data_0XE # _chem_comp.id 0XE _chem_comp.name "5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl beta-D-glucopyranosiduronic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 O11" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Baicalin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-14 _chem_comp.pdbx_modified_date 2021-03-01 _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 446.361 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0XE _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 4H2B _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 0XE C1 C1 C 0 1 Y N N 9.184 19.572 29.981 6.322 2.757 -0.462 C1 0XE 1 0XE C2 C2 C 0 1 Y N N 9.870 20.164 28.924 5.628 3.916 -0.758 C2 0XE 2 0XE C3 C3 C 0 1 Y N N 11.286 20.159 28.859 4.248 3.895 -0.867 C3 0XE 3 0XE C4 C4 C 0 1 Y N N 12.062 19.555 29.865 3.556 2.716 -0.681 C4 0XE 4 0XE C5 C5 C 0 1 Y N N 11.376 18.976 30.964 4.251 1.542 -0.381 C5 0XE 5 0XE C6 C6 C 0 1 Y N N 9.941 18.952 30.974 5.643 1.571 -0.273 C6 0XE 6 0XE C7 C7 C 0 1 N N N 12.011 18.181 32.067 3.517 0.277 -0.180 C7 0XE 7 0XE C8 C8 C 0 1 N N N 13.276 17.542 31.887 4.222 -0.847 0.116 C8 0XE 8 0XE C9 C9 C 0 1 N N N 13.732 16.661 32.896 3.536 -2.070 0.312 C9 0XE 9 0XE O9 O9 O 0 1 N N N 14.823 15.947 32.869 4.136 -3.098 0.580 O9 0XE 10 0XE O12 O12 O 0 1 N N N 11.144 18.002 33.183 2.180 0.282 -0.291 O12 0XE 11 0XE C11 C11 C 0 1 Y N N 11.519 17.199 34.192 1.437 -0.833 -0.121 C11 0XE 12 0XE C10 C10 C 0 1 Y N N 12.844 16.529 34.061 2.069 -2.052 0.183 C10 0XE 13 0XE C17 C17 C 0 1 Y N N 13.289 15.636 35.110 1.310 -3.215 0.360 C17 0XE 14 0XE O17 O17 O 0 1 N N N 14.528 15.114 34.892 1.919 -4.391 0.659 O17 0XE 15 0XE C16 C16 C 0 1 Y N N 12.459 15.507 36.319 -0.068 -3.156 0.229 C16 0XE 16 0XE O16 O16 O 0 1 N N N 12.820 14.748 37.425 -0.816 -4.281 0.400 O16 0XE 17 0XE C14 C14 C 0 1 Y N N 10.719 17.075 35.320 0.057 -0.791 -0.243 C14 0XE 18 0XE C15 C15 C 0 1 Y N N 11.146 16.257 36.351 -0.690 -1.947 -0.076 C15 0XE 19 0XE O18 O18 O 0 1 N N N 10.369 16.148 37.458 -2.042 -1.898 -0.203 O18 0XE 20 0XE C18 C18 C 0 1 N N S 10.024 14.911 38.119 -2.618 -0.629 -0.517 C18 0XE 21 0XE O22 O22 O 0 1 N N N 8.787 14.505 37.514 -2.395 0.277 0.565 O22 0XE 22 0XE C22 C22 C 0 1 N N S 8.319 13.275 38.090 -2.912 1.591 0.342 C22 0XE 23 0XE C23 C23 C 0 1 N N N 7.171 12.833 37.245 -2.597 2.463 1.529 C23 0XE 24 0XE O24 O24 O 0 1 N N N 6.742 13.656 36.403 -2.072 1.986 2.507 O24 0XE 25 0XE O23 O23 O 0 1 N N N 6.713 11.681 37.399 -2.899 3.771 1.500 O23 0XE 26 0XE C19 C19 C 0 1 N N R 9.946 15.033 39.677 -4.124 -0.794 -0.741 C19 0XE 27 0XE O19 O19 O 0 1 N N N 11.222 15.026 40.333 -4.349 -1.655 -1.859 O19 0XE 28 0XE C20 C20 C 0 1 N N S 9.199 13.904 40.394 -4.744 0.579 -1.018 C20 0XE 29 0XE O20 O20 O 0 1 N N N 8.860 14.316 41.738 -6.160 0.444 -1.155 O20 0XE 30 0XE C21 C21 C 0 1 N N S 7.975 13.464 39.575 -4.430 1.515 0.153 C21 0XE 31 0XE O21 O21 O 0 1 N N N 7.524 12.252 40.133 -4.941 2.819 -0.128 O21 0XE 32 0XE H1 H1 H 0 1 N N N 8.105 19.592 30.030 7.399 2.779 -0.382 H1 0XE 33 0XE H2 H2 H 0 1 N N N 9.309 20.639 28.133 6.164 4.842 -0.905 H2 0XE 34 0XE H3 H3 H 0 1 N N N 11.779 20.628 28.020 3.712 4.803 -1.099 H3 0XE 35 0XE H4 H4 H 0 1 N N N 13.140 19.533 29.803 2.480 2.701 -0.766 H4 0XE 36 0XE H5 H5 H 0 1 N N N 9.432 18.438 31.776 6.187 0.666 -0.045 H5 0XE 37 0XE H6 H6 H 0 1 N N N 13.869 17.727 31.003 5.298 -0.808 0.200 H6 0XE 38 0XE H8 H8 H 0 1 N N N 14.836 15.376 34.032 2.022 -4.552 1.607 H8 0XE 39 0XE H9 H9 H 0 1 N N N 12.140 14.807 38.086 -1.107 -4.426 1.311 H9 0XE 40 0XE H10 H10 H 0 1 N N N 9.782 17.607 35.391 -0.436 0.141 -0.475 H10 0XE 41 0XE H11 H11 H 0 1 N N N 10.795 14.161 37.889 -2.157 -0.235 -1.423 H11 0XE 42 0XE H12 H12 H 0 1 N N N 9.114 12.518 38.021 -2.455 2.014 -0.552 H12 0XE 43 0XE H13 H13 H 0 1 N N N 6.002 11.538 36.785 -2.677 4.290 2.286 H13 0XE 44 0XE H14 H14 H 0 1 N N N 9.430 15.977 39.907 -4.579 -1.227 0.150 H14 0XE 45 0XE H15 H15 H 0 1 N N N 11.096 15.103 41.272 -3.978 -2.541 -1.754 H15 0XE 46 0XE H16 H16 H 0 1 N N N 9.881 13.043 40.454 -4.326 0.989 -1.937 H16 0XE 47 0XE H17 H17 H 0 1 N N N 9.649 14.577 42.198 -6.432 -0.141 -1.875 H17 0XE 48 0XE H18 H18 H 0 1 N N N 7.198 14.238 39.660 -4.891 1.130 1.062 H18 0XE 49 0XE H19 H19 H 0 1 N N N 7.315 12.384 41.050 -4.773 3.467 0.571 H19 0XE 50 # # 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 0XE C3 C2 DOUB Y N 1 0XE C3 C4 SING Y N 2 0XE C2 C1 SING Y N 3 0XE C4 C5 DOUB Y N 4 0XE C1 C6 DOUB Y N 5 0XE C5 C6 SING Y N 6 0XE C5 C7 SING N N 7 0XE C8 C7 DOUB N N 8 0XE C8 C9 SING N N 9 0XE C7 O12 SING N N 10 0XE O9 C9 DOUB N N 11 0XE C9 C10 SING N N 12 0XE O12 C11 SING N N 13 0XE C10 C11 SING Y N 14 0XE C10 C17 DOUB Y N 15 0XE C11 C14 DOUB Y N 16 0XE O17 C17 SING N N 17 0XE C17 C16 SING Y N 18 0XE C14 C15 SING Y N 19 0XE C16 C15 DOUB Y N 20 0XE C16 O16 SING N N 21 0XE C15 O18 SING N N 22 0XE O24 C23 DOUB N N 23 0XE C23 O23 SING N N 24 0XE C23 C22 SING N N 25 0XE O18 C18 SING N N 26 0XE O22 C22 SING N N 27 0XE O22 C18 SING N N 28 0XE C22 C21 SING N N 29 0XE C18 C19 SING N N 30 0XE C21 O21 SING N N 31 0XE C21 C20 SING N N 32 0XE C19 O19 SING N N 33 0XE C19 C20 SING N N 34 0XE C20 O20 SING N N 35 0XE C1 H1 SING N N 36 0XE C2 H2 SING N N 37 0XE C3 H3 SING N N 38 0XE C4 H4 SING N N 39 0XE C6 H5 SING N N 40 0XE C8 H6 SING N N 41 0XE O17 H8 SING N N 42 0XE O16 H9 SING N N 43 0XE C14 H10 SING N N 44 0XE C18 H11 SING N N 45 0XE C22 H12 SING N N 46 0XE O23 H13 SING N N 47 0XE C19 H14 SING N N 48 0XE O19 H15 SING N N 49 0XE C20 H16 SING N N 50 0XE O20 H17 SING N N 51 0XE C21 H18 SING N N 52 0XE O21 H19 SING N N 53 # # 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 0XE SMILES ACDLabs 12.01 "O=C(O)C4OC(Oc3c(O)c(O)c2c(OC(c1ccccc1)=CC2=O)c3)C(O)C(O)C4O" 0XE InChI InChI 1.03 "InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1" 0XE InChIKey InChI 1.03 IKIIZLYTISPENI-ZFORQUDYSA-N 0XE SMILES_CANONICAL CACTVS 3.370 "O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)Oc2cc3OC(=CC(=O)c3c(O)c2O)c4ccccc4" 0XE SMILES CACTVS 3.370 "O[CH]1[CH](O)[CH](O[CH]([CH]1O)C(O)=O)Oc2cc3OC(=CC(=O)c3c(O)c2O)c4ccccc4" 0XE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C2=CC(=O)c3c(cc(c(c3O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O2" 0XE SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C2=CC(=O)c3c(cc(c(c3O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O2" # # 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 0XE "SYSTEMATIC NAME" ACDLabs 12.01 "5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl beta-D-glucopyranosiduronic acid" 0XE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3S,4S,5R,6S)-6-[5,6-bis(oxidanyl)-4-oxidanylidene-2-phenyl-chromen-7-yl]oxy-3,4,5-tris(oxidanyl)oxane-2-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0XE "Create component" 2012-09-14 RCSB 0XE "Modify formula" 2012-09-17 RCSB 0XE "Modify name" 2012-09-17 RCSB 0XE "Modify synonyms" 2012-09-17 RCSB 0XE "Initial release" 2012-11-23 RCSB 0XE "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0XE _pdbx_chem_comp_synonyms.name Baicalin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##