data_J8G # _chem_comp.id J8G _chem_comp.name "2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-1-benzopyran-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H12 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms rhamnetin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-22 _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 316.262 _chem_comp.one_letter_code ? _chem_comp.three_letter_code J8G _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 6M8E _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 J8G C1 C1 C 0 1 Y N N 7.308 24.706 22.253 -4.278 0.020 0.089 C1 J8G 1 J8G C2 C2 C 0 1 Y N N 6.318 25.696 22.257 -3.368 -1.012 -0.037 C2 J8G 2 J8G C3 C3 C 0 1 Y N N 5.863 26.285 23.445 -1.997 -0.723 -0.067 C3 J8G 3 J8G C4 C4 C 0 1 Y N N 6.455 25.845 24.637 -1.552 0.607 0.030 C4 J8G 4 J8G C5 C5 C 0 1 Y N N 7.444 24.858 24.640 -2.481 1.628 0.155 C5 J8G 5 J8G C6 C6 C 0 1 Y N N 7.883 24.282 23.449 -3.835 1.335 0.185 C6 J8G 6 J8G C19 C7 C 0 1 Y N N 4.756 26.987 28.262 3.042 -0.379 0.664 C19 J8G 7 J8G C18 C8 C 0 1 Y N N 4.525 27.472 29.548 4.375 -0.016 0.638 C18 J8G 8 J8G O23 O1 O 0 1 N N N 4.419 26.634 30.611 5.274 -0.672 1.419 O23 J8G 9 J8G C17 C9 C 0 1 Y N N 4.394 28.846 29.782 4.798 1.023 -0.190 C17 J8G 10 J8G O24 O2 O 0 1 N N N 4.167 29.260 31.063 6.109 1.379 -0.215 O24 J8G 11 J8G C16 C10 C 0 1 Y N N 4.495 29.744 28.723 3.884 1.695 -0.989 C16 J8G 12 J8G C15 C11 C 0 1 Y N N 4.730 29.262 27.433 2.552 1.339 -0.967 C15 J8G 13 J8G C14 C12 C 0 1 Y N N 4.847 27.883 27.189 2.122 0.295 -0.145 C14 J8G 14 J8G C11 C13 C 0 1 N N N 5.102 27.392 25.905 0.698 -0.088 -0.120 C11 J8G 15 J8G O12 O3 O 0 1 N N N 6.057 26.402 25.831 -0.230 0.877 0.000 O12 J8G 16 J8G O29 O4 O 0 1 N N N 8.862 23.318 23.463 -4.739 2.341 0.307 O29 J8G 17 J8G C01 C14 C 0 1 N N N 9.328 22.395 22.811 -6.119 1.974 0.331 C01 J8G 18 J8G O30 O5 O 0 1 N N N 5.751 26.120 21.096 -3.798 -2.296 -0.130 O30 J8G 19 J8G C9 C15 C 0 1 N N N 4.868 27.285 23.477 -0.994 -1.792 -0.199 C9 J8G 20 J8G O13 O6 O 0 1 N N N 4.309 27.692 22.456 -1.324 -2.964 -0.288 O13 J8G 21 J8G C10 C16 C 0 1 N N N 4.517 27.823 24.709 0.372 -1.408 -0.220 C10 J8G 22 J8G O27 O7 O 0 1 N N N 3.559 28.791 24.728 1.348 -2.348 -0.341 O27 J8G 23 J8G H1 H1 H 0 1 N N N 7.627 24.269 21.318 -5.337 -0.195 0.108 H1 J8G 24 J8G H2 H2 H 0 1 N N N 7.874 24.537 25.577 -2.149 2.653 0.230 H2 J8G 25 J8G H3 H3 H 0 1 N N N 4.864 25.926 28.094 2.713 -1.184 1.304 H3 J8G 26 J8G H4 H4 H 0 1 N N N 4.263 27.140 31.400 5.679 -1.440 0.992 H4 J8G 27 J8G H5 H5 H 0 1 N N N 4.131 28.505 31.639 6.633 0.903 -0.874 H5 J8G 28 J8G H6 H6 H 0 1 N N N 4.392 30.805 28.897 4.216 2.500 -1.628 H6 J8G 29 J8G H7 H7 H 0 1 N N N 4.823 29.958 26.613 1.842 1.864 -1.589 H7 J8G 30 J8G H8 H8 H 0 1 N N N 10.169 21.945 23.360 -6.375 1.462 -0.597 H8 J8G 31 J8G H9 H9 H 0 1 N N N 8.551 21.635 22.644 -6.305 1.309 1.175 H9 J8G 32 J8G H10 H10 H 0 1 N N N 9.684 22.774 21.842 -6.732 2.870 0.432 H10 J8G 33 J8G H11 H11 H 0 1 N N N 5.098 26.783 21.286 -3.958 -2.592 -1.037 H11 J8G 34 J8G H12 H12 H 0 1 N N N 3.260 28.958 23.842 1.015 -3.254 -0.406 H12 J8G 35 # # 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 J8G O30 C2 SING N N 1 J8G C1 C2 DOUB Y N 2 J8G C1 C6 SING Y N 3 J8G C2 C3 SING Y N 4 J8G O13 C9 DOUB N N 5 J8G C01 O29 SING N N 6 J8G C3 C9 SING N N 7 J8G C3 C4 DOUB Y N 8 J8G C6 O29 SING N N 9 J8G C6 C5 DOUB Y N 10 J8G C9 C10 SING N N 11 J8G C4 C5 SING Y N 12 J8G C4 O12 SING N N 13 J8G C10 O27 SING N N 14 J8G C10 C11 DOUB N N 15 J8G O12 C11 SING N N 16 J8G C11 C14 SING N N 17 J8G C14 C15 DOUB Y N 18 J8G C14 C19 SING Y N 19 J8G C15 C16 SING Y N 20 J8G C19 C18 DOUB Y N 21 J8G C16 C17 DOUB Y N 22 J8G C18 C17 SING Y N 23 J8G C18 O23 SING N N 24 J8G C17 O24 SING N N 25 J8G C1 H1 SING N N 26 J8G C5 H2 SING N N 27 J8G C19 H3 SING N N 28 J8G O23 H4 SING N N 29 J8G O24 H5 SING N N 30 J8G C16 H6 SING N N 31 J8G C15 H7 SING N N 32 J8G C01 H8 SING N N 33 J8G C01 H9 SING N N 34 J8G C01 H10 SING N N 35 J8G O30 H11 SING N N 36 J8G O27 H12 SING N N 37 # # 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 J8G SMILES ACDLabs 12.01 "c3c(c2C(C(=C(c1cc(c(O)cc1)O)Oc2cc3OC)O)=O)O" J8G InChI InChI 1.03 "InChI=1S/C16H12O7/c1-22-8-5-11(19)13-12(6-8)23-16(15(21)14(13)20)7-2-3-9(17)10(18)4-7/h2-6,17-19,21H,1H3" J8G InChIKey InChI 1.03 JGUZGNYPMHHYRK-UHFFFAOYSA-N J8G SMILES_CANONICAL CACTVS 3.385 "COc1cc(O)c2C(=O)C(=C(Oc2c1)c3ccc(O)c(O)c3)O" J8G SMILES CACTVS 3.385 "COc1cc(O)c2C(=O)C(=C(Oc2c1)c3ccc(O)c(O)c3)O" J8G SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1cc(c2c(c1)OC(=C(C2=O)O)c3ccc(c(c3)O)O)O" J8G SMILES "OpenEye OEToolkits" 2.0.6 "COc1cc(c2c(c1)OC(=C(C2=O)O)c3ccc(c(c3)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 J8G "SYSTEMATIC NAME" ACDLabs 12.01 "2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-1-benzopyran-4-one" J8G "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[3,4-bis(oxidanyl)phenyl]-7-methoxy-3,5-bis(oxidanyl)chromen-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 J8G "Create component" 2018-08-22 RCSB J8G "Initial release" 2019-01-23 RCSB J8G "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id J8G _pdbx_chem_comp_synonyms.name rhamnetin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##