data_GCB # _chem_comp.id GCB _chem_comp.name "(2S,3S,4S,5R)-3,4,5-trihydroxy-6-oxo-oxane-2-carboxylic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H8 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "D-GLUCARO-1,5-LACTONE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-02-15 _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 192.124 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GCB _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 ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GCB _pdbx_chem_comp_synonyms.name "D-GLUCARO-1,5-LACTONE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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 GCB C1 C1 C 0 1 N N N 84.690 -56.168 -59.570 1.198 -1.354 0.034 C1 GCB 1 GCB C2 C2 C 0 1 N N R 84.772 -54.918 -60.396 1.877 -0.079 -0.420 C2 GCB 2 GCB C3 C3 C 0 1 N N S 83.368 -54.555 -60.942 1.116 1.112 0.173 C3 GCB 3 GCB C4 C4 C 0 1 N N S 82.825 -55.764 -61.724 -0.366 0.995 -0.193 C4 GCB 4 GCB C5 C5 C 0 1 N N S 82.664 -56.968 -60.742 -0.935 -0.299 0.398 C5 GCB 5 GCB C6 C6 C 0 1 N N N 82.224 -58.254 -61.385 -2.370 -0.462 -0.033 C6 GCB 6 GCB O1 O1 O 0 1 N N N 85.525 -56.309 -58.728 1.835 -2.274 0.487 O1 GCB 7 GCB O2 O2 O 0 1 N N N 85.255 -53.797 -59.667 3.231 -0.066 0.039 O2 GCB 8 GCB O3 O3 O 0 1 N N N 83.498 -53.401 -61.774 1.644 2.329 -0.358 O3 GCB 9 GCB O4 O4 O 0 1 N N N 81.532 -55.439 -62.254 -1.079 2.114 0.337 O4 GCB 10 GCB O5 O5 O 0 1 N N N 83.703 -57.084 -59.737 -0.147 -1.425 -0.086 O5 GCB 11 GCB O6B O6A O 0 1 N N N 81.003 -58.496 -61.416 -3.298 0.416 0.378 O6B GCB 12 GCB O6A O6B O 0 1 N N N 83.087 -59.034 -61.840 -2.685 -1.384 -0.749 O6A GCB 13 GCB H2 HC2 H 0 1 N N N 85.482 -55.135 -61.208 1.858 -0.020 -1.508 H2 GCB 14 GCB H3 HC3 H 0 1 N N N 82.661 -54.322 -60.132 1.225 1.111 1.258 H3 GCB 15 GCB H4 HC4 H 0 1 N N N 83.517 -56.020 -62.539 -0.473 0.977 -1.277 H4 GCB 16 GCB H5 HC5 H 0 1 N N N 81.787 -56.694 -60.137 -0.883 -0.258 1.486 H5 GCB 17 GCB HO2 HO2 H 0 1 N Y N 85.363 -54.035 -58.754 3.664 -0.840 -0.346 HO2 GCB 18 GCB HO3 HO3 H 0 1 N Y N 83.527 -52.621 -61.232 2.577 2.362 -0.107 HO3 GCB 19 GCB HO4 HO4 H 0 1 N N N 80.907 -55.367 -61.543 -2.005 2.001 0.085 HO4 GCB 20 GCB HO6B HO6 H 0 0 N N N 80.857 -59.339 -61.828 -4.219 0.311 0.102 HO6B GCB 21 # # 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 GCB C1 C2 SING N N 1 GCB C1 O1 DOUB N N 2 GCB C1 O5 SING N N 3 GCB C2 C3 SING N N 4 GCB C2 O2 SING N N 5 GCB C2 H2 SING N N 6 GCB C3 C4 SING N N 7 GCB C3 O3 SING N N 8 GCB C3 H3 SING N N 9 GCB C4 C5 SING N N 10 GCB C4 O4 SING N N 11 GCB C4 H4 SING N N 12 GCB C5 C6 SING N N 13 GCB C5 O5 SING N N 14 GCB C5 H5 SING N N 15 GCB C6 O6B SING N N 16 GCB C6 O6A DOUB N N 17 GCB O2 HO2 SING N N 18 GCB O3 HO3 SING N N 19 GCB O4 HO4 SING N N 20 GCB O6B HO6B 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 GCB SMILES ACDLabs 10.04 "O=C1OC(C(=O)O)C(O)C(O)C1O" GCB SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@H](O)[C@H](OC(=O)[C@@H]1O)C(O)=O" GCB SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](OC(=O)[CH]1O)C(O)=O" GCB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[C@@H]1([C@@H]([C@H](OC(=O)[C@@H]1O)C(=O)O)O)O" GCB SMILES "OpenEye OEToolkits" 1.5.0 "C1(C(C(OC(=O)C1O)C(=O)O)O)O" GCB InChI InChI 1.03 "InChI=1S/C6H8O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,7-9H,(H,10,11)/t1-,2-,3+,4-/m0/s1" GCB InChIKey InChI 1.03 YLKFQNUGXOLRNI-QDQPNEQZSA-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 GCB "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3S,4S,5R)-3,4,5-trihydroxy-6-oxotetrahydro-2H-pyran-2-carboxylic acid (non-preferred name)" GCB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,4S,5R)-3,4,5-trihydroxy-6-oxo-oxane-2-carboxylic acid" # # 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 GCB "CARBOHYDRATE ISOMER" D PDB ? GCB "CARBOHYDRATE RING" pyranose PDB ? GCB "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 GCB "Create component" 2002-02-15 RCSB GCB "Modify descriptor" 2011-06-04 RCSB GCB "Initial release" 2018-02-07 RCSB GCB "Other modification" 2020-07-03 RCSB GCB "Modify name" 2020-07-17 RCSB GCB "Modify internal type" 2020-07-17 RCSB GCB "Modify linking type" 2020-07-17 RCSB GCB "Modify atom id" 2020-07-17 RCSB GCB "Modify component atom id" 2020-07-17 RCSB GCB "Modify leaving atom flag" 2020-07-17 RCSB ##