data_9WZ # _chem_comp.id 9WZ _chem_comp.name "2-hydroxy-4-(2-hydroxyethyl)phenyl beta-D-fructofuranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H20 O8" _chem_comp.mon_nstd_parent_comp_id FRU _chem_comp.pdbx_synonyms ;(2~{S},3~{S},4~{S},5~{R})-2-[4-(2-hydroxyethyl)-2-oxidanyl-phenoxy]-2,5-bis(hydroxymethyl)oxolane-3,4-diol; 2-hydroxy-4-(2-hydroxyethyl)phenyl beta-D-fructoside; 2-hydroxy-4-(2-hydroxyethyl)phenyl D-fructoside; 2-hydroxy-4-(2-hydroxyethyl)phenyl fructoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-21 _chem_comp.pdbx_modified_date 2020-07-17 _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 316.304 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9WZ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5O47 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 9WZ "(2~{S},3~{S},4~{S},5~{R})-2-[4-(2-hydroxyethyl)-2-oxidanyl-phenoxy]-2,5-bis(hydroxymethyl)oxolane-3,4-diol" PDB ? 2 9WZ "2-hydroxy-4-(2-hydroxyethyl)phenyl beta-D-fructoside" PDB ? 3 9WZ "2-hydroxy-4-(2-hydroxyethyl)phenyl D-fructoside" PDB ? 4 9WZ "2-hydroxy-4-(2-hydroxyethyl)phenyl fructoside" PDB ? # # 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 9WZ C4 C4 C 0 1 N N S 14.404 -19.483 66.280 -2.747 -1.620 0.431 C4 9WZ 1 9WZ C5 C5 C 0 1 N N R 14.520 -19.908 67.731 -3.654 -0.455 -0.041 C5 9WZ 2 9WZ C6 C6 C 0 1 N N N 13.669 -19.063 68.666 -4.898 -0.349 0.844 C6 9WZ 3 9WZ C3 C3 C 0 1 N N S 14.589 -20.795 65.560 -1.358 -1.183 -0.097 C3 9WZ 4 9WZ O6 O6 O 0 1 N N N 14.236 -19.108 69.987 -5.771 0.653 0.320 O6 9WZ 5 9WZ O4 O4 O 0 1 N N N 15.425 -18.555 65.933 -3.153 -2.855 -0.162 O4 9WZ 6 9WZ O3 O3 O 0 1 N N N 14.081 -20.794 64.226 -0.344 -1.468 0.869 O3 9WZ 7 9WZ O5 O5 O 0 1 N N N 14.122 -21.284 67.790 -2.816 0.710 0.119 O5 9WZ 8 9WZ C2 C2 C 0 1 N N S 13.865 -21.762 66.463 -1.494 0.338 -0.304 C2 9WZ 9 9WZ O2 O2 O 0 1 N N N 12.440 -21.642 66.220 -0.520 1.025 0.484 O2 9WZ 10 9WZ C1 C1 C 0 1 N N N 14.410 -23.182 66.227 -1.306 0.680 -1.784 C1 9WZ 11 9WZ O1 O1 O 0 1 N N N 15.647 -23.383 66.897 -1.560 2.071 -1.987 O1 9WZ 12 9WZ CAF CAF C 0 1 Y N N 9.030 -21.428 67.390 3.120 1.206 0.589 CAF 9WZ 13 9WZ CAJ CAJ C 0 1 Y N N 10.199 -20.778 66.966 1.789 1.477 0.865 CAJ 9WZ 14 9WZ OAC OAC O 0 1 N N N 10.184 -19.451 66.685 1.463 2.440 1.769 OAC 9WZ 15 9WZ CAI CAI C 0 1 Y N N 11.428 -21.452 66.821 0.787 0.762 0.216 CAI 9WZ 16 9WZ CAD CAD C 0 1 Y N N 11.402 -22.811 67.143 1.125 -0.217 -0.705 CAD 9WZ 17 9WZ CAE CAE C 0 1 Y N N 10.267 -23.445 67.527 2.454 -0.482 -0.976 CAE 9WZ 18 9WZ CAK CAK C 0 1 Y N N 9.064 -22.796 67.652 3.449 0.228 -0.330 CAK 9WZ 19 9WZ CAH CAH C 0 1 N N N 8.004 -23.516 68.121 4.897 -0.061 -0.634 CAH 9WZ 20 9WZ CAG CAG C 0 1 N N N 7.129 -24.098 67.089 5.412 -1.142 0.319 CAG 9WZ 21 9WZ OAA OAA O 0 1 N N N 5.915 -23.325 67.167 6.784 -1.416 0.031 OAA 9WZ 22 9WZ H4 H1 H 0 1 N N N 13.402 -19.076 66.082 -2.744 -1.695 1.518 H4 9WZ 23 9WZ H5 H2 H 0 1 N N N 15.572 -19.815 68.039 -3.935 -0.586 -1.086 H5 9WZ 24 9WZ H61 H3 H 0 1 N N N 13.650 -18.023 68.308 -5.415 -1.309 0.860 H61 9WZ 25 9WZ H62 H4 H 0 1 N N N 12.644 -19.461 68.691 -4.601 -0.079 1.857 H62 9WZ 26 9WZ H3 H5 H 0 1 N N N 15.659 -21.049 65.554 -1.136 -1.679 -1.042 H3 9WZ 27 9WZ HO6 H6 H 0 1 N Y N 13.709 -18.582 70.577 -6.583 0.775 0.832 HO6 9WZ 28 9WZ HO4 H7 H 0 1 N Y N 15.284 -17.740 66.400 -4.053 -3.125 0.068 HO4 9WZ 29 9WZ HO3 H8 H 0 1 N Y N 14.228 -21.645 63.830 -0.256 -2.407 1.082 HO3 9WZ 30 9WZ H11 H9 H 0 1 N N N 13.678 -23.913 66.601 -0.283 0.450 -2.082 H11 9WZ 31 9WZ H12 H10 H 0 1 N N N 14.559 -23.333 65.148 -2.000 0.092 -2.384 H12 9WZ 32 9WZ HO1 H11 H 0 1 N Y N 15.957 -24.266 66.733 -1.459 2.359 -2.905 HO1 9WZ 33 9WZ H12A H12 H 0 0 N N N 8.112 -20.873 67.512 3.899 1.762 1.089 H12A 9WZ 34 9WZ H13 H13 H 0 1 N N N 9.308 -19.109 66.818 1.357 3.321 1.385 H13 9WZ 35 9WZ H14 H14 H 0 1 N N N 12.320 -23.377 67.084 0.349 -0.773 -1.210 H14 9WZ 36 9WZ H15 H15 H 0 1 N N N 10.311 -24.502 67.743 2.716 -1.246 -1.693 H15 9WZ 37 9WZ H16 H16 H 0 1 N N N 7.393 -22.850 68.748 4.990 -0.409 -1.663 H16 9WZ 38 9WZ H17 H17 H 0 1 N N N 8.398 -24.339 68.735 5.484 0.848 -0.503 H17 9WZ 39 9WZ H18 H18 H 0 1 N N N 6.929 -25.159 67.302 5.319 -0.794 1.347 H18 9WZ 40 9WZ H19 H19 H 0 1 N N N 7.587 -24.004 66.093 4.825 -2.051 0.188 H19 9WZ 41 9WZ H20 H20 H 0 1 N N N 5.294 -23.645 66.523 7.178 -2.094 0.598 H20 9WZ 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 9WZ O3 C3 SING N N 1 9WZ C3 C4 SING N N 2 9WZ C3 C2 SING N N 3 9WZ O4 C4 SING N N 4 9WZ O2 C2 SING N N 5 9WZ O2 CAI SING N N 6 9WZ C1 C2 SING N N 7 9WZ C1 O1 SING N N 8 9WZ C4 C5 SING N N 9 9WZ C2 O5 SING N N 10 9WZ OAC CAJ SING N N 11 9WZ CAI CAJ DOUB Y N 12 9WZ CAI CAD SING Y N 13 9WZ CAJ CAF SING Y N 14 9WZ CAG OAA SING N N 15 9WZ CAG CAH SING N N 16 9WZ CAD CAE DOUB Y N 17 9WZ CAF CAK DOUB Y N 18 9WZ CAE CAK SING Y N 19 9WZ CAK CAH SING N N 20 9WZ C5 O5 SING N N 21 9WZ C5 C6 SING N N 22 9WZ C6 O6 SING N N 23 9WZ C4 H4 SING N N 24 9WZ C5 H5 SING N N 25 9WZ C6 H61 SING N N 26 9WZ C6 H62 SING N N 27 9WZ C3 H3 SING N N 28 9WZ O6 HO6 SING N N 29 9WZ O4 HO4 SING N N 30 9WZ O3 HO3 SING N N 31 9WZ C1 H11 SING N N 32 9WZ C1 H12 SING N N 33 9WZ O1 HO1 SING N N 34 9WZ CAF H12A SING N N 35 9WZ OAC H13 SING N N 36 9WZ CAD H14 SING N N 37 9WZ CAE H15 SING N N 38 9WZ CAH H16 SING N N 39 9WZ CAH H17 SING N N 40 9WZ CAG H18 SING N N 41 9WZ CAG H19 SING N N 42 9WZ OAA H20 SING N N 43 # # 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 9WZ InChI InChI 1.03 "InChI=1S/C14H20O8/c15-4-3-8-1-2-10(9(18)5-8)21-14(7-17)13(20)12(19)11(6-16)22-14/h1-2,5,11-13,15-20H,3-4,6-7H2/t11-,12-,13+,14-/m1/s1" 9WZ InChIKey InChI 1.03 CNXXGYXVIZNKJW-YIYPIFLZSA-N 9WZ SMILES_CANONICAL CACTVS 3.385 "OCCc1ccc(O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)c(O)c1" 9WZ SMILES CACTVS 3.385 "OCCc1ccc(O[C]2(CO)O[CH](CO)[CH](O)[CH]2O)c(O)c1" 9WZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1CCO)O)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO" 9WZ SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1CCO)O)OC2(C(C(C(O2)CO)O)O)CO" # _pdbx_chem_comp_identifier.comp_id 9WZ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(2~{S},3~{S},4~{S},5~{R})-2-[4-(2-hydroxyethyl)-2-oxidanyl-phenoxy]-2,5-bis(hydroxymethyl)oxolane-3,4-diol" # _pdbx_chem_comp_related.comp_id 9WZ _pdbx_chem_comp_related.related_comp_id FRU _pdbx_chem_comp_related.relationship_type "Carbohydrate core" _pdbx_chem_comp_related.details ? # # loop_ _pdbx_chem_comp_atom_related.ordinal _pdbx_chem_comp_atom_related.comp_id _pdbx_chem_comp_atom_related.atom_id _pdbx_chem_comp_atom_related.related_comp_id _pdbx_chem_comp_atom_related.related_atom_id _pdbx_chem_comp_atom_related.related_type 1 9WZ C1 FRU C1 "Carbohydrate core" 2 9WZ C2 FRU C2 "Carbohydrate core" 3 9WZ C3 FRU C3 "Carbohydrate core" 4 9WZ C4 FRU C4 "Carbohydrate core" 5 9WZ C5 FRU C5 "Carbohydrate core" 6 9WZ C6 FRU C6 "Carbohydrate core" 7 9WZ O1 FRU O1 "Carbohydrate core" 8 9WZ O2 FRU O2 "Carbohydrate core" 9 9WZ O3 FRU O3 "Carbohydrate core" 10 9WZ O4 FRU O4 "Carbohydrate core" 11 9WZ O5 FRU O5 "Carbohydrate core" 12 9WZ O6 FRU O6 "Carbohydrate core" 13 9WZ H4 FRU H4 "Carbohydrate core" 14 9WZ H12 FRU H12 "Carbohydrate core" 15 9WZ HO1 FRU HO1 "Carbohydrate core" 16 9WZ H5 FRU H5 "Carbohydrate core" 17 9WZ H61 FRU H61 "Carbohydrate core" 18 9WZ H62 FRU H62 "Carbohydrate core" 19 9WZ H3 FRU H3 "Carbohydrate core" 20 9WZ HO6 FRU HO6 "Carbohydrate core" 21 9WZ HO4 FRU HO4 "Carbohydrate core" 22 9WZ HO3 FRU HO3 "Carbohydrate core" 23 9WZ H11 FRU H11 "Carbohydrate core" # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support 9WZ "CARBOHYDRATE ISOMER" D PDB ? 9WZ "CARBOHYDRATE RING" furanose PDB ? 9WZ "CARBOHYDRATE ANOMER" beta PDB ? 9WZ "CARBOHYDRATE PRIMARY CARBONYL GROUP" ketose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9WZ "Create component" 2017-07-21 EBI 9WZ "Initial release" 2018-11-28 RCSB 9WZ "Other modification" 2020-07-03 RCSB 9WZ "Modify parent residue" 2020-07-17 RCSB 9WZ "Modify name" 2020-07-17 RCSB 9WZ "Modify synonyms" 2020-07-17 RCSB 9WZ "Modify internal type" 2020-07-17 RCSB 9WZ "Modify linking type" 2020-07-17 RCSB 9WZ "Modify atom id" 2020-07-17 RCSB 9WZ "Modify component atom id" 2020-07-17 RCSB 9WZ "Modify leaving atom flag" 2020-07-17 RCSB ##