2.0 2012-05-31 14:28:22 -0600 2015-06-03 17:19:20 -0600 ECMDB20117 M2MDB000965 Arbutin 6-phosphate Arbutin 6-phosphate is a member of the chemical class known as Hexose phosphates. These are phospho-monosaccharides in which the sugar unit is a hexose. Arbutin 6-phosphate Arbutin 6-phosphoric acid Arbutin-6-p Arbutin-6P C12H17O10P 352.2311 352.055933276 {[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methoxy}phosphonic acid arbutin-6P [H][C@]1(COP(O)(O)=O)O[C@@]([H])(OC2=CC=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O InChI=1S/C12H17O10P/c13-6-1-3-7(4-2-6)21-12-11(16)10(15)9(14)8(22-12)5-20-23(17,18)19/h1-4,8-16H,5H2,(H2,17,18,19)/t8-,9-,10+,11-,12-/m1/s1 FBHYCDOVYMVLEN-RMPHRYRLSA-N Cytosol logp -0.86 ALOGPS logs -1.54 ALOGPS solubility 1.03e+01 g/l ALOGPS logp -1 ChemAxon pka_strongest_acidic 1.22 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac {[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 352.2311 ChemAxon mono_mass 352.055933276 ChemAxon smiles [H][C@]1(COP(O)(O)=O)O[C@@]([H])(OC2=CC=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O ChemAxon formula C12H17O10P ChemAxon inchi InChI=1S/C12H17O10P/c13-6-1-3-7(4-2-6)21-12-11(16)10(15)9(14)8(22-12)5-20-23(17,18)19/h1-4,8-16H,5H2,(H2,17,18,19)/t8-,9-,10+,11-,12-/m1/s1 ChemAxon inchikey FBHYCDOVYMVLEN-RMPHRYRLSA-N ChemAxon polar_surface_area 166.14 ChemAxon refractivity 73.04 ChemAxon polarizability 30.4 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Glycolysis / Gluconeogenesis ec00010 Phosphotransferase system (PTS) ec02060 Specdb::CMs 1083967 Specdb::EiMs 2290 Specdb::NmrOneD 275158 Specdb::NmrOneD 275159 Specdb::NmrOneD 275160 Specdb::NmrOneD 275161 Specdb::NmrOneD 275162 Specdb::NmrOneD 275163 Specdb::NmrOneD 275164 Specdb::NmrOneD 275165 Specdb::NmrOneD 275166 Specdb::NmrOneD 275167 Specdb::NmrOneD 275168 Specdb::NmrOneD 275169 Specdb::NmrOneD 275170 Specdb::NmrOneD 275171 Specdb::NmrOneD 275172 Specdb::NmrOneD 275173 Specdb::NmrOneD 275174 Specdb::NmrOneD 275175 Specdb::NmrOneD 275176 Specdb::NmrOneD 275177 Specdb::MsMs 27026 Specdb::MsMs 27027 Specdb::MsMs 27028 Specdb::MsMs 33584 Specdb::MsMs 33585 Specdb::MsMs 33586 440937 389766 C06187 CPD-1162 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 PTS system beta-glucoside-specific EIIBCA component P08722 PTV3B_ECOLI bglF http://ecmdb.ca/proteins/P08722.xml Phosphoenolpyruvate-protein phosphotransferase P08839 PT1_ECOLI ptsI http://ecmdb.ca/proteins/P08839.xml 6-phospho-beta-glucosidase BglB P11988 BGLB_ECOLI bglB http://ecmdb.ca/proteins/P11988.xml 6-phospho-beta-glucosidase P17411 CHBF_ECOLI chbF http://ecmdb.ca/proteins/P17411.xml 6-phospho-beta-glucosidase AscB P24240 ASCB_ECOLI ascB http://ecmdb.ca/proteins/P24240.xml PTS system arbutin-, cellobiose-, and salicin-specific EIIBC component P24241 PTIBC_ECOLI ascF http://ecmdb.ca/proteins/P24241.xml Glucose-specific phosphotransferase enzyme IIA component P69783 PTGA_ECOLI crr http://ecmdb.ca/proteins/P69783.xml 6-phospho-beta-glucosidase BglA Q46829 BGLA_ECOLI bglA http://ecmdb.ca/proteins/Q46829.xml Phosphocarrier protein HPr P0AA04 PTHP_ECOLI ptsH http://ecmdb.ca/proteins/P0AA04.xml PTS system beta-glucoside-specific EIIBCA component P08722 PTV3B_ECOLI bglF http://ecmdb.ca/proteins/P08722.xml PTS system arbutin-, cellobiose-, and salicin-specific EIIBC component P24241 PTIBC_ECOLI ascF http://ecmdb.ca/proteins/P24241.xml Phosphoenolpyruvic acid + Arbutin > Arbutin 6-phosphate + Pyruvic acid TRANS-RXN-153 Arbutin 6-phosphate + Water > Glucose 6-phosphate + Hydroquinone RXN0-5295 Protein N(pi)-phospho-L-histidine + Arbutin <> Protein histidine + Arbutin 6-phosphate R05132 Arbutin 6-phosphate + Water <> Hydroquinone + beta-D-Glucose 6-phosphate R05133 Arbutin + Phosphoenolpyruvic acid > Arbutin 6-phosphate + Pyruvic acid TRANS-RXN-153