data_7PT # _chem_comp.id 7PT _chem_comp.name pentalenolactone _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H16 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(2R,4a'S,7'S,7a'R,9a'R)-6',7'-dimethyl-3'-oxo-1',7',7a',9a'-tetrahydro-3'H-spiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9 '-carboxylic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-04 _chem_comp.pdbx_modified_date 2020-06-17 _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 276.285 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7PT _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 5L1P _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 7PT C1 C1 C 0 1 N N S 23.960 23.716 19.099 -1.390 2.143 -0.533 C1 7PT 1 7PT O1 O1 O 0 1 N N N 24.053 20.394 21.571 -2.253 -1.932 -0.819 O1 7PT 2 7PT C2 C2 C 0 1 N N N 24.162 22.606 18.242 -2.292 1.623 0.564 C2 7PT 3 7PT C3 C3 C 0 1 N N N 23.508 21.496 18.639 -1.963 0.402 0.902 C3 7PT 4 7PT C4 C4 C 0 1 N N S 22.738 21.765 19.799 -0.796 -0.083 0.096 C4 7PT 5 7PT C5 C5 C 0 1 N N R 21.270 22.123 19.463 0.530 0.213 0.787 C5 7PT 6 7PT C15 C6 C 0 1 N N N 25.098 22.654 17.023 -3.419 2.406 1.186 C15 7PT 7 7PT C14 C7 C 0 1 N N N 23.158 24.796 18.370 -0.328 3.079 0.047 C14 7PT 8 7PT C7 C8 C 0 1 N N N 22.114 23.712 20.875 0.746 1.120 -1.342 C7 7PT 9 7PT C12 C9 C 0 1 N N N 20.390 20.888 19.788 1.110 -0.967 1.536 C12 7PT 10 7PT C10 C10 C 0 1 N N N 22.825 20.804 22.303 -1.312 -1.719 -1.873 C10 7PT 11 7PT C13 C11 C 0 1 N N N 19.707 23.614 20.681 2.914 0.819 -0.166 C13 7PT 12 7PT C11 C12 C 0 1 N N N 22.274 19.432 20.279 -0.070 -2.548 0.246 C11 7PT 13 7PT C6 C13 C 0 1 N N N 20.965 23.186 20.358 1.451 0.738 -0.280 C6 7PT 14 7PT C8 C14 C 0 1 N N R 23.289 23.071 20.355 -0.728 0.882 -1.129 C8 7PT 15 7PT C9 C15 C 0 1 N N R 22.846 20.587 20.809 -0.953 -1.505 -0.398 C9 7PT 16 7PT O4 O2 O 0 1 N N N 18.680 23.163 20.135 3.572 1.260 -1.087 O4 7PT 17 7PT O2 O3 O 0 1 N N N 22.894 18.367 20.319 -0.434 -3.695 0.357 O2 7PT 18 7PT O5 O4 O 0 1 N N N 19.509 24.515 21.521 3.526 0.403 0.961 O5 7PT 19 7PT O3 O5 O 0 1 N N N 21.061 19.593 19.648 1.141 -2.152 0.694 O3 7PT 20 7PT H1 H1 H 0 1 N N N 24.927 24.141 19.405 -1.976 2.660 -1.293 H1 7PT 21 7PT H3 H3 H 0 1 N N N 23.563 20.538 18.144 -2.466 -0.179 1.662 H3 7PT 22 7PT H5 H5 H 0 1 N N N 21.167 22.411 18.406 0.367 1.020 1.500 H5 7PT 23 7PT H6 H6 H 0 1 N N N 25.505 23.670 16.913 -3.906 1.799 1.949 H6 7PT 24 7PT H7 H7 H 0 1 N N N 25.924 21.941 17.167 -3.023 3.313 1.642 H7 7PT 25 7PT H8 H8 H 0 1 N N N 24.535 22.385 16.117 -4.144 2.672 0.417 H8 7PT 26 7PT H9 H9 H 0 1 N N N 23.005 25.655 19.040 0.361 3.380 -0.742 H9 7PT 27 7PT H10 H10 H 0 1 N N N 23.710 25.123 17.477 -0.811 3.963 0.464 H10 7PT 28 7PT H11 H11 H 0 1 N N N 22.182 24.387 18.069 0.223 2.562 0.833 H11 7PT 29 7PT H12 H12 H 0 1 N N N 22.137 24.518 21.593 1.174 1.543 -2.239 H12 7PT 30 7PT H14 H14 H 0 1 N N N 20.042 20.981 20.827 2.125 -0.726 1.853 H14 7PT 31 7PT H15 H15 H 0 1 N N N 19.524 20.898 19.110 0.499 -1.168 2.415 H15 7PT 32 7PT H16 H16 H 0 1 N N N 22.736 21.819 22.717 -0.903 -2.597 -2.373 H16 7PT 33 7PT H17 H17 H 0 1 N N N 22.306 20.093 22.962 -1.441 -0.836 -2.498 H17 7PT 34 7PT H19 H19 H 0 1 N N N 24.040 22.880 21.136 -1.244 0.502 -2.011 H19 7PT 35 7PT H20 H20 H 0 1 N N N 18.577 24.690 21.585 4.490 0.476 0.989 H20 7PT 36 # # 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 7PT C15 C2 SING N N 1 7PT C2 C3 DOUB N N 2 7PT C2 C1 SING N N 3 7PT C14 C1 SING N N 4 7PT C3 C4 SING N N 5 7PT C1 C8 SING N N 6 7PT C5 C12 SING N N 7 7PT C5 C4 SING N N 8 7PT C5 C6 SING N N 9 7PT O3 C12 SING N N 10 7PT O3 C11 SING N N 11 7PT C4 C8 SING N N 12 7PT C4 C9 SING N N 13 7PT O4 C13 DOUB N N 14 7PT C11 O2 DOUB N N 15 7PT C11 C9 SING N N 16 7PT C8 C7 SING N N 17 7PT C6 C13 SING N N 18 7PT C6 C7 DOUB N N 19 7PT C13 O5 SING N N 20 7PT C9 O1 SING N N 21 7PT C9 C10 SING N N 22 7PT O1 C10 SING N N 23 7PT C1 H1 SING N N 24 7PT C3 H3 SING N N 25 7PT C5 H5 SING N N 26 7PT C15 H6 SING N N 27 7PT C15 H7 SING N N 28 7PT C15 H8 SING N N 29 7PT C14 H9 SING N N 30 7PT C14 H10 SING N N 31 7PT C14 H11 SING N N 32 7PT C7 H12 SING N N 33 7PT C12 H14 SING N N 34 7PT C12 H15 SING N N 35 7PT C10 H16 SING N N 36 7PT C10 H17 SING N N 37 7PT C8 H19 SING N N 38 7PT O5 H20 SING N N 39 # # 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 7PT SMILES ACDLabs 12.01 "C1(C4C3(C=C1C)C2(OC2)C(=O)OCC3C(=C4)C(O)=O)C" 7PT InChI InChI 1.03 "InChI=1S/C15H16O5/c1-7-4-14-10(8(7)2)3-9(12(16)17)11(14)5-19-13(18)15(14)6-20-15/h3-4,8,10-11H,5-6H2,1-2H3,(H,16,17)/t8-,10-,11+,14-,15-/m1/s1" 7PT InChIKey InChI 1.03 NUPNVWUYFVEAIT-UJJBCWTCSA-N 7PT SMILES_CANONICAL CACTVS 3.385 "C[C@H]1[C@H]2C=C([C@@H]3COC(=O)[C@]4(CO4)[C@]23C=C1C)C(O)=O" 7PT SMILES CACTVS 3.385 "C[CH]1[CH]2C=C([CH]3COC(=O)[C]4(CO4)[C]23C=C1C)C(O)=O" 7PT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "C[C@H]1[C@H]2C=C([C@H]3[C@]2(C=C1C)[C@@]4(CO4)C(=O)OC3)C(=O)O" 7PT SMILES "OpenEye OEToolkits" 2.0.5 "CC1C2C=C(C3C2(C=C1C)C4(CO4)C(=O)OC3)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 7PT "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4a'S,7'S,7a'R,9a'R)-6',7'-dimethyl-3'-oxo-1',7',7a',9a'-tetrahydro-3'H-spiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9'-carboxylic acid" 7PT "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(1~{R},4~{a}~{R},6~{a}~{R},7~{S},9~{a}~{S})-7,8-dimethyl-2-oxidanylidene-spiro[4,4~{a},6~{a},7-tetrahydropentaleno[1,6~{a}-c]pyran-1,2'-oxirane]-5-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 7PT "Create component" 2016-08-04 RCSB 7PT "Initial release" 2016-09-14 RCSB 7PT "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 7PT _pdbx_chem_comp_synonyms.name "(2R,4a'S,7'S,7a'R,9a'R)-6',7'-dimethyl-3'-oxo-1',7',7a',9a'-tetrahydro-3'H-spiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9'-carboxylic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##