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        ?
##
