2.0 2012-05-31 14:04:58 -0600 2015-06-03 15:54:44 -0600 ECMDB04101 M2MDB000609 D-Mannonate D-mannonate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. .D-mannonate is involved in D-glucuronate metabolism. D-glucuronate is converted to D-mannonate with concomitant oxidation of NADH to NAD(+). (PMID 15358357) D-Mannonic acid Mannonate Mannonic acid C6H12O7 196.1553 196.058302738 (2S,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid D-mannonic acid OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4+,5+/m1/s1 RGHNJXZEOKUKBD-MBMOQRBOSA-N Cytosol logp -2.57 ALOGPS logs -0.09 ALOGPS solubility 1.59e+02 g/l ALOGPS logp -3.4 ChemAxon pka_strongest_acidic 3.39 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid ChemAxon average_mass 196.1553 ChemAxon mono_mass 196.058302738 ChemAxon smiles OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O ChemAxon formula C6H12O7 ChemAxon inchi InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4+,5+/m1/s1 ChemAxon inchikey RGHNJXZEOKUKBD-MBMOQRBOSA-N ChemAxon polar_surface_area 138.45 ChemAxon refractivity 38.27 ChemAxon polarizability 17.14 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Pentose and glucuronate interconversions ec00040 Metabolic pathways eco01100 β-D-glucuronide and D-glucuronate degradation GLUCUROCAT-PWY Specdb::CMs 104293 Specdb::CMs 116267 Specdb::NmrOneD 90772 Specdb::NmrOneD 90773 Specdb::NmrOneD 90774 Specdb::NmrOneD 90775 Specdb::NmrOneD 90776 Specdb::NmrOneD 90777 Specdb::NmrOneD 90778 Specdb::NmrOneD 90779 Specdb::NmrOneD 90780 Specdb::NmrOneD 90781 Specdb::NmrOneD 90782 Specdb::NmrOneD 90783 Specdb::NmrOneD 90784 Specdb::NmrOneD 90785 Specdb::NmrOneD 90786 Specdb::NmrOneD 90787 Specdb::NmrOneD 90788 Specdb::NmrOneD 90789 Specdb::NmrOneD 90790 Specdb::NmrOneD 90791 Specdb::MsMs 28850 Specdb::MsMs 28851 Specdb::MsMs 28852 Specdb::MsMs 35408 Specdb::MsMs 35409 Specdb::MsMs 35410 Specdb::MsMs 3387874 Specdb::MsMs 3387875 Specdb::MsMs 3387876 Specdb::MsMs 3387877 Specdb::MsMs 3387878 Specdb::MsMs 3387879 HMDB13791 5460054 4573735 C00514 17767 D-MANNONATE CS2 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 Linster, C. L., Van Schaftingen, E. (2004). "A spectrophotometric assay of D-glucuronate based on Escherichia coli uronate isomerase and mannonate dehydrogenase." Protein Expr Purif 37:352-360. 15358357 Mannonate dehydratase P24215 UXUA_ECOLI uxuA http://ecmdb.ca/proteins/P24215.xml D-mannonate oxidoreductase P39160 UXUB_ECOLI uxuB http://ecmdb.ca/proteins/P39160.xml Starvation-sensing protein RspA P38104 RSPA_ECOLI rspA http://ecmdb.ca/proteins/P38104.xml D-Mannonate <> 2-Keto-3-deoxy-D-gluconic acid + Water R05606 MANNONDEHYDRAT-RXN D-Mannonate + NAD <> D-Fructuronate + Hydrogen ion + NADH R02454 MANNONOXIDOREDUCT-RXN D-Mannonate > Water + 2-Keto-3-deoxy-D-gluconic acid MANNONDEHYDRAT-RXN D-Mannonate + NAD > D-Fructuronate + NADH