2.0 2012-05-31 13:51:42 -0600 2015-06-03 15:54:05 -0600 ECMDB01399 M2MDB000370 4,6-Dideoxy-4-oxo-dTDP-D-glucose 4,6-Dideoxy-4-oxo-dTDP-D-glucose is a product of the enzyme TDP-glucose 4,6-dehydratase [EC:4.2.1.46] in the Nucleotide sugars metabolism (KEGG) DTDP-4-dehydro-6-deoxy-α-D-glucopyranose dTDP-4-dehydro-6-Deoxy-a-D-galactose dTDP-4-dehydro-6-Deoxy-a-D-glucopyranose dTDP-4-dehydro-6-Deoxy-a-D-glucose DTDP-4-Dehydro-6-deoxy-alpha-D-galactose DTDP-4-Dehydro-6-deoxy-alpha-D-glucopyranose DTDP-4-Dehydro-6-deoxy-alpha-D-glucose DTDP-4-Dehydro-6-deoxy-D-galactose DTDP-4-Dehydro-6-deoxy-D-glucose DTDP-4-dehydro-6-deoxy-L-mannose dTDP-4-dehydro-6-Deoxy-α-D-galactose dTDP-4-dehydro-6-Deoxy-α-D-glucopyranose dTDP-4-dehydro-6-Deoxy-α-D-glucose DTDP-4-dehydro-L-rhamnose DTDP-4-oxo-6-deoxy--α-D-glucose dTDP-4-oxo-6-Deoxy--a-D-glucose DTDP-4-Oxo-6-deoxy--alpha-D-glucose dTDP-4-oxo-6-Deoxy--α-D-glucose dTDP-4-oxo-6-Deoxy-a-D-glucose DTDP-4-Oxo-6-deoxy-alpha-D-glucose DTDP-4-Oxo-6-deoxy-D-glucose DTDP-4-oxo-6-deoxy-L-mannose dTDP-4-oxo-6-Deoxy-α-D-glucose DTDP-4-oxo-L-rhamnose DTDP-6-deoxy-α-D-<i>xylo</i>-4-hexosulose dTDP-6-Deoxy-α-D-xylo-4-hexosulose DTDP-6-deoxy-α-D-xylohex-4-ulose dTDP-6-Deoxy-a-D-xylo-4-hexosulose dTDP-6-Deoxy-a-D-xylohex-4-ulose DTDP-6-Deoxy-alpha-D-xylo-4-hexosulose DTDP-6-Deoxy-alpha-D-xylohex-4-ulose dTDP-6-Deoxy-α-D-xylo-4-hexosulose dTDP-6-Deoxy-α-D-xylohex-4-ulose DTDP-DDGlc TDP-4-keto-6-deoxy--α-D-glucose TDP-4-keto-6-Deoxy--a-D-glucose TDP-4-Keto-6-deoxy--alpha-D-glucose TDP-4-keto-6-Deoxy--α-D-glucose TDP-4-keto-6-deoxy-D-glucose TDP-4-oxo-6-deoxy--α-D-glucose TDP-4-oxo-6-Deoxy--a-D-glucose TDP-4-Oxo-6-deoxy--alpha-D-glucose TDP-4-oxo-6-Deoxy--α-D-glucose TDP-4-oxo-6-deoxy-D-glucose Thymidine 5'-[3-(D-xylo-hexopyranosyl-4-ulose) dihydrogen diphosphate] Thymidine 5'-[3-(D-xylo-hexopyranosyl-4-ulose) dihydrogen diphosphoric acid] C16H24N2O15P2 546.3137 546.065191132 {[(3R,4R,6R)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy}({[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphinic acid [(3R,4R,6R)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy({hydroxy[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxyphosphoryl}oxy)phosphinic acid C[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N2C=C(C)C(=O)NC2=O)[C@H](O)[C@@H](O)C1=O InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8+,9-,10-,12+,13-,15?/m1/s1 PSXWNITXWWECNY-SRPWTXKTSA-N Solid Cytosol logp -0.93 ALOGPS logs -1.68 ALOGPS solubility 1.13e+01 g/l ALOGPS logp -2 ChemAxon pka_strongest_acidic 1.73 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac {[(3R,4R,6R)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy}({[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphinic acid ChemAxon average_mass 546.3137 ChemAxon mono_mass 546.065191132 ChemAxon smiles C[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N2C=C(C)C(=O)NC2=O)[C@H](O)[C@@H](O)C1=O ChemAxon formula C16H24N2O15P2 ChemAxon inchi InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8+,9-,10-,12+,13-,15?/m1/s1 ChemAxon inchikey PSXWNITXWWECNY-SRPWTXKTSA-N ChemAxon polar_surface_area 247.92 ChemAxon refractivity 106.99 ChemAxon polarizability 45.19 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 12 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Streptomycin biosynthesis ec00521 Polyketide sugar unit biosynthesis ec00523 Biosynthesis of vancomycin group antibiotics ec01055 Metabolic pathways eco01100 enterobacterial common antigen biosynthesis ECASYN-PWY dTDP-L-rhamnose biosynthesis I DTDPRHAMSYN-PWY Specdb::CMs 13388 Specdb::CMs 38056 Specdb::NmrOneD 295615 Specdb::NmrOneD 295616 Specdb::NmrOneD 295617 Specdb::NmrOneD 295618 Specdb::NmrOneD 295619 Specdb::NmrOneD 295620 Specdb::NmrOneD 295621 Specdb::NmrOneD 295622 Specdb::NmrOneD 295623 Specdb::NmrOneD 295624 Specdb::NmrOneD 295625 Specdb::NmrOneD 295626 Specdb::NmrOneD 295627 Specdb::NmrOneD 295628 Specdb::NmrOneD 295629 Specdb::NmrOneD 295630 Specdb::NmrOneD 295631 Specdb::NmrOneD 295632 Specdb::NmrOneD 295633 Specdb::NmrOneD 295634 Specdb::MsMs 27578 Specdb::MsMs 27579 Specdb::MsMs 27580 Specdb::MsMs 34136 Specdb::MsMs 34137 Specdb::MsMs 34138 HMDB01399 443496 391705 C11907 16620 DTDP-DEOH-DEOXY-GLUCOSE 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 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 dTDP-glucose 4,6-dehydratase 2 P27830 RMLB2_ECOLI rffG http://ecmdb.ca/proteins/P27830.xml dTDP-4-dehydrorhamnose 3,5-epimerase P37745 RMLC_ECOLI rfbC http://ecmdb.ca/proteins/P37745.xml dTDP-glucose 4,6-dehydratase 1 P37759 RMLB1_ECOLI rfbB http://ecmdb.ca/proteins/P37759.xml Lipopolysaccharide biosynthesis protein rffA P27833 RFFA_ECOLI rffA http://ecmdb.ca/proteins/P27833.xml dTDP-D-Glucose <> 4,6-Dideoxy-4-oxo-dTDP-D-glucose + Water R06513 DTDPGLUCDEHYDRAT-RXN 4,6-Dideoxy-4-oxo-dTDP-D-glucose <> dTDP-4-Dehydro-6-deoxy-L-mannose R06514 4,6-Dideoxy-4-oxo-dTDP-D-glucose + L-Glutamate > alpha-Ketoglutarate + dTDP-D-Fucosamine 4,6-Dideoxy-4-oxo-dTDP-D-glucose + NADH + Hydrogen ion <> Deoxythymidine diphosphate-L-rhamnose + NAD DTDPRHAMSYNTHMULTI-RXN 4,6-Dideoxy-4-oxo-dTDP-D-glucose <> dTDP-4-dehydro-6-deoxy-β-L-mannose DTDPDEHYDRHAMEPIM-RXN 4,6-Dideoxy-4-oxo-dTDP-D-glucose + L-Glutamate <> dTDP-D-Fucosamine + Oxoglutaric acid RFFTRANS-RXN dTDP-D-Fucosamine + alpha-Ketoglutarate <> 4,6-Dideoxy-4-oxo-dTDP-D-glucose + L-Glutamate R04438 dTDP-D-Glucose > Water + 4,6-Dideoxy-4-oxo-dTDP-D-glucose PW_R006002 dTDP-D-Glucose <>4 4,6-Dideoxy-4-oxo-dTDP-D-glucose + Water 4 4,6-Dideoxy-4-oxo-dTDP-D-glucose <> dTDP-4-Dehydro-6-deoxy-L-mannose 4 4,6-Dideoxy-4-oxo-dTDP-D-glucose <> dTDP-4-Dehydro-6-deoxy-L-mannose