2.0 2012-05-31 14:23:12 -0600 2015-06-03 17:19:08 -0600 ECMDB20019 M2MDB000868 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate 1-(2-carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate is a pentose phosphate derivative. It is a substrate for indole-3-glycerol-phosphate synthase (IPGS) (EC 4.1.1.48)which is an enzyme that catalyzes the chemical reaction: 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate ightleftharpoons 1-C-(indol-3-yl)-glycerol 3-phosphate + CO2 + H2O 1-(2-carboxyphenylamino)-1'-Deoxy-D-ribulose 5'-phosphoric acid 1-(2-Carboxyphenylamino)-1-deoxy-D-ribulose-5-P 1-(2-Carboxyphenylamino)-1-deoxy-D-ribulose-5-phosphate 1-(2-carboxyphenylamino)-1-Deoxy-D-ribulose-5-phosphoric acid 1-(O-Carboxyphenylamino)-1'-deoxyribulose-5'-P 1-(O-Carboxyphenylamino)-1'-deoxyribulose-5'-phosphate 1-(O-carboxyphenylamino)-1'-Deoxyribulose-5'-phosphoric acid Carboxyphenylamino-deoxyribulose-p CPADRP C12H16NO9P 349.2305 349.056267627 2-{[(3R,4R)-3,4-dihydroxy-2-oxo-5-(phosphonooxy)pentyl]amino}benzoic acid 2-{[(3R,4R)-3,4-dihydroxy-2-oxo-5-(phosphonooxy)pentyl]amino}benzoic acid O[C@H](COP(O)(O)=O)[C@@H](O)C(=O)CNC1=C(C=CC=C1)C(O)=O InChI=1S/C12H16NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,10-11,13,15-16H,5-6H2,(H,17,18)(H2,19,20,21)/t10-,11+/m1/s1 QKMBYNRMPRKVTO-MNOVXSKESA-N Cytosol logp -0.91 ALOGPS logs -2.35 ALOGPS solubility 1.55e+00 g/l ALOGPS logp -0.5 ChemAxon pka_strongest_acidic 1.48 ChemAxon pka_strongest_basic 0.27 ChemAxon iupac 2-{[(3R,4R)-3,4-dihydroxy-2-oxo-5-(phosphonooxy)pentyl]amino}benzoic acid ChemAxon average_mass 349.2305 ChemAxon mono_mass 349.056267627 ChemAxon smiles O[C@H](COP(O)(O)=O)[C@@H](O)C(=O)CNC1=C(C=CC=C1)C(O)=O ChemAxon formula C12H16NO9P ChemAxon inchi InChI=1S/C12H16NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,10-11,13,15-16H,5-6H2,(H,17,18)(H2,19,20,21)/t10-,11+/m1/s1 ChemAxon inchikey QKMBYNRMPRKVTO-MNOVXSKESA-N ChemAxon polar_surface_area 173.62 ChemAxon refractivity 77.72 ChemAxon polarizability 30.76 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Phenylalanine, tyrosine and tryptophan biosynthesis ec00400 Metabolic pathways eco01100 tryptophan biosynthesis TRPSYN-PWY Specdb::CMs 2391 Specdb::NmrOneD 258988 Specdb::NmrOneD 258989 Specdb::NmrOneD 258990 Specdb::NmrOneD 258991 Specdb::NmrOneD 258992 Specdb::NmrOneD 258993 Specdb::NmrOneD 258994 Specdb::NmrOneD 258995 Specdb::NmrOneD 258996 Specdb::NmrOneD 258997 Specdb::NmrOneD 258998 Specdb::NmrOneD 258999 Specdb::NmrOneD 259000 Specdb::NmrOneD 259001 Specdb::NmrOneD 259002 Specdb::NmrOneD 259003 Specdb::NmrOneD 259004 Specdb::NmrOneD 259005 Specdb::NmrOneD 259006 Specdb::NmrOneD 259007 Specdb::MsMs 28469 Specdb::MsMs 28470 Specdb::MsMs 28471 Specdb::MsMs 35027 Specdb::MsMs 35028 Specdb::MsMs 35029 287 394132 C01302 29112 CARBOXYPHENYLAMINO-DEOXYRIBULOSE-P 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 Tryptophan biosynthesis protein trpCF P00909 TRPC_ECOLI trpC http://ecmdb.ca/proteins/P00909.xml 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate + Hydrogen ion <> Indoleglycerol phosphate + Carbon dioxide + Water R03508 IGPSYN-RXN N-(5-Phospho-D-ribosyl)anthranilate > 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate R03509 PRAISOM-RXN 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate <> Indoleglycerol phosphate + Carbon dioxide + Water R03508 N-(5-Phospho-D-ribosyl)anthranilate <> 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate R03509 Hydrogen ion + 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate > Indoleglycerol phosphate + Carbon dioxide + Water IGPSYN-RXN N-(5-phospho-D-ribosyl)-anthranilate > 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate > 1-C-(3-indolyl)-glycerol 3-phosphate + Carbon dioxide + Water 1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate + Hydrogen ion <> Indoleglycerol phosphate + Carbon dioxide + Water