data_G16 # _chem_comp.id G16 _chem_comp.name "1,6-di-O-phosphono-alpha-D-glucopyranose" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H13 O12 P2" _chem_comp.mon_nstd_parent_comp_id GLC _chem_comp.pdbx_synonyms ;ALPHA-D-GLUCOSE 1,6-BISPHOSPHATE; 1,6-di-O-phosphono-alpha-D-glucose; 1,6-di-O-phosphono-D-glucose; 1,6-di-O-phosphono-glucose ; _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 1999-08-11 _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 339.108 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G16 _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 1C47 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 G16 "ALPHA-D-GLUCOSE 1,6-BISPHOSPHATE" PDB ? 2 G16 "1,6-di-O-phosphono-alpha-D-glucose" PDB ? 3 G16 "1,6-di-O-phosphono-D-glucose" PDB ? 4 G16 "1,6-di-O-phosphono-glucose" PDB ? # # 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 G16 C1 C1 C 0 1 N N R 39.366 69.121 75.354 1.811 0.014 -0.790 C1 G16 1 G16 C2 C2 C 0 1 N N R 39.786 70.518 74.850 2.526 1.368 -0.814 C2 G16 2 G16 C3 C3 C 0 1 N N S 38.668 71.116 73.982 1.945 2.258 0.290 C3 G16 3 G16 C4 C4 C 0 1 N N S 38.148 70.153 72.891 0.422 2.317 0.127 C4 G16 4 G16 C5 C5 C 0 1 N N R 37.783 68.725 73.439 -0.131 0.891 0.082 C5 G16 5 G16 C6 C6 C 0 1 N N N 37.476 67.780 72.225 -1.654 0.939 -0.049 C6 G16 6 G16 O1 O1 O 0 1 N N N 38.331 69.409 76.266 1.993 -0.591 0.491 O1 G16 7 G16 O2 O2 O 0 1 N N N 40.013 71.433 75.958 3.924 1.174 -0.595 O2 G16 8 G16 O3 O3 O 0 1 N N N 39.328 72.204 73.305 2.490 3.574 0.181 O3 G16 9 G16 O4 O4 O 0 1 N N N 37.153 70.723 72.203 -0.151 3.019 1.232 O4 G16 10 G16 O5 O5 O 0 1 N N N 38.931 68.290 74.244 0.418 0.195 -1.036 O5 G16 11 G16 O6 O6 O 0 1 N N N 38.315 68.045 71.227 -2.181 -0.387 0.026 O6 G16 12 G16 P P P 0 1 N N N 37.882 67.858 69.751 -3.780 -0.261 -0.118 P G16 13 G16 O1P O1P O 0 1 N N N 37.138 66.522 69.604 -4.107 0.471 -1.362 O1P G16 14 G16 O2P O2P O 0 1 N N N 39.133 67.838 68.856 -4.431 -1.733 -0.174 O2P G16 15 G16 O3P O3P O 0 1 N N N 36.985 69.013 69.324 -4.371 0.540 1.147 O3P G16 16 G16 "P'" "P'" P 0 1 N N N 38.164 68.632 77.522 1.985 -2.184 0.258 "P'" G16 17 G16 O1X O1X O 0 1 N N N 39.463 67.962 77.924 2.316 -2.931 1.646 O1X G16 18 G16 O2X O2X O 0 1 N N N 37.673 69.527 78.630 0.592 -2.625 -0.243 O2X G16 19 G16 O3X O3X O -1 1 N N N 37.125 67.541 77.303 3.053 -2.556 -0.794 O3X G16 20 G16 H1 H1 H 0 1 N N N 40.188 68.540 75.832 2.234 -0.632 -1.560 H1 G16 21 G16 H2 H2 H 0 1 N N N 40.727 70.391 74.266 2.371 1.845 -1.782 H2 G16 22 G16 H3 H3 H 0 1 N N N 37.789 71.382 74.614 2.192 1.839 1.265 H3 G16 23 G16 H4 H4 H 0 1 N N N 38.988 69.967 72.181 0.174 2.834 -0.801 H4 G16 24 G16 H5 H5 H 0 1 N N N 36.870 68.714 74.079 0.138 0.369 1.000 H5 G16 25 G16 H61 H61 H 0 1 N N N 37.495 66.703 72.515 -2.069 1.541 0.759 H61 G16 26 G16 H62 H62 H 0 1 N N N 36.409 67.840 71.904 -1.923 1.383 -1.008 H62 G16 27 G16 HO2 HO2 H 0 1 N Y N 40.271 72.292 75.647 4.243 0.606 -1.310 HO2 G16 28 G16 HO3 HO3 H 0 1 N Y N 38.636 72.573 72.768 3.448 3.490 0.285 HO3 G16 29 G16 HO4 HO4 H 0 1 N Y N 36.833 70.131 71.532 0.229 3.908 1.226 HO4 G16 30 G16 HOP2 HOP2 H 0 0 N N N 38.867 67.723 67.951 -5.387 -1.612 -0.260 HOP2 G16 31 G16 HOP3 HOP3 H 0 0 N N N 36.719 68.898 68.419 -4.137 0.031 1.935 HOP3 G16 32 G16 "HO1'" "HO1'" H 0 0 N N N 39.356 67.465 78.726 2.302 -3.880 1.463 "HO1'" G16 33 # # 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 G16 C1 C2 SING N N 1 G16 C1 O1 SING N N 2 G16 C1 O5 SING N N 3 G16 C1 H1 SING N N 4 G16 C2 C3 SING N N 5 G16 C2 O2 SING N N 6 G16 C2 H2 SING N N 7 G16 C3 C4 SING N N 8 G16 C3 O3 SING N N 9 G16 C3 H3 SING N N 10 G16 C4 C5 SING N N 11 G16 C4 O4 SING N N 12 G16 C4 H4 SING N N 13 G16 C5 C6 SING N N 14 G16 C5 O5 SING N N 15 G16 C5 H5 SING N N 16 G16 C6 O6 SING N N 17 G16 C6 H61 SING N N 18 G16 C6 H62 SING N N 19 G16 O1 "P'" SING N N 20 G16 O2 HO2 SING N N 21 G16 O3 HO3 SING N N 22 G16 O4 HO4 SING N N 23 G16 O6 P SING N N 24 G16 P O1P DOUB N N 25 G16 P O2P SING N N 26 G16 P O3P SING N N 27 G16 O2P HOP2 SING N N 28 G16 O3P HOP3 SING N N 29 G16 "P'" O1X SING N N 30 G16 "P'" O2X DOUB N N 31 G16 "P'" O3X SING N N 32 G16 O1X "HO1'" SING N N 33 # # 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 G16 SMILES ACDLabs 10.04 "O=P([O-])(OC1OC(C(O)C(O)C1O)COP(=O)(O)O)O" G16 SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H](O[P](O)([O-])=O)[C@@H]1O" G16 SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH](O[P](O)([O-])=O)[CH]1O" G16 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[P@](=O)(O)[O-])O)O)O)OP(=O)(O)O" G16 SMILES "OpenEye OEToolkits" 1.5.0 "C(C1C(C(C(C(O1)OP(=O)(O)[O-])O)O)O)OP(=O)(O)O" G16 InChI InChI 1.03 "InChI=1S/C6H14O12P2/c7-3-2(1-16-19(10,11)12)17-6(5(9)4(3)8)18-20(13,14)15/h2-9H,1H2,(H2,10,11,12)(H2,13,14,15)/p-1/t2-,3-,4+,5-,6-/m1/s1" G16 InChIKey InChI 1.03 RWHOZGRAXYWRNX-VFUOTHLCSA-M # # 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 G16 "SYSTEMATIC NAME" ACDLabs 10.04 "1-O-(hydroxyphosphinato)-6-O-phosphono-alpha-D-glucopyranose" G16 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(phosphonooxymethyl)oxan-2-yl] hydrogen phosphate" G16 "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 a-D-Glcp1PO36PO3 # _pdbx_chem_comp_related.comp_id G16 _pdbx_chem_comp_related.related_comp_id GLC _pdbx_chem_comp_related.relationship_type "Carbohydrate core" _pdbx_chem_comp_related.details ? # # loop_ _pdbx_chem_comp_atom_related.ordinal _pdbx_chem_comp_atom_related.comp_id _pdbx_chem_comp_atom_related.atom_id _pdbx_chem_comp_atom_related.related_comp_id _pdbx_chem_comp_atom_related.related_atom_id _pdbx_chem_comp_atom_related.related_type 1 G16 C1 GLC C1 "Carbohydrate core" 2 G16 C2 GLC C2 "Carbohydrate core" 3 G16 C3 GLC C3 "Carbohydrate core" 4 G16 C4 GLC C4 "Carbohydrate core" 5 G16 C5 GLC C5 "Carbohydrate core" 6 G16 C6 GLC C6 "Carbohydrate core" 7 G16 O1 GLC O1 "Carbohydrate core" 8 G16 O2 GLC O2 "Carbohydrate core" 9 G16 O3 GLC O3 "Carbohydrate core" 10 G16 O4 GLC O4 "Carbohydrate core" 11 G16 O5 GLC O5 "Carbohydrate core" 12 G16 O6 GLC O6 "Carbohydrate core" 13 G16 H1 GLC H1 "Carbohydrate core" 14 G16 H2 GLC H2 "Carbohydrate core" 15 G16 H3 GLC H3 "Carbohydrate core" 16 G16 H4 GLC H4 "Carbohydrate core" 17 G16 H5 GLC H5 "Carbohydrate core" 18 G16 H61 GLC H61 "Carbohydrate core" 19 G16 H62 GLC H62 "Carbohydrate core" 20 G16 HO2 GLC HO2 "Carbohydrate core" 21 G16 HO3 GLC HO3 "Carbohydrate core" 22 G16 HO4 GLC HO4 "Carbohydrate core" # # 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 G16 "CARBOHYDRATE ISOMER" D PDB ? G16 "CARBOHYDRATE RING" pyranose PDB ? G16 "CARBOHYDRATE ANOMER" alpha PDB ? G16 "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 G16 "Create component" 1999-08-11 RCSB G16 "Modify descriptor" 2011-06-04 RCSB G16 "Other modification" 2020-07-03 RCSB G16 "Modify parent residue" 2020-07-17 RCSB G16 "Modify name" 2020-07-17 RCSB G16 "Modify synonyms" 2020-07-17 RCSB G16 "Modify linking type" 2020-07-17 RCSB G16 "Modify leaving atom flag" 2020-07-17 RCSB ##