2.0 2012-05-31 14:06:42 -0600 2015-09-13 12:56:14 -0600 ECMDB04151 M2MDB000640 Salicin Salicin is an alcoholic beta-glucoside. Salicin is closely related in chemical make-up to aspirin. Salicin can be used as a sugar substrate by E. coli and can be imported into the cytoplasm as salicin-6-phosphate through the ascF gene product. 2-(hydroxymethyl)-phenyl-&beta;-D-glucopyranoside 2-(Hydroxymethyl)-phenyl-b-D-glucopyranoside 2-(Hydroxymethyl)-phenyl-beta-D-glucopyranoside 2-(Hydroxymethyl)-phenyl-β-D-glucopyranoside 2-(Hydroxymethyl)phenyl hexopyranoside D(-)-Salicin D-Salicin Delta-Salicin Salicin Salicine Salicoside Salicyl alcohol glucoside Saligenin b-D-glucopyranoside Saligenin b-delta-glucopyranoside Saligenin b-δ-glucopyranoside Saligenin beta-D-glucopyranoside Saligenin beta-delta-glucopyranoside Saligenin β-D-glucopyranoside Saligenin β-δ-glucopyranoside Saligenin-b-D-glucopyranoside Saligenin-b-delta-glucopyranoside Saligenin-b-δ-glucopyranoside Saligenin-beta-D-glucopyranoside Saligenin-beta-delta-glucopyranoside Saligenin-β-D-glucopyranoside Saligenin-β-δ-glucopyranoside δ-Salicin C13H18O7 286.2778 286.10525293 (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol salicin 138-52-3 OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1 NGFMICBWJRZIBI-UJPOAAIJSA-N Solid Cytoplasm Periplasm logp -1.15 ALOGPS logs -1.06 ALOGPS solubility 2.49e+01 g/l ALOGPS melting_point 207 oC logp -1.4 ChemAxon pka_strongest_acidic 12.2 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol ChemAxon average_mass 286.2778 ChemAxon mono_mass 286.10525293 ChemAxon smiles OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O ChemAxon formula C13H18O7 ChemAxon inchi InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1 ChemAxon inchikey NGFMICBWJRZIBI-UJPOAAIJSA-N ChemAxon polar_surface_area 119.61 ChemAxon refractivity 67 ChemAxon polarizability 27.89 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Glycolysis / Gluconeogenesis ec00010 Phosphotransferase system (PTS) ec02060 Specdb::CMs 851 Specdb::CMs 16254 Specdb::CMs 30686 Specdb::CMs 38626 Specdb::CMs 168419 Specdb::NmrOneD 1976 Specdb::NmrOneD 28222 Specdb::NmrOneD 28223 Specdb::NmrOneD 28224 Specdb::NmrOneD 28225 Specdb::NmrOneD 28226 Specdb::NmrOneD 28227 Specdb::NmrOneD 28228 Specdb::NmrOneD 28229 Specdb::NmrOneD 28230 Specdb::NmrOneD 28231 Specdb::NmrOneD 28232 Specdb::NmrOneD 28233 Specdb::NmrOneD 28234 Specdb::NmrOneD 28235 Specdb::NmrOneD 28236 Specdb::NmrOneD 28237 Specdb::NmrOneD 28238 Specdb::NmrOneD 28239 Specdb::NmrOneD 28240 Specdb::NmrOneD 28241 Specdb::MsMs 2325 Specdb::MsMs 2326 Specdb::MsMs 2327 Specdb::MsMs 301981 Specdb::MsMs 301982 Specdb::MsMs 301983 Specdb::MsMs 344599 Specdb::MsMs 344600 Specdb::MsMs 344601 Specdb::MsMs 449970 Specdb::MsMs 449971 Specdb::MsMs 449972 Specdb::MsMs 449973 Specdb::MsMs 449974 Specdb::MsMs 449975 Specdb::MsMs 2226650 Specdb::MsMs 2228054 Specdb::MsMs 2229014 Specdb::MsMs 2230450 Specdb::MsMs 2231452 Specdb::MsMs 2232731 Specdb::MsMs 2233883 Specdb::MsMs 2235073 Specdb::MsMs 2470833 Specdb::MsMs 2470834 Specdb::NmrTwoD 1911 HMDB03546 439503 388601 C01451 17814 CPD-1142 SA0 Salicin 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). 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Journal of Natural Products (1992), 55(9), 1204-12. http://hmdb.ca/system/metabolites/msds/000/003/127/original/HMDB03546.pdf?1358895578 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 Glucose-specific phosphotransferase enzyme IIA component P69783 PTGA_ECOLI crr http://ecmdb.ca/proteins/P69783.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 Protein N(pi)-phospho-L-histidine + Salicin <> Protein histidine + Salicin 6-phosphate R04394 Phosphoenolpyruvic acid + Salicin > Salicin 6-phosphate + Pyruvic acid TRANS-RXN-153A