data_9MR # _chem_comp.id 9MR _chem_comp.name "(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl beta-D-glucopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H23 N O8" _chem_comp.mon_nstd_parent_comp_id BGC _chem_comp.pdbx_synonyms ;CELLOBIOSE-LIKE ISOFAGOMINE; (3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl beta-D-glucoside; (3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl D-glucoside; (3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl glucoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-02-26 _chem_comp.pdbx_modified_date 2020-07-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 309.313 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9MR _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _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 # # 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 9MR "CELLOBIOSE-LIKE ISOFAGOMINE" PDB ? 2 9MR "(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl beta-D-glucoside" PDB ? 3 9MR "(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl D-glucoside" PDB ? 4 9MR "(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl glucoside" 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 9MR O2 O2B O 0 1 N N N 28.951 61.125 -25.752 0.211 0.014 -7.247 O2 9MR 1 9MR C2 C2B C 0 1 N N R 29.333 59.759 -25.735 -0.961 -0.115 -6.444 C2 9MR 2 9MR C3 C3B C 0 1 N N S 30.800 59.632 -26.152 -2.198 -0.026 -7.338 C3 9MR 3 9MR O3 O3B O 0 1 N N N 31.614 60.320 -25.194 -2.274 -1.195 -8.156 O3 9MR 4 9MR C4 C4B C 0 1 N N S 31.190 58.157 -26.225 -3.475 0.095 -6.507 C4 9MR 5 9MR O4 O4B O 0 1 N N N 32.513 58.053 -26.781 -4.568 0.404 -7.367 O4 9MR 6 9MR C5 C5B C 0 1 N N R 30.190 57.380 -27.091 -3.334 1.194 -5.452 C5 9MR 7 9MR C6 C6B C 0 1 N N N 30.476 55.889 -27.017 -4.551 1.255 -4.534 C6 9MR 8 9MR O6 O6B O 0 1 N N N 30.375 55.419 -25.657 -4.345 2.282 -3.581 O6 9MR 9 9MR O5 O5B O 0 1 N N N 28.847 57.563 -26.588 -2.190 0.940 -4.634 O5 9MR 10 9MR C1 C1B C 0 1 N N R 28.436 58.934 -26.652 -0.971 0.976 -5.373 C1 9MR 11 9MR O1 O3A O 0 1 N N N 27.111 58.969 -26.131 0.131 0.740 -4.497 O1 9MR 12 9MR C3A C3A C 0 1 N N R 26.136 58.394 -27.007 0.195 1.724 -3.466 C3A 9MR 13 9MR C4A C4A C 0 1 N N R 25.190 57.468 -26.238 0.053 1.034 -2.107 C4A 9MR 14 9MR O4A O4A O 0 1 N N N 25.931 56.462 -25.555 -1.280 0.538 -1.990 O4A 9MR 15 9MR C5M C5M C 0 1 N N N 24.215 56.800 -27.197 0.327 2.003 -0.958 C5M 9MR 16 9MR N5A N5A N 0 1 N N N 23.441 57.817 -27.940 1.635 2.640 -1.092 N5A 9MR 17 9MR C1A C1A C 0 1 N N N 24.309 58.795 -28.633 1.737 3.384 -2.348 C1A 9MR 18 9MR C2A C2A C 0 1 N N R 25.248 59.463 -27.632 1.536 2.466 -3.562 C2A 9MR 19 9MR C6A C6A C 0 1 N N N 26.064 60.588 -28.294 1.634 3.270 -4.861 C6A 9MR 20 9MR O6A O6A O 0 1 N N N 26.786 60.118 -29.441 2.913 3.872 -4.917 O6A 9MR 21 9MR HO2 HO2B H 0 1 N Y N 28.866 61.442 -24.860 0.601 0.874 -7.029 HO2 9MR 22 9MR H2 H2B H 0 1 N N N 29.216 59.368 -24.713 -0.907 -1.104 -5.974 H2 9MR 23 9MR H3 H3B H 0 1 N N N 30.950 60.080 -27.145 -2.113 0.819 -8.032 H3 9MR 24 9MR HO3 HO3B H 0 1 N Y N 32.477 60.472 -25.562 -3.146 -1.178 -8.577 HO3 9MR 25 9MR H4 H4B H 0 1 N N N 31.176 57.724 -25.214 -3.694 -0.867 -6.026 H4 9MR 26 9MR HO4 HO4B H 0 1 N Y N 32.458 58.030 -27.729 -4.948 1.236 -7.044 HO4 9MR 27 9MR H5 H5B H 0 1 N N N 30.285 57.753 -28.121 -3.228 2.176 -5.930 H5 9MR 28 9MR H61 H6B1 H 0 1 N N N 29.745 55.351 -27.639 -4.675 0.304 -4.016 H61 9MR 29 9MR H62 H6B2 H 0 1 N N N 31.498 55.705 -27.381 -5.445 1.477 -5.116 H62 9MR 30 9MR HO6 HO6B H 0 1 N Y N 30.353 54.469 -25.651 -3.882 1.882 -2.825 HO6 9MR 31 9MR H1 H1B H 0 1 N N N 28.492 59.330 -27.677 -0.829 1.969 -5.818 H1 9MR 32 9MR H3A H3A H 0 1 N N N 26.703 57.850 -27.776 -0.643 2.412 -3.631 H3A 9MR 33 9MR H4A H4A H 0 1 N N N 24.633 58.073 -25.507 0.722 0.167 -2.049 H4A 9MR 34 9MR HO4A HO4A H 0 0 N N N 26.096 55.735 -26.144 -1.605 0.410 -2.894 HO4A 9MR 35 9MR H5M1 H5M1 H 0 0 N N N 23.522 56.167 -26.623 -0.463 2.763 -0.897 H5M1 9MR 36 9MR H5M2 H5M2 H 0 0 N N N 24.783 56.190 -27.915 0.282 1.462 -0.006 H5M2 9MR 37 9MR HN5A HN5A H 0 0 N N N 22.862 58.311 -27.291 2.357 1.920 -1.074 HN5A 9MR 38 9MR H1A1 H1A1 H 0 0 N N N 24.904 58.274 -29.398 2.727 3.850 -2.398 H1A1 9MR 39 9MR H1A2 H1A2 H 0 0 N N N 23.680 59.564 -29.106 1.006 4.202 -2.355 H1A2 9MR 40 9MR H2A H2A H 0 1 N N N 24.661 59.944 -26.836 2.348 1.726 -3.592 H2A 9MR 41 9MR H6A1 H6A1 H 0 0 N N N 26.784 60.980 -27.560 0.868 4.042 -4.873 H6A1 9MR 42 9MR H6A2 H6A2 H 0 0 N N N 25.365 61.370 -28.625 1.507 2.606 -5.714 H6A2 9MR 43 9MR HO6A HO6A H 0 0 N N N 26.188 60.014 -30.172 3.331 3.582 -5.746 HO6A 9MR 44 # # 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 9MR O2 C2 SING N N 1 9MR O2 HO2 SING N N 2 9MR C2 C1 SING N N 3 9MR C2 C3 SING N N 4 9MR C2 H2 SING N N 5 9MR C3 C4 SING N N 6 9MR C3 O3 SING N N 7 9MR C3 H3 SING N N 8 9MR O3 HO3 SING N N 9 9MR C4 C5 SING N N 10 9MR C4 O4 SING N N 11 9MR C4 H4 SING N N 12 9MR O4 HO4 SING N N 13 9MR C5 C6 SING N N 14 9MR C5 O5 SING N N 15 9MR C5 H5 SING N N 16 9MR C6 O6 SING N N 17 9MR C6 H61 SING N N 18 9MR C6 H62 SING N N 19 9MR O6 HO6 SING N N 20 9MR O5 C1 SING N N 21 9MR C1 O1 SING N N 22 9MR C1 H1 SING N N 23 9MR O1 C3A SING N N 24 9MR C3A C2A SING N N 25 9MR C3A C4A SING N N 26 9MR C3A H3A SING N N 27 9MR C4A C5M SING N N 28 9MR C4A O4A SING N N 29 9MR C4A H4A SING N N 30 9MR O4A HO4A SING N N 31 9MR C5M N5A SING N N 32 9MR C5M H5M1 SING N N 33 9MR C5M H5M2 SING N N 34 9MR N5A C1A SING N N 35 9MR N5A HN5A SING N N 36 9MR C1A C2A SING N N 37 9MR C1A H1A1 SING N N 38 9MR C1A H1A2 SING N N 39 9MR C2A C6A SING N N 40 9MR C2A H2A SING N N 41 9MR C6A O6A SING N N 42 9MR C6A H6A1 SING N N 43 9MR C6A H6A2 SING N N 44 9MR O6A HO6A SING N N 45 # # 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 9MR SMILES ACDLabs 10.04 "O(C1C(O)CNCC1CO)C2OC(C(O)C(O)C2O)CO" 9MR SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1CNC[C@@H](O)[C@@H]1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O" 9MR SMILES CACTVS 3.341 "OC[CH]1CNC[CH](O)[CH]1O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O" 9MR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H]([C@@H](CN1)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)CO" 9MR SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(C(CN1)O)OC2C(C(C(C(O2)CO)O)O)O)CO" 9MR InChI InChI 1.03 "InChI=1S/C12H23NO8/c14-3-5-1-13-2-6(16)11(5)21-12-10(19)9(18)8(17)7(4-15)20-12/h5-19H,1-4H2/t5-,6-,7-,8-,9+,10-,11-,12+/m1/s1" 9MR InChIKey InChI 1.03 LEOSSOWHBSKZSO-WUYFHPBOSA-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 9MR "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl beta-D-glucopyranoside" 9MR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4S,5S,6R)-2-[(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol" # _pdbx_chem_comp_related.comp_id 9MR _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 9MR C1 BGC C1 "Carbohydrate core" 2 9MR C2 BGC C2 "Carbohydrate core" 3 9MR C3 BGC C3 "Carbohydrate core" 4 9MR C4 BGC C4 "Carbohydrate core" 5 9MR C5 BGC C5 "Carbohydrate core" 6 9MR C6 BGC C6 "Carbohydrate core" 7 9MR O2 BGC O2 "Carbohydrate core" 8 9MR O1 BGC O1 "Carbohydrate core" 9 9MR O3 BGC O3 "Carbohydrate core" 10 9MR O4 BGC O4 "Carbohydrate core" 11 9MR O5 BGC O5 "Carbohydrate core" 12 9MR O6 BGC O6 "Carbohydrate core" 13 9MR H1 BGC H1 "Carbohydrate core" 14 9MR H2 BGC H2 "Carbohydrate core" 15 9MR H3 BGC H3 "Carbohydrate core" 16 9MR H4 BGC H4 "Carbohydrate core" 17 9MR H5 BGC H5 "Carbohydrate core" 18 9MR H61 BGC H61 "Carbohydrate core" 19 9MR H62 BGC H62 "Carbohydrate core" 20 9MR HO2 BGC HO2 "Carbohydrate core" 21 9MR HO3 BGC HO3 "Carbohydrate core" 22 9MR HO4 BGC HO4 "Carbohydrate core" 23 9MR HO6 BGC HO6 "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 9MR "CARBOHYDRATE ISOMER" D PDB ? 9MR "CARBOHYDRATE RING" pyranose PDB ? 9MR "CARBOHYDRATE ANOMER" beta PDB ? 9MR "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 9MR "Create component" 2007-02-26 RCSB 9MR "Modify descriptor" 2011-06-04 RCSB 9MR "Other modification" 2020-07-03 RCSB 9MR "Modify parent residue" 2020-07-17 RCSB 9MR "Modify name" 2020-07-17 RCSB 9MR "Modify synonyms" 2020-07-17 RCSB 9MR "Modify internal type" 2020-07-17 RCSB 9MR "Modify linking type" 2020-07-17 RCSB 9MR "Modify atom id" 2020-07-17 RCSB 9MR "Modify component atom id" 2020-07-17 RCSB 9MR "Modify leaving atom flag" 2020-07-17 RCSB ##