data_KME # _chem_comp.id KME _chem_comp.name "(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-alpha-D-manno-oct-2-ulopyranosidonic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H20 O8" _chem_comp.mon_nstd_parent_comp_id KDO _chem_comp.pdbx_synonyms ;(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-alpha-D-manno-oct-2-ulosidonic acid; (1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-D-manno-oct-2-ulosidonic acid; (1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-manno-oct-2-ulosidonic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-06 _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 292.282 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KME _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 3IKC _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 KME "(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-alpha-D-manno-oct-2-ulosidonic acid" PDB ? 2 KME "(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-D-manno-oct-2-ulosidonic acid" PDB ? 3 KME "(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-manno-oct-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 KME C1 C1 C 0 1 N N N -23.175 59.135 73.273 2.362 0.516 -1.379 C1 KME 1 KME C2 C2 C 0 1 N N R -24.133 58.069 73.828 1.349 0.593 -0.266 C2 KME 2 KME O2 O2 O 0 1 N N N -23.887 57.839 75.222 1.826 -0.139 0.864 O2 KME 3 KME C3 C3 C 0 1 N N N -25.589 58.538 73.710 1.133 2.057 0.127 C3 KME 4 KME C4 C4 C 0 1 N N R -26.489 57.422 74.268 0.058 2.132 1.216 C4 KME 5 KME O4 O4 O 0 1 N N N -27.866 57.807 74.200 -0.201 3.499 1.539 O4 KME 6 KME C5 C5 C 0 1 N N R -26.239 56.174 73.425 -1.224 1.473 0.699 C5 KME 7 KME O5 O5 O 0 1 N N N -26.608 56.387 72.059 -1.713 2.201 -0.429 O5 KME 8 KME C6 C6 C 0 1 N N S -24.760 55.769 73.525 -0.918 0.032 0.284 C6 KME 9 KME O6 O6 O 0 1 N N N -23.904 56.849 73.122 0.111 0.032 -0.709 O6 KME 10 KME C7 C7 C 0 1 N N R -24.373 54.514 72.697 -2.180 -0.613 -0.290 C7 KME 11 KME O7 O7 O 0 1 N N N -25.169 53.287 72.602 -3.209 -0.613 0.702 O7 KME 12 KME C8 C8 C 0 1 N N N -22.945 54.225 73.156 -1.873 -2.054 -0.705 C8 KME 13 KME O8 O8 O 0 1 N N N -22.597 53.073 72.421 -3.019 -2.619 -1.347 O8 KME 14 KME C9 C9 C 0 1 N N N -26.395 53.458 71.877 -4.532 -0.535 0.168 C9 KME 15 KME C10 C10 C 0 1 N N N -23.673 59.073 75.948 2.069 -1.461 0.684 C10 KME 16 KME C11 C11 C 0 1 N N N -24.570 60.130 76.039 2.511 -2.192 1.687 C11 KME 17 KME C12 C12 C 0 1 N N N -24.218 61.257 76.782 2.781 -3.661 1.487 C12 KME 18 KME O1A O1A O 0 1 N N N -22.039 58.739 72.933 3.345 -0.176 -1.255 O1A KME 19 KME O1B O1B O 0 1 N N N -23.590 60.314 73.198 2.169 1.211 -2.511 O1B KME 20 KME H31 H3 H 0 1 N N N -25.735 59.463 74.287 2.066 2.473 0.506 H31 KME 21 KME H32 H3A H 0 1 N N N -25.838 58.732 72.656 0.807 2.624 -0.745 H32 KME 22 KME H4 H4 H 0 1 N N N -26.255 57.228 75.325 0.405 1.606 2.106 H4 KME 23 KME HO4 HO4 H 0 1 N Y N -28.408 57.109 74.548 0.572 3.979 1.868 HO4 KME 24 KME H5 H5 H 0 1 N N N -26.866 55.359 73.816 -1.977 1.473 1.487 H5 KME 25 KME HO5 HO5 H 0 1 N Y N -26.442 55.597 71.559 -1.924 3.126 -0.239 HO5 KME 26 KME H6 H6 H 0 1 N N N -24.619 55.519 74.587 -0.583 -0.534 1.153 H6 KME 27 KME H7 H7 H 0 1 N N N -24.566 54.809 71.655 -2.514 -0.048 -1.160 H7 KME 28 KME H81 H8 H 0 1 N N N -22.271 55.065 72.935 -1.030 -2.061 -1.395 H81 KME 29 KME H82 H8A H 0 1 N N N -22.897 54.044 74.240 -1.625 -2.641 0.179 H82 KME 30 KME HO8 HO8 H 0 1 N Y N -21.711 52.812 72.642 -2.895 -3.533 -1.637 HO8 KME 31 KME H9 H9 H 0 1 N N N -26.939 52.502 71.845 -5.254 -0.539 0.984 H9 KME 32 KME H9A H9A H 0 1 N N N -27.015 54.216 72.379 -4.638 0.385 -0.406 H9A KME 33 KME H9B H9B H 0 1 N N N -26.171 53.787 70.851 -4.712 -1.391 -0.481 H9B KME 34 KME H10 H10 H 0 1 N N N -22.731 59.182 76.465 1.901 -1.915 -0.282 H10 KME 35 KME H11 H11 H 0 1 N N N -25.527 60.080 75.541 2.680 -1.739 2.652 H11 KME 36 KME H12 H12 H 0 1 N N N -25.037 61.990 76.748 3.138 -4.096 2.421 H12 KME 37 KME H12A H12A H 0 0 N N N -24.032 60.964 77.826 1.862 -4.161 1.181 H12A KME 38 KME H12B H12B H 0 0 N N N -23.307 61.705 76.358 3.539 -3.789 0.714 H12B KME 39 KME HO1B HO1B H 0 0 N N N -22.906 60.869 72.841 2.846 1.129 -3.197 HO1B KME 40 # # 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 KME O1A C1 DOUB N N 1 KME O1B C1 SING N N 2 KME C1 C2 SING N N 3 KME O6 C2 SING N N 4 KME C3 C2 SING N N 5 KME C2 O2 SING N N 6 KME O2 C10 SING N N 7 KME C3 C4 SING N N 8 KME C3 H31 SING N N 9 KME C3 H32 SING N N 10 KME C5 C4 SING N N 11 KME O4 C4 SING N N 12 KME C4 H4 SING N N 13 KME O4 HO4 SING N N 14 KME O5 C5 SING N N 15 KME C5 C6 SING N N 16 KME C5 H5 SING N N 17 KME O5 HO5 SING N N 18 KME C7 C6 SING N N 19 KME O6 C6 SING N N 20 KME C6 H6 SING N N 21 KME O7 C7 SING N N 22 KME C7 C8 SING N N 23 KME C7 H7 SING N N 24 KME C9 O7 SING N N 25 KME O8 C8 SING N N 26 KME C8 H81 SING N N 27 KME C8 H82 SING N N 28 KME O8 HO8 SING N N 29 KME C9 H9 SING N N 30 KME C9 H9A SING N E 31 KME C9 H9B SING N N 32 KME C10 C11 DOUB N N 33 KME C10 H10 SING N N 34 KME C11 C12 SING N N 35 KME C11 H11 SING N N 36 KME C12 H12 SING N N 37 KME C12 H12A SING N N 38 KME C12 H12B SING N N 39 KME O1B HO1B SING N N 40 # # 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 KME SMILES ACDLabs 11.02 "O=C(O)C1(O/C=C/C)OC(C(O)C(O)C1)C(OC)CO" KME SMILES_CANONICAL CACTVS 3.352 "CO[C@H](CO)[C@H]1O[C@@](C[C@@H](O)[C@H]1O)(O\C=C\C)C(O)=O" KME SMILES CACTVS 3.352 "CO[CH](CO)[CH]1O[C](C[CH](O)[CH]1O)(OC=CC)C(O)=O" KME SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C/C=C/O[C@@]1(C[C@H]([C@H]([C@H](O1)[C@@H](CO)OC)O)O)C(=O)O" KME SMILES "OpenEye OEToolkits" 1.7.0 "CC=COC1(CC(C(C(O1)C(CO)OC)O)O)C(=O)O" KME InChI InChI 1.03 "InChI=1S/C12H20O8/c1-3-4-19-12(11(16)17)5-7(14)9(15)10(20-12)8(6-13)18-2/h3-4,7-10,13-15H,5-6H2,1-2H3,(H,16,17)/b4-3+/t7-,8-,9-,10-,12-/m1/s1" KME InChIKey InChI 1.03 HGSGCVUFLKROQP-PPCCDUSGSA-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 KME "SYSTEMATIC NAME" ACDLabs 11.02 "(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-alpha-D-manno-oct-2-ulopyranosidonic acid" KME "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R,4R,5R,6S)-4,5-dihydroxy-6-[(1R)-2-hydroxy-1-methoxy-ethyl]-2-[(E)-prop-1-enoxy]oxane-2-carboxylic acid" # _pdbx_chem_comp_related.comp_id KME _pdbx_chem_comp_related.related_comp_id KDO _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 KME C1 KDO C1 "Carbohydrate core" 2 KME C2 KDO C2 "Carbohydrate core" 3 KME C3 KDO C3 "Carbohydrate core" 4 KME C4 KDO C4 "Carbohydrate core" 5 KME C5 KDO C5 "Carbohydrate core" 6 KME C6 KDO C6 "Carbohydrate core" 7 KME C7 KDO C7 "Carbohydrate core" 8 KME C8 KDO C8 "Carbohydrate core" 9 KME O1A KDO O1A "Carbohydrate core" 10 KME O1B KDO O1B "Carbohydrate core" 11 KME O2 KDO O2 "Carbohydrate core" 12 KME O4 KDO O4 "Carbohydrate core" 13 KME O5 KDO O5 "Carbohydrate core" 14 KME O6 KDO O6 "Carbohydrate core" 15 KME O7 KDO O7 "Carbohydrate core" 16 KME O8 KDO O8 "Carbohydrate core" 17 KME H31 KDO H31 "Carbohydrate core" 18 KME H32 KDO H32 "Carbohydrate core" 19 KME H4 KDO H4 "Carbohydrate core" 20 KME H5 KDO H5 "Carbohydrate core" 21 KME H6 KDO H6 "Carbohydrate core" 22 KME H7 KDO H7 "Carbohydrate core" 23 KME H81 KDO H81 "Carbohydrate core" 24 KME H82 KDO H82 "Carbohydrate core" 25 KME HO1B KDO HO1B "Carbohydrate core" 26 KME HO4 KDO HO4 "Carbohydrate core" 27 KME HO5 KDO HO5 "Carbohydrate core" 28 KME HO8 KDO HO8 "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 KME "CARBOHYDRATE ISOMER" D PDB ? KME "CARBOHYDRATE RING" pyranose PDB ? KME "CARBOHYDRATE ANOMER" alpha PDB ? KME "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 KME "Create component" 2009-08-06 RCSB KME "Modify descriptor" 2011-06-04 RCSB KME "Other modification" 2020-07-03 RCSB KME "Modify parent residue" 2020-07-17 RCSB KME "Modify synonyms" 2020-07-17 RCSB KME "Modify internal type" 2020-07-17 RCSB KME "Modify linking type" 2020-07-17 RCSB KME "Modify atom id" 2020-07-17 RCSB KME "Modify component atom id" 2020-07-17 RCSB KME "Modify leaving atom flag" 2020-07-17 RCSB ##