data_9OK # _chem_comp.id 9OK _chem_comp.name "2-(3,4-dihydroxyphenyl)ethyl 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 ;fructosyl-hydroxytyrosol; 2-(3,4-dihydroxyphenyl)ethyl beta-D-fructoside; 2-(3,4-dihydroxyphenyl)ethyl D-fructoside; 2-(3,4-dihydroxyphenyl)ethyl fructoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-19 _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 9OK _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 9OK fructosyl-hydroxytyrosol PDB ? 2 9OK "2-(3,4-dihydroxyphenyl)ethyl beta-D-fructoside" PDB ? 3 9OK "2-(3,4-dihydroxyphenyl)ethyl D-fructoside" PDB ? 4 9OK "2-(3,4-dihydroxyphenyl)ethyl 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 9OK C4 C4 C 0 1 N N S -0.296 -17.665 64.072 -2.129 0.823 1.480 C4 9OK 1 9OK C5 C5 C 0 1 N N R 1.075 -17.662 63.382 -2.540 1.557 0.179 C5 9OK 2 9OK C6 C6 C 0 1 N N N 1.747 -16.288 63.444 -1.571 2.704 -0.112 C6 9OK 3 9OK CAF CAF C 0 1 Y N N 2.410 -16.151 69.545 2.867 -0.252 -1.142 CAF 9OK 4 9OK CAJ CAJ C 0 1 Y N N 2.474 -14.947 70.249 4.064 0.344 -0.778 CAJ 9OK 5 9OK OAC OAC O 0 1 N N N 2.149 -14.864 71.570 4.672 1.222 -1.619 OAC 9OK 6 9OK CAI CAI C 0 1 Y N N 2.881 -13.774 69.606 4.642 0.041 0.452 CAI 9OK 7 9OK OAB OAB O 0 1 N N N 2.925 -12.626 70.340 5.816 0.623 0.814 OAB 9OK 8 9OK CAD CAD C 0 1 Y N N 3.224 -13.802 68.255 4.018 -0.853 1.306 CAD 9OK 9 9OK CAE CAE C 0 1 Y N N 3.159 -15.006 67.546 2.823 -1.444 0.936 CAE 9OK 10 9OK CAK CAK C 0 1 Y N N 2.741 -16.180 68.186 2.247 -1.140 -0.283 CAK 9OK 11 9OK CAH CAH C 0 1 N N N 2.707 -17.367 67.501 0.945 -1.786 -0.681 CAH 9OK 12 9OK CAG CAG C 0 1 N N N 1.331 -17.599 66.964 -0.222 -0.921 -0.201 CAG 9OK 13 9OK O2 OAA O 0 1 N N N 1.407 -18.950 66.436 -1.456 -1.534 -0.579 O2 9OK 14 9OK C2 C2 C 0 1 N N R 1.116 -19.318 65.046 -2.611 -0.744 -0.287 C2 9OK 15 9OK C1 C1 C 0 1 N N N 1.341 -20.812 64.937 -3.859 -1.419 -0.860 C1 9OK 16 9OK O1 O1 O 0 1 N N N 2.656 -21.048 65.448 -3.705 -1.586 -2.271 O1 9OK 17 9OK O5 O5 O 0 1 N N N 1.924 -18.607 64.089 -2.461 0.562 -0.854 O5 9OK 18 9OK O6 O6 O 0 1 N N N 2.931 -16.322 62.637 -2.031 3.440 -1.248 O6 9OK 19 9OK O4 O4 O 0 1 N N N -1.338 -17.492 63.116 -2.698 1.453 2.630 O4 9OK 20 9OK C3 C3 C 0 1 N N S -0.337 -19.057 64.664 -2.758 -0.576 1.240 C3 9OK 21 9OK O3 O3 O 0 1 N N N -1.193 -19.147 65.818 -2.028 -1.589 1.936 O3 9OK 22 9OK H4 H1 H 0 1 N N N -0.330 -16.903 64.864 -1.045 0.757 1.568 H4 9OK 23 9OK H5 H2 H 0 1 N N N 0.955 -17.963 62.331 -3.559 1.936 0.264 H5 9OK 24 9OK H61 H3 H 0 1 N N N 2.014 -16.053 64.485 -1.519 3.365 0.753 H61 9OK 25 9OK H62 H4 H 0 1 N N N 1.058 -15.521 63.060 -0.580 2.299 -0.319 H62 9OK 26 9OK H5A H5 H 0 1 N N N 2.106 -17.057 70.048 2.417 -0.019 -2.096 H5A 9OK 27 9OK H6 H6 H 0 1 N N N 2.255 -13.968 71.867 4.403 2.141 -1.490 H6 9OK 28 9OK H7 H7 H 0 1 N N N 2.657 -12.810 71.233 5.711 1.458 1.292 H7 9OK 29 9OK H8 H8 H 0 1 N N N 3.539 -12.897 67.757 4.464 -1.090 2.260 H8 9OK 30 9OK H9 H9 H 0 1 N N N 3.432 -15.031 66.501 2.336 -2.138 1.604 H9 9OK 31 9OK H10 H10 H 0 1 N N N 2.978 -18.189 68.180 0.904 -1.882 -1.766 H10 9OK 32 9OK H11A H11 H 0 0 N N N 3.423 -17.329 66.667 0.876 -2.774 -0.226 H11A 9OK 33 9OK H12A H12 H 0 0 N N N 1.090 -16.877 66.169 -0.181 -0.825 0.884 H12A 9OK 34 9OK H13 H13 H 0 1 N N N 0.578 -17.529 67.763 -0.153 0.067 -0.656 H13 9OK 35 9OK H11 H14 H 0 1 N N N 0.595 -21.356 65.535 -3.993 -2.394 -0.392 H11 9OK 36 9OK H12 H15 H 0 1 N N N 1.275 -21.133 63.887 -4.732 -0.797 -0.661 H12 9OK 37 9OK HO1 H16 H 0 1 N Y N 2.852 -21.977 65.403 -4.460 -2.008 -2.702 HO1 9OK 38 9OK HO6 H17 H 0 1 N Y N 3.359 -15.474 62.666 -1.463 4.184 -1.491 HO6 9OK 39 9OK HO4 H18 H 0 1 N Y N -2.178 -17.496 63.559 -2.335 2.329 2.818 HO4 9OK 40 9OK H3 H19 H 0 1 N N N -0.648 -19.777 63.893 -3.809 -0.585 1.531 H3 9OK 41 9OK HO3 H20 H 0 1 N Y N -1.184 -20.037 66.151 -2.017 -1.476 2.896 HO3 9OK 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 9OK O6 C6 SING N N 1 9OK O4 C4 SING N N 2 9OK C5 C6 SING N N 3 9OK C5 C4 SING N N 4 9OK C5 O5 SING N N 5 9OK C4 C3 SING N N 6 9OK O5 C2 SING N N 7 9OK C3 C2 SING N N 8 9OK C3 O3 SING N N 9 9OK C1 C2 SING N N 10 9OK C1 O1 SING N N 11 9OK C2 O2 SING N N 12 9OK O2 CAG SING N N 13 9OK CAG CAH SING N N 14 9OK CAH CAK SING N N 15 9OK CAE CAK DOUB Y N 16 9OK CAE CAD SING Y N 17 9OK CAK CAF SING Y N 18 9OK CAD CAI DOUB Y N 19 9OK CAF CAJ DOUB Y N 20 9OK CAI CAJ SING Y N 21 9OK CAI OAB SING N N 22 9OK CAJ OAC SING N N 23 9OK C4 H4 SING N N 24 9OK C5 H5 SING N N 25 9OK C6 H61 SING N N 26 9OK C6 H62 SING N N 27 9OK CAF H5A SING N N 28 9OK OAC H6 SING N N 29 9OK OAB H7 SING N N 30 9OK CAD H8 SING N N 31 9OK CAE H9 SING N N 32 9OK CAH H10 SING N N 33 9OK CAH H11A SING N N 34 9OK CAG H12A SING N N 35 9OK CAG H13 SING N N 36 9OK C1 H11 SING N N 37 9OK C1 H12 SING N N 38 9OK O1 HO1 SING N N 39 9OK O6 HO6 SING N N 40 9OK O4 HO4 SING N N 41 9OK C3 H3 SING N N 42 9OK O3 HO3 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 9OK InChI InChI 1.03 "InChI=1S/C14H20O8/c15-6-11-12(19)13(20)14(7-16,22-11)21-4-3-8-1-2-9(17)10(18)5-8/h1-2,5,11-13,15-20H,3-4,6-7H2/t11-,12-,13+,14-/m1/s1" 9OK InChIKey InChI 1.03 LKYHMBCDFKCNAO-YIYPIFLZSA-N 9OK SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@](CO)(OCCc2ccc(O)c(O)c2)[C@@H](O)[C@@H]1O" 9OK SMILES CACTVS 3.385 "OC[CH]1O[C](CO)(OCCc2ccc(O)c(O)c2)[CH](O)[CH]1O" 9OK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1CCO[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO)O)O" 9OK SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1CCOC2(C(C(C(O2)CO)O)O)CO)O)O" # _pdbx_chem_comp_identifier.comp_id 9OK _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~{R},3~{S},4~{S},5~{R})-2-[2-[3,4-bis(oxidanyl)phenyl]ethoxy]-2,5-bis(hydroxymethyl)oxolane-3,4-diol" # _pdbx_chem_comp_related.comp_id 9OK _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 9OK C1 FRU C1 "Carbohydrate core" 2 9OK C2 FRU C2 "Carbohydrate core" 3 9OK C3 FRU C3 "Carbohydrate core" 4 9OK C4 FRU C4 "Carbohydrate core" 5 9OK C5 FRU C5 "Carbohydrate core" 6 9OK C6 FRU C6 "Carbohydrate core" 7 9OK O1 FRU O1 "Carbohydrate core" 8 9OK O3 FRU O3 "Carbohydrate core" 9 9OK O4 FRU O4 "Carbohydrate core" 10 9OK O5 FRU O5 "Carbohydrate core" 11 9OK O6 FRU O6 "Carbohydrate core" 12 9OK O2 FRU O2 "Carbohydrate core" 13 9OK H4 FRU H4 "Carbohydrate core" 14 9OK H11 FRU H11 "Carbohydrate core" 15 9OK H12 FRU H12 "Carbohydrate core" 16 9OK HO1 FRU HO1 "Carbohydrate core" 17 9OK HO6 FRU HO6 "Carbohydrate core" 18 9OK HO4 FRU HO4 "Carbohydrate core" 19 9OK H3 FRU H3 "Carbohydrate core" 20 9OK H5 FRU H5 "Carbohydrate core" 21 9OK HO3 FRU HO3 "Carbohydrate core" 22 9OK H61 FRU H61 "Carbohydrate core" 23 9OK H62 FRU H62 "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 9OK "CARBOHYDRATE ISOMER" D PDB ? 9OK "CARBOHYDRATE RING" furanose PDB ? 9OK "CARBOHYDRATE ANOMER" beta PDB ? 9OK "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 9OK "Create component" 2017-06-19 EBI 9OK "Initial release" 2018-11-28 RCSB 9OK "Other modification" 2020-07-03 RCSB 9OK "Modify parent residue" 2020-07-17 RCSB 9OK "Modify name" 2020-07-17 RCSB 9OK "Modify synonyms" 2020-07-17 RCSB 9OK "Modify internal type" 2020-07-17 RCSB 9OK "Modify linking type" 2020-07-17 RCSB 9OK "Modify atom id" 2020-07-17 RCSB 9OK "Modify component atom id" 2020-07-17 RCSB 9OK "Modify leaving atom flag" 2020-07-17 RCSB ##