data_A1EGX
# 
_chem_comp.id                                    A1EGX 
_chem_comp.name                                  Guaijaverin 
_chem_comp.type                                  L-saccharide 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C20 H18 O11" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-03 
_chem_comp.pdbx_modified_date                    2025-06-20 
_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                        434.350 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ? 
_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        9KSY 
_chem_comp.pdbx_subcomponent_list                "QUE ARA" 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1EGX C18 C14 C 0 1 Y N N N N N -2.233  17.177 -13.143 5.347  0.976  0.265  C1  QUE 1  
A1EGX C19 C15 C 0 1 Y N N N N N -3.242  17.901 -12.554 4.123  1.525  -0.073 C2  QUE 2  
A1EGX C20 C16 C 0 1 Y N N N N N -4.369  17.243 -12.005 3.001  0.694  -0.180 C3  QUE 3  
A1EGX C15 C11 C 0 1 Y N N N N N -4.411  15.852 -12.091 3.117  -0.687 0.054  C4  QUE 4  
A1EGX C16 C12 C 0 1 Y N N N N N -3.418  15.096 -12.692 4.352  -1.219 0.390  C5  QUE 5  
A1EGX C17 C13 C 0 1 Y N N N N N -2.319  15.778 -13.199 5.460  -0.392 0.489  C6  QUE 6  
A1EGX C1A C1  C 0 1 N N N N N N -5.455  17.933 -11.344 1.680  1.238  -0.536 C9  QUE 7  
A1EGX C2A C2  C 0 1 N N N N N N -6.530  17.194 -10.851 0.599  0.324  -0.622 C10 QUE 8  
A1EGX C8  C19 C 0 1 N N N N N N -6.509  15.801 -10.949 0.818  -0.999 -0.376 C11 QUE 9  
A1EGX C9  C20 C 0 1 Y N N N N N -7.542  14.863 -10.508 -0.317 -1.936 -0.469 C14 QUE 10 
A1EGX C10 C6  C 0 1 Y N N N N N -8.874  15.250 -10.344 -1.169 -1.896 -1.576 C15 QUE 11 
A1EGX C11 C7  C 0 1 Y N N N N N -9.841  14.323 -9.972  -2.229 -2.773 -1.661 C16 QUE 12 
A1EGX C12 C8  C 0 1 Y N N N N N -9.483  13.003 -9.782  -2.453 -3.696 -0.650 C17 QUE 13 
A1EGX C13 C9  C 0 1 Y N N N N N -8.159  12.598 -9.950  -1.608 -3.741 0.458  C18 QUE 14 
A1EGX C14 C10 C 0 1 Y N N N N N -7.206  13.512 -10.356 -0.539 -2.869 0.547  C19 QUE 15 
A1EGX O9  O11 O 0 1 N N N N N N -5.491  15.168 -11.614 2.030  -1.480 -0.051 O12 QUE 16 
A1EGX O1A O1  O 0 1 N N N N N N -5.447  19.192 -11.277 1.522  2.430  -0.749 O13 QUE 17 
A1EGX O8  O10 O 0 1 N N N N N N -7.850  11.282 -9.738  -1.831 -4.647 1.447  O23 QUE 18 
A1EGX O7  O9  O 0 1 N N N N N N -10.365 12.034 -9.423  -3.499 -4.558 -0.738 O24 QUE 19 
A1EGX O2A O2  O 0 1 N N N N N N -7.498  17.864 -10.125 -0.647 0.763  -0.946 O27 QUE 20 
A1EGX O10 O6  O 0 1 N N N N N N -1.299  15.078 -13.754 6.667  -0.921 0.820  O29 QUE 21 
A1EGX O11 O7  O 0 1 N N N N N N -3.148  19.249 -12.484 4.011  2.858  -0.298 O30 QUE 22 
A1EGX C1  C3  C 0 1 N N S N N N -6.967  18.662 -9.062  -1.295 1.626  -0.009 C1  ARA 23 
A1EGX C2  C18 C 0 1 N N R N N N -8.083  19.100 -8.138  -2.554 2.219  -0.647 C2  ARA 24 
A1EGX C3  C17 C 0 1 N N S N N N -7.484  20.087 -7.144  -3.275 3.095  0.383  C3  ARA 25 
A1EGX C4  C5  C 0 1 N N S N N N -6.286  19.494 -6.411  -3.593 2.251  1.621  C4  ARA 26 
A1EGX C5  C4  C 0 1 N N N N N N -5.313  18.873 -7.403  -2.294 1.656  2.171  C5  ARA 27 
A1EGX O2  O8  O 0 1 N N N N N N -9.083  19.770 -8.902  -2.188 3.014  -1.777 O2  ARA 28 
A1EGX O3  O5  O 0 1 N N N N N N -8.490  20.469 -6.218  -4.490 3.594  -0.181 O3  ARA 29 
A1EGX O4  O4  O 0 1 N N N N N N -6.726  18.497 -5.479  -4.487 1.195  1.262  O4  ARA 30 
A1EGX O5  O3  O 0 1 N N N N N N -5.980  17.970 -8.301  -1.659 0.879  1.154  O5  ARA 31 
A1EGX H11 H11 H 0 1 N N N N N N -1.376  17.684 -13.562 6.217  1.610  0.349  H1  QUE 32 
A1EGX H10 H10 H 0 1 N N N N N N -3.495  14.021 -12.763 4.452  -2.279 0.572  H5  QUE 33 
A1EGX H7  H7  H 0 1 N N N N N N -9.156  16.280 -10.508 -0.997 -1.179 -2.365 H15 QUE 34 
A1EGX H8  H8  H 0 1 N N N N N N -10.866 14.633 -9.832  -2.887 -2.741 -2.517 H16 QUE 35 
A1EGX H9  H9  H 0 1 N N N N N N -6.197  13.183 -10.557 0.120  -2.907 1.402  H19 QUE 36 
A1EGX H18 H18 H 0 1 N N N N N N -8.630  10.813 -9.465  -1.380 -5.492 1.316  HO3 QUE 37 
A1EGX H17 H17 H 0 1 N N N N N N -9.910  11.203 -9.347  -3.287 -5.391 -1.182 HO4 QUE 38 
A1EGX H14 H14 H 0 1 N N N N N N -1.497  14.149 -13.721 6.837  -0.948 1.771  HO9 QUE 39 
A1EGX H15 H15 H 0 1 N N N N N N -3.916  19.598 -12.048 4.157  3.115  -1.219 HO0 QUE 40 
A1EGX H1  H1  H 0 1 N N N N N N -6.514  19.567 -9.492  -0.617 2.431  0.273  H1  ARA 41 
A1EGX H2  H13 H 0 1 N N N N N N -8.497  18.232 -7.605  -3.215 1.413  -0.966 H2  ARA 42 
A1EGX H3  H12 H 0 1 N N N N N N -7.142  20.971 -7.702  -2.633 3.929  0.665  H3  ARA 43 
A1EGX H4  H4  H 0 1 N N N N N N -5.770  20.303 -5.874  -4.058 2.879  2.380  H4  ARA 44 
A1EGX H51 H2  H 0 1 N N N N N N -4.541  18.320 -6.848  -1.629 2.462  2.482  H51 ARA 45 
A1EGX H52 H3  H 0 1 N N N N N N -4.840  19.675 -7.989  -2.519 1.020  3.027  H52 ARA 46 
A1EGX HO2 H16 H 0 1 N Y N N N N -9.787  20.048 -8.328  -1.722 2.524  -2.468 HO2 ARA 47 
A1EGX HO3 H6  H 0 1 N Y N N N N -8.128  21.085 -5.592  -4.999 4.157  0.418  HO3 ARA 48 
A1EGX HO4 H5  H 0 1 N Y N N N N -7.333  18.887 -4.861  -4.732 0.620  2.000  HO4 ARA 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 
A1EGX O10 C17 SING N N 1  
A1EGX C17 C18 DOUB Y N 2  
A1EGX C17 C16 SING Y N 3  
A1EGX C18 C19 SING Y N 4  
A1EGX C16 C15 DOUB Y N 5  
A1EGX C19 O11 SING N N 6  
A1EGX C19 C20 DOUB Y N 7  
A1EGX C15 C20 SING Y N 8  
A1EGX C15 O9  SING N N 9  
A1EGX C20 C1A SING N N 10 
A1EGX O9  C8  SING N N 11 
A1EGX C1A O1A DOUB N N 12 
A1EGX C1A C2A SING N N 13 
A1EGX C8  C2A DOUB N N 14 
A1EGX C8  C9  SING N N 15 
A1EGX C2A O2A SING N N 16 
A1EGX C9  C14 DOUB Y N 17 
A1EGX C9  C10 SING Y N 18 
A1EGX C14 C13 SING Y N 19 
A1EGX C10 C11 DOUB Y N 20 
A1EGX O2A C1  SING N N 21 
A1EGX C11 C12 SING Y N 22 
A1EGX C13 C12 DOUB Y N 23 
A1EGX C13 O8  SING N N 24 
A1EGX C12 O7  SING N N 25 
A1EGX C1  O5  SING N N 26 
A1EGX C1  C2  SING N N 27 
A1EGX O2  C2  SING N N 28 
A1EGX O5  C5  SING N N 29 
A1EGX C2  C3  SING N N 30 
A1EGX C5  C4  SING N N 31 
A1EGX C3  C4  SING N N 32 
A1EGX C3  O3  SING N N 33 
A1EGX C4  O4  SING N N 34 
A1EGX C1  H1  SING N N 35 
A1EGX C5  H51 SING N N 36 
A1EGX C5  H52 SING N N 37 
A1EGX C4  H4  SING N N 38 
A1EGX O4  HO4 SING N N 39 
A1EGX O3  HO3 SING N N 40 
A1EGX C10 H7  SING N N 41 
A1EGX C11 H8  SING N N 42 
A1EGX C14 H9  SING N N 43 
A1EGX C16 H10 SING N N 44 
A1EGX C18 H11 SING N N 45 
A1EGX C3  H3  SING N N 46 
A1EGX C2  H2  SING N N 47 
A1EGX O10 H14 SING N N 48 
A1EGX O11 H15 SING N N 49 
A1EGX O2  HO2 SING N N 50 
A1EGX O7  H17 SING N N 51 
A1EGX O8  H18 SING N N 52 
# 
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 
A1EGX InChI            InChI                1.06  "InChI=1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15-,17+,20-/m0/s1" 
A1EGX InChIKey         InChI                1.06  PZZRDJXEMZMZFD-IEGSVRCHSA-N                                                                                                                                            
A1EGX SMILES_CANONICAL CACTVS               3.385 "O[C@H]1CO[C@@H](OC2=C(Oc3cc(O)cc(O)c3C2=O)c4ccc(O)c(O)c4)[C@H](O)[C@H]1O"                                                                                             
A1EGX SMILES           CACTVS               3.385 "O[CH]1CO[CH](OC2=C(Oc3cc(O)cc(O)c3C2=O)c4ccc(O)c(O)c4)[CH](O)[CH]1O"                                                                                                  
A1EGX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1C2=C(C(=O)c3c(cc(cc3O2)O)O)O[C@H]4[C@@H]([C@H]([C@H](CO4)O)O)O)O)O"                                                                                         
A1EGX SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1C2=C(C(=O)c3c(cc(cc3O2)O)O)OC4C(C(C(CO4)O)O)O)O)O"                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           A1EGX 
_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        "2-[3,4-bis(oxidanyl)phenyl]-5,7-bis(oxidanyl)-3-[(2~{S},3~{R},4~{S},5~{S})-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-chromen-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1EGX "Create component" 2024-12-03 PDBC 
A1EGX "Initial release"  2025-06-25 RCSB 
# 
