data_M8O # _chem_comp.id M8O _chem_comp.name "4-Maleylacetoacetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C8 H8 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-12-03 _chem_comp.pdbx_modified_date 2014-09-05 _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 200.146 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M8O _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 3ZDS _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 M8O C1 C1 C 0 1 N N N 19.231 44.493 -3.206 3.446 0.934 0.148 C1 M8O 1 M8O O1 O1 O 0 1 N N N 17.475 42.920 1.188 -5.056 -0.161 -0.370 O1 M8O 2 M8O C2 C2 C 0 1 N N N 17.677 42.135 0.246 -3.747 -0.276 -0.095 C2 M8O 3 M8O O2 O2 O 0 1 N N N 19.759 45.170 -0.945 4.642 -1.178 -0.156 O2 M8O 4 M8O C3 C3 C 0 1 N N N 18.849 44.894 -1.758 3.491 -0.485 -0.255 C3 M8O 5 M8O O3 O3 O 0 1 N N N 18.774 41.551 0.116 -3.320 -1.293 0.398 O3 M8O 6 M8O C4 C4 C 0 1 N N N 16.512 41.837 -0.728 -2.809 0.863 -0.402 C4 M8O 7 M8O O4 O4 O 0 1 N N N 17.633 44.937 -1.471 2.489 -1.029 -0.675 O4 M8O 8 M8O C5 C5 C 0 1 N N N 16.719 42.199 -2.212 -1.407 0.482 -0.002 C5 M8O 9 M8O O5 O5 O 0 1 N N N 15.758 42.631 -2.841 -1.192 -0.603 0.482 O5 M8O 10 M8O C6 C6 C 0 1 N N N 17.863 41.582 -3.029 -0.275 1.454 -0.206 C6 M8O 11 M8O O6 O6 O 0 1 N N N 18.730 41.454 -5.166 1.011 -0.287 0.734 O6 M8O 12 M8O C7 C7 C 0 1 N N N 18.502 43.772 -4.082 2.271 1.588 0.180 C7 M8O 13 M8O C50 C50 C 0 1 N N N 18.430 42.218 -4.054 1.013 0.834 0.272 C50 M8O 14 M8O H1 H1 H 0 1 N N N 20.196 44.831 -3.555 4.357 1.446 0.422 H1 M8O 15 M8O HO1 HO1 H 0 1 N N N 18.254 42.973 1.729 -5.617 -0.918 -0.155 HO1 M8O 16 M8O HO2 HO2 H 0 1 N N N 19.376 45.407 -0.109 4.622 -2.105 -0.432 HO2 M8O 17 M8O H4 H4 H 0 1 N N N 16.307 40.757 -0.677 -2.836 1.079 -1.470 H4 M8O 18 M8O H4A H4A H 0 1 N N N 15.633 42.394 -0.372 -3.118 1.748 0.155 H4A M8O 19 M8O H6 H6 H 0 1 N N N 18.672 41.372 -2.314 -0.190 1.696 -1.266 H6 M8O 20 M8O H6A H6A H 0 1 N N N 17.475 40.635 -3.433 -0.471 2.365 0.359 H6A M8O 21 M8O H7 H7 H 0 1 N N N 17.941 44.299 -4.840 2.252 2.667 0.137 H7 M8O 22 # 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 M8O C7 C1 DOUB N Z 1 M8O C1 C3 SING N N 2 M8O C1 H1 SING N N 3 M8O C2 O1 SING N N 4 M8O O1 HO1 SING N N 5 M8O C4 C2 SING N N 6 M8O O3 C2 DOUB N N 7 M8O C3 O2 SING N N 8 M8O O2 HO2 SING N N 9 M8O C3 O4 DOUB N N 10 M8O C5 C4 SING N N 11 M8O C4 H4 SING N N 12 M8O C4 H4A SING N N 13 M8O C6 C5 SING N N 14 M8O O5 C5 DOUB N N 15 M8O C50 C6 SING N N 16 M8O C6 H6 SING N N 17 M8O C6 H6A SING N N 18 M8O O6 C50 DOUB N N 19 M8O C7 C50 SING N N 20 M8O C7 H7 SING N N 21 # 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 M8O SMILES ACDLabs 12.01 "O=C(/C=C\C(=O)O)CC(=O)CC(=O)O" M8O InChI InChI 1.03 "InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)" M8O InChIKey InChI 1.03 GACSIVHAIFQKTC-UHFFFAOYSA-N M8O SMILES_CANONICAL CACTVS 3.385 "OC(=O)CC(=O)CC(=O)\C=C/C(O)=O" M8O SMILES CACTVS 3.385 "OC(=O)CC(=O)CC(=O)C=CC(O)=O" M8O SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C(C(=O)CC(=O)O)C(=O)C=CC(=O)O" M8O SMILES "OpenEye OEToolkits" 1.9.2 "C(C(=O)CC(=O)O)C(=O)C=CC(=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 M8O "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z)-4,6-dioxooct-2-enedioic acid" M8O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4,6-bis(oxidanylidene)oct-2-enedioic 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 M8O "Create component" 2012-12-03 EBI M8O "Initial release" 2013-07-24 RCSB M8O "Modify descriptor" 2014-09-05 RCSB #