data_KTU # _chem_comp.id KTU _chem_comp.name "prop-2-en-1-yl 3,5-dideoxy-alpha-D-threo-oct-5-en-2-ulopyranosidonic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H16 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;prop-2-en-1-yl 3,5-dideoxy-alpha-D-threo-oct-5-en-2-ulosidonic acid; prop-2-en-1-yl 3,5-dideoxy-D-threo-oct-5-en-2-ulosidonic acid; prop-2-en-1-yl 3,5-dideoxy-threo-oct-5-en-2-ulosidonic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-12 _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 260.241 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KTU _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 4HGW _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 KTU "prop-2-en-1-yl 3,5-dideoxy-alpha-D-threo-oct-5-en-2-ulosidonic acid" PDB ? 2 KTU "prop-2-en-1-yl 3,5-dideoxy-D-threo-oct-5-en-2-ulosidonic acid" PDB ? 3 KTU "prop-2-en-1-yl 3,5-dideoxy-threo-oct-5-en-2-ulosidonic acid" 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 KTU C11 C11 C 0 1 N N N -12.554 0.677 3.143 2.178 3.611 -1.336 C11 KTU 1 KTU C10 C10 C 0 1 N N N -12.716 1.484 4.423 2.592 2.416 -0.994 C10 KTU 2 KTU C9 C9 C 0 1 N N N -11.595 1.984 5.058 1.768 1.573 -0.055 C9 KTU 3 KTU O2 O2 O 0 1 N N N -10.351 1.790 4.396 1.692 0.237 -0.557 O2 KTU 4 KTU C2 C2 C 0 1 N N R -9.107 2.261 4.874 0.996 -0.668 0.303 C2 KTU 5 KTU C1 C1 C 0 1 N N N -9.244 3.504 5.669 1.773 -0.854 1.580 C1 KTU 6 KTU O1A O1A O 0 1 N N N -10.036 4.421 5.332 2.792 -0.230 1.764 O1A KTU 7 KTU O1B O1B O 0 1 N N N -8.539 3.635 6.727 1.334 -1.711 2.515 O1B KTU 8 KTU C3 C3 C 0 1 N N N -8.258 2.412 3.677 0.825 -2.022 -0.401 C3 KTU 9 KTU O6 O6 O 0 1 N N N -8.508 1.213 5.735 -0.303 -0.149 0.599 O6 KTU 10 KTU C6 C6 C 0 1 N N N -8.524 -0.072 5.073 -1.225 -0.166 -0.389 C6 KTU 11 KTU C7 C7 C 0 1 N N R -7.758 -1.046 5.946 -2.450 0.699 -0.238 C7 KTU 12 KTU O7 O7 O 0 1 N N N -7.320 -2.140 5.207 -2.052 2.053 -0.011 O7 KTU 13 KTU C8 C8 C 0 1 N N N -8.627 -1.541 7.056 -3.280 0.206 0.948 C8 KTU 14 KTU O8 O8 O 0 1 N N N -9.846 -0.876 7.314 -4.498 0.951 1.020 O8 KTU 15 KTU C5 C5 C 0 1 N N N -7.939 -0.016 3.712 -1.109 -0.894 -1.468 C5 KTU 16 KTU C4 C4 C 0 1 N N R -8.304 1.176 2.883 0.079 -1.785 -1.718 C4 KTU 17 KTU O4 O4 O 0 1 N Y N -7.391 1.216 1.757 -0.365 -3.036 -2.246 O4 KTU 18 KTU H111 H111 H 0 0 N N N -11.569 0.499 2.738 2.769 4.215 -2.008 H111 KTU 19 KTU H112 H112 H 0 0 N N N -13.424 0.282 2.640 1.245 3.990 -0.948 H112 KTU 20 KTU H10 H10 H 0 1 N N N -13.699 1.665 4.832 3.524 2.035 -1.385 H10 KTU 21 KTU H92 H92 H 0 1 N N N -11.527 1.502 6.045 2.235 1.564 0.930 H92 KTU 22 KTU H6 H6 H 0 1 N N N -8.732 4.471 7.135 1.866 -1.797 3.318 H6 KTU 23 KTU H31 H31 H 0 1 N N N -7.221 2.611 3.986 1.804 -2.456 -0.605 H31 KTU 24 KTU H32 H32 H 0 1 N N N -8.627 3.252 3.070 0.249 -2.695 0.233 H32 KTU 25 KTU H7 H7 H 0 1 N N N -6.898 -0.517 6.383 -3.048 0.644 -1.148 H7 KTU 26 KTU HO7 HO7 H 0 1 N N N -6.844 -2.735 5.774 -1.516 2.177 0.784 HO7 KTU 27 KTU H81 H81 H 0 1 N N N -8.872 -2.590 6.832 -3.509 -0.852 0.817 H81 KTU 28 KTU H82 H82 H 0 1 N N N -8.031 -1.493 7.979 -2.715 0.344 1.870 H82 KTU 29 KTU HO8 HO8 H 0 1 N N N -10.289 -1.297 8.041 -5.075 0.691 1.751 HO8 KTU 30 KTU H5 H5 H 0 1 N N N -7.286 -0.792 3.339 -1.895 -0.855 -2.207 H5 KTU 31 KTU H4 H4 H 0 1 N N N -9.328 1.036 2.508 0.748 -1.306 -2.433 H4 KTU 32 KTU HO4 HO4 H 0 1 N N N -7.451 0.402 1.271 -0.846 -2.962 -3.081 HO4 KTU 33 KTU H91 H91 H 0 1 N N N -11.739 3.067 5.188 0.765 1.990 0.022 H91 KTU 34 # # 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 KTU C4 C3 SING N N 1 KTU C4 C5 SING N N 2 KTU C11 C10 DOUB N N 3 KTU C3 C2 SING N N 4 KTU C5 C6 DOUB N N 5 KTU O2 C2 SING N N 6 KTU O2 C9 SING N N 7 KTU C10 C9 SING N N 8 KTU C2 C1 SING N N 9 KTU C2 O6 SING N N 10 KTU C6 O6 SING N N 11 KTU C6 C7 SING N N 12 KTU O7 C7 SING N N 13 KTU O1A C1 DOUB N N 14 KTU C1 O1B SING N N 15 KTU C7 C8 SING N N 16 KTU C8 O8 SING N N 17 KTU C4 O4 SING N N 18 KTU C11 H111 SING N N 19 KTU C11 H112 SING N N 20 KTU C10 H10 SING N N 21 KTU C9 H92 SING N N 22 KTU O1B H6 SING N N 23 KTU C3 H31 SING N N 24 KTU C3 H32 SING N N 25 KTU C7 H7 SING N N 26 KTU O7 HO7 SING N N 27 KTU C8 H81 SING N N 28 KTU C8 H82 SING N N 29 KTU O8 HO8 SING N N 30 KTU C5 H5 SING N N 31 KTU C4 H4 SING N N 32 KTU O4 HO4 SING N N 33 KTU C9 H91 SING N N 34 # # 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 KTU SMILES ACDLabs 12.01 "C=C\COC1(C(O)=O)OC(C(CO)O)=CC(C1)O" KTU InChI InChI 1.03 "InChI=1S/C11H16O7/c1-2-3-17-11(10(15)16)5-7(13)4-9(18-11)8(14)6-12/h2,4,7-8,12-14H,1,3,5-6H2,(H,15,16)/t7-,8+,11+/m0/s1" KTU InChIKey InChI 1.03 SDKKPKVWEQUWPM-VAOFZXAKSA-N KTU SMILES_CANONICAL CACTVS 3.385 "OC[C@@H](O)C1=C[C@H](O)C[C@@](OCC=C)(O1)C(O)=O" KTU SMILES CACTVS 3.385 "OC[CH](O)C1=C[CH](O)C[C](OCC=C)(O1)C(O)=O" KTU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C=CCO[C@@]1(C[C@H](C=C(O1)[C@@H](CO)O)O)C(=O)O" KTU SMILES "OpenEye OEToolkits" 2.0.7 "C=CCOC1(CC(C=C(O1)C(CO)O)O)C(=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 KTU "SYSTEMATIC NAME" ACDLabs 12.01 "prop-2-en-1-yl 3,5-dideoxy-alpha-D-threo-oct-5-en-2-ulopyranosidonic acid" KTU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R},4~{R})-6-[(1~{R})-1,2-bis(oxidanyl)ethyl]-4-oxidanyl-2-prop-2-enoxy-3,4-dihydropyran-2-carboxylic acid" # # 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 KTU "CARBOHYDRATE ISOMER" D PDB ? KTU "CARBOHYDRATE RING" dihydropyran PDB ? KTU "CARBOHYDRATE ANOMER" alpha PDB ? KTU "CARBOHYDRATE PRIMARY CARBONYL GROUP" ketose 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 KTU "Create component" 2012-10-12 RCSB KTU "Initial release" 2013-01-04 RCSB KTU "Other modification" 2020-04-12 RCSB KTU "Other modification" 2020-07-03 RCSB KTU "Modify synonyms" 2020-07-17 RCSB ##