2.02012-05-31 14:28:22 -06002015-06-03 17:19:20 -0600ECMDB20117M2MDB000965Arbutin 6-phosphateArbutin 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-phosphateArbutin 6-phosphoric acidArbutin-6-pArbutin-6PC12H17O10P352.2311352.055933276{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methoxy}phosphonic acidarbutin-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])OInChI=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/s1FBHYCDOVYMVLEN-RMPHRYRLSA-NCytosollogp-0.86logs-1.54solubility1.03e+01 g/llogp-1pka_strongest_acidic1.22pka_strongest_basic-3.6iupac{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methoxy}phosphonic acidaverage_mass352.2311mono_mass352.055933276smiles[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])OformulaC12H17O10PinchiInChI=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/s1inchikeyFBHYCDOVYMVLEN-RMPHRYRLSA-Npolar_surface_area166.14refractivity73.04polarizability30.4rotatable_bond_count5acceptor_count9donor_count6physiological_charge-2formal_charge0Glycolysis / Gluconeogenesisec00010Phosphotransferase system (PTS)ec02060Specdb::CMs1083967Specdb::EiMs2290Specdb::NmrOneD275158Specdb::NmrOneD275159Specdb::NmrOneD275160Specdb::NmrOneD275161Specdb::NmrOneD275162Specdb::NmrOneD275163Specdb::NmrOneD275164Specdb::NmrOneD275165Specdb::NmrOneD275166Specdb::NmrOneD275167Specdb::NmrOneD275168Specdb::NmrOneD275169Specdb::NmrOneD275170Specdb::NmrOneD275171Specdb::NmrOneD275172Specdb::NmrOneD275173Specdb::NmrOneD275174Specdb::NmrOneD275175Specdb::NmrOneD275176Specdb::NmrOneD275177Specdb::MsMs27026Specdb::MsMs27027Specdb::MsMs27028Specdb::MsMs33584Specdb::MsMs33585Specdb::MsMs33586440937389766C06187CPD-1162Keseler, 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-D114.22080510PTS system beta-glucoside-specific EIIBCA componentP08722PTV3B_ECOLIbglFhttp://ecmdb.ca/proteins/P08722.xmlPhosphoenolpyruvate-protein phosphotransferaseP08839PT1_ECOLIptsIhttp://ecmdb.ca/proteins/P08839.xml6-phospho-beta-glucosidase BglBP11988BGLB_ECOLIbglBhttp://ecmdb.ca/proteins/P11988.xml6-phospho-beta-glucosidaseP17411CHBF_ECOLIchbFhttp://ecmdb.ca/proteins/P17411.xml6-phospho-beta-glucosidase AscBP24240ASCB_ECOLIascBhttp://ecmdb.ca/proteins/P24240.xmlPTS system arbutin-, cellobiose-, and salicin-specific EIIBC componentP24241PTIBC_ECOLIascFhttp://ecmdb.ca/proteins/P24241.xmlGlucose-specific phosphotransferase enzyme IIA componentP69783PTGA_ECOLIcrrhttp://ecmdb.ca/proteins/P69783.xml6-phospho-beta-glucosidase BglAQ46829BGLA_ECOLIbglAhttp://ecmdb.ca/proteins/Q46829.xmlPhosphocarrier protein HPrP0AA04PTHP_ECOLIptsHhttp://ecmdb.ca/proteins/P0AA04.xmlPTS system beta-glucoside-specific EIIBCA componentP08722PTV3B_ECOLIbglFhttp://ecmdb.ca/proteins/P08722.xmlPTS system arbutin-, cellobiose-, and salicin-specific EIIBC componentP24241PTIBC_ECOLIascFhttp://ecmdb.ca/proteins/P24241.xmlPhosphoenolpyruvic acid + Arbutin > Arbutin 6-phosphate + Pyruvic acidTRANS-RXN-153Arbutin 6-phosphate + Water > Glucose 6-phosphate + HydroquinoneRXN0-5295Protein N(pi)-phospho-L-histidine + Arbutin <> Protein histidine + Arbutin 6-phosphateR05132Arbutin 6-phosphate + Water <> Hydroquinone + beta-D-Glucose 6-phosphateR05133Arbutin + Phosphoenolpyruvic acid > Arbutin 6-phosphate + Pyruvic acidTRANS-RXN-153