data_ISL # _chem_comp.id ISL _chem_comp.name 6-O-alpha-D-glucopyranosyl-D-fructose _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H22 O11" _chem_comp.mon_nstd_parent_comp_id GLC _chem_comp.pdbx_synonyms "6-O-alpha-D-glucosyl-D-fructose; 6-O-D-glucosyl-D-fructose; 6-O-glucosyl-D-fructose" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-03 _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 342.296 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ISL _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 4HA1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 ISL 6-O-alpha-D-glucosyl-D-fructose PDB ? 2 ISL 6-O-D-glucosyl-D-fructose PDB ? 3 ISL 6-O-glucosyl-D-fructose 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 ISL "O2'" "O2'" O 0 1 N N N 7.158 7.367 -1.285 5.762 0.927 -0.015 "O2'" ISL 1 ISL "C2'" "C2'" C 0 1 N N N 7.253 6.304 -1.833 5.007 0.044 0.316 "C2'" ISL 2 ISL "C1'" "C1'" C 0 1 N N N 6.218 5.922 -2.833 5.431 -1.396 0.192 "C1'" ISL 3 ISL "O1'" "O1'" O 0 1 N N N 6.266 6.544 -4.096 6.754 -1.459 -0.344 "O1'" ISL 4 ISL "C3'" "C3'" C 0 1 N N S 8.402 5.379 -1.534 3.643 0.384 0.859 "C3'" ISL 5 ISL "O3'" "O3'" O 0 1 N N N 9.621 5.985 -1.820 3.602 1.768 1.213 "O3'" ISL 6 ISL "C4'" "C4'" C 0 1 N N R 8.474 4.872 -0.091 2.584 0.100 -0.208 "C4'" ISL 7 ISL "O4'" "O4'" O 0 1 N N N 9.796 4.600 0.157 2.913 0.806 -1.406 "O4'" ISL 8 ISL "C5'" "C5'" C 0 1 N N R 7.658 3.639 0.210 1.215 0.560 0.296 "C5'" ISL 9 ISL "O5'" "O5'" O 0 1 N N N 6.536 3.581 -0.607 0.886 -0.146 1.495 "O5'" ISL 10 ISL "C6'" "C6'" C 0 1 N N N 7.292 3.594 1.729 0.156 0.276 -0.770 "C6'" ISL 11 ISL O1 "O6'" O 0 1 N N N 5.954 3.818 2.085 -1.100 0.810 -0.349 O1 ISL 12 ISL C1 C1 C 0 1 N N S 5.604 4.431 3.302 -2.164 0.597 -1.279 C1 ISL 13 ISL O5 O5 O 0 1 N N N 6.734 5.126 3.959 -2.505 -0.790 -1.304 O5 ISL 14 ISL C5 C5 C 0 1 N N R 6.851 6.550 3.829 -2.913 -1.314 -0.039 C5 ISL 15 ISL C4 C4 C 0 1 N N S 5.658 7.307 3.240 -4.166 -0.574 0.438 C4 ISL 16 ISL O4 O4 O 0 1 N N N 6.082 8.297 2.419 -4.543 -1.057 1.729 O4 ISL 17 ISL C3 C3 C 0 1 N N S 4.785 6.499 2.409 -3.864 0.925 0.519 C3 ISL 18 ISL O3 O3 O 0 1 N N N 3.604 7.224 2.098 -5.048 1.632 0.892 O3 ISL 19 ISL C2 C2 C 0 1 N N R 4.398 5.301 3.127 -3.387 1.414 -0.852 C2 ISL 20 ISL O2 O2 O 0 1 N N N 3.467 4.689 2.324 -3.033 2.796 -0.771 O2 ISL 21 ISL C6 C6 C 0 1 N N N 7.171 7.188 5.153 -3.224 -2.805 -0.179 C6 ISL 22 ISL O6 O6 O 0 1 N N N 8.227 8.078 5.212 -2.027 -3.512 -0.513 O6 ISL 23 ISL H1A H1 H 0 1 N N N 5.236 6.149 -2.392 5.414 -1.866 1.175 H1A ISL 24 ISL H2A H2 H 0 1 N N N 6.304 4.838 -2.997 4.745 -1.921 -0.473 H2A ISL 25 ISL H3A H3 H 0 1 N N N 5.558 6.217 -4.638 7.093 -2.359 -0.452 H3A ISL 26 ISL H4A H4 H 0 1 N N N 8.287 4.496 -2.179 3.442 -0.222 1.742 H4A ISL 27 ISL H5A H5 H 0 1 N N N 9.516 6.929 -1.812 3.773 2.368 0.474 H5A ISL 28 ISL H6 H6 H 0 1 N N N 8.127 5.681 0.568 2.554 -0.971 -0.414 H6 ISL 29 ISL H7 H7 H 0 1 N N N 9.893 4.280 1.046 2.957 1.765 -1.297 H7 ISL 30 ISL H8 H8 H 0 1 N N N 8.294 2.764 0.009 1.245 1.630 0.502 H8 ISL 31 ISL H9 H9 H 0 1 N N N 6.036 2.800 -0.403 0.842 -1.106 1.386 H9 ISL 32 ISL H10 H10 H 0 1 N N N 7.569 2.598 2.104 0.452 0.742 -1.710 H10 ISL 33 ISL H11 H11 H 0 1 N N N 7.899 4.359 2.236 0.063 -0.801 -0.912 H11 ISL 34 ISL H1 H12 H 0 1 N N N 5.299 3.628 3.989 -1.846 0.911 -2.273 H1 ISL 35 ISL H5 H13 H 0 1 N N N 7.705 6.753 3.166 -2.111 -1.177 0.687 H5 ISL 36 ISL H4 H14 H 0 1 N N N 5.074 7.723 4.074 -4.979 -0.744 -0.267 H4 ISL 37 ISL HO4 H15 H 0 1 N Y N 6.666 8.876 2.895 -5.331 -0.631 2.093 HO4 ISL 38 ISL H3 H16 H 0 1 N N N 5.311 6.221 1.484 -3.084 1.101 1.260 H3 ISL 39 ISL HO3 H17 H 0 1 N Y N 3.833 8.016 1.626 -4.932 2.590 0.956 HO3 ISL 40 ISL H2 H18 H 0 1 N N N 3.979 5.560 4.111 -4.185 1.283 -1.583 H2 ISL 41 ISL HO2 H19 H 0 1 N Y N 3.168 3.888 2.739 -2.722 3.172 -1.605 HO2 ISL 42 ISL H61 H20 H 0 1 N N N 6.271 7.728 5.481 -3.619 -3.185 0.763 H61 ISL 43 ISL H62 H21 H 0 1 N N N 7.389 6.376 5.862 -3.962 -2.950 -0.968 H62 ISL 44 ISL HO6 H22 H 0 1 N Y N 8.318 8.404 6.100 -2.149 -4.465 -0.618 HO6 ISL 45 # # 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 ISL "O1'" "C1'" SING N N 1 ISL "C1'" "C2'" SING N N 2 ISL "C2'" "C3'" SING N N 3 ISL "C2'" "O2'" DOUB N N 4 ISL "O3'" "C3'" SING N N 5 ISL "C3'" "C4'" SING N N 6 ISL "O5'" "C5'" SING N N 7 ISL "C4'" "O4'" SING N N 8 ISL "C4'" "C5'" SING N N 9 ISL "C5'" "C6'" SING N N 10 ISL "C6'" O1 SING N N 11 ISL O1 C1 SING N N 12 ISL O3 C3 SING N N 13 ISL O2 C2 SING N N 14 ISL C3 C2 SING N N 15 ISL C3 C4 SING N N 16 ISL O4 C4 SING N N 17 ISL C2 C1 SING N N 18 ISL C4 C5 SING N N 19 ISL C1 O5 SING N N 20 ISL C5 O5 SING N N 21 ISL C5 C6 SING N N 22 ISL C6 O6 SING N N 23 ISL "C1'" H1A SING N N 24 ISL "C1'" H2A SING N N 25 ISL "O1'" H3A SING N N 26 ISL "C3'" H4A SING N N 27 ISL "O3'" H5A SING N N 28 ISL "C4'" H6 SING N N 29 ISL "O4'" H7 SING N N 30 ISL "C5'" H8 SING N N 31 ISL "O5'" H9 SING N N 32 ISL "C6'" H10 SING N N 33 ISL "C6'" H11 SING N N 34 ISL C1 H1 SING N N 35 ISL C5 H5 SING N N 36 ISL C4 H4 SING N N 37 ISL O4 HO4 SING N N 38 ISL C3 H3 SING N N 39 ISL O3 HO3 SING N N 40 ISL C2 H2 SING N N 41 ISL O2 HO2 SING N N 42 ISL C6 H61 SING N N 43 ISL C6 H62 SING N N 44 ISL O6 HO6 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 ISL SMILES ACDLabs 12.01 "O=C(CO)C(O)C(O)C(O)COC1OC(C(O)C(O)C1O)CO" ISL InChI InChI 1.03 "InChI=1S/C12H22O11/c13-1-4(15)7(17)8(18)5(16)3-22-12-11(21)10(20)9(19)6(2-14)23-12/h5-14,16-21H,1-3H2/t5-,6-,7-,8-,9-,10+,11-,12+/m1/s1" ISL InChIKey InChI 1.03 RJPPRBMGVWEZRR-WTZPKTTFSA-N ISL SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@H](OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO)[C@H](O)[C@@H](O)[C@@H]1O" ISL SMILES CACTVS 3.370 "OC[CH]1O[CH](OC[CH](O)[CH](O)[CH](O)C(=O)CO)[CH](O)[CH](O)[CH]1O" ISL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC[C@H]([C@H]([C@@H](C(=O)CO)O)O)O)O)O)O)O" ISL SMILES "OpenEye OEToolkits" 1.7.6 "C(C1C(C(C(C(O1)OCC(C(C(C(=O)CO)O)O)O)O)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 ISL "SYSTEMATIC NAME" ACDLabs 12.01 6-O-alpha-D-glucopyranosyl-D-fructose ISL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 ;(3S,4R,5R)-6-[(2S,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-1,3,4,5-tetrakis(oxidanyl)hexan-2-on e ; # _pdbx_chem_comp_related.comp_id ISL _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 ISL C1 GLC C1 "Carbohydrate core" 2 ISL C2 GLC C2 "Carbohydrate core" 3 ISL C3 GLC C3 "Carbohydrate core" 4 ISL C4 GLC C4 "Carbohydrate core" 5 ISL C5 GLC C5 "Carbohydrate core" 6 ISL C6 GLC C6 "Carbohydrate core" 7 ISL O2 GLC O2 "Carbohydrate core" 8 ISL O3 GLC O3 "Carbohydrate core" 9 ISL O4 GLC O4 "Carbohydrate core" 10 ISL O5 GLC O5 "Carbohydrate core" 11 ISL O6 GLC O6 "Carbohydrate core" 12 ISL O1 GLC O1 "Carbohydrate core" 13 ISL H1 GLC H1 "Carbohydrate core" 14 ISL H5 GLC H5 "Carbohydrate core" 15 ISL H4 GLC H4 "Carbohydrate core" 16 ISL HO4 GLC HO4 "Carbohydrate core" 17 ISL H3 GLC H3 "Carbohydrate core" 18 ISL HO3 GLC HO3 "Carbohydrate core" 19 ISL H2 GLC H2 "Carbohydrate core" 20 ISL HO2 GLC HO2 "Carbohydrate core" 21 ISL H61 GLC H61 "Carbohydrate core" 22 ISL H62 GLC H62 "Carbohydrate core" 23 ISL 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 ISL "CARBOHYDRATE ISOMER" D PDB ? ISL "CARBOHYDRATE RING" pyranose PDB ? ISL "CARBOHYDRATE ANOMER" alpha PDB ? ISL "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 ISL "Create component" 2012-10-03 PDBJ ISL "Modify name" 2012-11-15 PDBJ ISL "Other modification" 2012-11-15 PDBJ ISL "Initial release" 2013-09-25 RCSB ISL "Other modification" 2020-07-03 RCSB ISL "Modify parent residue" 2020-07-17 RCSB ISL "Modify synonyms" 2020-07-17 RCSB ISL "Modify linking type" 2020-07-17 RCSB ISL "Modify atom id" 2020-07-17 RCSB ISL "Modify component atom id" 2020-07-17 RCSB ISL "Modify leaving atom flag" 2020-07-17 RCSB ##