data_7DF # _chem_comp.id 7DF _chem_comp.name "Dihydropentalenolactone F" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H20 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(2R,4a'R,7a'R,9'R,9a'S)-6',6'-dimethyl-3'-oxooctahydro-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 280.316 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7DF _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 5L1Q _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 7DF C1 C1 C 0 1 N N N 24.016 23.711 19.064 0.376 2.399 -1.028 C1 7DF 1 7DF C2 C2 C 0 1 N N N 23.654 22.958 17.765 0.006 2.634 0.452 C2 7DF 2 7DF C3 C3 C 0 1 N N N 23.288 21.548 18.313 -1.091 1.577 0.745 C3 7DF 3 7DF C4 C4 C 0 1 N N R 22.538 21.812 19.669 -0.622 0.360 -0.060 C4 7DF 4 7DF C5 C5 C 0 1 N N S 20.996 21.999 19.567 0.536 -0.361 0.631 C5 7DF 5 7DF C6 C6 C 0 1 N N R 20.753 23.035 20.681 1.355 -0.955 -0.531 C6 7DF 6 7DF C9 C7 C 0 1 N N R 22.847 20.624 20.622 -1.762 -0.575 -0.425 C9 7DF 7 7DF C10 C8 C 0 1 N N N 22.962 20.804 22.125 -2.037 -0.854 -1.901 C10 7DF 8 7DF C11 C9 C 0 1 N N N 22.306 19.428 20.093 -2.006 -1.702 0.557 C11 7DF 9 7DF C15 C10 C 0 1 N N N 24.900 22.877 16.872 -0.547 4.047 0.647 C15 7DF 10 7DF C14 C11 C 0 1 N N N 22.523 23.620 16.951 1.223 2.405 1.350 C14 7DF 11 7DF C12 C12 C 0 1 N N N 20.242 20.695 19.932 0.088 -1.420 1.614 C12 7DF 12 7DF C7 C13 C 0 1 N N N 21.777 24.081 20.279 1.276 0.130 -1.630 C7 7DF 13 7DF C13 C14 C 0 1 N N N 19.335 23.641 20.708 2.784 -1.179 -0.111 C13 7DF 14 7DF C8 C15 C 0 1 N N R 23.046 23.197 20.170 -0.000 0.944 -1.356 C8 7DF 15 7DF O4 O1 O 0 1 N N N 18.725 23.755 19.627 3.136 -0.897 1.010 O4 7DF 16 7DF O2 O2 O 0 1 N N N 23.023 18.430 19.940 -3.118 -2.032 0.895 O2 7DF 17 7DF O5 O3 O 0 1 N N N 18.894 24.011 21.820 3.667 -1.692 -0.982 O5 7DF 18 7DF O3 O4 O 0 1 N N N 21.000 19.484 19.652 -0.894 -2.317 1.031 O3 7DF 19 7DF O1 O5 O 0 1 N N N 24.122 20.518 21.274 -2.897 -0.038 -1.102 O1 7DF 20 7DF H1 H1 H 0 1 N N N 25.058 23.499 19.346 -0.186 3.082 -1.665 H1 7DF 21 7DF H2 H2 H 0 1 N N N 23.888 24.794 18.922 1.446 2.549 -1.173 H2 7DF 22 7DF H3 H3 H 0 1 N N N 22.632 21.018 17.607 -1.127 1.345 1.809 H3 7DF 23 7DF H4 H4 H 0 1 N N N 24.197 20.953 18.485 -2.062 1.922 0.392 H4 7DF 24 7DF H5 H5 H 0 1 N N N 20.697 22.380 18.579 1.155 0.371 1.150 H5 7DF 25 7DF H6 H6 H 0 1 N N N 21.003 22.606 21.662 0.908 -1.887 -0.877 H6 7DF 26 7DF H7 H7 H 0 1 N N N 22.835 21.798 22.578 -1.406 -0.357 -2.638 H7 7DF 27 7DF H8 H8 H 0 1 N N N 22.571 20.037 22.809 -2.389 -1.849 -2.174 H8 7DF 28 7DF H9 H9 H 0 1 N N N 25.723 22.407 17.431 -0.887 4.165 1.676 H9 7DF 29 7DF H10 H10 H 0 1 N N N 24.673 22.275 15.980 0.236 4.775 0.437 H10 7DF 30 7DF H11 H11 H 0 1 N N N 25.197 23.891 16.565 -1.384 4.207 -0.033 H11 7DF 31 7DF H12 H12 H 0 1 N N N 21.617 23.690 17.571 1.882 1.670 0.889 H12 7DF 32 7DF H13 H13 H 0 1 N N N 22.835 24.629 16.643 1.760 3.345 1.480 H13 7DF 33 7DF H14 H14 H 0 1 N N N 22.311 23.014 16.058 0.893 2.038 2.322 H14 7DF 34 7DF H15 H15 H 0 1 N N N 20.008 20.718 21.007 0.954 -2.000 1.931 H15 7DF 35 7DF H16 H16 H 0 1 N N N 19.307 20.661 19.354 -0.351 -0.932 2.484 H16 7DF 36 7DF H17 H17 H 0 1 N N N 21.888 24.859 21.048 2.151 0.778 -1.578 H17 7DF 37 7DF H18 H18 H 0 1 N N N 21.524 24.550 19.317 1.216 -0.338 -2.612 H18 7DF 38 7DF H19 H19 H 0 1 N N N 23.558 23.108 21.140 -0.700 0.894 -2.190 H19 7DF 39 7DF H20 H20 H 0 1 N N N 18.029 24.388 21.709 4.573 -1.818 -0.667 H20 7DF 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 7DF C15 C2 SING N N 1 7DF C14 C2 SING N N 2 7DF C2 C3 SING N N 3 7DF C2 C1 SING N N 4 7DF C3 C4 SING N N 5 7DF C1 C8 SING N N 6 7DF C5 C4 SING N N 7 7DF C5 C12 SING N N 8 7DF C5 C6 SING N N 9 7DF O4 C13 DOUB N N 10 7DF O3 C12 SING N N 11 7DF O3 C11 SING N N 12 7DF C4 C8 SING N N 13 7DF C4 C9 SING N N 14 7DF O2 C11 DOUB N N 15 7DF C11 C9 SING N N 16 7DF C8 C7 SING N N 17 7DF C7 C6 SING N N 18 7DF C9 O1 SING N N 19 7DF C9 C10 SING N N 20 7DF C6 C13 SING N N 21 7DF C13 O5 SING N N 22 7DF O1 C10 SING N N 23 7DF C1 H1 SING N N 24 7DF C1 H2 SING N N 25 7DF C3 H3 SING N N 26 7DF C3 H4 SING N N 27 7DF C5 H5 SING N N 28 7DF C6 H6 SING N N 29 7DF C10 H7 SING N N 30 7DF C10 H8 SING N N 31 7DF C15 H9 SING N N 32 7DF C15 H10 SING N N 33 7DF C15 H11 SING N N 34 7DF C14 H12 SING N N 35 7DF C14 H13 SING N N 36 7DF C14 H14 SING N N 37 7DF C12 H15 SING N N 38 7DF C12 H16 SING N N 39 7DF C7 H17 SING N N 40 7DF C7 H18 SING N N 41 7DF C8 H19 SING N N 42 7DF O5 H20 SING N N 43 # # 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 7DF SMILES ACDLabs 12.01 "C1C4C3(CC1(C)C)C2(OC2)C(=O)OCC3C(C(O)=O)C4" 7DF InChI InChI 1.03 "InChI=1S/C15H20O5/c1-13(2)4-8-3-9(11(16)17)10-5-19-12(18)15(7-20-15)14(8,10)6-13/h8-10H,3-7H2,1-2H3,(H,16,17)/t8-,9-,10+,14-,15-/m1/s1" 7DF InChIKey InChI 1.03 FLEPJXXPLHDGAH-XKSWNSKZSA-N 7DF SMILES_CANONICAL CACTVS 3.385 "CC1(C)C[C@H]2C[C@H]([C@@H]3COC(=O)[C@]4(CO4)[C@]23C1)C(O)=O" 7DF SMILES CACTVS 3.385 "CC1(C)C[CH]2C[CH]([CH]3COC(=O)[C]4(CO4)[C]23C1)C(O)=O" 7DF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC1(C[C@H]2C[C@H]([C@H]3[C@]2(C1)[C@@]4(CO4)C(=O)OC3)C(=O)O)C" 7DF SMILES "OpenEye OEToolkits" 2.0.5 "CC1(CC2CC(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 7DF "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4a'R,7a'R,9'R,9a'S)-6',6'-dimethyl-3'-oxooctahydro-3'H-spiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9'-carboxylic acid" 7DF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(1~{R},4~{a}~{S},5~{R},6~{a}~{R},9~{a}~{R})-8,8-dimethyl-2-oxidanylidene-spiro[4~{a},5,6,6~{a},7,9-hexahydro-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 7DF "Create component" 2016-08-04 RCSB 7DF "Initial release" 2016-09-14 RCSB 7DF "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 7DF _pdbx_chem_comp_synonyms.name "(2R,4a'R,7a'R,9'R,9a'S)-6',6'-dimethyl-3'-oxooctahydro-3'H-spiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9'-carboxylic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##