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        ?
##
