data_B16 # _chem_comp.id B16 _chem_comp.name "1,6-di-O-phosphono-beta-D-glucopyranose" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H14 O12 P2" _chem_comp.mon_nstd_parent_comp_id BGC _chem_comp.pdbx_synonyms "1,6-di-O-phosphono-beta-D-glucose; 1,6-di-O-phosphono-D-glucose; 1,6-di-O-phosphono-glucose" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-12-06 _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 340.116 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B16 _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 2I55 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 B16 "1,6-di-O-phosphono-beta-D-glucose" PDB ? 2 B16 "1,6-di-O-phosphono-D-glucose" PDB ? 3 B16 "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 B16 P P P 0 1 N N N 18.846 -4.563 -5.173 3.938 -0.766 -0.015 P B16 1 B16 "P'" "P'" P 0 1 N N N 24.422 -4.793 0.464 -2.632 -2.191 -0.048 "P'" B16 2 B16 C1 C1 C 0 1 N N S 22.631 -3.766 -1.155 -1.691 0.310 -0.025 C1 B16 3 B16 O1 O1 O 0 1 N N N 23.874 -4.393 -0.991 -2.422 -0.738 0.614 O1 B16 4 B16 C2 C2 C 0 1 N N R 22.776 -2.451 -1.874 -2.259 1.665 0.406 C2 B16 5 B16 O2 O2 O 0 1 N N N 23.961 -1.803 -1.439 -3.618 1.771 -0.020 O2 B16 6 B16 C3 C3 C 0 1 N N S 21.522 -1.708 -1.450 -1.432 2.784 -0.235 C3 B16 7 B16 O3 O3 O 0 1 N N N 21.558 -0.357 -1.917 -1.908 4.051 0.221 O3 B16 8 B16 C4 C4 C 0 1 N N S 20.288 -2.513 -1.910 0.036 2.613 0.167 C4 B16 9 B16 O4 O4 O 0 1 N N N 19.177 -2.071 -1.128 0.828 3.609 -0.485 O4 B16 10 B16 C5 C5 C 0 1 N N R 20.390 -4.051 -1.707 0.515 1.222 -0.256 C5 B16 11 B16 O5 O5 O 0 1 N N N 21.722 -4.533 -1.920 -0.315 0.229 0.351 O5 B16 12 B16 C6 C6 C 0 1 N N N 19.432 -4.876 -2.569 1.963 1.021 0.195 C6 B16 13 B16 O6 O6 O 0 1 N N N 19.844 -4.788 -3.927 2.447 -0.229 -0.299 O6 B16 14 B16 O1P O1P O 0 1 N N N 18.541 -5.990 -5.617 4.119 -1.038 1.561 O1P B16 15 B16 O2P O2P O 0 1 N N N 19.692 -3.818 -6.188 4.180 -2.135 -0.828 O2P B16 16 B16 O3P O3P O 0 1 N N N 17.681 -3.755 -4.642 4.921 0.250 -0.456 O3P B16 17 B16 O1X O1X O 0 1 N N N 24.675 -6.277 0.368 -3.521 -2.050 -1.383 O1X B16 18 B16 O2X O2X O 0 1 N N N 25.634 -3.923 0.435 -1.314 -2.771 -0.392 O2X B16 19 B16 O3X O3X O 0 1 N N N 23.417 -4.450 1.514 -3.385 -3.154 0.999 O3X B16 20 B16 H1 H1 H 0 1 N N N 22.191 -3.565 -0.167 -1.779 0.207 -1.107 H1 B16 21 B16 H2 H2 H 0 1 N N N 22.775 -2.608 -2.963 -2.209 1.751 1.492 H2 B16 22 B16 HO2 HO2 H 0 1 N Y N 24.053 -0.973 -1.892 -4.199 1.090 0.345 HO2 B16 23 B16 H3 H3 H 0 1 N N N 21.506 -1.695 -0.350 -1.523 2.728 -1.320 H3 B16 24 B16 HO3 HO3 H 0 1 N Y N 20.768 0.094 -1.644 -2.835 4.223 0.006 HO3 B16 25 B16 H4 H4 H 0 1 N N N 20.110 -2.310 -2.976 0.133 2.720 1.247 H4 B16 26 B16 HO4 HO4 H 0 1 N Y N 18.397 -2.548 -1.387 0.576 4.516 -0.266 HO4 B16 27 B16 H5 H5 H 0 1 N N N 20.122 -4.246 -0.658 0.456 1.131 -1.341 H5 B16 28 B16 H61 H6 H 0 1 N N N 19.454 -5.927 -2.244 2.580 1.830 -0.195 H61 B16 29 B16 H62 H6A H 0 1 N N N 18.410 -4.482 -2.467 2.008 1.023 1.284 H62 B16 30 B16 HO1P HO1P H 0 0 N N N 17.617 -6.172 -5.489 3.506 -1.695 1.920 HO1P B16 31 B16 HO2P HO2P H 0 0 N N N 19.335 -2.947 -6.320 5.060 -2.516 -0.703 HO2P B16 32 B16 HO1X HO1X H 0 0 N N N 25.609 -6.436 0.301 -4.399 -1.676 -1.232 HO1X B16 33 B16 HO3X HO3X H 0 0 N N N 23.724 -3.703 2.014 -3.545 -4.048 0.667 HO3X B16 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 B16 P O6 SING N N 1 B16 P O1P SING N N 2 B16 P O2P SING N N 3 B16 P O3P DOUB N N 4 B16 "P'" O1 SING N N 5 B16 "P'" O1X SING N N 6 B16 "P'" O2X DOUB N N 7 B16 "P'" O3X SING N N 8 B16 C1 O1 SING N N 9 B16 C1 C2 SING N N 10 B16 C1 O5 SING N N 11 B16 C2 O2 SING N N 12 B16 C2 C3 SING N N 13 B16 C3 O3 SING N N 14 B16 C3 C4 SING N N 15 B16 C4 O4 SING N N 16 B16 C4 C5 SING N N 17 B16 C5 O5 SING N N 18 B16 C5 C6 SING N N 19 B16 C6 O6 SING N N 20 B16 C1 H1 SING N N 21 B16 C2 H2 SING N N 22 B16 O2 HO2 SING N N 23 B16 C3 H3 SING N N 24 B16 O3 HO3 SING N N 25 B16 C4 H4 SING N N 26 B16 O4 HO4 SING N N 27 B16 C5 H5 SING N N 28 B16 C6 H61 SING N N 29 B16 C6 H62 SING N N 30 B16 O1P HO1P SING N N 31 B16 O2P HO2P SING N N 32 B16 O1X HO1X SING N N 33 B16 O3X HO3X SING N N 34 # # 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 B16 SMILES ACDLabs 12.01 "O=P(O)(O)OCC1OC(OP(=O)(O)O)C(O)C(O)C1O" B16 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)/t2-,3-,4+,5-,6+/m1/s1" B16 InChIKey InChI 1.03 RWHOZGRAXYWRNX-DVKNGEFBSA-N B16 SMILES_CANONICAL CACTVS 3.370 "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" B16 SMILES CACTVS 3.370 "O[CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH](O[P](O)(O)=O)[CH]1O" B16 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OP(=O)(O)O)O)O)O)OP(=O)(O)O" B16 SMILES "OpenEye OEToolkits" 1.7.6 "C(C1C(C(C(C(O1)OP(=O)(O)O)O)O)O)OP(=O)(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 B16 "SYSTEMATIC NAME" ACDLabs 12.01 "1,6-di-O-phosphono-beta-D-glucopyranose" B16 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2S,3R,4S,5S,6R)-3,4,5-tris(oxidanyl)-6-(phosphonooxymethyl)oxan-2-yl] dihydrogen phosphate" B16 "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 b-D-Glcp1PO36PO3 # _pdbx_chem_comp_related.comp_id B16 _pdbx_chem_comp_related.related_comp_id BGC _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 B16 C1 BGC C1 "Carbohydrate core" 2 B16 C2 BGC C2 "Carbohydrate core" 3 B16 C3 BGC C3 "Carbohydrate core" 4 B16 C4 BGC C4 "Carbohydrate core" 5 B16 C5 BGC C5 "Carbohydrate core" 6 B16 C6 BGC C6 "Carbohydrate core" 7 B16 O1 BGC O1 "Carbohydrate core" 8 B16 O2 BGC O2 "Carbohydrate core" 9 B16 O3 BGC O3 "Carbohydrate core" 10 B16 O4 BGC O4 "Carbohydrate core" 11 B16 O5 BGC O5 "Carbohydrate core" 12 B16 O6 BGC O6 "Carbohydrate core" 13 B16 H1 BGC H1 "Carbohydrate core" 14 B16 H2 BGC H2 "Carbohydrate core" 15 B16 H3 BGC H3 "Carbohydrate core" 16 B16 H4 BGC H4 "Carbohydrate core" 17 B16 H5 BGC H5 "Carbohydrate core" 18 B16 H61 BGC H61 "Carbohydrate core" 19 B16 H62 BGC H62 "Carbohydrate core" 20 B16 HO2 BGC HO2 "Carbohydrate core" 21 B16 HO3 BGC HO3 "Carbohydrate core" 22 B16 HO4 BGC 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 B16 "CARBOHYDRATE ISOMER" D PDB ? B16 "CARBOHYDRATE RING" pyranose PDB ? B16 "CARBOHYDRATE ANOMER" beta PDB ? B16 "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 B16 "Create component" 2011-12-06 PDBJ B16 "Other modification" 2020-07-03 RCSB B16 "Modify parent residue" 2020-07-17 RCSB B16 "Modify synonyms" 2020-07-17 RCSB B16 "Modify atom id" 2020-07-17 RCSB B16 "Modify component atom id" 2020-07-17 RCSB B16 "Modify leaving atom flag" 2020-07-17 RCSB ##