate (S)-3-Hydroxyisobutyric acid (S)-b-Hydroxyisobutyrate (S)-b-Hydroxyisobutyric acid 2-Methyl-L-(+)-Hydracrylate 2-Methyl-L-(+)-Hydracrylic acid 3-Hydroxy(iso)butyrate 3-hydroxy(iso)butyric acid 3-Hydroxy-2-methyl-(S)-Propanoate 3-Hydroxy-2-methyl-(S)-Propanoic acid 3-Hydroxy-2-methylpropanoate 3-Hydroxy-2-methylpropanoic acid 3-Hydroxy-isobutyrate 3-Hydroxy-isobutyric acid 3-Hydroxyisobutyrate 3-Hydroxyisobutyric acid 3-OH-iso-but 3-OH-isobutyrate 3-OH-Isobutyric acid L-(+)-b-Hydroxyisobutyrate L-(+)-b-Hydroxyisobutyric acid L-(+)-beta-Hydroxyisobutyrate L-(+)-beta-Hydroxyisobutyric acid L-(+)-β-Hydroxyisobutyrate L-(+)-β-Hydroxyisobutyric acid C4H8O3 104.1045 104.047344122 3-hydroxy-2-methylpropanoic acid 3-hydroxyisobutyric acid 2068-83-9 CC(CO)C(O)=O InChI=1S/C4H8O3/c1-3(2-5)4(6)7/h3,5H,2H2,1H3,(H,6,7) DBXBTMSZEOQQDU-UHFFFAOYSA-N Solid Cytoplasm Periplasm logp -0.47 ALOGPS logs 0.74 ALOGPS solubility 5.71e+02 g/l ALOGPS logp -0.26 ChemAxon pka_strongest_acidic 4.37 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 3-hydroxy-2-methylpropanoic acid ChemAxon average_mass 104.1045 ChemAxon mono_mass 104.047344122 ChemAxon smiles CC(CO)C(O)=O ChemAxon formula C4H8O3 ChemAxon inchi InChI=1S/C4H8O3/c1-3(2-5)4(6)7/h3,5H,2H2,1H3,(H,6,7) ChemAxon inchikey DBXBTMSZEOQQDU-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 23.62 ChemAxon polarizability 9.99 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 51603 Specdb::CMs 57957 Specdb::MsMs 22952 Specdb::MsMs 22953 Specdb::MsMs 22954 Specdb::MsMs 22955 Specdb::MsMs 22956 Specdb::MsMs 22957 HMDB00023 85 C01188 18064 3-HYDROXY-ISOBUTYRATE Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 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 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 http://hmdb.ca/system/metabolites/msds/000/000/016/original/HMDB00023.pdf?1358462872 2-hydroxy-3-oxopropionate reductase P0ABQ2 GARR_ECOLI garR http://ecmdb.ca/proteins/P0ABQ2.xml NADP-dependent L-serine/L-allo-threonine dehydrogenase ydfG P39831 YDFG_ECOLI ydfG http://ecmdb.ca/proteins/P39831.xml Uncharacterized oxidoreductase ygbJ Q46888 ygbJ http://ecmdb.ca/proteins/Q46888.xml 3-Hydroxyisobutyric acid + NAD <> 2-Aminomalonate semialdehyde + NADH