data_CWE # _chem_comp.id CWE _chem_comp.name R-naringenin _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H12 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-12-11 _chem_comp.pdbx_modified_date 2018-06-01 _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 272.253 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CWE _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 6F71 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 CWE C1 C1 C 0 1 Y N N -15.238 0.608 6.320 -2.158 1.814 -0.134 C1 CWE 1 CWE C2 C2 C 0 1 Y N N -14.555 -0.133 7.331 -3.543 1.721 -0.086 C2 CWE 2 CWE C3 C3 C 0 1 Y N N -15.019 -1.426 7.676 -4.166 0.486 0.052 C3 CWE 3 CWE C4 C4 C 0 1 Y N N -16.141 -1.947 7.049 -3.407 -0.667 0.141 C4 CWE 4 CWE C5 C5 C 0 1 Y N N -16.803 -1.236 6.037 -2.007 -0.579 0.088 C5 CWE 5 CWE C6 C6 C 0 1 Y N N -16.369 0.051 5.682 -1.380 0.673 -0.051 C6 CWE 6 CWE C7 C7 C 0 1 N N N -18.006 -1.816 5.415 -1.178 -1.787 0.166 C7 CWE 7 CWE C8 C8 C 0 1 N N N -18.690 -1.212 4.347 0.309 -1.577 0.385 C8 CWE 8 CWE C9 C9 C 0 1 N N R -18.510 0.265 4.386 0.729 -0.373 -0.472 C9 CWE 9 CWE O1 O1 O 0 1 N N N -17.125 0.713 4.563 -0.030 0.771 -0.088 O1 CWE 10 CWE O2 O2 O 0 1 N N N -18.510 -2.769 5.879 -1.657 -2.897 0.061 O2 CWE 11 CWE C10 C10 C 0 1 Y N N -19.026 0.873 3.087 2.196 -0.097 -0.267 C10 CWE 12 CWE C11 C11 C 0 1 Y N N -20.373 0.790 2.712 3.118 -0.538 -1.198 C11 CWE 13 CWE C12 C12 C 0 1 Y N N -20.767 1.433 1.533 4.464 -0.286 -1.013 C12 CWE 14 CWE C13 C13 C 0 1 Y N N -19.824 2.112 0.750 4.890 0.410 0.110 C13 CWE 15 CWE C14 C14 C 0 1 Y N N -18.496 2.146 1.128 3.962 0.851 1.043 C14 CWE 16 CWE C15 C15 C 0 1 Y N N -18.099 1.543 2.305 2.618 0.601 0.850 C15 CWE 17 CWE O3 O3 O 0 1 N N N -20.148 2.757 -0.453 6.213 0.654 0.298 O3 CWE 18 CWE O4 O4 O 0 1 N N N -13.450 0.369 8.049 -4.295 2.846 -0.175 O4 CWE 19 CWE O5 O5 O 0 1 N N N -16.620 -3.211 7.405 -4.012 -1.873 0.279 O5 CWE 20 CWE H11 H1 H 0 1 N N N -14.891 1.593 6.043 -1.687 2.780 -0.242 H11 CWE 21 CWE H31 H2 H 0 1 N N N -14.500 -2.005 8.426 -5.244 0.427 0.091 H31 CWE 22 CWE H82 H3 H 0 1 N N N -19.762 -1.449 4.422 0.501 -1.368 1.437 H82 CWE 23 CWE H81 H4 H 0 1 N N N -18.294 -1.601 3.397 0.862 -2.464 0.075 H81 CWE 24 CWE H9 H5 H 0 1 N N N -19.117 0.666 5.211 0.543 -0.593 -1.523 H9 CWE 25 CWE H111 H6 H 0 0 N N N -21.086 0.246 3.314 2.786 -1.079 -2.072 H111 CWE 26 CWE H121 H7 H 0 0 N N N -21.802 1.406 1.225 5.184 -0.630 -1.740 H121 CWE 27 CWE H141 H8 H 0 0 N N N -17.769 2.644 0.504 4.291 1.393 1.917 H141 CWE 28 CWE H151 H9 H 0 0 N N N -17.066 1.594 2.616 1.895 0.945 1.576 H151 CWE 29 CWE HO3 H10 H 0 1 N N N -21.080 2.673 -0.617 6.675 -0.038 0.790 HO3 CWE 30 CWE H41 H11 H 0 1 N N N -13.151 -0.285 8.669 -4.538 3.087 -1.079 H41 CWE 31 CWE H51 H12 H 0 1 N N N -17.433 -3.383 6.944 -4.215 -2.309 -0.560 H51 CWE 32 # 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 CWE O3 C13 SING N N 1 CWE C13 C14 DOUB Y N 2 CWE C13 C12 SING Y N 3 CWE C14 C15 SING Y N 4 CWE C12 C11 DOUB Y N 5 CWE C15 C10 DOUB Y N 6 CWE C11 C10 SING Y N 7 CWE C10 C9 SING N N 8 CWE C8 C9 SING N N 9 CWE C8 C7 SING N N 10 CWE C9 O1 SING N N 11 CWE O1 C6 SING N N 12 CWE C7 O2 DOUB N N 13 CWE C7 C5 SING N N 14 CWE C6 C5 DOUB Y N 15 CWE C6 C1 SING Y N 16 CWE C5 C4 SING Y N 17 CWE C1 C2 DOUB Y N 18 CWE C4 O5 SING N N 19 CWE C4 C3 DOUB Y N 20 CWE C2 C3 SING Y N 21 CWE C2 O4 SING N N 22 CWE C1 H11 SING N N 23 CWE C3 H31 SING N N 24 CWE C8 H82 SING N N 25 CWE C8 H81 SING N N 26 CWE C9 H9 SING N N 27 CWE C11 H111 SING N N 28 CWE C12 H121 SING N N 29 CWE C14 H141 SING N N 30 CWE C15 H151 SING N N 31 CWE O3 HO3 SING N N 32 CWE O4 H41 SING N N 33 CWE O5 H51 SING N N 34 # 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 CWE InChI InChI 1.03 "InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m1/s1" CWE InChIKey InChI 1.03 FTVWIRXFELQLPI-CYBMUJFWSA-N CWE SMILES_CANONICAL CACTVS 3.385 "Oc1ccc(cc1)[C@H]2CC(=O)c3c(O)cc(O)cc3O2" CWE SMILES CACTVS 3.385 "Oc1ccc(cc1)[CH]2CC(=O)c3c(O)cc(O)cc3O2" CWE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1[C@H]2CC(=O)c3c(cc(cc3O2)O)O)O" CWE SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1C2CC(=O)c3c(cc(cc3O2)O)O)O" # 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 CWE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R})-2-(4-hydroxyphenyl)-5,7-bis(oxidanyl)-2,3-dihydrochromen-4-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 CWE "Create component" 2017-12-11 EBI CWE "Other modification" 2017-12-11 EBI CWE "Initial release" 2018-06-06 RCSB #