data_TSO # _chem_comp.id TSO _chem_comp.name "(1R,3S,5S,8R)-8-HYDROXY-2-OXABICYCLO[3.3.1]NON-6-ENE-3,5-DICARBOXYLIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C10 H12 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-16 _chem_comp.pdbx_modified_date 2012-04-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status OBS _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 228.199 _chem_comp.one_letter_code ? _chem_comp.three_letter_code TSO _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 2W1A _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 TSO C2 C2 C 0 1 N N N 63.410 136.017 7.754 0.305 0.224 -1.105 C2 TSO 1 TSO C3 C3 C 0 1 N N N 62.161 135.753 8.160 -0.877 -0.250 -1.334 C3 TSO 2 TSO C4 C4 C 0 1 N N R 61.824 135.274 9.564 -1.623 -1.168 -0.415 C4 TSO 3 TSO O4 O4 O 0 1 N N N 61.127 134.016 9.497 -1.682 -2.470 -1.001 O4 TSO 4 TSO C6 C6 C 0 1 N N N 64.295 134.733 9.648 0.571 -1.395 0.747 C6 TSO 5 TSO C7 C7 C 0 1 N N N 65.860 135.566 7.856 2.560 -0.156 -0.140 C7 TSO 6 TSO O71 O71 O 0 1 N N N 66.027 136.217 6.798 3.202 0.907 -0.651 O71 TSO 7 TSO O72 O72 O 0 1 N N N 66.698 134.738 8.283 3.165 -1.176 0.086 O72 TSO 8 TSO C8 C8 C 0 1 N N N 64.946 137.115 9.460 0.770 1.041 1.165 C8 TSO 9 TSO "C1'" "C1'" C 0 1 N N S 63.893 137.527 10.489 -0.754 1.113 1.321 "C1'" TSO 10 TSO "O1'" "O1'" O 0 1 N N N 63.325 136.377 11.177 -1.248 -0.148 1.768 "O1'" TSO 11 TSO "C2'" "C2'" C 0 1 N N N 62.870 138.429 9.824 -1.379 1.457 -0.006 "C2'" TSO 12 TSO "O'L" "O'L" O 0 1 N N N 61.669 138.330 10.133 -2.464 1.011 -0.297 "O'L" TSO 13 TSO "O'M" "O'M" O 0 1 N N N 63.235 139.264 8.968 -0.730 2.257 -0.867 "O'M" TSO 14 TSO C5 C5 C 0 1 N N R 63.068 135.149 10.456 -0.942 -1.263 0.945 C5 TSO 15 TSO C1 C1 C 0 1 N N S 64.614 135.849 8.667 1.083 -0.075 0.151 C1 TSO 16 TSO H2 H2 H 0 1 N N N 63.567 136.361 6.742 0.758 0.861 -1.851 H2 TSO 17 TSO H3 H3 H 0 1 N N N 61.353 135.887 7.456 -1.361 0.038 -2.256 H3 TSO 18 TSO H4 H4 H 0 1 N N N 61.175 136.033 10.025 -2.636 -0.791 -0.280 H4 TSO 19 TSO HA HA H 0 1 N N N 60.973 133.787 8.588 -2.128 -2.496 -1.858 HA TSO 20 TSO H5 H5 H 0 1 N N N 62.862 134.358 11.192 -1.302 -2.161 1.448 H5 TSO 21 TSO H61C H61C H 0 0 N N N 65.150 134.569 10.321 1.055 -1.580 1.706 H61C TSO 22 TSO H62C H62C H 0 0 N N N 64.095 133.796 9.107 0.783 -2.216 0.062 H62C TSO 23 TSO H71 H71 H 0 1 N N N 66.859 135.977 6.406 4.149 0.807 -0.821 H71 TSO 24 TSO H81C H81C H 0 0 N N N 65.052 137.941 8.741 1.149 1.993 0.796 H81C TSO 25 TSO H82C H82C H 0 0 N N N 65.864 136.896 10.025 1.229 0.807 2.126 H82C TSO 26 TSO "H1'" "H1'" H 0 1 N N N 64.365 138.112 11.292 -1.008 1.882 2.052 "H1'" TSO 27 TSO "H'M" "H'M" H 0 1 N N N 62.479 139.743 8.650 -1.171 2.449 -1.706 "H'M" TSO 28 # 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 TSO C2 C3 DOUB N N 1 TSO C2 C1 SING N N 2 TSO C3 C4 SING N N 3 TSO C4 O4 SING N N 4 TSO C4 C5 SING N N 5 TSO C6 C5 SING N N 6 TSO C6 C1 SING N N 7 TSO C7 O71 SING N N 8 TSO C7 O72 DOUB N N 9 TSO C7 C1 SING N N 10 TSO C8 "C1'" SING N N 11 TSO C8 C1 SING N N 12 TSO "C1'" "O1'" SING N N 13 TSO "C1'" "C2'" SING N N 14 TSO "O1'" C5 SING N N 15 TSO "C2'" "O'L" DOUB N N 16 TSO "C2'" "O'M" SING N N 17 TSO C2 H2 SING N N 18 TSO C3 H3 SING N N 19 TSO C4 H4 SING N N 20 TSO O4 HA SING N N 21 TSO C5 H5 SING N N 22 TSO C6 H61C SING N N 23 TSO C6 H62C SING N N 24 TSO O71 H71 SING N N 25 TSO C8 H81C SING N N 26 TSO C8 H82C SING N N 27 TSO "C1'" "H1'" SING N N 28 TSO "O'M" "H'M" SING N N 29 # 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 TSO SMILES ACDLabs 10.04 "O=C(O)C1OC2C(O)C=CC(C(=O)O)(C1)C2" TSO SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1C=C[C@@]2(C[C@H]1O[C@@H](C2)C(O)=O)C(O)=O" TSO SMILES CACTVS 3.341 "O[CH]1C=C[C]2(C[CH]1O[CH](C2)C(O)=O)C(O)=O" TSO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]2[C@@H](C=C[C@]1(C[C@H](O2)C(=O)O)C(=O)O)O" TSO SMILES "OpenEye OEToolkits" 1.5.0 "C1C2C(C=CC1(CC(O2)C(=O)O)C(=O)O)O" TSO InChI InChI 1.03 "InChI=1S/C10H12O6/c11-5-1-2-10(9(14)15)3-6(5)16-7(4-10)8(12)13/h1-2,5-7,11H,3-4H2,(H,12,13)(H,14,15)/t5-,6-,7+,10+/m1/s1" TSO InChIKey InChI 1.03 KRZHNRULRHECRF-JQCUSGDOSA-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 TSO "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,3S,5S,8R)-8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid" TSO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,3S,5S,8R)-8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene-3,5-dicarboxylic 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 TSO "Create component" 2008-10-16 EBI TSO "Modify descriptor" 2011-06-04 RCSB TSO "Other modification" 2012-04-04 EBI #