data_EBG # _chem_comp.id EBG _chem_comp.name "2-[(2S)-oxiran-2-yl]ethyl alpha-D-glucopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C10 H18 O7" _chem_comp.mon_nstd_parent_comp_id GLC _chem_comp.pdbx_synonyms ;2-HYDROXYMETHYL-6-(2-OXIRANYL-ETHOXY)-TETRAHYDRO-PYRAN-3,4,5-TRIOL; 3,4-EPOXYBUTYL-ALPHA-D-GLUCOPYRANOSIDE; 2-[(2S)-oxiran-2-yl]ethyl alpha-D-glucoside; 2-[(2S)-oxiran-2-yl]ethyl D-glucoside; 2-[(2S)-oxiran-2-yl]ethyl glucoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-11-28 _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 250.246 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EBG _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 1J12 _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 EBG "2-HYDROXYMETHYL-6-(2-OXIRANYL-ETHOXY)-TETRAHYDRO-PYRAN-3,4,5-TRIOL" PDB ? 2 EBG "3,4-EPOXYBUTYL-ALPHA-D-GLUCOPYRANOSIDE" PDB ? 3 EBG "2-[(2S)-oxiran-2-yl]ethyl alpha-D-glucoside" PDB ? 4 EBG "2-[(2S)-oxiran-2-yl]ethyl D-glucoside" PDB ? 5 EBG "2-[(2S)-oxiran-2-yl]ethyl 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 EBG C1 C1 C 0 1 N N S 23.176 59.759 38.278 -0.892 1.115 -0.687 C1 EBG 1 EBG O1 O1 O 0 1 N N N 24.256 60.060 39.123 -1.171 0.087 0.265 O1 EBG 2 EBG C2 C2 C 0 1 N N R 22.737 60.962 37.460 -1.330 0.650 -2.078 C2 EBG 3 EBG O2 O2 O 0 1 N N N 23.865 61.585 36.863 -2.737 0.400 -2.077 O2 EBG 4 EBG C3 C3 C 0 1 N N S 22.014 61.946 38.387 -0.579 -0.637 -2.434 C3 EBG 5 EBG O3 O3 O 0 1 N N N 21.549 63.068 37.650 -0.866 -1.001 -3.785 O3 EBG 6 EBG C4 C4 C 0 1 N N S 20.840 61.257 39.073 0.924 -0.386 -2.273 C4 EBG 7 EBG O4 O4 O 0 1 N N N 20.279 62.150 40.018 1.635 -1.612 -2.456 O4 EBG 8 EBG C5 C5 C 0 1 N N R 21.264 59.966 39.793 1.192 0.155 -0.867 C5 EBG 9 EBG O5 O5 O 0 1 N N N 22.063 59.122 38.921 0.506 1.393 -0.689 O5 EBG 10 EBG C6 C6 C 0 1 N N N 20.085 59.128 40.242 2.695 0.375 -0.685 C6 EBG 11 EBG O6 O6 O 0 1 N N N 19.384 58.593 39.124 2.946 0.878 0.628 O6 EBG 12 EBG C7 C7 C 0 1 N N N 25.330 59.157 39.147 -0.749 0.579 1.538 C7 EBG 13 EBG C8 C8 C 0 1 N N N 25.329 58.358 40.458 -1.021 -0.478 2.610 C8 EBG 14 EBG C9 C9 C 0 1 N N S 25.400 59.272 41.719 -0.569 0.048 3.973 C9 EBG 15 EBG C10 C10 C 0 1 N N N 26.294 60.497 41.476 -0.726 -0.876 5.182 C10 EBG 16 EBG O9 O9 O 0 1 N N N 24.077 59.687 42.101 0.547 -0.589 4.596 O9 EBG 17 EBG H1 H1 H 0 1 N N N 23.580 58.990 37.578 -1.440 2.018 -0.417 H1 EBG 18 EBG H2 H2 H 0 1 N N N 22.048 60.636 36.645 -1.098 1.423 -2.811 H2 EBG 19 EBG HO2 HO2 H 0 1 N Y N 23.590 62.337 36.351 -3.169 1.233 -1.842 HO2 EBG 20 EBG H3 H3 H 0 1 N N N 22.734 62.296 39.162 -0.891 -1.439 -1.764 H3 EBG 21 EBG HO3 HO3 H 0 1 N Y N 21.101 63.677 38.224 -1.822 -1.136 -3.841 HO3 EBG 22 EBG H4 H4 H 0 1 N N N 20.097 60.979 38.289 1.253 0.340 -3.015 H4 EBG 23 EBG HO4 HO4 H 0 1 N Y N 19.547 61.720 40.445 1.433 -1.921 -3.350 HO4 EBG 24 EBG H5 H5 H 0 1 N N N 21.844 60.305 40.682 0.838 -0.563 -0.128 H5 EBG 25 EBG H61 H61 H 0 1 N N N 20.396 58.327 40.953 3.049 1.094 -1.423 H61 EBG 26 EBG H62 H62 H 0 1 N N N 19.406 59.700 40.917 3.219 -0.570 -0.818 H62 EBG 27 EBG HO6 HO6 H 0 1 N Y N 18.644 58.067 39.405 3.903 1.003 0.701 HO6 EBG 28 EBG H71 H71 H 0 1 N N N 25.331 58.489 38.254 0.317 0.799 1.508 H71 EBG 29 EBG H72 H72 H 0 1 N N N 26.305 59.667 38.973 -1.300 1.488 1.778 H72 EBG 30 EBG H81 H81 H 0 1 N N N 24.450 57.673 40.508 -2.088 -0.698 2.640 H81 EBG 31 EBG H82 H82 H 0 1 N N N 26.147 57.601 40.465 -0.469 -1.387 2.370 H82 EBG 32 EBG H9 H9 H 0 1 N N N 25.853 58.680 42.548 -0.697 1.118 4.133 H9 EBG 33 EBG H101 H101 H 0 0 N N N 27.213 61.101 41.657 -0.957 -0.419 6.144 H101 EBG 34 EBG H102 H102 H 0 0 N N N 26.981 61.109 40.847 -1.151 -1.865 5.013 H102 EBG 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 EBG C1 O1 SING N N 1 EBG C1 C2 SING N N 2 EBG C1 O5 SING N N 3 EBG C1 H1 SING N N 4 EBG O1 C7 SING N N 5 EBG C2 O2 SING N N 6 EBG C2 C3 SING N N 7 EBG C2 H2 SING N N 8 EBG O2 HO2 SING N N 9 EBG C3 O3 SING N N 10 EBG C3 C4 SING N N 11 EBG C3 H3 SING N N 12 EBG O3 HO3 SING N N 13 EBG C4 O4 SING N N 14 EBG C4 C5 SING N N 15 EBG C4 H4 SING N N 16 EBG O4 HO4 SING N N 17 EBG C5 O5 SING N N 18 EBG C5 C6 SING N N 19 EBG C5 H5 SING N N 20 EBG C6 O6 SING N N 21 EBG C6 H61 SING N N 22 EBG C6 H62 SING N N 23 EBG O6 HO6 SING N N 24 EBG C7 C8 SING N N 25 EBG C7 H71 SING N N 26 EBG C7 H72 SING N N 27 EBG C8 C9 SING N N 28 EBG C8 H81 SING N N 29 EBG C8 H82 SING N N 30 EBG C9 C10 SING N N 31 EBG C9 O9 SING N N 32 EBG C9 H9 SING N N 33 EBG C10 O9 SING N N 34 EBG C10 H101 SING N N 35 EBG C10 H102 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 EBG SMILES ACDLabs 10.04 "O(CCC1OC1)C2OC(C(O)C(O)C2O)CO" EBG SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@H](OCC[C@H]2CO2)[C@H](O)[C@@H](O)[C@@H]1O" EBG SMILES CACTVS 3.341 "OC[CH]1O[CH](OCC[CH]2CO2)[CH](O)[CH](O)[CH]1O" EBG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H](O1)CCO[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" EBG SMILES "OpenEye OEToolkits" 1.5.0 "C1C(O1)CCOC2C(C(C(C(O2)CO)O)O)O" EBG InChI InChI 1.03 "InChI=1S/C10H18O7/c11-3-6-7(12)8(13)9(14)10(17-6)15-2-1-5-4-16-5/h5-14H,1-4H2/t5-,6+,7+,8-,9+,10-/m0/s1" EBG InChIKey InChI 1.03 RZSIARIQGABJJE-DLXYEPTOSA-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 EBG "SYSTEMATIC NAME" ACDLabs 10.04 "2-[(2S)-oxiran-2-yl]ethyl alpha-D-glucopyranoside" EBG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-[(2S)-oxiran-2-yl]ethoxy]oxane-3,4,5-triol" EBG "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 "3,4-epoxybutyl-a-D-glucopyranoside" # _pdbx_chem_comp_related.comp_id EBG _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 EBG C1 GLC C1 "Carbohydrate core" 2 EBG C2 GLC C2 "Carbohydrate core" 3 EBG C3 GLC C3 "Carbohydrate core" 4 EBG C4 GLC C4 "Carbohydrate core" 5 EBG C5 GLC C5 "Carbohydrate core" 6 EBG C6 GLC C6 "Carbohydrate core" 7 EBG O1 GLC O1 "Carbohydrate core" 8 EBG O2 GLC O2 "Carbohydrate core" 9 EBG O3 GLC O3 "Carbohydrate core" 10 EBG O4 GLC O4 "Carbohydrate core" 11 EBG O5 GLC O5 "Carbohydrate core" 12 EBG O6 GLC O6 "Carbohydrate core" 13 EBG H1 GLC H1 "Carbohydrate core" 14 EBG H2 GLC H2 "Carbohydrate core" 15 EBG H3 GLC H3 "Carbohydrate core" 16 EBG H4 GLC H4 "Carbohydrate core" 17 EBG H5 GLC H5 "Carbohydrate core" 18 EBG H61 GLC H61 "Carbohydrate core" 19 EBG H62 GLC H62 "Carbohydrate core" 20 EBG HO2 GLC HO2 "Carbohydrate core" 21 EBG HO3 GLC HO3 "Carbohydrate core" 22 EBG HO4 GLC HO4 "Carbohydrate core" 23 EBG HO6 GLC 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 EBG "CARBOHYDRATE ISOMER" D PDB ? EBG "CARBOHYDRATE RING" pyranose PDB ? EBG "CARBOHYDRATE ANOMER" alpha PDB ? EBG "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 EBG "Create component" 2002-11-28 RCSB EBG "Modify descriptor" 2011-06-04 RCSB EBG "Other modification" 2020-07-03 RCSB EBG "Modify parent residue" 2020-07-17 RCSB EBG "Modify name" 2020-07-17 RCSB EBG "Modify synonyms" 2020-07-17 RCSB EBG "Modify linking type" 2020-07-17 RCSB EBG "Modify leaving atom flag" 2020-07-17 RCSB ##