data_H53 # _chem_comp.id H53 _chem_comp.name "(1S)-1,5-anhydro-1-(2,5-dihydroxyphenyl)-D-glucitol" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H16 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-(2,5-DIHYDROXYPHENYL)-6-(HYDROXYMETHYL)OXANE-3,4,5-TRIOL" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-23 _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 272.251 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H53 _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 2FET _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id H53 _pdbx_chem_comp_synonyms.name "2-(2,5-DIHYDROXYPHENYL)-6-(HYDROXYMETHYL)OXANE-3,4,5-TRIOL" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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 H53 O5 O5 O 0 1 N N N 33.136 21.485 28.229 0.712 1.063 0.072 O5 H53 1 H53 C5 C5 C 0 1 N N R 32.175 20.835 27.362 2.093 0.956 0.413 C5 H53 2 H53 C4 C4 C 0 1 N N S 32.564 21.003 25.857 2.772 -0.070 -0.498 C4 H53 3 H53 C3 C3 C 0 1 N N R 32.684 22.505 25.507 2.113 -1.438 -0.288 C3 H53 4 H53 C2 C2 C 0 1 N N R 33.769 23.122 26.441 0.601 -1.288 -0.490 C2 H53 5 H53 C1 C1 C 0 1 N N S 33.287 22.910 27.927 0.085 -0.170 0.419 C1 H53 6 H53 C7 C7 C 0 1 Y N N 34.275 23.472 28.970 -1.407 -0.037 0.251 C7 H53 7 H53 C12 C12 C 0 1 Y N N 33.753 24.210 30.072 -2.261 -0.856 0.975 C12 H53 8 H53 O12 O12 O 0 1 N N N 32.369 24.402 30.157 -1.753 -1.774 1.840 O12 H53 9 H53 C11 C11 C 0 1 Y N N 34.640 24.734 31.066 -3.635 -0.730 0.824 C11 H53 10 H53 C10 C10 C 0 1 Y N N 36.041 24.514 30.947 -4.151 0.202 -0.055 C10 H53 11 H53 C9 C9 C 0 1 Y N N 36.568 23.777 29.846 -3.296 1.017 -0.783 C9 H53 12 H53 O9 O9 O 0 1 N N N 37.946 23.572 29.751 -3.804 1.934 -1.648 O9 H53 13 H53 C8 C8 C 0 1 Y N N 35.679 23.259 28.861 -1.923 0.895 -0.628 C8 H53 14 H53 O2 O2 O 0 1 N N N 33.895 24.516 26.116 -0.052 -2.514 -0.156 O2 H53 15 H53 O3 O3 O 0 1 N N N 33.060 22.646 24.126 2.632 -2.374 -1.234 O3 H53 16 H53 O4 O4 O 0 1 N N N 31.558 20.387 25.031 4.161 -0.153 -0.171 O4 H53 17 H53 C6 C6 C 0 1 N N N 32.074 19.333 27.788 2.768 2.318 0.237 C6 H53 18 H53 O6 O6 O 0 1 N N N 33.201 18.597 27.265 2.216 3.247 1.171 O6 H53 19 H53 H5 H5 H 0 1 N N N 31.187 21.306 27.469 2.186 0.637 1.451 H5 H53 20 H53 H4 H4 H 0 1 N N N 33.534 20.517 25.676 2.660 0.234 -1.539 H4 H53 21 H53 H3 H3 H 0 1 N N N 31.726 23.025 25.654 2.314 -1.790 0.724 H3 H53 22 H53 H2 H2 H 0 1 N N N 34.754 22.648 26.315 0.394 -1.036 -1.530 H2 H53 23 H53 H1 H1 H 0 1 N N N 32.330 23.448 27.995 0.312 -0.412 1.457 H1 H53 24 H53 HO12 HO12 H 0 0 N N N 32.110 24.445 31.070 -1.632 -2.592 1.339 HO12 H53 25 H53 H11 H11 H 0 1 N N N 34.248 25.294 31.902 -4.300 -1.365 1.391 H11 H53 26 H53 H10 H10 H 0 1 N N N 36.711 24.909 31.697 -5.220 0.296 -0.176 H10 H53 27 H53 HO9 HO9 H 0 1 N N N 38.197 23.525 28.836 -3.887 1.494 -2.505 HO9 H53 28 H53 H8 H8 H 0 1 N N N 36.073 22.700 28.025 -1.258 1.530 -1.194 H8 H53 29 H53 HO2 HO2 H 0 1 N Y N 33.923 25.027 26.916 0.302 -3.190 -0.751 HO2 H53 30 H53 HO3 HO3 H 0 1 N Y N 32.279 22.677 23.586 3.583 -2.437 -1.072 HO3 H53 31 H53 HO4 HO4 H 0 1 N Y N 30.768 20.251 25.541 4.547 -0.814 -0.762 HO4 H53 32 H53 H61 H61 H 0 1 N N N 31.144 18.904 27.387 2.599 2.679 -0.778 H61 H53 33 H53 H62 H62 H 0 1 N N N 32.073 19.265 28.886 3.839 2.218 0.414 H62 H53 34 H53 HO6 HO6 H 0 1 N Y N 33.072 18.435 26.338 2.667 4.090 1.027 HO6 H53 35 # # 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 H53 O5 C5 SING N N 1 H53 O5 C1 SING N N 2 H53 C5 C4 SING N N 3 H53 C5 C6 SING N N 4 H53 C5 H5 SING N N 5 H53 C4 C3 SING N N 6 H53 C4 O4 SING N N 7 H53 C4 H4 SING N N 8 H53 C3 C2 SING N N 9 H53 C3 O3 SING N N 10 H53 C3 H3 SING N N 11 H53 C2 C1 SING N N 12 H53 C2 O2 SING N N 13 H53 C2 H2 SING N N 14 H53 C1 C7 SING N N 15 H53 C1 H1 SING N N 16 H53 C7 C12 SING Y N 17 H53 C7 C8 DOUB Y N 18 H53 C12 O12 SING N N 19 H53 C12 C11 DOUB Y N 20 H53 O12 HO12 SING N N 21 H53 C11 C10 SING Y N 22 H53 C11 H11 SING N N 23 H53 C10 C9 DOUB Y N 24 H53 C10 H10 SING N N 25 H53 C9 O9 SING N N 26 H53 C9 C8 SING Y N 27 H53 O9 HO9 SING N N 28 H53 C8 H8 SING N N 29 H53 O2 HO2 SING N N 30 H53 O3 HO3 SING N N 31 H53 O4 HO4 SING N N 32 H53 C6 O6 SING N N 33 H53 C6 H61 SING N N 34 H53 C6 H62 SING N N 35 H53 O6 HO6 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 H53 SMILES ACDLabs 10.04 "OC1C(O)C(O)C(OC1CO)c2cc(O)ccc2O" H53 SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2cc(O)ccc2O" H53 SMILES CACTVS 3.341 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)c2cc(O)ccc2O" H53 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1O)[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O" H53 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1O)C2C(C(C(C(O2)CO)O)O)O)O" H53 InChI InChI 1.03 "InChI=1S/C12H16O7/c13-4-8-9(16)10(17)11(18)12(19-8)6-3-5(14)1-2-7(6)15/h1-3,8-18H,4H2/t8-,9-,10+,11-,12+/m1/s1" H53 InChIKey InChI 1.03 QRWWXASRKFWQRP-ZIQFBCGOSA-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 H53 "SYSTEMATIC NAME" ACDLabs 10.04 "(1S)-1,5-anhydro-1-(2,5-dihydroxyphenyl)-D-glucitol" H53 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R,4R,5S,6R)-2-(2,5-dihydroxyphenyl)-6-(hydroxymethyl)oxane-3,4,5-triol" # # 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 H53 "CARBOHYDRATE ISOMER" D PDB ? H53 "CARBOHYDRATE RING" pyranose PDB ? H53 "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 H53 "Create component" 2006-01-23 RCSB H53 "Modify descriptor" 2011-06-04 RCSB H53 "Other modification" 2020-07-03 RCSB H53 "Modify name" 2020-07-17 RCSB H53 "Modify synonyms" 2020-07-17 RCSB H53 "Modify internal type" 2020-07-17 RCSB H53 "Modify linking type" 2020-07-17 RCSB H53 "Modify leaving atom flag" 2020-07-17 RCSB ##