data_7PF # _chem_comp.id 7PF _chem_comp.name "pentalenolactone F" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H18 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2R,4a'R,7a'S,9a'R)-6',6'-dimethyl-3'-oxo-1',5',6',7',7a',9a'-hexahydro-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 2021-03-13 _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 278.300 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7PF _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 5L1O _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 7PF C1 C1 C 0 1 N N N 24.175 23.917 19.340 1.735 1.846 0.677 C1 7PF 1 7PF C2 C2 C 0 1 N N N 24.038 23.097 18.052 2.611 1.246 -0.434 C2 7PF 2 7PF C15 C3 C 0 1 N N N 25.326 23.187 17.226 4.000 0.917 0.118 C15 7PF 3 7PF C14 C4 C 0 1 N N N 22.901 23.595 17.137 2.729 2.234 -1.596 C14 7PF 4 7PF C7 C5 C 0 1 N N N 22.216 23.779 20.981 -0.565 1.244 1.429 C7 7PF 5 7PF C12 C6 C 0 1 N N N 20.705 20.805 20.119 -1.392 -0.496 -1.583 C12 7PF 6 7PF C10 C7 C 0 1 N N N 23.266 20.735 22.328 0.641 -1.969 1.833 C10 7PF 7 7PF C3 C8 C 0 1 N N N 23.835 21.666 18.612 1.919 -0.042 -0.911 C3 7PF 8 7PF C13 C9 C 0 1 N N N 19.818 23.552 20.768 -2.747 1.513 0.267 C13 7PF 9 7PF C11 C10 C 0 1 N N N 22.680 19.433 20.274 -0.700 -2.381 -0.347 C11 7PF 10 7PF C6 C11 C 0 1 N N N 21.104 23.180 20.473 -1.338 1.102 0.354 C6 7PF 11 7PF C8 C12 C 0 1 N N S 23.438 23.164 20.510 0.824 0.705 1.166 C8 7PF 12 7PF C5 C13 C 0 1 N N R 21.470 22.083 19.636 -0.554 0.460 -0.761 C5 7PF 13 7PF C9 C14 C 0 1 N N R 23.221 20.611 20.825 0.404 -1.629 0.357 C9 7PF 14 7PF C4 C15 C 0 1 N N R 22.967 21.842 19.899 0.646 -0.200 -0.089 C4 7PF 15 7PF O4 O1 O 0 1 N N N 19.582 24.430 21.623 -3.435 1.321 -0.876 O4 7PF 16 7PF O2 O2 O 0 1 N N N 23.341 18.389 20.210 -0.643 -3.578 -0.498 O2 7PF 17 7PF O5 O3 O 0 1 N N N 18.811 23.056 20.193 -3.290 2.024 1.226 O5 7PF 18 7PF O3 O4 O 0 1 N N N 21.399 19.542 19.796 -1.752 -1.669 -0.804 O3 7PF 19 7PF O1 O5 O 0 1 N N N 24.474 20.516 21.520 1.530 -2.394 0.799 O1 7PF 20 7PF H1 H1 H 0 1 N N N 25.240 24.035 19.590 2.359 2.204 1.495 H1 7PF 21 7PF H2 H2 H 0 1 N N N 23.721 24.908 19.196 1.132 2.663 0.281 H2 7PF 22 7PF H3 H3 H 0 1 N N N 26.176 22.842 17.833 4.602 0.454 -0.664 H3 7PF 23 7PF H4 H4 H 0 1 N N N 25.233 22.554 16.332 4.484 1.835 0.454 H4 7PF 24 7PF H5 H5 H 0 1 N N N 25.493 24.230 16.921 3.904 0.229 0.958 H5 7PF 25 7PF H6 H6 H 0 1 N N N 21.946 23.552 17.681 1.734 2.478 -1.968 H6 7PF 26 7PF H7 H7 H 0 1 N N N 23.103 24.633 16.833 3.220 3.144 -1.250 H7 7PF 27 7PF H8 H8 H 0 1 N N N 22.843 22.956 16.244 3.317 1.786 -2.396 H8 7PF 28 7PF H9 H9 H 0 1 N N N 22.189 24.619 21.659 -0.886 1.685 2.361 H9 7PF 29 7PF H11 H11 H 0 1 N N N 20.583 20.865 21.211 -2.300 0.012 -1.908 H11 7PF 30 7PF H12 H12 H 0 1 N N N 19.715 20.790 19.639 -0.824 -0.808 -2.459 H12 7PF 31 7PF H13 H13 H 0 1 N N N 23.089 21.707 22.812 0.974 -1.167 2.491 H13 7PF 32 7PF H14 H14 H 0 1 N N N 22.869 19.931 22.965 -0.004 -2.720 2.290 H14 7PF 33 7PF H15 H15 H 0 1 N N N 23.311 21.036 17.878 1.670 0.041 -1.969 H15 7PF 34 7PF H16 H16 H 0 1 N N N 24.804 21.209 18.861 2.575 -0.897 -0.747 H16 7PF 35 7PF H18 H18 H 0 1 N N N 24.142 22.976 21.334 1.238 0.176 2.025 H18 7PF 36 7PF H19 H19 H 0 1 N N N 21.279 22.274 18.570 -0.191 1.253 -1.415 H19 7PF 37 7PF H20 H20 H 0 1 N N N 18.644 24.568 21.685 -4.359 1.607 -0.885 H20 7PF 38 # # 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 7PF C14 C2 SING N N 1 7PF C15 C2 SING N N 2 7PF C2 C3 SING N N 3 7PF C2 C1 SING N N 4 7PF C3 C4 SING N N 5 7PF C1 C8 SING N N 6 7PF C5 C4 SING N N 7 7PF C5 C12 SING N N 8 7PF C5 C6 SING N N 9 7PF O3 C12 SING N N 10 7PF O3 C11 SING N N 11 7PF C4 C8 SING N N 12 7PF C4 C9 SING N N 13 7PF O5 C13 DOUB N N 14 7PF O2 C11 DOUB N N 15 7PF C11 C9 SING N N 16 7PF C6 C13 SING N N 17 7PF C6 C7 DOUB N N 18 7PF C8 C7 SING N N 19 7PF C13 O4 SING N N 20 7PF C9 O1 SING N N 21 7PF C9 C10 SING N N 22 7PF O1 C10 SING N N 23 7PF C1 H1 SING N N 24 7PF C1 H2 SING N N 25 7PF C15 H3 SING N N 26 7PF C15 H4 SING N N 27 7PF C15 H5 SING N N 28 7PF C14 H6 SING N N 29 7PF C14 H7 SING N N 30 7PF C14 H8 SING N N 31 7PF C7 H9 SING N N 32 7PF C12 H11 SING N N 33 7PF C12 H12 SING N N 34 7PF C10 H13 SING N N 35 7PF C10 H14 SING N N 36 7PF C3 H15 SING N N 37 7PF C3 H16 SING N N 38 7PF C8 H18 SING N N 39 7PF C5 H19 SING N N 40 7PF O4 H20 SING N N 41 # # 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 7PF SMILES ACDLabs 12.01 "C2C3C=C(C(O)=O)C4COC(C1(CO1)C34CC2(C)C)=O" 7PF InChI InChI 1.03 "InChI=1S/C15H18O5/c1-13(2)4-8-3-9(11(16)17)10-5-19-12(18)15(7-20-15)14(8,10)6-13/h3,8,10H,4-7H2,1-2H3,(H,16,17)/t8-,10+,14-,15-/m1/s1" 7PF InChIKey InChI 1.03 UUDKOVSZNMZKND-BDAURDKOSA-N 7PF SMILES_CANONICAL CACTVS 3.385 "CC1(C)C[C@H]2C=C([C@@H]3COC(=O)[C@]4(CO4)[C@]23C1)C(O)=O" 7PF SMILES CACTVS 3.385 "CC1(C)C[CH]2C=C([CH]3COC(=O)[C]4(CO4)[C]23C1)C(O)=O" 7PF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC1(C[C@H]2C=C([C@H]3[C@]2(C1)[C@@]4(CO4)C(=O)OC3)C(=O)O)C" 7PF SMILES "OpenEye OEToolkits" 2.0.5 "CC1(CC2C=C(C3C2(C1)C4(CO4)C(=O)OC3)C(=O)O)C" # # 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 7PF "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4a'R,7a'S,9a'R)-6',6'-dimethyl-3'-oxo-1',5',6',7',7a',9a'-hexahydro-3'H-spiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9'-carboxylic acid" 7PF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(1~{R},4~{a}~{R},6~{a}~{S},9~{a}~{R})-8,8-dimethyl-2-oxidanylidene-spiro[4~{a},6~{a},7,9-tetrahydro-4~{H}-pentaleno[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 7PF "Create component" 2016-08-04 RCSB 7PF "Initial release" 2016-09-14 RCSB 7PF "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 7PF _pdbx_chem_comp_synonyms.name "(2R,4a'R,7a'S,9a'R)-6',6'-dimethyl-3'-oxo-1',5',6',7',7a',9a'-hexahydro-3'H-spiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9'-carboxylic acid" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##