data_GUP # _chem_comp.id GUP _chem_comp.name alpha-L-gulopyranose _chem_comp.type "L-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H12 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "alpha-L-gulose; L-gulose; gulose; ALPHA-L-GULOPYRANOSIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-16 _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 180.156 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GUP _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 1AO4 _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 GUP alpha-L-gulose PDB ? 2 GUP L-gulose PDB ? 3 GUP gulose PDB ? 4 GUP ALPHA-L-GULOPYRANOSIDE 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 GUP O5 O5 O 0 1 N N N 19.424 -11.677 22.256 0.730 0.889 0.699 O5 GUP 1 GUP C1 C1 C 0 1 N N R 18.191 -11.207 22.748 1.135 0.704 -0.655 C1 GUP 2 GUP O1 O1 O 0 1 N Y N 17.142 -12.173 22.620 1.811 -0.548 -0.782 O1 GUP 3 GUP C2 C2 C 0 1 N N S 18.336 -10.766 24.197 -0.092 0.712 -1.569 C2 GUP 4 GUP O2 O2 O 0 1 N N N 16.998 -10.642 24.561 0.321 0.554 -2.927 O2 GUP 5 GUP C3 C3 C 0 1 N N S 18.897 -11.920 25.046 -1.016 -0.445 -1.174 C3 GUP 6 GUP O3 O3 O 0 1 N N N 17.882 -12.931 24.975 -0.371 -1.690 -1.453 O3 GUP 7 GUP C4 C4 C 0 1 N N S 20.219 -12.429 24.434 -1.317 -0.341 0.324 C4 GUP 8 GUP O4 O4 O 0 1 N N N 21.174 -11.376 24.501 -2.086 0.836 0.577 O4 GUP 9 GUP C5 C5 C 0 1 N N S 19.950 -12.791 22.953 0.002 -0.271 1.095 C5 GUP 10 GUP C6 C6 C 0 1 N N N 21.179 -13.193 22.164 -0.287 -0.203 2.596 C6 GUP 11 GUP O6 O6 O 0 1 N N N 20.780 -13.458 20.822 0.945 -0.140 3.316 O6 GUP 12 GUP H1 H1 H 0 1 N N N 17.956 -10.330 22.168 1.808 1.510 -0.946 H1 GUP 13 GUP HO1 HO1 H 0 1 N Y N 16.310 -11.855 22.951 2.579 -0.511 -0.195 HO1 GUP 14 GUP H2 H2 H 0 1 N N N 18.901 -9.830 24.167 -0.624 1.657 -1.457 H2 GUP 15 GUP HO2 HO2 H 0 1 N Y N 17.088 -10.366 25.465 0.904 1.298 -3.130 HO2 GUP 16 GUP H3 H3 H 0 1 N N N 18.974 -11.527 26.075 -1.946 -0.381 -1.739 H3 GUP 17 GUP HO3 HO3 H 0 1 N Y N 17.527 -12.838 24.084 -0.191 -1.704 -2.403 HO3 GUP 18 GUP H4 H4 H 0 1 N N N 20.607 -13.308 24.973 -1.879 -1.219 0.645 H4 GUP 19 GUP HO4 HO4 H 0 1 N Y N 21.460 -11.270 25.413 -2.904 0.751 0.068 HO4 GUP 20 GUP H5 H5 H 0 1 N N N 19.213 -13.596 22.878 0.595 -1.161 0.880 H5 GUP 21 GUP H61 H61 H 0 1 N N N 21.627 -14.083 22.589 -0.841 -1.091 2.900 H61 GUP 22 GUP H62 H62 H 0 1 N N N 21.857 -12.339 22.181 -0.879 0.686 2.811 H62 GUP 23 GUP HO6 HO6 H 0 1 N Y N 20.390 -12.648 20.481 0.718 -0.098 4.255 HO6 GUP 24 # # 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 GUP O5 C1 SING N N 1 GUP O5 C5 SING N N 2 GUP C1 O1 SING N N 3 GUP C1 C2 SING N N 4 GUP C1 H1 SING N N 5 GUP O1 HO1 SING N N 6 GUP C2 O2 SING N N 7 GUP C2 C3 SING N N 8 GUP C2 H2 SING N N 9 GUP O2 HO2 SING N N 10 GUP C3 O3 SING N N 11 GUP C3 C4 SING N N 12 GUP C3 H3 SING N N 13 GUP O3 HO3 SING N N 14 GUP C4 O4 SING N N 15 GUP C4 C5 SING N N 16 GUP C4 H4 SING N N 17 GUP O4 HO4 SING N N 18 GUP C5 C6 SING N N 19 GUP C5 H5 SING N N 20 GUP C6 O6 SING N N 21 GUP C6 H61 SING N N 22 GUP C6 H62 SING N N 23 GUP O6 HO6 SING N N 24 # # 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 GUP SMILES ACDLabs 10.04 "OC1C(O)C(OC(O)C1O)CO" GUP SMILES_CANONICAL CACTVS 3.341 "OC[C@@H]1O[C@@H](O)[C@@H](O)[C@@H](O)[C@@H]1O" GUP SMILES CACTVS 3.341 "OC[CH]1O[CH](O)[CH](O)[CH](O)[CH]1O" GUP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)O)O)O)O)O" GUP SMILES "OpenEye OEToolkits" 1.5.0 "C(C1C(C(C(C(O1)O)O)O)O)O" GUP InChI InChI 1.03 "InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4-,5-,6+/m0/s1" GUP InChIKey InChI 1.03 WQZGKKKJIJFFOK-BYIBVSMXSA-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 GUP "SYSTEMATIC NAME" ACDLabs 10.04 alpha-L-gulopyranose GUP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3S,4S,5S,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol" GUP "CONDENSED IUPAC CARBOHYDRATE SYMBOL" GMML 1.0 LGulpa GUP "COMMON NAME" GMML 1.0 a-L-gulopyranose GUP "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 a-L-Gulp GUP "SNFG CARBOHYDRATE SYMBOL" GMML 1.0 Gul # # 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 GUP "CARBOHYDRATE ISOMER" L PDB ? GUP "CARBOHYDRATE RING" pyranose PDB ? GUP "CARBOHYDRATE ANOMER" alpha PDB ? GUP "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 GUP "Create component" 1999-07-16 RCSB GUP "Modify descriptor" 2011-06-04 RCSB GUP "Other modification" 2019-08-12 RCSB GUP "Other modification" 2019-12-19 RCSB GUP "Other modification" 2020-07-03 RCSB GUP "Modify name" 2020-07-17 RCSB GUP "Modify synonyms" 2020-07-17 RCSB ##