data_QE8
# 
_chem_comp.id                                    QE8 
_chem_comp.name                                  "(1~{R},2~{R},3~{R},4~{S},5~{R})-4-[[(1~{S},2~{S},3~{S},4~{R},5~{R})-5-(hydroxymethyl)-2,3,4-tris(oxidanyl)cyclohexyl]oxymethyl]cyclohexane-1,2,3,5-tetrol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H26 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2020-06-10 
_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                        338.351 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QE8 
_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        6ZBM 
_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 
QE8 O3  O1  O 0 1 N N N N N N 20.167 1.852  16.827 5.530  1.205  0.388  O3  QE8 1  
QE8 C4  C1  C 0 1 N N R N N N 19.038 3.200  18.582 3.210  0.964  -0.245 C4  QE8 2  
QE8 C5  C2  C 0 1 N N R N N N 15.441 6.938  21.864 -3.040 -1.007 0.097  C5  QE8 3  
QE8 O4  O2  O 0 1 N N N N N N 13.188 6.412  22.575 -4.174 -0.022 1.990  O4  QE8 4  
QE8 C6  C3  C 0 1 N N N N N N 15.200 8.409  21.751 -4.047 -2.158 0.066  C6  QE8 5  
QE8 C7  C4  C 0 1 N N N N N N 16.928 6.788  22.170 -2.546 -0.722 -1.323 C7  QE8 6  
QE8 O6  O3  O 0 1 N N N N N N 17.046 4.508  21.473 -0.431 0.071  -0.465 O6  QE8 7  
QE8 C11 C5  C 0 1 N N S N N N 17.290 5.384  22.566 -1.540 0.430  -1.292 C11 QE8 8  
QE8 O8  O4  O 0 1 N N N N N N 16.566 1.976  21.156 0.927  -1.977 0.257  O8  QE8 9  
QE8 C1  C6  C 0 1 N N N N N N 17.626 0.760  19.416 3.247  -1.737 0.889  C1  QE8 10 
QE8 C51 C7  C 0 1 N N S N N N 18.305 3.184  19.943 1.916  0.222  0.094  C51 QE8 11 
QE8 C61 C8  C 0 1 N N N N N N 17.873 4.603  20.295 0.804  0.675  -0.855 C61 QE8 12 
QE8 O61 O5  O 0 1 N N N N N N 15.581 9.097  22.938 -3.388 -3.355 -0.353 O61 QE8 13 
QE8 C41 C9  C 0 1 N N R N N N 14.573 6.313  22.990 -3.714 0.244  0.664  C41 QE8 14 
QE8 O41 O6  O 0 1 N N N N N N 20.226 3.982  18.748 3.004  2.371  -0.100 O41 QE8 15 
QE8 C3  C10 C 0 1 N N R N N N 19.506 1.812  18.156 4.321  0.512  0.704  C3  QE8 16 
QE8 C31 C11 C 0 1 N N S N N N 14.961 4.877  23.327 -2.707 1.396  0.695  C31 QE8 17 
QE8 O31 O7  O 0 1 N N N N N N 14.111 4.352  24.368 -3.336 2.565  1.224  O31 QE8 18 
QE8 C2  C12 C 0 1 N N R N N N 18.319 0.850  18.055 4.541  -0.995 0.550  C2  QE8 19 
QE8 C21 C13 C 0 1 N N S N N N 16.435 4.848  23.725 -2.214 1.681  -0.725 C21 QE8 20 
QE8 O2  O8  O 0 1 N N N N N N 17.401 1.224  17.069 4.918  -1.285 -0.798 O2  QE8 21 
QE8 O21 O9  O 0 1 N N N N N N 16.692 5.587  24.947 -3.323 2.040  -1.551 O21 QE8 22 
QE8 C71 C14 C 0 1 N N R N N N 17.174 2.161  19.854 2.136  -1.284 -0.060 C71 QE8 23 
QE8 H1  H1  H 0 1 N N N N N N 20.910 2.443  16.860 6.279  0.967  0.951  H1  QE8 24 
QE8 H2  H2  H 0 1 N N N N N N 18.381 3.628  17.811 3.497  0.743  -1.273 H2  QE8 25 
QE8 H3  H3  H 0 1 N N N N N N 15.208 6.443  20.909 -2.194 -1.281 0.727  H3  QE8 26 
QE8 H4  H4  H 0 1 N N N N N N 12.629 6.037  23.245 -4.613 0.729  2.412  H4  QE8 27 
QE8 H5  H5  H 0 1 N N N N N N 15.786 8.803  20.907 -4.464 -2.303 1.062  H5  QE8 28 
QE8 H6  H6  H 0 1 N N N N N N 14.129 8.582  21.567 -4.848 -1.921 -0.634 H6  QE8 29 
QE8 H7  H7  H 0 1 N N N N N N 17.503 7.062  21.273 -2.066 -1.613 -1.727 H7  QE8 30 
QE8 H8  H8  H 0 1 N N N N N N 17.190 7.467  22.995 -3.392 -0.448 -1.953 H8  QE8 31 
QE8 H9  H9  H 0 1 N N N N N N 18.350 5.349  22.859 -1.188 0.633  -2.303 H9  QE8 32 
QE8 H10 H10 H 0 1 N N N N N N 16.262 2.813  21.486 0.993  -2.939 0.180  H10 QE8 33 
QE8 H11 H11 H 0 1 N N N N N N 16.750 0.100  19.338 3.404  -2.810 0.779  H11 QE8 34 
QE8 H12 H12 H 0 1 N N N N N N 18.328 0.352  20.159 2.960  -1.515 1.917  H12 QE8 35 
QE8 H13 H13 H 0 1 N N N N N N 19.018 2.842  20.708 1.628  0.444  1.122  H13 QE8 36 
QE8 H14 H14 H 0 1 N N N N N N 18.755 5.227  20.501 1.051  0.374  -1.873 H14 QE8 37 
QE8 H15 H15 H 0 1 N N N N N N 17.300 5.041  19.465 0.708  1.760  -0.810 H15 QE8 38 
QE8 H16 H16 H 0 1 N N N N N N 15.415 10.027 22.833 -3.967 -4.129 -0.396 H16 QE8 39 
QE8 H17 H17 H 0 1 N N N N N N 14.716 6.922  23.895 -4.560 0.518  0.033  H17 QE8 40 
QE8 H18 H18 H 0 1 N N N N N N 19.991 4.863  19.015 3.785  2.905  -0.300 H18 QE8 41 
QE8 H19 H19 H 0 1 N N N N N N 20.213 1.428  18.906 4.034  0.733  1.732  H19 QE8 42 
QE8 H20 H20 H 0 1 N N N N N N 14.840 4.268  22.419 -1.861 1.122  1.325  H20 QE8 43 
QE8 H21 H21 H 0 1 N N N N N N 14.366 3.458  24.565 -2.756 3.336  1.273  H21 QE8 44 
QE8 H22 H22 H 0 1 N N N N N N 18.719 -0.147 17.819 5.333  -1.317 1.226  H22 QE8 45 
QE8 H23 H23 H 0 1 N N N N N N 16.716 3.797  23.885 -1.497 2.502  -0.703 H23 QE8 46 
QE8 H24 H24 H 0 1 N N N N N N 16.687 0.598  17.047 5.074  -2.224 -0.969 H24 QE8 47 
QE8 H25 H25 H 0 1 N N N N N N 16.153 5.238  25.648 -3.798 2.827  -1.251 H25 QE8 48 
QE8 H26 H26 H 0 1 N N N N N N 16.422 2.527  19.140 2.423  -1.505 -1.088 H26 QE8 49 
# 
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 
QE8 O3  C3  SING N N 1  
QE8 O2  C2  SING N N 2  
QE8 C2  C3  SING N N 3  
QE8 C2  C1  SING N N 4  
QE8 C3  C4  SING N N 5  
QE8 C4  O41 SING N N 6  
QE8 C4  C51 SING N N 7  
QE8 C1  C71 SING N N 8  
QE8 C71 C51 SING N N 9  
QE8 C71 O8  SING N N 10 
QE8 C51 C61 SING N N 11 
QE8 C61 O6  SING N N 12 
QE8 O6  C11 SING N N 13 
QE8 C6  C5  SING N N 14 
QE8 C6  O61 SING N N 15 
QE8 C5  C7  SING N N 16 
QE8 C5  C41 SING N N 17 
QE8 C7  C11 SING N N 18 
QE8 C11 C21 SING N N 19 
QE8 O4  C41 SING N N 20 
QE8 C41 C31 SING N N 21 
QE8 C31 C21 SING N N 22 
QE8 C31 O31 SING N N 23 
QE8 C21 O21 SING N N 24 
QE8 O3  H1  SING N N 25 
QE8 C4  H2  SING N N 26 
QE8 C5  H3  SING N N 27 
QE8 O4  H4  SING N N 28 
QE8 C6  H5  SING N N 29 
QE8 C6  H6  SING N N 30 
QE8 C7  H7  SING N N 31 
QE8 C7  H8  SING N N 32 
QE8 C11 H9  SING N N 33 
QE8 O8  H10 SING N N 34 
QE8 C1  H11 SING N N 35 
QE8 C1  H12 SING N N 36 
QE8 C51 H13 SING N N 37 
QE8 C61 H14 SING N N 38 
QE8 C61 H15 SING N N 39 
QE8 O61 H16 SING N N 40 
QE8 C41 H17 SING N N 41 
QE8 O41 H18 SING N N 42 
QE8 C3  H19 SING N N 43 
QE8 C31 H20 SING N N 44 
QE8 O31 H21 SING N N 45 
QE8 C2  H22 SING N N 46 
QE8 C21 H23 SING N N 47 
QE8 O2  H24 SING N N 48 
QE8 O21 H25 SING N N 49 
QE8 C71 H26 SING N N 50 
# 
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 
QE8 InChI            InChI                1.03  "InChI=1S/C14H26O9/c15-3-5-1-9(13(21)14(22)10(5)18)23-4-6-7(16)2-8(17)12(20)11(6)19/h5-22H,1-4H2/t5-,6+,7-,8-,9+,10-,11-,12-,13-,14+/m1/s1" 
QE8 InChIKey         InChI                1.03  MMLZDIWCSZCWBQ-JKSPTNTFSA-N                                                                                                                 
QE8 SMILES_CANONICAL CACTVS               3.385 "OC[C@H]1C[C@H](OC[C@H]2[C@H](O)C[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O"                                                     
QE8 SMILES           CACTVS               3.385 "OC[CH]1C[CH](OC[CH]2[CH](O)C[CH](O)[CH](O)[CH]2O)[CH](O)[CH](O)[CH]1O"                                                                     
QE8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1[C@@H]([C@H]([C@@H]([C@@H]([C@H]1OC[C@H]2[C@@H](C[C@H]([C@H]([C@@H]2O)O)O)O)O)O)O)CO"                                                    
QE8 SMILES           "OpenEye OEToolkits" 2.0.7 "C1C(C(C(C(C1OCC2C(CC(C(C2O)O)O)O)O)O)O)CO"                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           QE8 
_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        "(1~{R},2~{R},3~{R},4~{S},5~{R})-4-[[(1~{S},2~{S},3~{S},4~{R},5~{R})-5-(hydroxymethyl)-2,3,4-tris(oxidanyl)cyclohexyl]oxymethyl]cyclohexane-1,2,3,5-tetrol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
QE8 "Create component" 2020-06-10 PDBE 
QE8 "Initial release"  2021-04-28 RCSB 
QE8 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            QE8 
_pdbx_chem_comp_pcm.modified_residue_id                ASP 
_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               C1 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OD2 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
