2.02012-05-31 14:25:45 -06002015-06-03 17:19:14 -0600ECMDB20067M2MDB0009163-Dehydro-L-gulonate 6-phosphate3-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-phosphate3-Dehydro-L-gulonate-6-phosphate3-Dehydro-L-gulonic acid 6-phosphate3-dehydro-L-Gulonic acid 6-phosphoric acid3-dehydro-L-Gulonic acid-6-phosphoric acid3-Keto-L-gulonate 6-p3-Keto-L-gulonate-6-phosphate3-Keto-L-gulonic acid 6-p3-keto-L-Gulonic acid-6-phosphoric acid6-O-Phosphono-L-xylo-hex-3-ulosonate6-O-Phosphono-L-xylo-hex-3-ulosonic acidL-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)C6H11O10P274.1193274.008983084(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)=OInChI=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/s1BDUIIKXSXFDPEC-LWKDLAHASA-NCytosollogp-2.13logs-1.22solubility1.64e+01 g/llogp-2.8pka_strongest_acidic1.47pka_strongest_basic-3.6iupac(2S,4R,5S)-2,4,5-trihydroxy-3-oxo-6-(phosphonooxy)hexanoic acidaverage_mass274.1193mono_mass274.008983084smiles[H][C@](O)(COP(O)(O)=O)[C@@]([H])(O)C(=O)[C@]([H])(O)C(O)=OformulaC6H11O10PinchiInChI=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/s1inchikeyBDUIIKXSXFDPEC-LWKDLAHASA-Npolar_surface_area181.82refractivity48.45polarizability20.67rotatable_bond_count7acceptor_count9donor_count6physiological_charge-3formal_charge0Ascorbate and aldarate metabolismec00053Pentose and glucuronate interconversionsec00040Microbial metabolism in diverse environmentsec01120Metabolic pathwayseco01100L-ascorbate degradation II (bacterial, aerobic)PWY-6961L-ascorbate degradation I (bacterial, anaerobic)PWY0-301Specdb::CMs1083269Specdb::NmrOneD323172Specdb::NmrOneD323173Specdb::NmrOneD323174Specdb::NmrOneD323175Specdb::NmrOneD323176Specdb::NmrOneD323177Specdb::NmrOneD323178Specdb::NmrOneD323179Specdb::NmrOneD323180Specdb::NmrOneD323181Specdb::NmrOneD323182Specdb::NmrOneD323183Specdb::NmrOneD323184Specdb::NmrOneD323185Specdb::NmrOneD323186Specdb::NmrOneD323187Specdb::NmrOneD323188Specdb::NmrOneD323189Specdb::NmrOneD323190Specdb::NmrOneD323191Specdb::MsMs24599Specdb::MsMs24600Specdb::MsMs24601Specdb::MsMs31157Specdb::MsMs31158Specdb::MsMs311591195407810128373C1489949039CPD-2343Keseler, 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-D590.21097882Kanehisa, 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-D114.22080510Winder, 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 80:2939-2948.18331064L-xylulose/3-keto-L-gulonate kinaseP37677LYXK_ECOLIlyxhttp://ecmdb.ca/proteins/P37677.xml3-keto-L-gulonate-6-phosphate decarboxylase sgbHP37678SGBH_ECOLIsgbHhttp://ecmdb.ca/proteins/P37678.xml3-keto-L-gulonate-6-phosphate decarboxylase ulaDP39304ULAD_ECOLIulaDhttp://ecmdb.ca/proteins/P39304.xmlProbable L-ascorbate-6-phosphate lactonase ulaGP39300ULAG_ECOLIulaGhttp://ecmdb.ca/proteins/P39300.xml3-Dehydro-L-gulonate 6-phosphate + Hydrogen ion <> Carbon dioxide + L-Xylulose 5-phosphateR07125RXN0-7053-Dehydro-L-gulonate + Adenosine triphosphate > 3-Dehydro-L-gulonate 6-phosphate + ADP + Hydrogen ionR07127RXN0-704L-Ascorbate 6-phosphate + Water > 3-Dehydro-L-gulonate 6-phosphate + Hydrogen ionR07677RXN0-52143-Dehydro-L-gulonate + Adenosine triphosphate <> 3-Dehydro-L-gulonate 6-phosphate + ADPR07127L-Ascorbate 6-phosphate + Water <> 3-Dehydro-L-gulonate 6-phosphateR07677RXN0-5214L-Ascorbate 6-phosphate + Water > 3-Dehydro-L-gulonate 6-phosphateRXN0-5214Hydrogen ion + 3-Dehydro-L-gulonate 6-phosphate > L-Xylulose 5-phosphate + Carbon dioxideRXN0-705Adenosine triphosphate + 3-Dehydro-L-gulonate > ADP + 3-Dehydro-L-gulonate 6-phosphate3-Dehydro-L-gulonate 6-phosphate > L-Xylulose 5-phosphate + Carbon dioxide