data_GNU
#

_chem_comp.id                                   GNU
_chem_comp.name                                 "(2S,3S)-2,3-bis[(3-methoxy-4-oxidanyl-phenyl)methyl]butane-1,4-diol"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H26 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(+)-secoisolariciresinol"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-09-04
_chem_comp.pdbx_modified_date                   2021-06-04
_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                       362.417
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GNU
_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       7CS7
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
GNU  C10   C1   C  0  1  N  N  N  341.287  125.036  18.727   1.223   0.513   0.182  C10   GNU   1  
GNU  C13   C2   C  0  1  Y  N  N  338.333  121.259  20.150  -2.948  -0.199   0.727  C13   GNU   2  
GNU  C15   C3   C  0  1  Y  N  N  339.192  120.566  20.973  -3.459   0.958   0.169  C15   GNU   3  
GNU  C17   C4   C  0  1  Y  N  N  336.967  121.264  20.429  -3.792  -1.248   1.044  C17   GNU   4  
GNU  C20   C5   C  0  1  Y  N  N  343.017  127.301  16.205   4.982   0.558  -0.200  C20   GNU   5  
GNU  C21   C6   C  0  1  Y  N  N  336.488  120.579  21.539  -5.149  -1.143   0.806  C21   GNU   6  
GNU  C22   C7   C  0  1  Y  N  N  344.536  125.514  16.741   4.451   0.379   2.137  C22   GNU   7  
GNU  C24   C8   C  0  1  Y  N  N  344.251  126.677  16.035   5.394   0.459   1.125  C24   GNU   8  
GNU  C26   C9   C  0  1  N  N  N  341.618  129.288  15.680   5.407   0.725  -2.534  C26   GNU   9  
GNU  O01   O1   O  0  1  N  N  N  337.320  124.097  18.634  -2.669  -2.325  -0.786  O01   GNU  10  
GNU  O02   O2   O  0  1  N  N  N  338.824  123.379  16.397   2.820  -1.623  -1.031  O02   GNU  11  
GNU  O03   O3   O  0  1  N  N  N  339.578  119.146  22.926  -5.322   2.207  -0.621  O03   GNU  12  
GNU  O04   O4   O  0  1  N  N  N  342.765  128.482  15.482   5.904   0.632  -1.197  O04   GNU  13  
GNU  O05   O5   O  0  1  N  N  N  336.911  119.199  23.471  -7.003   0.118   0.012  O05   GNU  14  
GNU  O06   O6   O  0  1  N  N  N  345.214  127.204  15.166   6.720   0.441   1.427  O06   GNU  15  
GNU  C07   C10  C  0  1  N  N  S  339.508  123.353  19.290  -0.783  -0.911  -0.251  C07   GNU  16  
GNU  C08   C11  C  0  1  N  N  S  340.428  123.892  18.153   0.732  -0.919  -0.039  C08   GNU  17  
GNU  C09   C12  C  0  1  N  N  N  338.938  121.979  18.932  -1.468  -0.321   0.983  C09   GNU  18  
GNU  C11   C13  C  0  1  N  N  N  338.329  124.275  19.610  -1.275  -2.343  -0.472  C11   GNU  19  
GNU  C12   C14  C  0  1  N  N  N  339.636  124.399  16.936   1.417  -1.508  -1.274  C12   GNU  20  
GNU  C14   C15  C  0  1  Y  N  N  342.359  125.581  17.765   2.694   0.494   0.512  C14   GNU  21  
GNU  C16   C16  C  0  1  Y  N  N  342.085  126.745  17.080   3.630   0.575  -0.502  C16   GNU  22  
GNU  C18   C17  C  0  1  Y  N  N  343.595  124.967  17.605   3.103   0.396   1.829  C18   GNU  23  
GNU  C19   C18  C  0  1  Y  N  N  338.726  119.872  22.074  -4.818   1.069  -0.072  C19   GNU  24  
GNU  C23   C19  C  0  1  Y  N  N  337.372  119.887  22.356  -5.668   0.014   0.247  C23   GNU  25  
GNU  C25   C20  C  0  1  N  N  N  340.953  119.035  22.675  -4.392   3.249  -0.924  C25   GNU  26  
GNU  H101  H1   H  0  0  N  N  N  341.794  124.664  19.630   1.062   1.097  -0.725  H101  GNU  27  
GNU  H102  H2   H  0  0  N  N  N  340.617  125.865  18.998   0.671   0.964   1.007  H102  GNU  28  
GNU  H151  H3   H  0  0  N  N  N  340.250  120.565  20.754  -2.798   1.776  -0.078  H151  GNU  29  
GNU  H171  H4   H  0  0  N  N  N  336.284  121.798  19.785  -3.389  -2.150   1.480  H171  GNU  30  
GNU  H211  H5   H  0  0  N  N  N  335.432  120.585  21.765  -5.806  -1.964   1.055  H211  GNU  31  
GNU  H221  H6   H  0  0  N  N  N  345.495  125.032  16.617   4.768   0.302   3.166  H221  GNU  32  
GNU  H263  H7   H  0  0  N  N  N  341.653  130.150  14.997   4.802  -0.153  -2.759  H263  GNU  33  
GNU  H262  H8   H  0  0  N  N  N  340.714  128.695  15.476   4.797   1.623  -2.633  H262  GNU  34  
GNU  H261  H9   H  0  0  N  N  N  341.596  129.645  16.720   6.245   0.778  -3.230  H261  GNU  35  
GNU  H011  H10  H  0  0  N  N  N  336.586  124.668  18.829  -3.049  -3.201  -0.939  H011  GNU  36  
GNU  H021  H11  H  0  0  N  N  N  338.346  123.716  15.648   3.319  -1.991  -1.773  H021  GNU  37  
GNU  H051  H12  H  0  0  N  N  N  337.643  118.785  23.913  -7.505   0.487   0.752  H051  GNU  38  
GNU  H061  H13  H  0  0  N  N  N  345.987  126.652  15.177   7.100   1.317   1.581  H061  GNU  39  
GNU  H071  H14  H  0  0  N  N  N  340.119  123.247  20.198  -1.025  -0.305  -1.125  H071  GNU  40  
GNU  H081  H15  H  0  0  N  N  N  341.094  123.079  17.828   0.973  -1.524   0.834  H081  GNU  41  
GNU  H092  H16  H  0  0  N  N  N  338.153  122.109  18.173  -1.054   0.665   1.193  H092  GNU  42  
GNU  H091  H17  H  0  0  N  N  N  339.747  121.358  18.520  -1.300  -0.975   1.839  H091  GNU  43  
GNU  H111  H18  H  0  0  N  N  N  338.668  125.321  19.602  -1.114  -2.926   0.434  H111  GNU  44  
GNU  H112  H19  H  0  0  N  N  N  337.927  124.027  20.604  -0.723  -2.793  -1.297  H112  GNU  45  
GNU  H121  H20  H  0  0  N  N  N  340.342  124.741  16.165   1.249  -0.854  -2.130  H121  GNU  46  
GNU  H122  H21  H  0  0  N  N  N  338.998  125.239  17.247   1.002  -2.494  -1.483  H122  GNU  47  
GNU  H161  H22  H  0  0  N  N  N  341.133  127.234  17.223   3.307   0.652  -1.530  H161  GNU  48  
GNU  H181  H23  H  0  0  N  N  N  343.824  124.065  18.152   2.369   0.333   2.618  H181  GNU  49  
GNU  H252  H24  H  0  0  N  N  N  341.422  118.427  23.463  -4.923   4.097  -1.355  H252  GNU  50  
GNU  H251  H25  H  0  0  N  N  N  341.110  118.553  21.698  -3.888   3.562  -0.010  H251  GNU  51  
GNU  H253  H26  H  0  0  N  N  N  341.406  120.037  22.666  -3.654   2.881  -1.637  H253  GNU  52  
#   #
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
GNU  O06  C24   SING  N  N   1  
GNU  O04  C26   SING  N  N   2  
GNU  O04  C20   SING  N  N   3  
GNU  C24  C20   DOUB  Y  N   4  
GNU  C24  C22   SING  Y  N   5  
GNU  C20  C16   SING  Y  N   6  
GNU  O02  C12   SING  N  N   7  
GNU  C22  C18   DOUB  Y  N   8  
GNU  C12  C08   SING  N  N   9  
GNU  C16  C14   DOUB  Y  N  10  
GNU  C18  C14   SING  Y  N  11  
GNU  C14  C10   SING  N  N  12  
GNU  C08  C10   SING  N  N  13  
GNU  C08  C07   SING  N  N  14  
GNU  O01  C11   SING  N  N  15  
GNU  C09  C07   SING  N  N  16  
GNU  C09  C13   SING  N  N  17  
GNU  C07  C11   SING  N  N  18  
GNU  C13  C17   DOUB  Y  N  19  
GNU  C13  C15   SING  Y  N  20  
GNU  C17  C21   SING  Y  N  21  
GNU  C15  C19   DOUB  Y  N  22  
GNU  C21  C23   DOUB  Y  N  23  
GNU  C19  C23   SING  Y  N  24  
GNU  C19  O03   SING  N  N  25  
GNU  C23  O05   SING  N  N  26  
GNU  C25  O03   SING  N  N  27  
GNU  C10  H101  SING  N  N  28  
GNU  C10  H102  SING  N  N  29  
GNU  C15  H151  SING  N  N  30  
GNU  C17  H171  SING  N  N  31  
GNU  C21  H211  SING  N  N  32  
GNU  C22  H221  SING  N  N  33  
GNU  C26  H263  SING  N  N  34  
GNU  C26  H262  SING  N  N  35  
GNU  C26  H261  SING  N  N  36  
GNU  O01  H011  SING  N  N  37  
GNU  O02  H021  SING  N  N  38  
GNU  O05  H051  SING  N  N  39  
GNU  O06  H061  SING  N  N  40  
GNU  C07  H071  SING  N  N  41  
GNU  C08  H081  SING  N  N  42  
GNU  C09  H092  SING  N  N  43  
GNU  C09  H091  SING  N  N  44  
GNU  C11  H111  SING  N  N  45  
GNU  C11  H112  SING  N  N  46  
GNU  C12  H121  SING  N  N  47  
GNU  C12  H122  SING  N  N  48  
GNU  C16  H161  SING  N  N  49  
GNU  C18  H181  SING  N  N  50  
GNU  C25  H252  SING  N  N  51  
GNU  C25  H251  SING  N  N  52  
GNU  C25  H253  SING  N  N  53  
#   #
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
GNU  InChI             InChI                 1.03   "InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m1/s1"  
GNU  InChIKey          InChI                 1.03   PUETUDUXMCLALY-HZPDHXFCSA-N  
GNU  SMILES_CANONICAL  CACTVS                3.385  "COc1cc(C[C@H](CO)[C@@H](CO)Cc2ccc(O)c(OC)c2)ccc1O"  
GNU  SMILES            CACTVS                3.385  "COc1cc(C[CH](CO)[CH](CO)Cc2ccc(O)c(OC)c2)ccc1O"  
GNU  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "COc1cc(ccc1O)C[C@H](CO)[C@H](Cc2ccc(c(c2)OC)O)CO"  
GNU  SMILES            "OpenEye OEToolkits"  2.0.7  "COc1cc(ccc1O)CC(CO)C(Cc2ccc(c(c2)OC)O)CO"  
#
_pdbx_chem_comp_identifier.comp_id          GNU
_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~{S},3~{S})-2,3-bis[(3-methoxy-4-oxidanyl-phenyl)methyl]butane-1,4-diol"
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     GNU
_pdbx_chem_comp_synonyms.name        "(+)-secoisolariciresinol"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
GNU  "Create component"  2020-09-04  PDBJ  
GNU  "Modify synonyms"   2021-03-01  PDBE  
GNU  "Initial release"   2021-06-09  RCSB  
##
