data_8U8 # _chem_comp.id 8U8 _chem_comp.name "(2~{R},3~{S},4~{S},5~{R},6~{S})-6-(4-methyl-2-oxidanylidene-chromen-7-yl)oxy-3,4,5-tris(oxidanyl)oxane-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-09 _chem_comp.pdbx_modified_date 2018-07-06 _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 352.293 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8U8 _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 5NDX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8U8 C15 C1 C 0 1 N N N 33.038 60.449 14.549 -4.608 2.199 1.610 C15 8U8 1 8U8 C13 C2 C 0 1 N N N 32.563 60.054 13.278 -4.354 1.025 0.700 C13 8U8 2 8U8 C14 C3 C 0 1 N N N 32.919 58.792 12.795 -5.350 0.508 -0.067 C14 8U8 3 8U8 C16 C4 C 0 1 N N N 32.439 58.347 11.560 -5.087 -0.590 -0.911 C16 8U8 4 8U8 O9 O1 O 0 1 N N N 32.821 57.239 11.187 -5.988 -1.043 -1.593 O9 8U8 5 8U8 O8 O2 O 0 1 N N N 31.621 59.142 10.781 -3.869 -1.150 -0.981 O8 8U8 6 8U8 C11 C5 C 0 1 Y N N 31.158 60.337 11.274 -2.836 -0.685 -0.246 C11 8U8 7 8U8 C10 C6 C 0 1 Y N N 30.222 61.058 10.525 -1.583 -1.274 -0.331 C10 8U8 8 8U8 C12 C7 C 0 1 Y N N 31.636 60.814 12.525 -3.026 0.413 0.613 C12 8U8 9 8U8 C7 C8 C 0 1 Y N N 31.108 62.029 13.003 -1.959 0.899 1.377 C7 8U8 10 8U8 C8 C9 C 0 1 Y N N 30.168 62.744 12.253 -0.734 0.305 1.285 C8 8U8 11 8U8 C9 C10 C 0 1 Y N N 29.725 62.275 11.005 -0.538 -0.780 0.432 C9 8U8 12 8U8 O2 O3 O 0 1 N N N 28.773 62.927 10.246 0.688 -1.358 0.348 O2 8U8 13 8U8 C5 C11 C 0 1 N N S 28.511 64.383 10.307 1.724 -0.803 1.161 C5 8U8 14 8U8 O1 O4 O 0 1 N N N 29.764 65.080 10.230 2.002 0.532 0.732 O1 8U8 15 8U8 C1 C12 C 0 1 N N R 29.796 66.405 10.598 2.410 0.632 -0.634 C1 8U8 16 8U8 C6 C13 C 0 1 N N N 30.680 66.961 9.635 2.648 2.079 -0.982 C6 8U8 17 8U8 O7 O5 O 0 1 N N N 31.287 67.968 9.980 2.943 2.426 -2.245 O7 8U8 18 8U8 O6 O6 O 0 1 N N N 30.725 66.400 8.555 2.573 2.927 -0.124 O6 8U8 19 8U8 C2 C14 C 0 1 N N S 28.469 67.211 10.453 3.703 -0.162 -0.839 C2 8U8 20 8U8 O5 O7 O 0 1 N N N 28.268 67.530 9.060 4.742 0.401 -0.036 O5 8U8 21 8U8 C3 C15 C 0 1 N N S 27.209 66.478 11.091 3.469 -1.618 -0.426 C3 8U8 22 8U8 O4 O8 O 0 1 N N N 26.764 67.187 12.195 2.476 -2.201 -1.272 O4 8U8 23 8U8 C4 C16 C 0 1 N N R 27.535 65.001 11.480 2.989 -1.654 1.028 C4 8U8 24 8U8 O3 O9 O 0 1 N N N 26.252 64.296 11.734 4.009 -1.131 1.881 O3 8U8 25 8U8 H1 H1 H 0 1 N N N 33.745 59.696 14.927 -5.650 2.506 1.525 H1 8U8 26 8U8 H2 H2 H 0 1 N N N 33.548 61.420 14.464 -4.397 1.912 2.640 H2 8U8 27 8U8 H3 H3 H 0 1 N N N 32.191 60.539 15.245 -3.961 3.027 1.323 H3 8U8 28 8U8 H4 H4 H 0 1 N N N 33.569 58.157 13.379 -6.340 0.938 -0.030 H4 8U8 29 8U8 H5 H5 H 0 1 N N N 29.882 60.675 9.574 -1.424 -2.114 -0.990 H5 8U8 30 8U8 H6 H6 H 0 1 N N N 31.432 62.413 13.959 -2.103 1.742 2.037 H6 8U8 31 8U8 H7 H7 H 0 1 N N N 29.776 63.673 12.640 0.090 0.679 1.874 H7 8U8 32 8U8 H8 H8 H 0 1 N N N 27.979 64.621 9.374 1.401 -0.790 2.202 H8 8U8 33 8U8 H9 H9 H 0 1 N N N 30.188 66.537 11.617 1.629 0.227 -1.277 H9 8U8 34 8U8 H10 H10 H 0 1 N N N 31.827 68.274 9.261 3.087 3.366 -2.420 H10 8U8 35 8U8 H11 H11 H 0 1 N N N 28.601 68.151 11.009 3.991 -0.123 -1.889 H11 8U8 36 8U8 H12 H12 H 0 1 N N N 29.019 67.240 8.557 4.940 1.326 -0.240 H12 8U8 37 8U8 H13 H13 H 0 1 N N N 26.423 66.453 10.322 4.400 -2.177 -0.516 H13 8U8 38 8U8 H14 H14 H 0 1 N N N 26.012 66.746 12.573 2.277 -3.125 -1.066 H14 8U8 39 8U8 H15 H15 H 0 1 N N N 28.122 65.018 12.410 2.767 -2.683 1.313 H15 8U8 40 8U8 H16 H16 H 0 1 N N N 25.778 64.741 12.427 3.770 -1.119 2.818 H16 8U8 41 # 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 8U8 O6 C6 DOUB N N 1 8U8 O5 C2 SING N N 2 8U8 C6 O7 SING N N 3 8U8 C6 C1 SING N N 4 8U8 O1 C5 SING N N 5 8U8 O1 C1 SING N N 6 8U8 O2 C5 SING N N 7 8U8 O2 C9 SING N N 8 8U8 C5 C4 SING N N 9 8U8 C2 C1 SING N N 10 8U8 C2 C3 SING N N 11 8U8 C10 C9 DOUB Y N 12 8U8 C10 C11 SING Y N 13 8U8 O8 C11 SING N N 14 8U8 O8 C16 SING N N 15 8U8 C9 C8 SING Y N 16 8U8 C3 C4 SING N N 17 8U8 C3 O4 SING N N 18 8U8 O9 C16 DOUB N N 19 8U8 C11 C12 DOUB Y N 20 8U8 C4 O3 SING N N 21 8U8 C16 C14 SING N N 22 8U8 C8 C7 DOUB Y N 23 8U8 C12 C7 SING Y N 24 8U8 C12 C13 SING N N 25 8U8 C14 C13 DOUB N N 26 8U8 C13 C15 SING N N 27 8U8 C15 H1 SING N N 28 8U8 C15 H2 SING N N 29 8U8 C15 H3 SING N N 30 8U8 C14 H4 SING N N 31 8U8 C10 H5 SING N N 32 8U8 C7 H6 SING N N 33 8U8 C8 H7 SING N N 34 8U8 C5 H8 SING N N 35 8U8 C1 H9 SING N N 36 8U8 O7 H10 SING N N 37 8U8 C2 H11 SING N N 38 8U8 O5 H12 SING N N 39 8U8 C3 H13 SING N N 40 8U8 O4 H14 SING N N 41 8U8 C4 H15 SING N N 42 8U8 O3 H16 SING N N 43 # 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 8U8 InChI InChI 1.03 "InChI=1S/C16H16O9/c1-6-4-10(17)24-9-5-7(2-3-8(6)9)23-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-5,11-14,16,18-20H,1H3,(H,21,22)/t11-,12-,13+,14+,16+/m0/s1" 8U8 InChIKey InChI 1.03 ARQXEQLMMNGFDU-ZHMBSYLPSA-N 8U8 SMILES_CANONICAL CACTVS 3.385 "CC1=CC(=O)Oc2cc(O[C@@H]3O[C@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)ccc12" 8U8 SMILES CACTVS 3.385 "CC1=CC(=O)Oc2cc(O[CH]3O[CH]([CH](O)[CH](O)[CH]3O)C(O)=O)ccc12" 8U8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1=CC(=O)Oc2c1ccc(c2)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](O3)C(=O)O)O)O)O" 8U8 SMILES "OpenEye OEToolkits" 2.0.6 "CC1=CC(=O)Oc2c1ccc(c2)OC3C(C(C(C(O3)C(=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 8U8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{S},4~{S},5~{R},6~{S})-6-(4-methyl-2-oxidanylidene-chromen-7-yl)oxy-3,4,5-tris(oxidanyl)oxane-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8U8 "Create component" 2017-03-09 EBI 8U8 "Initial release" 2018-07-11 RCSB #