data_WNC
# 
_chem_comp.id                                    WNC 
_chem_comp.name                                  "(5~{S},6~{S},11~{S})-11-methyl-5,6,15,17-tetrakis(oxidanyl)-2,12-dioxabicyclo[12.4.0]octadeca-1(18),14,16-triene-7,13-dione" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H22 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-10-09 
_chem_comp.pdbx_modified_date                    2025-04-11 
_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                        354.352 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WNC 
_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        8QR3 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
WNC O1  O1  O 0 1 N N N N N N -10.345 16.422 42.762 2.033  -0.696 1.498  O1  WNC 1  
WNC C14 C1  C 0 1 Y N N N N N -18.104 12.613 42.094 -3.269 0.823  -0.233 C14 WNC 2  
WNC C16 C2  C 0 1 N N N N N N -16.013 12.193 40.898 -0.786 1.075  -0.123 C16 WNC 3  
WNC C15 C3  C 0 1 Y N N N N N -16.817 13.021 41.827 -2.002 0.255  -0.037 C15 WNC 4  
WNC C5  C4  C 0 1 N N N N N N -10.602 14.268 41.652 3.745  -0.072 -0.061 C5  WNC 5  
WNC C6  C5  C 0 1 N N S N N N -10.779 15.083 42.927 3.069  -1.210 0.660  C6  WNC 6  
WNC C7  C6  C 0 1 N N S N N N -12.255 15.160 43.326 2.482  -2.182 -0.364 C7  WNC 7  
WNC C1  C7  C 0 1 N N S N N N -13.842 11.877 39.800 0.347  3.193  -0.277 C1  WNC 8  
WNC C4  C8  C 0 1 N N N N N N -10.558 12.754 41.706 3.630  1.337  0.461  C4  WNC 9  
WNC C3  C9  C 0 1 N N N N N N -11.928 12.096 41.503 2.592  2.104  -0.361 C3  WNC 10 
WNC C2  C10 C 0 1 N N N N N N -12.381 12.321 40.047 1.505  2.655  0.564  C2  WNC 11 
WNC C11 C11 C 0 1 Y N N N N N -17.102 14.825 43.349 -3.028 -1.912 0.239  C11 WNC 12 
WNC C10 C12 C 0 1 Y N N N N N -16.296 14.140 42.465 -1.899 -1.115 0.269  C10 WNC 13 
WNC C9  C13 C 0 1 N N N N N N -14.598 15.868 42.717 -0.007 -2.419 -0.359 C9  WNC 14 
WNC C12 C14 C 0 1 Y N N N N N -18.424 14.405 43.600 -4.271 -1.352 -0.025 C12 WNC 15 
WNC C13 C15 C 0 1 Y N N N N N -18.926 13.303 42.986 -4.392 0.013  -0.243 C13 WNC 16 
WNC C8  C16 C 0 1 N N N N N N -13.114 16.020 42.383 1.301  -2.941 0.240  C8  WNC 17 
WNC O2  O2  O 0 1 N N N N N N -12.356 15.748 44.636 3.490  -3.116 -0.761 O2  WNC 18 
WNC C   C17 C 0 1 N N N N N N -14.258 12.223 38.381 0.080  4.652  0.110  C   WNC 19 
WNC O   O3  O 0 1 N N N N N N -10.470 14.835 40.581 4.385  -0.291 -1.063 O   WNC 20 
WNC O3  O4  O 0 1 N N N N N N -15.005 14.580 42.263 -0.703 -1.648 0.619  O3  WNC 21 
WNC O4  O5  O 0 1 N N N N N N -19.224 15.056 44.480 -5.374 -2.142 -0.058 O4  WNC 22 
WNC O5  O6  O 0 1 N N N N N N -18.577 11.509 41.470 -3.407 2.158  -0.433 O5  WNC 23 
WNC O6  O7  O 0 1 N N N N N N -16.411 11.131 40.431 0.288  0.520  -0.275 O6  WNC 24 
WNC O7  O8  O 0 1 N N N N N N -14.656 12.611 40.708 -0.852 2.414  -0.060 O7  WNC 25 
WNC H10 H1  H 0 1 N N N N N N -10.147 16.581 41.847 2.343  -0.076 2.172  H10 WNC 26 
WNC H1  H2  H 0 1 N N N N N N -10.218 14.597 43.739 3.804  -1.733 1.275  H1  WNC 27 
WNC H2  H3  H 0 1 N N N N N N -12.668 14.141 43.342 2.148  -1.624 -1.241 H2  WNC 28 
WNC H   H4  H 0 1 N N N N N N -13.932 10.793 39.965 0.621  3.153  -1.334 H   WNC 29 
WNC H41 H5  H 0 1 N N N N N N -9.880  12.397 40.917 3.333  1.323  1.507  H41 WNC 30 
WNC H9  H6  H 0 1 N N N N N N -10.168 12.452 42.689 4.598  1.834  0.367  H9  WNC 31 
WNC H31 H7  H 0 1 N N N N N N -11.852 11.017 41.703 3.079  2.931  -0.880 H31 WNC 32 
WNC H8  H8  H 0 1 N N N N N N -12.659 12.546 42.191 2.143  1.436  -1.095 H8  WNC 33 
WNC H7  H9  H 0 1 N N N N N N -11.721 11.746 39.381 1.924  3.468  1.162  H7  WNC 34 
WNC H6  H10 H 0 1 N N N N N N -12.295 13.392 39.813 1.151  1.871  1.229  H6  WNC 35 
WNC H16 H11 H 0 1 N N N N N N -16.715 15.696 43.857 -2.946 -2.970 0.437  H16 WNC 36 
WNC H15 H12 H 0 1 N N N N N N -15.181 16.649 42.206 0.212  -1.798 -1.227 H15 WNC 37 
WNC H14 H13 H 0 1 N N N N N N -14.750 15.949 43.803 -0.627 -3.263 -0.666 H14 WNC 38 
WNC H18 H14 H 0 1 N N N N N N -19.934 12.969 43.183 -5.365 0.446  -0.422 H18 WNC 39 
WNC H13 H15 H 0 1 N N N N N N -12.943 15.699 41.345 1.400  -4.004 0.007  H13 WNC 40 
WNC H12 H16 H 0 1 N N N N N N -12.825 17.076 42.493 1.286  -2.818 1.321  H12 WNC 41 
WNC H11 H17 H 0 1 N N N N N N -11.837 15.243 45.251 3.190  -3.766 -1.412 H11 WNC 42 
WNC H5  H18 H 0 1 N N N N N N -13.636 11.662 37.669 0.975  5.247  -0.076 H5  WNC 43 
WNC H4  H19 H 0 1 N N N N N N -15.315 11.956 38.234 -0.745 5.041  -0.487 H4  WNC 44 
WNC H3  H20 H 0 1 N N N N N N -14.125 13.302 38.213 -0.179 4.706  1.167  H3  WNC 45 
WNC H17 H21 H 0 1 N N N N N N -18.760 15.803 44.838 -5.816 -2.236 0.797  H17 WNC 46 
WNC H19 H22 H 0 1 N N N N N N -17.886 11.120 40.946 -3.541 2.665  0.380  H19 WNC 47 
# 
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 
WNC O6  C16 DOUB N N 1  
WNC C16 O7  SING N N 2  
WNC C16 C15 SING N N 3  
WNC O7  C1  SING N N 4  
WNC C1  C   SING N N 5  
WNC C1  C2  SING N N 6  
WNC C15 C14 DOUB Y N 7  
WNC C15 C10 SING Y N 8  
WNC C14 O5  SING N N 9  
WNC C14 C13 SING Y N 10 
WNC C13 C12 DOUB Y N 11 
WNC C12 O4  SING N N 12 
WNC C12 C11 SING Y N 13 
WNC C11 C10 DOUB Y N 14 
WNC C10 O3  SING N N 15 
WNC O3  C9  SING N N 16 
WNC C9  C8  SING N N 17 
WNC C8  C7  SING N N 18 
WNC C7  O2  SING N N 19 
WNC C7  C6  SING N N 20 
WNC C6  O1  SING N N 21 
WNC C6  C5  SING N N 22 
WNC C5  O   DOUB N N 23 
WNC C5  C4  SING N N 24 
WNC C4  C3  SING N N 25 
WNC C3  C2  SING N N 26 
WNC O1  H10 SING N N 27 
WNC C6  H1  SING N N 28 
WNC C7  H2  SING N N 29 
WNC C1  H   SING N N 30 
WNC C4  H41 SING N N 31 
WNC C4  H9  SING N N 32 
WNC C3  H31 SING N N 33 
WNC C3  H8  SING N N 34 
WNC C2  H7  SING N N 35 
WNC C2  H6  SING N N 36 
WNC C11 H16 SING N N 37 
WNC C9  H15 SING N N 38 
WNC C9  H14 SING N N 39 
WNC C13 H18 SING N N 40 
WNC C8  H13 SING N N 41 
WNC C8  H12 SING N N 42 
WNC O2  H11 SING N N 43 
WNC C   H5  SING N N 44 
WNC C   H4  SING N N 45 
WNC C   H3  SING N N 46 
WNC O4  H17 SING N N 47 
WNC O5  H19 SING N N 48 
# 
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 
WNC InChI            InChI                1.06  "InChI=1S/C17H22O8/c1-9-3-2-4-11(19)16(22)12(20)5-6-24-14-8-10(18)7-13(21)15(14)17(23)25-9/h7-9,12,16,18,20-22H,2-6H2,1H3/t9-,12-,16-/m0/s1" 
WNC InChIKey         InChI                1.06  AVHRJYOJBJIPBS-HCYDYPBKSA-N                                                                                                                  
WNC SMILES_CANONICAL CACTVS               3.385 "C[C@H]1CCCC(=O)[C@@H](O)[C@@H](O)CCOc2cc(O)cc(O)c2C(=O)O1"                                                                                  
WNC SMILES           CACTVS               3.385 "C[CH]1CCCC(=O)[CH](O)[CH](O)CCOc2cc(O)cc(O)c2C(=O)O1"                                                                                       
WNC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1CCCC(=O)[C@H]([C@H](CCOc2cc(cc(c2C(=O)O1)O)O)O)O"                                                                                    
WNC SMILES           "OpenEye OEToolkits" 2.0.7 "CC1CCCC(=O)C(C(CCOc2cc(cc(c2C(=O)O1)O)O)O)O"                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           WNC 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(5~{S},6~{S},11~{S})-11-methyl-5,6,15,17-tetrakis(oxidanyl)-2,12-dioxabicyclo[12.4.0]octadeca-1(18),14,16-triene-7,13-dione" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WNC "Create component" 2023-10-09 PDBE 
WNC "Modify PCM"       2024-09-27 PDBE 
WNC "Initial release"  2025-04-16 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            WNC 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C3 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
