data_4OH
#

_chem_comp.id                                   4OH
_chem_comp.name                                 "(14beta,15alpha,16alpha,17alpha)-estra-1,3,5(10)-triene-3,15,16,17-tetrol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H24 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "Estra-1,3,5(10)-triene-3,15 alpha,16alpha,17beta-tetrol"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2010-01-05
_chem_comp.pdbx_modified_date                   2021-03-13
_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                       304.381
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    4OH
_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       3L03
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
4OH  CAA   CAA   C  0  1  N  N  R  -32.677  -4.812  20.257  -0.125  -0.533  -0.121  CAA   4OH   1  
4OH  CAB   CAB   C  0  1  N  N  S  -33.578  -5.378  19.159  -1.563  -0.375   0.331  CAB   4OH   2  
4OH  CAC   CAC   C  0  1  N  N  S  -33.446  -4.998  21.566   0.708   0.475   0.680  CAC   4OH   3  
4OH  CAD   CAD   C  0  1  N  N  N  -31.373  -5.617  20.341   0.414  -1.932   0.178  CAD   4OH   4  
4OH  CAE   CAE   C  0  1  N  N  S  -34.851  -4.580  19.030  -2.005   1.051  -0.101  CAE   4OH   5  
4OH  CAF   CAF   C  0  1  N  N  R  -33.089  -5.407  17.698  -2.592  -1.266  -0.374  CAF   4OH   6  
4OH  CAG   CAG   C  0  1  Y  N  N  -32.607  -4.735  22.768   2.168   0.295   0.380  CAG   4OH   7  
4OH  CAH   CAH   C  0  1  N  N  N  -34.712  -4.140  21.534   0.248   1.903   0.429  CAH   4OH   8  
4OH  CAI   CAI   C  0  1  N  N  N  -30.466  -5.088  21.447   1.790  -2.062  -0.473  CAI   4OH   9  
4OH  CAJ   CAJ   C  0  1  N  N  R  -35.503  -5.309  17.862  -3.520   1.012   0.059  CAJ   4OH  10  
4OH  CAK   CAK   C  0  1  N  N  N  -35.622  -4.557  20.364  -1.253   2.053   0.748  CAK   4OH  11  
4OH  CAL   CAL   C  0  1  N  N  N  -34.520  -3.158  18.597  -1.663   1.268  -1.577  CAL   4OH  12  
4OH  CAM   CAM   C  0  1  N  N  R  -34.369  -5.400  16.848  -3.920  -0.486  -0.177  CAM   4OH  13  
4OH  OAN   OAN   O  0  1  N  N  N  -32.415  -6.631  17.441  -2.658  -2.551   0.249  OAN   4OH  14  
4OH  CAO   CAO   C  0  1  Y  N  N  -31.217  -4.796  22.726   2.664  -0.880  -0.145  CAO   4OH  15  
4OH  CAP   CAP   C  0  1  Y  N  N  -33.210  -4.460  23.997   3.029   1.350   0.648  CAP   4OH  16  
4OH  OAQ   OAQ   O  0  1  N  N  N  -36.578  -4.582  17.252  -4.143   1.860  -0.908  OAQ   4OH  17  
4OH  OAR   OAR   O  0  1  N  N  N  -34.458  -6.628  16.105  -4.615  -0.982   0.969  OAR   4OH  18  
4OH  CAS   CAS   C  0  1  Y  N  N  -30.416  -4.574  23.848   4.026  -0.999  -0.391  CAS   4OH  19  
4OH  CAT   CAT   C  0  1  Y  N  N  -32.413  -4.230  25.124   4.380   1.235   0.401  CAT   4OH  20  
4OH  CAU   CAU   C  0  1  Y  N  N  -31.021  -4.301  25.064   4.885   0.052  -0.120  CAU   4OH  21  
4OH  OAV   OAV   O  0  1  N  N  N  -30.225  -4.097  26.145   6.216  -0.074  -0.363  OAV   4OH  22  
4OH  HAA   HAA   H  0  1  N  N  N  -32.426  -3.760  20.058  -0.033  -0.323  -1.187  HAA   4OH  23  
4OH  HAB   HAB   H  0  1  N  N  N  -33.651  -6.411  19.529  -1.637  -0.489   1.412  HAB   4OH  24  
4OH  HAC   HAC   H  0  1  N  N  N  -33.739  -6.055  21.652   0.556   0.267   1.740  HAC   4OH  25  
4OH  HAD   HAD   H  0  1  N  N  N  -31.617  -6.668  20.553   0.502  -2.069   1.256  HAD   4OH  26  
4OH  HADA  HADA  H  0  0  N  N  N  -30.844  -5.539  19.380  -0.261  -2.682  -0.234  HADA  4OH  27  
4OH  HAF   HAF   H  0  1  N  N  N  -32.412  -4.567  17.484  -2.355  -1.365  -1.433  HAF   4OH  28  
4OH  HAH   HAH   H  0  1  N  N  N  -35.259  -4.271  22.479   0.819   2.581   1.063  HAH   4OH  29  
4OH  HAHA  HAHA  H  0  0  N  N  N  -34.428  -3.085  21.410   0.420   2.158  -0.616  HAHA  4OH  30  
4OH  HAI   HAI   H  0  1  N  N  N  -29.699  -5.847  21.660   2.271  -2.972  -0.114  HAI   4OH  31  
4OH  HAIA  HAIA  H  0  0  N  N  N  -29.999  -4.155  21.097   1.668  -2.127  -1.554  HAIA  4OH  32  
4OH  HAJ   HAJ   H  0  1  N  N  N  -35.938  -6.263  18.196  -3.801   1.319   1.067  HAJ   4OH  33  
4OH  HAK   HAK   H  0  1  N  N  N  -36.449  -3.836  20.283  -1.582   3.064   0.505  HAK   4OH  34  
4OH  HAKA  HAKA  H  0  0  N  N  N  -36.016  -5.564  20.563  -1.429   1.850   1.804  HAKA  4OH  35  
4OH  HAL   HAL   H  0  1  N  N  N  -35.449  -2.577  18.503  -2.129   0.486  -2.177  HAL   4OH  36  
4OH  HALA  HALA  H  0  0  N  N  N  -33.868  -2.688  19.349  -2.036   2.241  -1.896  HALA  4OH  37  
4OH  HALB  HALB  H  0  0  N  N  N  -34.003  -3.181  17.626  -0.582   1.232  -1.709  HALB  4OH  38  
4OH  HAM   HAM   H  0  1  N  N  N  -34.397  -4.574  16.122  -4.545  -0.582  -1.065  HAM   4OH  39  
4OH  HOAN  HOAN  H  0  0  N  N  N  -32.115  -6.645  16.540  -3.295  -3.153  -0.160  HOAN  4OH  40  
4OH  HAP   HAP   H  0  1  N  N  N  -34.286  -4.425  24.077   2.636   2.271   1.054  HAP   4OH  41  
4OH  HOAQ  HOAQ  H  0  0  N  N  N  -36.938  -5.091  16.535  -5.108   1.876  -0.854  HOAQ  4OH  42  
4OH  HOAR  HOAR  H  0  0  N  N  N  -35.249  -6.624  15.579  -4.866  -1.914   0.904  HOAR  4OH  43  
4OH  HAS   HAS   H  0  1  N  N  N  -29.340  -4.615  23.769   4.418  -1.919  -0.798  HAS   4OH  44  
4OH  HAT   HAT   H  0  1  N  N  N  -32.888  -3.991  26.064   5.043   2.061   0.612  HAT   4OH  45  
4OH  HOAV  HOAV  H  0  0  N  N  N  -30.764  -3.921  26.907   6.481   0.199  -1.252  HOAV  4OH  46  
#   #
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
4OH  CAB  CAA   SING  N  N   1  
4OH  CAA  CAD   SING  N  N   2  
4OH  CAA  CAC   SING  N  N   3  
4OH  CAA  HAA   SING  N  N   4  
4OH  CAF  CAB   SING  N  N   5  
4OH  CAE  CAB   SING  N  N   6  
4OH  CAB  HAB   SING  N  N   7  
4OH  CAH  CAC   SING  N  N   8  
4OH  CAC  CAG   SING  N  N   9  
4OH  CAC  HAC   SING  N  N  10  
4OH  CAD  CAI   SING  N  N  11  
4OH  CAD  HAD   SING  N  N  12  
4OH  CAD  HADA  SING  N  N  13  
4OH  CAJ  CAE   SING  N  N  14  
4OH  CAL  CAE   SING  N  N  15  
4OH  CAE  CAK   SING  N  N  16  
4OH  CAM  CAF   SING  N  N  17  
4OH  OAN  CAF   SING  N  N  18  
4OH  CAF  HAF   SING  N  N  19  
4OH  CAO  CAG   DOUB  Y  N  20  
4OH  CAG  CAP   SING  Y  N  21  
4OH  CAK  CAH   SING  N  N  22  
4OH  CAH  HAH   SING  N  N  23  
4OH  CAH  HAHA  SING  N  N  24  
4OH  CAI  CAO   SING  N  N  25  
4OH  CAI  HAI   SING  N  N  26  
4OH  CAI  HAIA  SING  N  N  27  
4OH  CAM  CAJ   SING  N  N  28  
4OH  OAQ  CAJ   SING  N  N  29  
4OH  CAJ  HAJ   SING  N  N  30  
4OH  CAK  HAK   SING  N  N  31  
4OH  CAK  HAKA  SING  N  N  32  
4OH  CAL  HAL   SING  N  N  33  
4OH  CAL  HALA  SING  N  N  34  
4OH  CAL  HALB  SING  N  N  35  
4OH  OAR  CAM   SING  N  N  36  
4OH  CAM  HAM   SING  N  N  37  
4OH  OAN  HOAN  SING  N  N  38  
4OH  CAO  CAS   SING  Y  N  39  
4OH  CAP  CAT   DOUB  Y  N  40  
4OH  CAP  HAP   SING  N  N  41  
4OH  OAQ  HOAQ  SING  N  N  42  
4OH  OAR  HOAR  SING  N  N  43  
4OH  CAS  CAU   DOUB  Y  N  44  
4OH  CAS  HAS   SING  N  N  45  
4OH  CAU  CAT   SING  Y  N  46  
4OH  CAT  HAT   SING  N  N  47  
4OH  CAU  OAV   SING  N  N  48  
4OH  OAV  HOAV  SING  N  N  49  
#   #
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
4OH  SMILES_CANONICAL  CACTVS                3.352  "C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1[C@@H](O)[C@@H](O)[C@@H]2O"  
4OH  SMILES            CACTVS                3.352  "C[C]12CC[CH]3[CH](CCc4cc(O)ccc34)[CH]1[CH](O)[CH](O)[CH]2O"  
4OH  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1[C@H]([C@H]([C@@H]2O)O)O)O"  
4OH  SMILES            "OpenEye OEToolkits"  1.7.0  "CC12CCC3c4ccc(cc4CCC3C1C(C(C2O)O)O)O"  
4OH  InChI             InChI                 1.03   "InChI=1S/C18H24O4/c1-18-7-6-12-11-5-3-10(19)8-9(11)2-4-13(12)14(18)15(20)16(21)17(18)22/h3,5,8,12-17,19-22H,2,4,6-7H2,1H3/t12-,13-,14-,15-,16-,17+,18+/m1/s1"  
4OH  InChIKey          InChI                 1.03   AJIPIJNNOJSSQC-NYLIRDPKSA-N  
#
_pdbx_chem_comp_identifier.comp_id          4OH
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  1.6.1
_pdbx_chem_comp_identifier.identifier       "(8R,9S,13S,14S,15R,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-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
4OH  "Create component"      2010-01-05  RCSB  
4OH  "Modify aromatic_flag"  2011-06-04  RCSB  
4OH  "Modify descriptor"     2011-06-04  RCSB  
4OH  "Modify synonyms"       2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     4OH
_pdbx_chem_comp_synonyms.name        "Estra-1,3,5(10)-triene-3,15 alpha,16alpha,17beta-tetrol"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
