data_MUG # _chem_comp.id MUG _chem_comp.name 4-METHYLUMBELLIFERYL-ALPHA-D-GLUCOSE _chem_comp.type D-SACCHARIDE _chem_comp.pdbx_type ATOMS _chem_comp.formula "C16 H18 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 338.309 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MUG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1CJP _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal MUG O1 O1 O 0 1 Y N N -19.930 20.259 -3.278 1.058 1.298 3.582 O1 MUG 1 MUG C2 C2 C 0 1 Y N N -21.207 20.625 -2.850 0.682 1.100 4.855 C2 MUG 2 MUG O2 O2 O 0 1 N N N -21.801 21.449 -3.480 1.079 1.864 5.717 O2 MUG 3 MUG C3 C3 C 0 1 Y N N -21.740 20.040 -1.719 -0.158 0.029 5.221 C3 MUG 4 MUG C4 C4 C 0 1 Y N N -20.997 19.091 -1.007 -0.608 -0.830 4.271 C4 MUG 5 MUG CM4 CM4 C 0 1 N N N -21.588 18.448 0.243 -1.508 -1.983 4.635 CM4 MUG 6 MUG C4A C4A C 0 1 Y N N -19.730 18.735 -1.438 -0.191 -0.611 2.885 C4A MUG 7 MUG C5 C5 C 0 1 Y N N -18.981 17.783 -0.745 -0.625 -1.458 1.859 C5 MUG 8 MUG C6 C6 C 0 1 Y N N -17.726 17.441 -1.215 -0.225 -1.228 0.575 C6 MUG 9 MUG C7 C7 C 0 1 Y N N -17.218 18.041 -2.359 0.608 -0.151 0.277 C7 MUG 10 MUG C8 C8 C 0 1 Y N N -17.974 18.981 -3.028 1.042 0.699 1.279 C8 MUG 11 MUG C8A C8A C 0 1 Y N N -19.210 19.326 -2.575 0.646 0.480 2.590 C8A MUG 12 MUG "C1'" "C1'" C 0 1 N N R -14.856 18.552 -2.523 0.506 -1.035 -1.775 "C1'" MUG 13 MUG "O1'" "O1'" O 0 1 N N N -15.927 17.722 -2.861 0.996 0.063 -1.005 "O1'" MUG 14 MUG "C2'" "C2'" C 0 1 N N R -13.674 18.160 -3.380 1.198 -1.047 -3.141 "C2'" MUG 15 MUG "O2'" "O2'" O 0 1 N N N -14.072 18.215 -4.738 2.606 -1.209 -2.962 "O2'" MUG 16 MUG "C3'" "C3'" C 0 1 N N S -13.251 16.731 -3.033 0.921 0.279 -3.854 "C3'" MUG 17 MUG "O3'" "O3'" O 0 1 N N N -12.078 16.375 -3.762 1.432 0.227 -5.187 "O3'" MUG 18 MUG "C4'" "C4'" C 0 1 N N S -12.992 16.588 -1.535 -0.594 0.507 -3.893 "C4'" MUG 19 MUG "O4'" "O4'" O 0 1 N N N -12.791 15.219 -1.227 -0.870 1.806 -4.420 "O4'" MUG 20 MUG "C5'" "C5'" C 0 1 N N R -14.174 17.113 -0.723 -1.150 0.403 -2.471 "C5'" MUG 21 MUG "O5'" "O5'" O 0 1 N N N -14.517 18.448 -1.149 -0.902 -0.901 -1.950 "O5'" MUG 22 MUG "C6'" "C6'" C 0 1 N N N -13.845 17.185 0.750 -2.658 0.662 -2.496 "C6'" MUG 23 MUG "O6'" "O6'" O 0 1 N N N -12.820 18.139 0.977 -3.179 0.571 -1.168 "O6'" MUG 24 MUG H3 H3 H 0 1 N N N -22.751 20.328 -1.386 -0.444 -0.105 6.254 H3 MUG 25 MUG HM41 1HM4 H 0 0 N N N -20.996 17.692 0.810 -1.696 -1.972 5.709 HM41 MUG 26 MUG HM42 2HM4 H 0 0 N N N -21.894 19.257 0.946 -2.454 -1.889 4.101 HM42 MUG 27 MUG HM43 3HM4 H 0 0 N N N -22.573 17.999 -0.022 -1.027 -2.921 4.360 HM43 MUG 28 MUG H5 H5 H 0 1 N N N -19.377 17.304 0.166 -1.271 -2.294 2.084 H5 MUG 29 MUG H6 H6 H 0 1 N N N -17.128 16.687 -0.675 -0.556 -1.885 -0.215 H6 MUG 30 MUG H8 H8 H 0 1 N N N -17.584 19.464 -3.939 1.688 1.532 1.041 H8 MUG 31 MUG "H1'" "H1'" H 0 1 N N N -15.146 19.612 -2.705 0.720 -1.967 -1.253 "H1'" MUG 32 MUG "H2'" "H2'" H 0 1 N N N -12.818 18.851 -3.200 0.808 -1.871 -3.739 "H2'" MUG 33 MUG "HO2'" "'HO2" H 0 0 N N N -13.329 17.968 -5.276 2.735 -2.055 -2.511 "HO2'" MUG 34 MUG "H3'" "H3'" H 0 1 N N N -14.082 16.044 -3.315 1.399 1.094 -3.310 "H3'" MUG 35 MUG "HO3'" "'HO3" H 0 0 N N N -11.815 15.487 -3.546 2.386 0.082 -5.115 "HO3'" MUG 36 MUG "H4'" "H4'" H 0 1 N N N -12.087 17.184 -1.273 -1.060 -0.248 -4.524 "H4'" MUG 37 MUG "HO4'" "'HO4" H 0 0 N N N -12.629 15.130 -0.295 -0.503 1.829 -5.314 "HO4'" MUG 38 MUG "H5'" "H5'" H 0 1 N N N -15.020 16.406 -0.889 -0.666 1.145 -1.836 "H5'" MUG 39 MUG "H6'1" "1H6'" H 0 0 N N N -14.749 17.389 1.369 -2.849 1.658 -2.894 "H6'1" MUG 40 MUG "H6'2" "2H6'" H 0 0 N N N -13.583 16.184 1.167 -3.144 -0.081 -3.128 "H6'2" MUG 41 MUG "HO6'" "'HO6" H 0 0 N N N -12.613 18.184 1.903 -4.129 0.741 -1.229 "HO6'" MUG 42 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal MUG O1 C2 SING Y N 1 MUG O1 C8A SING Y N 2 MUG C2 O2 DOUB N N 3 MUG C2 C3 SING Y N 4 MUG C3 C4 DOUB Y N 5 MUG C3 H3 SING N N 6 MUG C4 CM4 SING N N 7 MUG C4 C4A SING Y N 8 MUG CM4 HM41 SING N N 9 MUG CM4 HM42 SING N N 10 MUG CM4 HM43 SING N N 11 MUG C4A C5 DOUB Y N 12 MUG C4A C8A SING Y N 13 MUG C5 C6 SING Y N 14 MUG C5 H5 SING N N 15 MUG C6 C7 DOUB Y N 16 MUG C6 H6 SING N N 17 MUG C7 C8 SING Y N 18 MUG C7 "O1'" SING N N 19 MUG C8 C8A DOUB Y N 20 MUG C8 H8 SING N N 21 MUG "C1'" "O1'" SING N N 22 MUG "C1'" "C2'" SING N N 23 MUG "C1'" "O5'" SING N N 24 MUG "C1'" "H1'" SING N N 25 MUG "C2'" "O2'" SING N N 26 MUG "C2'" "C3'" SING N N 27 MUG "C2'" "H2'" SING N N 28 MUG "O2'" "HO2'" SING N N 29 MUG "C3'" "O3'" SING N N 30 MUG "C3'" "C4'" SING N N 31 MUG "C3'" "H3'" SING N N 32 MUG "O3'" "HO3'" SING N N 33 MUG "C4'" "O4'" SING N N 34 MUG "C4'" "C5'" SING N N 35 MUG "C4'" "H4'" SING N N 36 MUG "O4'" "HO4'" SING N N 37 MUG "C5'" "O5'" SING N N 38 MUG "C5'" "C6'" SING N N 39 MUG "C5'" "H5'" SING N N 40 MUG "C6'" "O6'" SING N N 41 MUG "C6'" "H6'1" SING N N 42 MUG "C6'" "H6'2" SING N N 43 MUG "O6'" "HO6'" SING N N 44 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor MUG SMILES ACDLabs 10.04 "O=C2Oc3cc(OC1OC(C(O)C(O)C1O)CO)ccc3C(=C2)C" MUG SMILES_CANONICAL CACTVS 3.341 "CC1=CC(=O)Oc2cc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)ccc12" MUG SMILES CACTVS 3.341 "CC1=CC(=O)Oc2cc(O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)ccc12" MUG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CC(=O)Oc2c1ccc(c2)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" MUG SMILES "OpenEye OEToolkits" 1.5.0 "CC1=CC(=O)Oc2c1ccc(c2)OC3C(C(C(C(O3)CO)O)O)O" MUG InChI InChI 1.03 "InChI=1S/C16H18O8/c1-7-4-12(18)23-10-5-8(2-3-9(7)10)22-16-15(21)14(20)13(19)11(6-17)24-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16+/m1/s1" MUG InChIKey InChI 1.03 YUDPTGPSBJVHCN-JZYAIQKZSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier MUG "SYSTEMATIC NAME" ACDLabs 10.04 "4-methyl-2-oxo-2H-chromen-7-yl alpha-D-glucopyranoside" MUG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-chromen-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MUG "Create component" 1999-07-08 RCSB MUG "Modify descriptor" 2011-06-04 RCSB #