2.0 2012-05-31 14:25:45 -0600 2015-06-03 17:19:14 -0600 ECMDB20067 M2MDB000916 3-Dehydro-L-gulonate 6-phosphate 3-dehydro-L-gulonate 6-phosphate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. 3-Dehydro-L-gulonate 6-phosphate 3-Dehydro-L-gulonate-6-phosphate 3-Dehydro-L-gulonic acid 6-phosphate 3-dehydro-L-Gulonic acid 6-phosphoric acid 3-dehydro-L-Gulonic acid-6-phosphoric acid 3-Keto-L-gulonate 6-p 3-Keto-L-gulonate-6-phosphate 3-Keto-L-gulonic acid 6-p 3-keto-L-Gulonic acid-6-phosphoric acid 6-O-Phosphono-L-xylo-hex-3-ulosonate 6-O-Phosphono-L-xylo-hex-3-ulosonic acid L-Xylo-hex-3-ulosonate 6-(dihydrogen phosphate) L-Xylo-hex-3-ulosonic acid 6-(dihydrogen phosphate) L-xylo-Hex-3-ulosonic acid 6-(dihydrogen phosphoric acid) C6H11O10P 274.1193 274.008983084 (2S,4R,5S)-2,4,5-trihydroxy-3-oxo-6-(phosphonooxy)hexanoic acid (2S,4R,5S)-2,4,5-trihydroxy-3-oxo-6-(phosphonooxy)hexanoic acid [H][C@](O)(COP(O)(O)=O)[C@@]([H])(O)C(=O)[C@]([H])(O)C(O)=O InChI=1S/C6H11O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-3,5,7-8,10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3+,5-/m0/s1 BDUIIKXSXFDPEC-LWKDLAHASA-N Cytosol logp -2.13 ALOGPS logs -1.22 ALOGPS solubility 1.64e+01 g/l ALOGPS logp -2.8 ChemAxon pka_strongest_acidic 1.47 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (2S,4R,5S)-2,4,5-trihydroxy-3-oxo-6-(phosphonooxy)hexanoic acid ChemAxon average_mass 274.1193 ChemAxon mono_mass 274.008983084 ChemAxon smiles [H][C@](O)(COP(O)(O)=O)[C@@]([H])(O)C(=O)[C@]([H])(O)C(O)=O ChemAxon formula C6H11O10P ChemAxon inchi InChI=1S/C6H11O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-3,5,7-8,10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3+,5-/m0/s1 ChemAxon inchikey BDUIIKXSXFDPEC-LWKDLAHASA-N ChemAxon polar_surface_area 181.82 ChemAxon refractivity 48.45 ChemAxon polarizability 20.67 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Ascorbate and aldarate metabolism ec00053 Pentose and glucuronate interconversions ec00040 Microbial metabolism in diverse environments ec01120 Metabolic pathways eco01100 L-ascorbate degradation II (bacterial, aerobic) PWY-6961 L-ascorbate degradation I (bacterial, anaerobic) PWY0-301 Specdb::CMs 1083269 Specdb::NmrOneD 323172 Specdb::NmrOneD 323173 Specdb::NmrOneD 323174 Specdb::NmrOneD 323175 Specdb::NmrOneD 323176 Specdb::NmrOneD 323177 Specdb::NmrOneD 323178 Specdb::NmrOneD 323179 Specdb::NmrOneD 323180 Specdb::NmrOneD 323181 Specdb::NmrOneD 323182 Specdb::NmrOneD 323183 Specdb::NmrOneD 323184 Specdb::NmrOneD 323185 Specdb::NmrOneD 323186 Specdb::NmrOneD 323187 Specdb::NmrOneD 323188 Specdb::NmrOneD 323189 Specdb::NmrOneD 323190 Specdb::NmrOneD 323191 Specdb::MsMs 24599 Specdb::MsMs 24600 Specdb::MsMs 24601 Specdb::MsMs 31157 Specdb::MsMs 31158 Specdb::MsMs 31159 11954078 10128373 C14899 49039 CPD-2343 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 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. 18331064 L-xylulose/3-keto-L-gulonate kinase P37677 LYXK_ECOLI lyx http://ecmdb.ca/proteins/P37677.xml 3-keto-L-gulonate-6-phosphate decarboxylase sgbH P37678 SGBH_ECOLI sgbH http://ecmdb.ca/proteins/P37678.xml 3-keto-L-gulonate-6-phosphate decarboxylase ulaD P39304 ULAD_ECOLI ulaD http://ecmdb.ca/proteins/P39304.xml Probable L-ascorbate-6-phosphate lactonase ulaG P39300 ULAG_ECOLI ulaG http://ecmdb.ca/proteins/P39300.xml 3-Dehydro-L-gulonate 6-phosphate + Hydrogen ion <> Carbon dioxide + L-Xylulose 5-phosphate R07125 RXN0-705 3-Dehydro-L-gulonate + Adenosine triphosphate > 3-Dehydro-L-gulonate 6-phosphate + ADP + Hydrogen ion R07127 RXN0-704 L-Ascorbate 6-phosphate + Water > 3-Dehydro-L-gulonate 6-phosphate + Hydrogen ion R07677 RXN0-5214 3-Dehydro-L-gulonate + Adenosine triphosphate <> 3-Dehydro-L-gulonate 6-phosphate + ADP R07127 L-Ascorbate 6-phosphate + Water <> 3-Dehydro-L-gulonate 6-phosphate R07677 RXN0-5214 L-Ascorbate 6-phosphate + Water > 3-Dehydro-L-gulonate 6-phosphate RXN0-5214 Hydrogen ion + 3-Dehydro-L-gulonate 6-phosphate > L-Xylulose 5-phosphate + Carbon dioxide RXN0-705 Adenosine triphosphate + 3-Dehydro-L-gulonate > ADP + 3-Dehydro-L-gulonate 6-phosphate 3-Dehydro-L-gulonate 6-phosphate > L-Xylulose 5-phosphate + Carbon dioxide