data_DH2 # _chem_comp.id DH2 _chem_comp.name "(2S,3S)-2-(3,4-DIHYDROXYPHENYL)-3,5,7-TRIHYDROXY-2,3-DIHYDRO-4H-CHROMEN-4-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H12 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2S,3S)-TRANS-DIHYDROQUERCETIN" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-10-30 _chem_comp.pdbx_modified_date 2021-03-13 _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 304.252 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DH2 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1GP5 _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 DH2 C1 C1 C 0 1 Y N N 11.254 28.769 -0.775 -0.688 0.077 -4.420 C1 DH2 1 DH2 C2 C2 C 0 1 Y N N 11.468 27.413 -0.484 0.477 -0.130 -3.705 C2 DH2 2 DH2 C3 C3 C 0 1 Y N N 12.796 26.826 -0.539 0.434 -0.163 -2.302 C3 DH2 3 DH2 C4 C4 C 0 1 Y N N 13.893 27.708 -0.947 -0.786 -0.023 -1.621 C4 DH2 4 DH2 C5 C5 C 0 1 Y N N 13.661 29.062 -1.239 -1.942 0.191 -2.361 C5 DH2 5 DH2 C6 C6 C 0 1 Y N N 12.357 29.577 -1.144 -1.892 0.243 -3.746 C6 DH2 6 DH2 C9 C9 C 0 1 N N N 13.079 25.429 -0.221 1.676 -0.330 -1.532 C9 DH2 7 DH2 C10 C10 C 0 1 N N S 14.531 24.959 -0.284 1.488 -0.501 -0.031 C10 DH2 8 DH2 C11 C11 C 0 1 N N S 15.391 25.784 -1.235 0.295 0.388 0.350 C11 DH2 9 DH2 C14 C14 C 0 1 Y N N 16.866 25.424 -1.293 0.110 0.361 1.846 C14 DH2 10 DH2 C15 C15 C 0 1 Y N N 17.326 24.372 -2.116 0.760 1.289 2.638 C15 DH2 11 DH2 C16 C16 C 0 1 Y N N 18.692 24.004 -2.173 0.594 1.268 4.010 C16 DH2 12 DH2 C17 C17 C 0 1 Y N N 19.618 24.711 -1.389 -0.226 0.317 4.594 C17 DH2 13 DH2 C18 C18 C 0 1 Y N N 19.172 25.779 -0.557 -0.881 -0.616 3.797 C18 DH2 14 DH2 C19 C19 C 0 1 Y N N 17.811 26.125 -0.512 -0.714 -0.587 2.422 C19 DH2 15 DH2 O12 O12 O 0 1 N N N 15.204 27.248 -1.064 -0.884 -0.090 -0.277 O12 DH2 16 DH2 O13 O13 O 0 1 N N N 12.177 24.616 0.125 2.771 -0.329 -2.055 O13 DH2 17 DH2 O23 O23 O 0 1 N N N 20.084 26.484 0.219 -1.688 -1.551 4.366 O23 DH2 18 DH2 O24 O24 O 0 1 N N N 20.963 24.408 -1.386 -0.392 0.296 5.944 O24 DH2 19 DH2 O27 O27 O 0 1 N N N 14.620 23.567 -0.512 2.662 -0.075 0.662 O27 DH2 20 DH2 O29 O29 O 0 1 N N N 12.107 30.893 -1.409 -3.031 0.458 -4.450 O29 DH2 21 DH2 O30 O30 O 0 1 N N N 10.397 26.667 -0.132 1.655 -0.301 -4.356 O30 DH2 22 DH2 H1 H1 H 0 1 N N N 10.240 29.200 -0.717 -0.663 0.109 -5.499 H1 DH2 23 DH2 HB HB H 0 1 N N N 14.496 29.716 -1.541 -2.887 0.319 -1.854 HB DH2 24 DH2 HD HD H 0 1 N N N 14.952 25.129 0.734 1.270 -1.543 0.203 HD DH2 25 DH2 H11 H11 H 0 1 N N N 14.997 25.558 -2.253 0.488 1.411 0.028 H11 DH2 26 DH2 H15 H15 H 0 1 N N N 16.598 23.820 -2.734 1.400 2.031 2.184 H15 DH2 27 DH2 H16 H16 H 0 1 N N N 19.023 23.176 -2.822 1.104 1.993 4.627 H16 DH2 28 DH2 H19 H19 H 0 1 N N N 17.478 26.951 0.139 -1.221 -1.310 1.800 H19 DH2 29 DH2 H23 H23 H 0 1 N N N 21.004 26.250 0.189 -2.576 -1.169 4.403 H23 DH2 30 DH2 H24 H24 H 0 1 N N N 21.589 24.886 -0.856 -1.147 0.865 6.142 H24 DH2 31 DH2 H27 H27 H 0 1 N N N 15.523 23.275 -0.551 3.384 -0.647 0.367 H27 DH2 32 DH2 HC HC H 0 1 N N N 12.847 31.435 -1.656 -3.117 1.415 -4.556 HC DH2 33 DH2 HA HA H 0 1 N N N 10.542 25.749 0.065 2.044 0.576 -4.464 HA DH2 34 # # 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 DH2 C1 C2 DOUB Y N 1 DH2 C1 C6 SING Y N 2 DH2 C1 H1 SING N N 3 DH2 C2 C3 SING Y N 4 DH2 C2 O30 SING N N 5 DH2 C3 C4 DOUB Y N 6 DH2 C3 C9 SING N N 7 DH2 C4 C5 SING Y N 8 DH2 C4 O12 SING N N 9 DH2 C5 C6 DOUB Y N 10 DH2 C5 HB SING N N 11 DH2 C6 O29 SING N N 12 DH2 C9 C10 SING N N 13 DH2 C9 O13 DOUB N N 14 DH2 C10 C11 SING N N 15 DH2 C10 O27 SING N N 16 DH2 C10 HD SING N N 17 DH2 C11 C14 SING N N 18 DH2 C11 O12 SING N N 19 DH2 C11 H11 SING N N 20 DH2 C14 C15 DOUB Y N 21 DH2 C14 C19 SING Y N 22 DH2 C15 C16 SING Y N 23 DH2 C15 H15 SING N N 24 DH2 C16 C17 DOUB Y N 25 DH2 C16 H16 SING N N 26 DH2 C17 C18 SING Y N 27 DH2 C17 O24 SING N N 28 DH2 C18 C19 DOUB Y N 29 DH2 C18 O23 SING N N 30 DH2 C19 H19 SING N N 31 DH2 O23 H23 SING N N 32 DH2 O24 H24 SING N N 33 DH2 O27 H27 SING N N 34 DH2 O29 HC SING N N 35 DH2 O30 HA SING N N 36 # # 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 DH2 SMILES ACDLabs 10.04 "O=C2c3c(OC(c1ccc(O)c(O)c1)C2O)cc(O)cc3O" DH2 SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](Oc2cc(O)cc(O)c2C1=O)c3ccc(O)c(O)c3" DH2 SMILES CACTVS 3.341 "O[CH]1[CH](Oc2cc(O)cc(O)c2C1=O)c3ccc(O)c(O)c3" DH2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1[C@H]2[C@@H](C(=O)c3c(cc(cc3O2)O)O)O)O)O" DH2 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1C2C(C(=O)c3c(cc(cc3O2)O)O)O)O)O" DH2 InChI InChI 1.03 "InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m1/s1" DH2 InChIKey InChI 1.03 CXQWRCVTCMQVQX-CABCVRRESA-N # # 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 DH2 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one" DH2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-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 DH2 "Create component" 2001-10-30 EBI DH2 "Modify descriptor" 2011-06-04 RCSB DH2 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id DH2 _pdbx_chem_comp_synonyms.name "(2S,3S)-TRANS-DIHYDROQUERCETIN" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##