data_AY9 # _chem_comp.id AY9 _chem_comp.name "Ascopyrone M" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H8 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-15 _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 144.125 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AY9 _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 4A7Z _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 AY9 C1 C1 C 0 1 N N N 7.974 -25.500 17.354 -0.438 -1.613 -0.383 C1 AY9 1 AY9 C2 C2 C 0 1 N N N 7.022 -24.576 17.773 -1.548 -0.658 0.009 C2 AY9 2 AY9 C3 C3 C 0 1 N N N 7.446 -23.269 18.082 -1.251 0.784 -0.072 C3 AY9 3 AY9 C4 C4 C 0 1 N N N 8.801 -22.925 17.924 0.012 1.177 -0.262 C4 AY9 4 AY9 C5 C5 C 0 1 N N S 9.708 -23.870 17.414 1.137 0.192 -0.404 C5 AY9 5 AY9 C6 C6 C 0 1 N N N 11.199 -23.675 17.699 2.368 0.729 0.329 C6 AY9 6 AY9 O2 O2 O 0 1 N N N 5.848 -24.941 17.869 -2.633 -1.062 0.373 O2 AY9 7 AY9 O3 O3 O 0 1 N N N 6.543 -22.333 18.524 -2.249 1.701 0.044 O3 AY9 8 AY9 O5 O5 O 0 1 N N N 9.354 -25.249 17.752 0.785 -1.078 0.142 O5 AY9 9 AY9 O6 O6 O 0 1 N N N 11.944 -23.949 16.506 3.476 -0.144 0.101 O6 AY9 10 AY9 H11 H11 H 0 1 N N N 7.685 -26.482 17.757 -0.627 -2.598 0.045 H11 AY9 11 AY9 H12 H12 H 0 1 N N N 7.945 -25.532 16.255 -0.377 -1.685 -1.469 H12 AY9 12 AY9 H4 H4 H 0 1 N N N 9.144 -21.937 18.194 0.230 2.233 -0.314 H4 AY9 13 AY9 HO3 HO3 H 0 1 N N N 5.677 -22.722 18.563 -3.125 1.315 0.178 HO3 AY9 14 AY9 H5 H5 H 0 1 N N N 9.624 -23.809 16.319 1.375 0.073 -1.461 H5 AY9 15 AY9 H61 H61 H 0 1 N N N 11.381 -22.638 18.017 2.608 1.725 -0.044 H61 AY9 16 AY9 H62 H62 H 0 1 N N N 11.515 -24.363 18.497 2.160 0.781 1.398 H62 AY9 17 AY9 HO6 HO6 H 0 1 N N N 12.871 -23.830 16.677 4.293 0.135 0.537 HO6 AY9 18 # # 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 AY9 C1 C2 SING N N 1 AY9 C1 O5 SING N N 2 AY9 C2 C3 SING N N 3 AY9 C2 O2 DOUB N N 4 AY9 C3 C4 DOUB N N 5 AY9 C3 O3 SING N N 6 AY9 C4 C5 SING N N 7 AY9 C5 C6 SING N N 8 AY9 C5 O5 SING N N 9 AY9 C6 O6 SING N N 10 AY9 C1 H11 SING N N 11 AY9 C1 H12 SING N N 12 AY9 C4 H4 SING N N 13 AY9 O3 HO3 SING N N 14 AY9 C5 H5 SING N N 15 AY9 C6 H61 SING N N 16 AY9 C6 H62 SING N N 17 AY9 O6 HO6 SING N N 18 # # 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 AY9 SMILES ACDLabs 12.01 "O=C1C(O)=CC(OC1)CO" AY9 InChI InChI 1.03 "InChI=1S/C6H8O4/c7-2-4-1-5(8)6(9)3-10-4/h1,4,7-8H,2-3H2/t4-/m0/s1" AY9 InChIKey InChI 1.03 XUKJGZOHRVCEJL-BYPYZUCNSA-N AY9 SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1OCC(=O)C(=C1)O" AY9 SMILES CACTVS 3.370 "OC[CH]1OCC(=O)C(=C1)O" AY9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1C(=O)C(=C[C@H](O1)CO)O" AY9 SMILES "OpenEye OEToolkits" 1.7.6 "C1C(=O)C(=CC(O1)CO)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 AY9 "SYSTEMATIC NAME" ACDLabs 12.01 "(6S)-4-hydroxy-6-(hydroxymethyl)-2H-pyran-3(6H)-one" AY9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-(hydroxymethyl)-4-oxidanyl-2H-pyran-5-one" # # 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 AY9 "CARBOHYDRATE ISOMER" D PDB ? AY9 "CARBOHYDRATE RING" dihydropyran PDB ? AY9 "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose 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 AY9 "Create component" 2011-11-15 EBI AY9 "Other modification" 2014-04-30 EBI AY9 "Other modification" 2020-04-11 RCSB AY9 "Other modification" 2020-07-03 RCSB AY9 "Modify component atom id" 2020-07-17 RCSB ##