data_GU6 # _chem_comp.id GU6 _chem_comp.name "2,3,6-tri-O-sulfo-alpha-D-glucopyranose" _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H12 O15 S3" _chem_comp.mon_nstd_parent_comp_id GLC _chem_comp.pdbx_synonyms ;2,3,6-TRI-O-SULFONATO-ALPHA-D-GLUCOPYRANOSE; 2,3,6-tri-O-sulfo-alpha-D-glucose; 2,3,6-tri-O-sulfo-D-glucose; 2,3,6-tri-O-sulfo-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-06-22 _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 420.345 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GU6 _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 1TB6 _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 GU6 "2,3,6-TRI-O-SULFONATO-ALPHA-D-GLUCOPYRANOSE" PDB ? 2 GU6 "2,3,6-tri-O-sulfo-alpha-D-glucose" PDB ? 3 GU6 "2,3,6-tri-O-sulfo-D-glucose" PDB ? 4 GU6 "2,3,6-tri-O-sulfo-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 GU6 C1 C1 C 0 1 N N S 56.780 -5.132 -15.881 -0.203 -1.674 -0.640 C1 GU6 1 GU6 O1 O1 O 0 1 N Y N 56.880 -3.993 -16.750 -0.232 -1.372 -2.037 O1 GU6 2 GU6 C2 C2 C 0 1 N N R 55.480 -4.968 -15.089 -1.296 -0.877 0.077 C2 GU6 3 GU6 O2 O2 O 0 1 N N N 54.352 -4.918 -15.972 -2.567 -1.187 -0.498 O2 GU6 4 GU6 S2 S2 S 0 1 N N N 54.079 -6.156 -16.637 -3.330 -2.279 0.238 S2 GU6 5 GU6 C3 C3 C 0 1 N N S 55.566 -3.672 -14.277 -1.013 0.620 -0.082 C3 GU6 6 GU6 O3 O3 O 0 1 N N N 54.375 -3.491 -13.504 -1.988 1.370 0.646 O3 GU6 7 GU6 S3 S3 S 0 1 N N N 53.627 -2.338 -13.906 -2.379 2.684 -0.016 S3 GU6 8 GU6 C4 C4 C 0 1 N N R 56.784 -3.705 -13.348 0.384 0.926 0.467 C4 GU6 9 GU6 O4 O4 O 0 1 N N N 56.916 -2.433 -12.695 0.687 2.306 0.259 O4 GU6 10 GU6 C5 C5 C 0 1 N N R 58.033 -3.986 -14.175 1.412 0.060 -0.265 C5 GU6 11 GU6 O5 O5 O 0 1 N N N 57.886 -5.182 -14.961 1.073 -1.319 -0.103 O5 GU6 12 GU6 C6 C6 C 0 1 N N N 59.245 -4.131 -13.250 2.803 0.315 0.320 C6 GU6 13 GU6 O6 O6 O 0 1 N N N 59.091 -5.228 -12.343 3.777 -0.404 -0.439 O6 GU6 14 GU6 S6 S6 S 0 1 N N N 60.034 -5.467 -11.292 5.205 -0.221 0.057 S6 GU6 15 GU6 O13 O13 O 0 1 N N N 54.468 -7.319 -15.771 -3.878 -1.662 1.517 O13 GU6 16 GU6 O14 O14 O 0 1 N N N 54.857 -6.204 -17.919 -4.456 -2.596 -0.569 O14 GU6 17 GU6 O15 O15 O 0 1 N N N 52.615 -6.256 -16.950 -2.365 -3.242 0.639 O15 GU6 18 GU6 O16 O16 O 0 1 N N N 54.441 -1.092 -13.714 -3.186 3.381 0.923 O16 GU6 19 GU6 O17 O17 O 0 1 N N N 53.236 -2.446 -15.350 -1.187 3.224 -0.569 O17 GU6 20 GU6 O18 O18 O 0 1 N N N 52.388 -2.261 -13.065 -3.283 2.344 -1.192 O18 GU6 21 GU6 O19 O19 O 0 1 N N N 59.518 -6.565 -10.411 5.350 -1.046 1.328 O19 GU6 22 GU6 O20 O20 O 0 1 N N N 60.215 -4.221 -10.476 6.047 -0.828 -0.914 O20 GU6 23 GU6 O21 O21 O 0 1 N N N 61.355 -5.875 -11.873 5.324 1.140 0.446 O21 GU6 24 GU6 H1 H1 H 0 1 N N N 56.729 -6.060 -16.469 -0.375 -2.740 -0.494 H1 GU6 25 GU6 HO1 HO1 H 0 1 N Y N 57.677 -4.055 -17.263 0.436 -1.843 -2.555 HO1 GU6 26 GU6 H2 H2 H 0 1 N N N 55.379 -5.815 -14.394 -1.301 -1.137 1.136 H2 GU6 27 GU6 H3 H3 H 0 1 N N N 55.686 -2.832 -14.977 -1.059 0.890 -1.137 H3 GU6 28 GU6 H4 H4 H 0 1 N N N 56.651 -4.507 -12.607 0.412 0.703 1.534 H4 GU6 29 GU6 HO4 HO4 H 0 1 N Y N 56.181 -1.879 -12.928 1.559 2.571 0.583 HO4 GU6 30 GU6 H5 H5 H 0 1 N N N 58.208 -3.128 -14.841 1.411 0.312 -1.325 H5 GU6 31 GU6 H61 H6 H 0 1 N N N 60.143 -4.299 -13.863 3.024 1.382 0.277 H61 GU6 32 GU6 H62 H6A H 0 1 N N N 59.364 -3.204 -12.671 2.829 -0.021 1.356 H62 GU6 33 GU6 HO13 HO13 H 0 0 N N N 53.706 -7.863 -15.610 -4.384 -2.277 2.065 HO13 GU6 34 GU6 HO18 HO18 H 0 0 N N N 51.622 -2.297 -13.625 -3.592 3.116 -1.686 HO18 GU6 35 GU6 HO19 HO19 H 0 0 N N N 59.416 -6.239 -9.525 6.228 -1.000 1.729 HO19 GU6 36 # # 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 GU6 O1 C1 SING N N 1 GU6 C1 C2 SING N N 2 GU6 C1 O5 SING N N 3 GU6 C1 H1 SING N N 4 GU6 O1 HO1 SING N N 5 GU6 O2 C2 SING N N 6 GU6 C2 C3 SING N N 7 GU6 C2 H2 SING N N 8 GU6 S2 O2 SING N N 9 GU6 O14 S2 DOUB N N 10 GU6 O15 S2 DOUB N N 11 GU6 S2 O13 SING N N 12 GU6 C3 O3 SING N N 13 GU6 C3 C4 SING N N 14 GU6 C3 H3 SING N N 15 GU6 S3 O3 SING N N 16 GU6 O17 S3 DOUB N N 17 GU6 S3 O16 DOUB N N 18 GU6 S3 O18 SING N N 19 GU6 C5 C4 SING N N 20 GU6 C4 O4 SING N N 21 GU6 C4 H4 SING N N 22 GU6 O4 HO4 SING N N 23 GU6 O5 C5 SING N N 24 GU6 C5 C6 SING N N 25 GU6 C5 H5 SING N N 26 GU6 C6 O6 SING N N 27 GU6 C6 H61 SING N N 28 GU6 C6 H62 SING N N 29 GU6 O6 S6 SING N N 30 GU6 O21 S6 DOUB N N 31 GU6 S6 O20 DOUB N N 32 GU6 S6 O19 SING N N 33 GU6 O13 HO13 SING N N 34 GU6 O18 HO18 SING N N 35 GU6 O19 HO19 SING N N 36 # # 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 GU6 SMILES ACDLabs 12.01 "C1(C(C(OS(=O)(O)=O)C(O)C(COS(=O)(O)=O)O1)OS(O)(=O)=O)O" GU6 InChI InChI 1.03 "InChI=1S/C6H12O15S3/c7-3-2(1-18-22(9,10)11)19-6(8)5(21-24(15,16)17)4(3)20-23(12,13)14/h2-8H,1H2,(H,9,10,11)(H,12,13,14)(H,15,16,17)/t2-,3-,4+,5-,6+/m1/s1" GU6 InChIKey InChI 1.03 GRHWGVDHRAZFMQ-DVKNGEFBSA-N GU6 SMILES_CANONICAL CACTVS 3.385 "O[C@H]1O[C@H](CO[S](O)(=O)=O)[C@@H](O)[C@H](O[S](O)(=O)=O)[C@H]1O[S](O)(=O)=O" GU6 SMILES CACTVS 3.385 "O[CH]1O[CH](CO[S](O)(=O)=O)[CH](O)[CH](O[S](O)(=O)=O)[CH]1O[S](O)(=O)=O" GU6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)OS(=O)(=O)O)OS(=O)(=O)O)O)OS(=O)(=O)O" GU6 SMILES "OpenEye OEToolkits" 1.7.6 "C(C1C(C(C(C(O1)O)OS(=O)(=O)O)OS(=O)(=O)O)O)OS(=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 GU6 "SYSTEMATIC NAME" ACDLabs 12.01 "2,3,6-tri-O-sulfo-alpha-D-glucopyranose" GU6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3R,4S,5R,6S)-3,6-bis(oxidanyl)-4,5-disulfooxy-oxan-2-yl]methyl hydrogen sulfate" GU6 "CONDENSED IUPAC CARBOHYDRATE SYMBOL" GMML 1.0 "DGlcp[2S,3S,6S]a" GU6 "COMMON NAME" GMML 1.0 2-sulfo-3-sulfo-6-sulfo-a-D-glucopyranose GU6 "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 a-D-Glcp2SO33SO36SO3 # _pdbx_chem_comp_related.comp_id GU6 _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 GU6 C1 GLC C1 "Carbohydrate core" 2 GU6 C2 GLC C2 "Carbohydrate core" 3 GU6 C3 GLC C3 "Carbohydrate core" 4 GU6 C4 GLC C4 "Carbohydrate core" 5 GU6 C5 GLC C5 "Carbohydrate core" 6 GU6 C6 GLC C6 "Carbohydrate core" 7 GU6 O1 GLC O1 "Carbohydrate core" 8 GU6 O2 GLC O2 "Carbohydrate core" 9 GU6 O3 GLC O3 "Carbohydrate core" 10 GU6 O4 GLC O4 "Carbohydrate core" 11 GU6 O5 GLC O5 "Carbohydrate core" 12 GU6 O6 GLC O6 "Carbohydrate core" 13 GU6 H1 GLC H1 "Carbohydrate core" 14 GU6 H2 GLC H2 "Carbohydrate core" 15 GU6 H3 GLC H3 "Carbohydrate core" 16 GU6 H4 GLC H4 "Carbohydrate core" 17 GU6 H5 GLC H5 "Carbohydrate core" 18 GU6 H61 GLC H61 "Carbohydrate core" 19 GU6 H62 GLC H62 "Carbohydrate core" 20 GU6 HO1 GLC HO1 "Carbohydrate core" 21 GU6 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 GU6 "CARBOHYDRATE ISOMER" D PDB ? GU6 "CARBOHYDRATE RING" pyranose PDB ? GU6 "CARBOHYDRATE ANOMER" alpha PDB ? GU6 "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 GU6 "Create component" 2004-06-22 RCSB GU6 "Modify descriptor" 2011-06-04 RCSB GU6 "Other modification" 2015-03-12 RCSB GU6 "Other modification" 2020-07-03 RCSB GU6 "Modify parent residue" 2020-07-17 RCSB GU6 "Modify name" 2020-07-17 RCSB GU6 "Modify synonyms" 2020-07-17 RCSB GU6 "Modify linking type" 2020-07-17 RCSB GU6 "Modify atom id" 2020-07-17 RCSB GU6 "Modify component atom id" 2020-07-17 RCSB GU6 "Modify leaving atom flag" 2020-07-17 RCSB ##