data_F6Z
# 
_chem_comp.id                                    F6Z 
_chem_comp.name                                  
;3',6'-DIHYDROXY-3-OXO-3H-SPIRO[2-BENZOFURAN-1,9'-XANTHENE]-5-CARBOXYLIC ACID
;
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H12 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-07-30 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        376.316 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     F6Z 
_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        2XN7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
F6Z O1  O1  O 0 1 N N N N N N -0.985 -7.108  -0.210 1.658  0.022  3.402  O1  F6Z 1  
F6Z C1  C1  C 0 1 N N N N N N -0.727 -7.345  0.959  1.125  0.017  2.310  C1  F6Z 2  
F6Z C2  C2  C 0 1 Y N N N N N -1.162 -8.518  1.764  1.834  0.014  1.031  C2  F6Z 3  
F6Z C3  C3  C 0 1 Y N N N N N -1.766 -9.706  1.388  3.200  0.016  0.743  C3  F6Z 4  
F6Z C4  C4  C 0 1 Y N N N N N -2.040 -10.644 2.375  3.558  0.013  -0.610 C4  F6Z 5  
F6Z O2  O2  O 0 1 N N N N N N 0.068  -6.501  1.840  -0.206 0.007  2.101  O2  F6Z 6  
F6Z C5  C5  C 0 1 N N S N N N -0.171 -6.902  3.206  -0.464 0.003  0.666  C5  F6Z 7  
F6Z C6  C6  C 0 1 Y N N N N N -0.989 -5.829  3.860  -1.244 1.235  0.293  C6  F6Z 8  
F6Z C7  C7  C 0 1 Y N N N N N -2.310 -5.657  3.495  -0.901 2.451  0.859  C7  F6Z 9  
F6Z C8  C8  C 0 1 Y N N N N N -3.068 -4.656  4.089  -1.603 3.594  0.532  C8  F6Z 10 
F6Z C9  C9  C 0 1 Y N N N N N -2.529 -3.804  5.045  -2.658 3.526  -0.367 C9  F6Z 11 
F6Z O3  O3  O 0 1 N N N N N N -3.330 -2.842  5.586  -3.351 4.650  -0.689 O3  F6Z 12 
F6Z C11 C11 C 0 1 Y N N N N N -1.197 -3.928  5.438  -3.003 2.312  -0.936 C11 F6Z 13 
F6Z C12 C12 C 0 1 Y N N N N N -0.395 -4.915  4.873  -2.295 1.162  -0.608 C12 F6Z 14 
F6Z O4  O4  O 0 1 N N N N N N 0.918  -5.052  5.249  -2.646 -0.015 -1.177 O4  F6Z 15 
F6Z C13 C13 C 0 1 Y N N N N N 1.551  -6.252  5.045  -2.278 -1.186 -0.604 C13 F6Z 16 
F6Z C14 C14 C 0 1 Y N N N N N 2.676  -6.613  5.777  -2.969 -2.347 -0.930 C14 F6Z 17 
F6Z C15 C15 C 0 1 Y N N N N N 3.288  -7.844  5.542  -2.608 -3.554 -0.356 C15 F6Z 18 
F6Z O5  O5  O 0 1 N N N N N N 4.387  -8.208  6.252  -3.283 -4.689 -0.677 O5  F6Z 19 
F6Z C16 C16 C 0 1 Y N N N N N 2.803  -8.730  4.587  -1.554 -3.604 0.546  C16 F6Z 20 
F6Z C17 C17 C 0 1 Y N N N N N 1.684  -8.415  3.833  -0.869 -2.450 0.869  C17 F6Z 21 
F6Z C18 C18 C 0 1 Y N N N N N 1.049  -7.196  4.018  -1.226 -1.241 0.297  C18 F6Z 22 
F6Z C19 C19 C 0 1 Y N N N N N -0.848 -8.244  3.060  0.876  0.007  -0.002 C19 F6Z 23 
F6Z C20 C20 C 0 1 Y N N N N N -1.101 -9.172  4.060  1.237  0.004  -1.332 C20 F6Z 24 
F6Z C21 C21 C 0 1 Y N N N N N -1.713 -10.376 3.707  2.595  0.007  -1.620 C21 F6Z 25 
F6Z O6  O6  O 0 1 N N N Y N Y -2.571 -12.449 0.912  5.839  0.020  -0.110 O6  F6Z 26 
F6Z C25 C25 C 0 1 N N N Y N Y -2.695 -11.944 2.018  4.989  0.015  -0.978 C25 F6Z 27 
F6Z O7  O7  O 0 1 N Y N Y N Y -3.459 -12.551 2.977  5.351  0.012  -2.275 O7  F6Z 28 
F6Z H3  H3  H 0 1 N N N N N N -2.017 -9.898  0.355  3.944  0.021  1.526  H3  F6Z 29 
F6Z H21 H21 H 0 1 N N N N N N -1.936 -11.107 4.470  2.915  0.005  -2.652 H21 F6Z 30 
F6Z H7  H7  H 0 1 N N N N N N -2.753 -6.300  2.749  -0.081 2.506  1.559  H7  F6Z 31 
F6Z H8  H8  H 0 1 N N N N N N -4.102 -4.537  3.801  -1.332 4.540  0.977  H8  F6Z 32 
F6Z HA  HA  H 0 1 N N N N N N -3.516 -3.057  6.492  -2.993 5.129  -1.449 HA  F6Z 33 
F6Z H11 H11 H 0 1 N N N N N N -0.788 -3.259  6.180  -3.824 2.257  -1.636 H11 F6Z 34 
F6Z H14 H14 H 0 1 N N N N N N 3.075  -5.943  6.525  -3.789 -2.307 -1.632 H14 F6Z 35 
F6Z H5  H5  H 0 1 N N N N N N 5.130  -8.293  5.666  -2.916 -5.165 -1.434 H5  F6Z 36 
F6Z H16 H16 H 0 1 N N N N N N 3.304  -9.674  4.431  -1.271 -4.544 0.995  H16 F6Z 37 
F6Z H17 H17 H 0 1 N N N N N N 1.307  -9.117  3.103  -0.049 -2.490 1.572  H17 F6Z 38 
F6Z H20 H20 H 0 1 N N N N N N -0.831 -8.968  5.086  0.495  -0.001 -2.117 H20 F6Z 39 
F6Z H71 H71 H 0 1 N Y N Y N Y -3.825 -13.355 2.629  6.299  0.013  -2.467 H71 F6Z 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 
F6Z O1  C1  DOUB N N 1  
F6Z C1  C2  SING N N 2  
F6Z C1  O2  SING N N 3  
F6Z C2  C3  SING Y N 4  
F6Z C2  C19 DOUB Y N 5  
F6Z C3  C4  DOUB Y N 6  
F6Z C4  C21 SING Y N 7  
F6Z C4  C25 SING N N 8  
F6Z O2  C5  SING N N 9  
F6Z C5  C6  SING N N 10 
F6Z C5  C18 SING N N 11 
F6Z C5  C19 SING N N 12 
F6Z C6  C7  SING Y N 13 
F6Z C6  C12 DOUB Y N 14 
F6Z C7  C8  DOUB Y N 15 
F6Z C8  C9  SING Y N 16 
F6Z C9  O3  SING N N 17 
F6Z C9  C11 DOUB Y N 18 
F6Z C11 C12 SING Y N 19 
F6Z C12 O4  SING N N 20 
F6Z O4  C13 SING N N 21 
F6Z C13 C14 DOUB Y N 22 
F6Z C13 C18 SING Y N 23 
F6Z C14 C15 SING Y N 24 
F6Z C15 O5  SING N N 25 
F6Z C15 C16 DOUB Y N 26 
F6Z C16 C17 SING Y N 27 
F6Z C17 C18 DOUB Y N 28 
F6Z C19 C20 SING Y N 29 
F6Z C20 C21 DOUB Y N 30 
F6Z O6  C25 DOUB N N 31 
F6Z C25 O7  SING N N 32 
F6Z C3  H3  SING N N 33 
F6Z C21 H21 SING N N 34 
F6Z C7  H7  SING N N 35 
F6Z C8  H8  SING N N 36 
F6Z O3  HA  SING N N 37 
F6Z C11 H11 SING N N 38 
F6Z C14 H14 SING N N 39 
F6Z O5  H5  SING N N 40 
F6Z C16 H16 SING N N 41 
F6Z C17 H17 SING N N 42 
F6Z C20 H20 SING N N 43 
F6Z O7  H71 SING N N 44 
# 
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 
F6Z SMILES           ACDLabs              10.04 "O=C(O)c1cc2c(cc1)C4(OC2=O)c5ccc(O)cc5Oc3cc(O)ccc34"                                                                                 
F6Z SMILES_CANONICAL CACTVS               3.352 "OC(=O)c1ccc2c(c1)C(=O)O[C@@]23c4ccc(O)cc4Oc5cc(O)ccc35"                                                                             
F6Z SMILES           CACTVS               3.352 "OC(=O)c1ccc2c(c1)C(=O)O[C]23c4ccc(O)cc4Oc5cc(O)ccc35"                                                                               
F6Z SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc2c(cc1C(=O)O)C(=O)OC23c4ccc(cc4Oc5c3ccc(c5)O)O"                                                                                 
F6Z SMILES           "OpenEye OEToolkits" 1.6.1 "c1cc2c(cc1C(=O)O)C(=O)OC23c4ccc(cc4Oc5c3ccc(c5)O)O"                                                                                 
F6Z InChI            InChI                1.03  "InChI=1S/C21H12O7/c22-11-2-5-15-17(8-11)27-18-9-12(23)3-6-16(18)21(15)14-4-1-10(19(24)25)7-13(14)20(26)28-21/h1-9,22-23H,(H,24,25)" 
F6Z InChIKey         InChI                1.03  NJYVEMPWNAYQQN-UHFFFAOYSA-N                                                                                                          
# 
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 
F6Z "SYSTEMATIC NAME" ACDLabs              10.04 
;3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
;
F6Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 
;3',6'-dihydroxy-3-oxo-spiro[2-benzofuran-1,9'-xanthene]-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 
F6Z "Create component"     2010-07-30 EBI  
F6Z "Modify aromatic_flag" 2011-06-04 RCSB 
F6Z "Modify descriptor"    2011-06-04 RCSB 
F6Z "Modify backbone"      2024-09-25 PDBE 
F6Z "Modify PCM"           2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            F6Z 
_pdbx_chem_comp_pcm.modified_residue_id                ? 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Non-standard residue" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain and backbone" 
_pdbx_chem_comp_pcm.polypeptide_position               N-terminal 
_pdbx_chem_comp_pcm.comp_id_linking_atom               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
