data_AOI
#

_chem_comp.id                                   AOI
_chem_comp.name                                 Androsterone
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H30 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(3alpha,5beta,8alpha,10alpha,13alpha,14beta)-3-hydroxyandrostan-17-one"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-06-25
_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                       290.440
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AOI
_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       1X8J
_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
AOI  C1   C1   C  0  1  N  N  N  22.980   -7.539  41.090  -2.390   1.519  -0.261  C1   AOI   1  
AOI  C2   C2   C  0  1  N  N  N  24.385   -8.106  40.777  -3.792   1.476   0.349  C2   AOI   2  
AOI  C3   C3   C  0  1  N  N  R  25.009   -8.776  42.023  -4.489   0.178  -0.065  C3   AOI   3  
AOI  O3   O3   O  0  1  N  N  N  25.352   -7.713  42.943  -4.587   0.124  -1.490  O3   AOI   4  
AOI  C4   C4   C  0  1  N  N  N  24.089   -9.780  42.671  -3.678  -1.018   0.437  C4   AOI   5  
AOI  C5   C5   C  0  1  N  N  S  22.679   -9.206  42.983  -2.276  -0.975  -0.174  C5   AOI   6  
AOI  C6   C6   C  0  1  N  N  N  21.746  -10.266  43.646  -1.465  -2.173   0.324  C6   AOI   7  
AOI  C7   C7   C  0  1  N  N  N  20.383   -9.681  43.947  -0.063  -2.130  -0.285  C7   AOI   8  
AOI  C8   C8   C  0  1  N  N  R  19.674   -9.099  42.699   0.635  -0.835   0.134  C8   AOI   9  
AOI  C9   C9   C  0  1  N  N  S  20.590   -8.013  42.041  -0.178   0.364  -0.376  C9   AOI  10  
AOI  C10  C10  C  0  1  N  N  S  22.006   -8.622  41.667  -1.578   0.322   0.239  C10  AOI  11  
AOI  C11  C11  C  0  1  N  N  N  19.858   -7.411  40.793   0.492   1.687  -0.021  C11  AOI  12  
AOI  C12  C12  C  0  1  N  N  N  18.448   -6.811  41.135   1.942   1.735  -0.533  C12  AOI  13  
AOI  C13  C13  C  0  1  N  N  S  17.561   -7.871  41.802   2.673   0.553   0.071  C13  AOI  14  
AOI  C14  C14  C  0  1  N  N  S  18.314   -8.470  43.042   2.011  -0.749  -0.502  C14  AOI  15  
AOI  C15  C15  C  0  1  N  N  N  17.199   -9.305  43.714   3.019  -1.814  -0.054  C15  AOI  16  
AOI  C16  C16  C  0  1  N  N  N  16.041   -8.304  43.702   4.383  -1.126  -0.334  C16  AOI  17  
AOI  C17  C17  C  0  1  N  N  N  16.294   -7.378  42.503   4.121   0.395  -0.287  C17  AOI  18  
AOI  O17  O17  O  0  1  N  N  N  15.604   -6.450  42.202   4.913   1.276  -0.519  O17  AOI  19  
AOI  C18  C18  C  0  1  N  N  N  17.097   -8.947  40.753   2.519   0.577   1.593  C18  AOI  20  
AOI  C19  C19  C  0  1  N  N  N  21.831   -9.735  40.569  -1.467   0.381   1.764  C19  AOI  21  
AOI  H1   H1   H  0  1  N  N  N  23.083   -6.730  41.828  -2.466   1.478  -1.348  H1   AOI  22  
AOI  H2   H2   H  0  1  N  N  N  22.548   -7.136  40.162  -1.894   2.443   0.034  H2   AOI  23  
AOI  H3   H3   H  0  1  N  N  N  24.300   -8.852  39.973  -3.717   1.517   1.436  H3   AOI  24  
AOI  H4   H4   H  0  1  N  N  N  25.038   -7.285  40.447  -4.370   2.329  -0.007  H4   AOI  25  
AOI  H5   H5   H  0  1  N  N  N  25.926   -9.295  41.708  -5.488   0.148   0.370  H5   AOI  26  
AOI  H6   H6   H  0  1  N  N  N  25.741   -8.085  43.726  -5.089   0.854  -1.877  H6   AOI  27  
AOI  H7   H7   H  0  1  N  N  N  23.975  -10.638  41.993  -3.603  -0.976   1.523  H7   AOI  28  
AOI  H8   H8   H  0  1  N  N  N  24.546  -10.116  43.613  -4.175  -1.943   0.143  H8   AOI  29  
AOI  H9   H9   H  0  1  N  N  N  22.801   -8.373  43.691  -2.352  -1.015  -1.260  H9   AOI  30  
AOI  H10  H10  H  0  1  N  N  N  21.628  -11.119  42.961  -1.390  -2.134   1.411  H10  AOI  31  
AOI  H11  H11  H  0  1  N  N  N  22.204  -10.611  44.585  -1.962  -3.097   0.028  H11  AOI  32  
AOI  H12  H12  H  0  1  N  N  N  20.505   -8.875  44.686   0.514  -2.985   0.069  H12  AOI  33  
AOI  H13  H13  H  0  1  N  N  N  19.749  -10.474  44.370  -0.138  -2.168  -1.372  H13  AOI  34  
AOI  H14  H14  H  0  1  N  N  N  19.517   -9.910  41.972   0.728  -0.802   1.219  H14  AOI  35  
AOI  H15  H15  H  0  1  N  N  N  20.748   -7.206  42.771  -0.268   0.294  -1.460  H15  AOI  36  
AOI  H16  H16  H  0  1  N  N  N  19.727   -8.208  40.046  -0.072   2.504  -0.470  H16  AOI  37  
AOI  H17  H17  H  0  1  N  N  N  20.485   -6.612  40.371   0.492   1.808   1.062  H17  AOI  38  
AOI  H18  H18  H  0  1  N  N  N  18.573   -5.960  41.821   1.953   1.662  -1.620  H18  AOI  39  
AOI  H19  H19  H  0  1  N  N  N  17.966   -6.467  40.208   2.415   2.665  -0.218  H19  AOI  40  
AOI  H20  H20  H  0  1  N  N  N  18.520   -7.625  43.715   1.928  -0.712  -1.588  H20  AOI  41  
AOI  H21  H21  H  0  1  N  N  N  16.961  -10.206  43.130   2.906  -2.031   1.009  H21  AOI  42  
AOI  H22  H22  H  0  1  N  N  N  17.473   -9.594  44.739   2.911  -2.723  -0.646  H22  AOI  43  
AOI  H23  H23  H  0  1  N  N  N  16.027   -7.724  44.637   5.098  -1.383   0.448  H23  AOI  44  
AOI  H24  H24  H  0  1  N  N  N  15.082   -8.830  43.583   4.765  -1.437  -1.306  H24  AOI  45  
AOI  H25  H25  H  0  1  N  N  N  16.464   -9.696  41.251   1.461   0.620   1.851  H25  AOI  46  
AOI  H26  H26  H  0  1  N  N  N  16.524   -8.456  39.953   2.960  -0.326   2.017  H26  AOI  47  
AOI  H27  H27  H  0  1  N  N  N  17.979   -9.442  40.321   3.027   1.453   1.996  H27  AOI  48  
AOI  H28  H28  H  0  1  N  N  N  21.151  -10.515  40.942  -2.465   0.352   2.202  H28  AOI  49  
AOI  H29  H29  H  0  1  N  N  N  21.410   -9.287  39.657  -0.889  -0.471   2.120  H29  AOI  50  
AOI  H30  H30  H  0  1  N  N  N  22.810  -10.181  40.340  -0.969   1.306   2.056  H30  AOI  51  
#   #
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
AOI  C19  C10  SING  N  N   1  
AOI  C18  C13  SING  N  N   2  
AOI  C2   C1   SING  N  N   3  
AOI  C2   C3   SING  N  N   4  
AOI  C11  C12  SING  N  N   5  
AOI  C11  C9   SING  N  N   6  
AOI  C1   C10  SING  N  N   7  
AOI  C12  C13  SING  N  N   8  
AOI  C10  C9   SING  N  N   9  
AOI  C10  C5   SING  N  N  10  
AOI  C13  C17  SING  N  N  11  
AOI  C13  C14  SING  N  N  12  
AOI  C3   C4   SING  N  N  13  
AOI  C3   O3   SING  N  N  14  
AOI  C9   C8   SING  N  N  15  
AOI  O17  C17  DOUB  N  N  16  
AOI  C17  C16  SING  N  N  17  
AOI  C4   C5   SING  N  N  18  
AOI  C8   C14  SING  N  N  19  
AOI  C8   C7   SING  N  N  20  
AOI  C5   C6   SING  N  N  21  
AOI  C14  C15  SING  N  N  22  
AOI  C6   C7   SING  N  N  23  
AOI  C16  C15  SING  N  N  24  
AOI  C1   H1   SING  N  N  25  
AOI  C1   H2   SING  N  N  26  
AOI  C2   H3   SING  N  N  27  
AOI  C2   H4   SING  N  N  28  
AOI  C3   H5   SING  N  N  29  
AOI  O3   H6   SING  N  N  30  
AOI  C4   H7   SING  N  N  31  
AOI  C4   H8   SING  N  N  32  
AOI  C5   H9   SING  N  N  33  
AOI  C6   H10  SING  N  N  34  
AOI  C6   H11  SING  N  N  35  
AOI  C7   H12  SING  N  N  36  
AOI  C7   H13  SING  N  N  37  
AOI  C8   H14  SING  N  N  38  
AOI  C9   H15  SING  N  N  39  
AOI  C11  H16  SING  N  N  40  
AOI  C11  H17  SING  N  N  41  
AOI  C12  H18  SING  N  N  42  
AOI  C12  H19  SING  N  N  43  
AOI  C14  H20  SING  N  N  44  
AOI  C15  H21  SING  N  N  45  
AOI  C15  H22  SING  N  N  46  
AOI  C16  H23  SING  N  N  47  
AOI  C16  H24  SING  N  N  48  
AOI  C18  H25  SING  N  N  49  
AOI  C18  H26  SING  N  N  50  
AOI  C18  H27  SING  N  N  51  
AOI  C19  H28  SING  N  N  52  
AOI  C19  H29  SING  N  N  53  
AOI  C19  H30  SING  N  N  54  
#   #
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
AOI  SMILES            ACDLabs               12.01  "O=C2C1(CCC3C(C1CC2)CCC4C3(CCC(O)C4)C)C"  
AOI  InChI             InChI                 1.03   "InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1"  
AOI  InChIKey          InChI                 1.03   QGXBDMJGAMFCBF-HLUDHZFRSA-N  
AOI  SMILES_CANONICAL  CACTVS                3.385  "C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CCC4=O"  
AOI  SMILES            CACTVS                3.385  "C[C]12CC[CH](O)C[CH]1CC[CH]3[CH]2CC[C]4(C)[CH]3CCC4=O"  
AOI  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)O"  
AOI  SMILES            "OpenEye OEToolkits"  1.7.6  "CC12CCC(CC1CCC3C2CCC4(C3CCC4=O)C)O"  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
AOI  "SYSTEMATIC NAME"  ACDLabs               12.01  "(3alpha,5beta,8alpha,10alpha,13alpha,14beta)-3-hydroxyandrostan-17-one"  
AOI  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-3-oxidanyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-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
AOI  "Create component"  2013-06-25  RCSB  
AOI  "Initial release"   2013-07-03  RCSB  
AOI  "Modify synonyms"   2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     AOI
_pdbx_chem_comp_synonyms.name        "(3alpha,5beta,8alpha,10alpha,13alpha,14beta)-3-hydroxyandrostan-17-one"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
