data_EBQ # _chem_comp.id EBQ _chem_comp.name "(3S)-3-hydroxybutyl alpha-D-glucopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C10 H20 O7" _chem_comp.mon_nstd_parent_comp_id GLC _chem_comp.pdbx_synonyms ;(2~{R},3~{S},4~{S},5~{R},6~{S})-2-(hydroxymethyl)-6-[(3~{S})-3-oxidanylbutoxy]oxane-3,4,5-triol; reacted 3R,4-EPOXYBUTYL-ALPHA-D-GLUCOPYRANOSIDE; (3S)-3-hydroxybutyl alpha-D-glucoside; (3S)-3-hydroxybutyl D-glucoside; (3S)-3-hydroxybutyl glucoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-04 _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 252.262 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EBQ _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 2XGI _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 EBQ "(2~{R},3~{S},4~{S},5~{R},6~{S})-2-(hydroxymethyl)-6-[(3~{S})-3-oxidanylbutoxy]oxane-3,4,5-triol" PDB ? 2 EBQ "reacted 3R,4-EPOXYBUTYL-ALPHA-D-GLUCOPYRANOSIDE" PDB ? 3 EBQ "(3S)-3-hydroxybutyl alpha-D-glucoside" PDB ? 4 EBQ "(3S)-3-hydroxybutyl D-glucoside" PDB ? 5 EBQ "(3S)-3-hydroxybutyl 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 EBQ O17 O17 O 0 1 N N N 15.377 10.211 25.526 4.744 -0.442 0.750 O17 EBQ 1 EBQ C9 C9 C 0 1 N N S 14.424 9.462 24.801 4.162 0.282 -0.336 C9 EBQ 2 EBQ C16 C16 C 0 1 N N N 14.075 10.263 23.535 5.102 0.237 -1.542 C16 EBQ 3 EBQ C8 C8 C 0 1 N N N 14.998 8.058 24.643 2.821 -0.352 -0.711 C8 EBQ 4 EBQ C7 C7 C 0 1 N N N 15.233 7.573 26.069 1.840 -0.196 0.453 C7 EBQ 5 EBQ O1 O1 O 0 1 N N N 14.061 8.009 26.751 0.587 -0.788 0.102 O1 EBQ 6 EBQ C1 C1 C 0 1 N N S 13.885 7.329 27.973 -0.406 -0.696 1.126 C1 EBQ 7 EBQ C2 C2 C 0 1 N N R 12.393 7.147 28.157 -1.607 -1.568 0.752 C2 EBQ 8 EBQ O2 O2 O 0 1 N N N 11.913 6.603 26.935 -1.177 -2.918 0.561 O2 EBQ 9 EBQ C3 C3 C 0 1 N N S 11.694 8.470 28.443 -2.227 -1.041 -0.546 C3 EBQ 10 EBQ O3 O3 O 0 1 N N N 10.313 8.257 28.746 -3.392 -1.803 -0.864 O3 EBQ 11 EBQ C4 C4 C 0 1 N N S 12.374 9.191 29.592 -2.612 0.429 -0.354 C4 EBQ 12 EBQ O4 O4 O 0 1 N N N 11.707 10.453 29.779 -3.125 0.953 -1.581 O4 EBQ 13 EBQ C5 C5 C 0 1 N N R 13.859 9.369 29.242 -1.372 1.224 0.063 C5 EBQ 14 EBQ O5 O5 O 0 1 N N N 14.483 8.098 29.004 -0.828 0.663 1.259 O5 EBQ 15 EBQ C6 C6 C 0 1 N N N 14.660 10.065 30.327 -1.762 2.682 0.315 C6 EBQ 16 EBQ O6 O6 O 0 1 N N N 14.707 9.247 31.492 -0.587 3.448 0.591 O6 EBQ 17 EBQ H1A H1 H 0 1 N N N 15.614 9.741 26.317 4.914 -1.373 0.556 H1A EBQ 18 EBQ H2A H2 H 0 1 N N N 13.505 9.378 25.400 4.003 1.319 -0.038 H2A EBQ 19 EBQ H3A H3 H 0 1 N N N 13.675 11.247 23.822 5.262 -0.800 -1.839 H3A EBQ 20 EBQ H4A H4 H 0 1 N N N 14.981 10.398 22.926 4.658 0.789 -2.370 H4A EBQ 21 EBQ H5A H5 H 0 1 N N N 14.283 7.403 24.123 2.419 0.143 -1.594 H5A EBQ 22 EBQ H6 H6 H 0 1 N N N 15.944 8.087 24.082 2.967 -1.412 -0.923 H6 EBQ 23 EBQ H7 H7 H 0 1 N N N 15.327 6.478 26.104 2.242 -0.691 1.336 H7 EBQ 24 EBQ H8 H8 H 0 1 N N N 16.135 8.032 26.499 1.694 0.863 0.665 H8 EBQ 25 EBQ H1 H9 H 0 1 N N N 14.357 6.336 27.924 0.014 -1.041 2.071 H1 EBQ 26 EBQ H2 H10 H 0 1 N N N 12.210 6.453 28.990 -2.348 -1.530 1.551 H2 EBQ 27 EBQ HO2 H11 H 0 1 N Y N 10.975 6.467 26.995 -0.769 -3.315 1.343 HO2 EBQ 28 EBQ H3 H12 H 0 1 N N N 11.777 9.101 27.546 -1.503 -1.126 -1.357 H3 EBQ 29 EBQ HO3 H13 H 0 1 N Y N 9.894 9.092 28.921 -3.222 -2.746 -0.993 HO3 EBQ 30 EBQ H4 H14 H 0 1 N N N 12.293 8.578 30.502 -3.374 0.507 0.422 H4 EBQ 31 EBQ HO4 H15 H 0 1 N Y N 12.116 10.925 30.495 -3.910 0.493 -1.907 HO4 EBQ 32 EBQ H5 H16 H 0 1 N N N 13.920 9.978 28.328 -0.628 1.179 -0.732 H5 EBQ 33 EBQ H61 H17 H 0 1 N N N 15.683 10.246 29.966 -2.259 3.084 -0.568 H61 EBQ 34 EBQ H62 H18 H 0 1 N N N 14.183 11.025 30.574 -2.438 2.735 1.168 H62 EBQ 35 EBQ HO6 H19 H 0 1 N Y N 15.209 9.687 32.168 -0.759 4.384 0.761 HO6 EBQ 36 EBQ H20 H20 H 0 1 N N N 13.319 9.716 22.952 6.058 0.689 -1.275 H20 EBQ 37 # # 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 EBQ C16 C9 SING N N 1 EBQ C8 C9 SING N N 2 EBQ C8 C7 SING N N 3 EBQ C9 O17 SING N N 4 EBQ C7 O1 SING N N 5 EBQ O1 C1 SING N N 6 EBQ O2 C2 SING N N 7 EBQ C1 C2 SING N N 8 EBQ C1 O5 SING N N 9 EBQ C2 C3 SING N N 10 EBQ C3 O3 SING N N 11 EBQ C3 C4 SING N N 12 EBQ O5 C5 SING N N 13 EBQ C5 C4 SING N N 14 EBQ C5 C6 SING N N 15 EBQ C4 O4 SING N N 16 EBQ C6 O6 SING N N 17 EBQ O17 H1A SING N N 18 EBQ C9 H2A SING N N 19 EBQ C16 H3A SING N N 20 EBQ C16 H4A SING N N 21 EBQ C8 H5A SING N N 22 EBQ C8 H6 SING N N 23 EBQ C7 H7 SING N N 24 EBQ C7 H8 SING N N 25 EBQ C1 H1 SING N N 26 EBQ C2 H2 SING N N 27 EBQ O2 HO2 SING N N 28 EBQ C3 H3 SING N N 29 EBQ O3 HO3 SING N N 30 EBQ C4 H4 SING N N 31 EBQ O4 HO4 SING N N 32 EBQ C5 H5 SING N N 33 EBQ C6 H61 SING N N 34 EBQ C6 H62 SING N N 35 EBQ O6 HO6 SING N N 36 EBQ C16 H20 SING N N 37 # # 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 EBQ InChI InChI 1.03 "InChI=1S/C10H20O7/c1-5(12)2-3-16-10-9(15)8(14)7(13)6(4-11)17-10/h5-15H,2-4H2,1H3/t5-,6+,7+,8-,9+,10-/m0/s1" EBQ InChIKey InChI 1.03 IQTXPPTUXXJFDH-DLXYEPTOSA-N EBQ SMILES_CANONICAL CACTVS 3.385 "C[C@H](O)CCO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O" EBQ SMILES CACTVS 3.385 "C[CH](O)CCO[CH]1O[CH](CO)[CH](O)[CH](O)[CH]1O" EBQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](CCO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O" EBQ SMILES "OpenEye OEToolkits" 2.0.6 "CC(CCOC1C(C(C(C(O1)CO)O)O)O)O" # _pdbx_chem_comp_identifier.comp_id EBQ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(2~{R},3~{S},4~{S},5~{R},6~{S})-2-(hydroxymethyl)-6-[(3~{S})-3-oxidanylbutoxy]oxane-3,4,5-triol" # _pdbx_chem_comp_related.comp_id EBQ _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 EBQ C1 GLC C1 "Carbohydrate core" 2 EBQ C2 GLC C2 "Carbohydrate core" 3 EBQ C3 GLC C3 "Carbohydrate core" 4 EBQ C4 GLC C4 "Carbohydrate core" 5 EBQ C5 GLC C5 "Carbohydrate core" 6 EBQ C6 GLC C6 "Carbohydrate core" 7 EBQ O1 GLC O1 "Carbohydrate core" 8 EBQ O2 GLC O2 "Carbohydrate core" 9 EBQ O3 GLC O3 "Carbohydrate core" 10 EBQ O4 GLC O4 "Carbohydrate core" 11 EBQ O5 GLC O5 "Carbohydrate core" 12 EBQ O6 GLC O6 "Carbohydrate core" 13 EBQ H2 GLC H2 "Carbohydrate core" 14 EBQ HO2 GLC HO2 "Carbohydrate core" 15 EBQ H3 GLC H3 "Carbohydrate core" 16 EBQ HO3 GLC HO3 "Carbohydrate core" 17 EBQ H4 GLC H4 "Carbohydrate core" 18 EBQ HO4 GLC HO4 "Carbohydrate core" 19 EBQ H5 GLC H5 "Carbohydrate core" 20 EBQ H61 GLC H61 "Carbohydrate core" 21 EBQ H62 GLC H62 "Carbohydrate core" 22 EBQ HO6 GLC HO6 "Carbohydrate core" 23 EBQ H1 GLC H1 "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 EBQ "CARBOHYDRATE ISOMER" D PDB ? EBQ "CARBOHYDRATE RING" pyranose PDB ? EBQ "CARBOHYDRATE ANOMER" alpha PDB ? EBQ "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 EBQ "Create component" 2010-06-04 EBI EBQ "Modify descriptor" 2011-06-04 RCSB EBQ "Other modification" 2019-01-26 EBI EBQ "Other modification" 2020-07-03 RCSB EBQ "Modify parent residue" 2020-07-17 RCSB EBQ "Modify name" 2020-07-17 RCSB EBQ "Modify synonyms" 2020-07-17 RCSB EBQ "Modify atom id" 2020-07-17 RCSB EBQ "Modify component atom id" 2020-07-17 RCSB EBQ "Modify leaving atom flag" 2020-07-17 RCSB ##