data_MC9
#

_chem_comp.id                                   MC9
_chem_comp.name                                 CALCIPOTRIOL
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C27 H40 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;(1S,5Z,7Z,17ALPHA,22E)-24-CYCLOPROPYL-9,10-SECOCHOLA-5,7,10,22-TETRAENE-1,3,24-TRIOL;
1-ALPHA,24S-(OH)2-22-ENE-26,27-DEHYDROVITAMIN D3
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2004-01-14
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       412.605
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    MC9
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       "not provided"
_chem_comp.pdbx_ideal_coordinates_missing_flag  Y
_chem_comp.pdbx_model_coordinates_db_code       1S19
_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
MC9  O2    O2    O  0  1  N  N  N  17.096  18.159  34.784  ?  ?  ?  O2    MC9   1  
MC9  O1    O1    O  0  1  N  N  N  13.126  17.454  36.535  ?  ?  ?  O1    MC9   2  
MC9  C1    C1    C  0  1  N  N  S  14.181  18.037  35.698  ?  ?  ?  C1    MC9   3  
MC9  C2    C2    C  0  1  N  N  N  14.915  16.959  34.784  ?  ?  ?  C2    MC9   4  
MC9  C3    C3    C  0  1  N  N  R  16.075  17.628  33.885  ?  ?  ?  C3    MC9   5  
MC9  C4    C4    C  0  1  N  N  N  15.483  18.807  32.987  ?  ?  ?  C4    MC9   6  
MC9  C5    C5    C  0  1  N  N  N  14.678  19.885  33.787  ?  ?  ?  C5    MC9   7  
MC9  C6    C6    C  0  1  N  N  N  14.863  21.255  33.657  ?  ?  ?  C6    MC9   8  
MC9  C7    C7    C  0  1  N  N  N  14.201  22.415  34.314  ?  ?  ?  C7    MC9   9  
MC9  C8    C8    C  0  1  N  N  N  13.986  23.624  33.852  ?  ?  ?  C8    MC9  10  
MC9  C9    C9    C  0  1  N  N  N  14.435  24.111  32.379  ?  ?  ?  C9    MC9  11  
MC9  C10   C10   C  0  1  N  N  N  13.601  19.195  34.773  ?  ?  ?  C10   MC9  12  
MC9  C11   C11   C  0  1  N  N  N  13.187  24.646  31.491  ?  ?  ?  C11   MC9  13  
MC9  C12   C12   C  0  1  N  N  N  12.231  25.592  32.391  ?  ?  ?  C12   MC9  14  
MC9  C13   C13   C  0  1  N  N  R  11.814  25.129  33.960  ?  ?  ?  C13   MC9  15  
MC9  C14   C14   C  0  1  N  N  S  13.250  24.729  34.667  ?  ?  ?  C14   MC9  16  
MC9  C15   C15   C  0  1  N  N  N  12.699  24.372  36.222  ?  ?  ?  C15   MC9  17  
MC9  C16   C16   C  0  1  N  N  N  11.475  25.384  36.380  ?  ?  ?  C16   MC9  18  
MC9  C17   C17   C  0  1  N  N  R  11.418  26.180  35.020  ?  ?  ?  C17   MC9  19  
MC9  C18   C18   C  0  1  N  N  N  10.787  23.783  33.642  ?  ?  ?  C18   MC9  20  
MC9  C19   C19   C  0  1  N  N  N  12.257  19.556  34.813  ?  ?  ?  C19   MC9  21  
MC9  C20   C20   C  0  1  N  N  R   9.938  26.886  34.725  ?  ?  ?  C20   MC9  22  
MC9  C22   C22   C  0  1  N  N  N   8.608  26.155  35.079  ?  ?  ?  C22   MC9  23  
MC9  C24   C24   C  0  1  N  N  R   6.108  25.611  34.694  ?  ?  ?  C24   MC9  24  
MC9  C21   C21   C  0  1  N  N  N   9.865  28.248  35.448  ?  ?  ?  C21   MC9  25  
MC9  C25   C25   C  0  1  N  N  N   5.548  24.580  33.585  ?  ?  ?  C25   MC9  26  
MC9  C26   C26   C  0  1  N  N  N   5.038  25.524  32.472  ?  ?  ?  C26   MC9  27  
MC9  C27   C27   C  0  1  N  N  N   4.294  24.349  33.231  ?  ?  ?  C27   MC9  28  
MC9  O3    O3    O  0  1  N  N  N   5.253  26.752  34.973  ?  ?  ?  O3    MC9  29  
MC9  C23   C23   C  0  1  N  N  N   7.504  26.093  34.282  ?  ?  ?  C23   MC9  30  
MC9  HO2   HO2   H  0  1  N  N  N  17.779  18.553  34.254  ?  ?  ?  HO2   MC9  31  
MC9  HO1   HO1   H  0  1  N  N  N  12.688  18.097  37.080  ?  ?  ?  HO1   MC9  32  
MC9  H1    H1    H  0  1  N  N  N  14.934  18.456  36.405  ?  ?  ?  H1    MC9  33  
MC9  H21   1H2   H  0  1  N  N  N  15.310  16.112  35.392  ?  ?  ?  H21   MC9  34  
MC9  H22A  2H2   H  0  0  N  N  N  14.186  16.396  34.154  ?  ?  ?  H22A  MC9  35  
MC9  H3    H3    H  0  1  N  N  N  16.511  16.860  33.203  ?  ?  ?  H3    MC9  36  
MC9  H41   1H4   H  0  1  N  N  N  16.294  19.288  32.392  ?  ?  ?  H41   MC9  37  
MC9  H42   2H4   H  0  1  N  N  N  14.861  18.391  32.159  ?  ?  ?  H42   MC9  38  
MC9  H6    H6    H  0  1  N  N  N  15.658  21.452  32.918  ?  ?  ?  H6    MC9  39  
MC9  H7    H7    H  0  1  N  N  N  13.792  22.370  35.337  ?  ?  ?  H7    MC9  40  
MC9  H91   1H9   H  0  1  N  N  N  15.241  24.878  32.439  ?  ?  ?  H91   MC9  41  
MC9  H92   2H9   H  0  1  N  N  N  14.991  23.306  31.843  ?  ?  ?  H92   MC9  42  
MC9  H111  1H11  H  0  0  N  N  N  13.525  25.159  30.560  ?  ?  ?  H111  MC9  43  
MC9  H112  2H11  H  0  0  N  N  N  12.621  23.809  31.018  ?  ?  ?  H112  MC9  44  
MC9  H121  1H12  H  0  0  N  N  N  12.683  26.610  32.433  ?  ?  ?  H121  MC9  45  
MC9  H122  2H12  H  0  0  N  N  N  11.292  25.787  31.821  ?  ?  ?  H122  MC9  46  
MC9  H14   H14   H  0  1  N  N  N  14.063  25.490  34.701  ?  ?  ?  H14   MC9  47  
MC9  H151  1H15  H  0  0  N  N  N  12.451  23.299  36.400  ?  ?  ?  H151  MC9  48  
MC9  H152  2H15  H  0  0  N  N  N  13.471  24.436  37.023  ?  ?  ?  H152  MC9  49  
MC9  H161  1H16  H  0  0  N  N  N  10.513  24.888  36.652  ?  ?  ?  H161  MC9  50  
MC9  H162  2H16  H  0  0  N  N  N  11.544  26.036  37.281  ?  ?  ?  H162  MC9  51  
MC9  H17   H17   H  0  1  N  N  N  12.105  27.058  35.021  ?  ?  ?  H17   MC9  52  
MC9  H181  1H18  H  0  0  N  N  N  10.511  23.477  34.678  ?  ?  ?  H181  MC9  53  
MC9  H182  2H18  H  0  0  N  N  N   9.930  23.984  32.957  ?  ?  ?  H182  MC9  54  
MC9  H183  3H18  H  0  0  N  N  N  11.230  22.980  33.007  ?  ?  ?  H183  MC9  55  
MC9  H191  1H19  H  0  0  N  N  N  11.521  19.084  35.486  ?  ?  ?  H191  MC9  56  
MC9  H192  2H19  H  0  0  N  N  N  11.855  20.358  34.171  ?  ?  ?  H192  MC9  57  
MC9  H20   H20   H  0  1  N  N  N   9.953  26.899  33.610  ?  ?  ?  H20   MC9  58  
MC9  H22   H22   H  0  1  N  N  N   8.423  25.608  36.019  ?  ?  ?  H22   MC9  59  
MC9  H24   H24   H  0  1  N  N  N   6.139  25.034  35.648  ?  ?  ?  H24   MC9  60  
MC9  H211  1H21  H  0  0  N  N  N   8.874  28.720  35.250  ?  ?  ?  H211  MC9  61  
MC9  H212  2H21  H  0  0  N  N  N  10.079  28.158  36.538  ?  ?  ?  H212  MC9  62  
MC9  H213  3H21  H  0  0  N  N  N  10.713  28.917  35.173  ?  ?  ?  H213  MC9  63  
MC9  H25   H25   H  0  1  N  N  N   6.262  23.755  33.815  ?  ?  ?  H25   MC9  64  
MC9  H261  1H26  H  0  0  N  N  N   4.931  26.608  32.235  ?  ?  ?  H261  MC9  65  
MC9  H262  2H26  H  0  0  N  N  N   5.292  25.867  31.442  ?  ?  ?  H262  MC9  66  
MC9  H271  1H27  H  0  0  N  N  N   3.758  23.436  32.880  ?  ?  ?  H271  MC9  67  
MC9  H272  2H27  H  0  0  N  N  N   3.338  24.298  33.804  ?  ?  ?  H272  MC9  68  
MC9  HO3   HO3   H  0  1  N  N  N   5.582  27.358  35.625  ?  ?  ?  HO3   MC9  69  
MC9  H23   H23   H  0  1  N  N  N   7.749  26.445  33.266  ?  ?  ?  H23   MC9  70  
#   #
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
MC9  O2   C3    SING  N  N   1  
MC9  O2   HO2   SING  N  N   2  
MC9  O1   C1    SING  N  N   3  
MC9  O1   HO1   SING  N  N   4  
MC9  C1   C2    SING  N  N   5  
MC9  C1   C10   SING  N  N   6  
MC9  C1   H1    SING  N  N   7  
MC9  C2   C3    SING  N  N   8  
MC9  C2   H21   SING  N  N   9  
MC9  C2   H22A  SING  N  N  10  
MC9  C3   C4    SING  N  N  11  
MC9  C3   H3    SING  N  N  12  
MC9  C4   C5    SING  N  N  13  
MC9  C4   H41   SING  N  N  14  
MC9  C4   H42   SING  N  N  15  
MC9  C5   C6    DOUB  N  Z  16  
MC9  C5   C10   SING  N  N  17  
MC9  C6   C7    SING  N  N  18  
MC9  C6   H6    SING  N  N  19  
MC9  C7   C8    DOUB  N  E  20  
MC9  C7   H7    SING  N  N  21  
MC9  C8   C9    SING  N  N  22  
MC9  C8   C14   SING  N  N  23  
MC9  C9   C11   SING  N  N  24  
MC9  C9   H91   SING  N  N  25  
MC9  C9   H92   SING  N  N  26  
MC9  C10  C19   DOUB  N  N  27  
MC9  C11  C12   SING  N  N  28  
MC9  C11  H111  SING  N  N  29  
MC9  C11  H112  SING  N  N  30  
MC9  C12  C13   SING  N  N  31  
MC9  C12  H121  SING  N  N  32  
MC9  C12  H122  SING  N  N  33  
MC9  C13  C14   SING  N  N  34  
MC9  C13  C17   SING  N  N  35  
MC9  C13  C18   SING  N  N  36  
MC9  C14  C15   SING  N  N  37  
MC9  C14  H14   SING  N  N  38  
MC9  C15  C16   SING  N  N  39  
MC9  C15  H151  SING  N  N  40  
MC9  C15  H152  SING  N  N  41  
MC9  C16  C17   SING  N  N  42  
MC9  C16  H161  SING  N  N  43  
MC9  C16  H162  SING  N  N  44  
MC9  C17  C20   SING  N  N  45  
MC9  C17  H17   SING  N  N  46  
MC9  C18  H181  SING  N  N  47  
MC9  C18  H182  SING  N  N  48  
MC9  C18  H183  SING  N  N  49  
MC9  C19  H191  SING  N  N  50  
MC9  C19  H192  SING  N  N  51  
MC9  C20  C22   SING  N  N  52  
MC9  C20  C21   SING  N  N  53  
MC9  C20  H20   SING  N  N  54  
MC9  C22  C23   DOUB  N  E  55  
MC9  C22  H22   SING  N  N  56  
MC9  C24  C25   SING  N  N  57  
MC9  C24  O3    SING  N  N  58  
MC9  C24  C23   SING  N  N  59  
MC9  C24  H24   SING  N  N  60  
MC9  C21  H211  SING  N  N  61  
MC9  C21  H212  SING  N  N  62  
MC9  C21  H213  SING  N  N  63  
MC9  C25  C26   SING  N  N  64  
MC9  C25  C27   SING  N  N  65  
MC9  C25  H25   SING  N  N  66  
MC9  C26  C27   SING  N  N  67  
MC9  C26  H261  SING  N  N  68  
MC9  C26  H262  SING  N  N  69  
MC9  C27  H271  SING  N  N  70  
MC9  C27  H272  SING  N  N  71  
MC9  O3   HO3   SING  N  N  72  
MC9  C23  H23   SING  N  N  73  
#   #
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
MC9  SMILES            ACDLabs               10.04  "OC4C(=C)/C(=C\C=C2/CCCC3(C)C(C(/C=C/C(O)C1CC1)C)CCC23)CC(O)C4"  
MC9  SMILES_CANONICAL  CACTVS                3.341  "C[C@H](\C=C\[C@@H](O)C1CC1)[C@H]2CC[C@H]3C(/CCC[C@]23C)=C/C=C4/C[C@@H](O)C[C@H](O)C4=C"  
MC9  SMILES            CACTVS                3.341  "C[CH](C=C[CH](O)C1CC1)[CH]2CC[CH]3C(CCC[C]23C)=CC=C4C[CH](O)C[CH](O)C4=C"  
MC9  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C[C@H](\C=C\[C@H](C1CC1)O)[C@H]2CC[C@@H]\3[C@@]2(CCC/C3=C\C=C/4\C[C@H](C[C@@H](C4=C)O)O)C"  
MC9  SMILES            "OpenEye OEToolkits"  1.5.0  "CC(C=CC(C1CC1)O)C2CCC3C2(CCCC3=CC=C4CC(CC(C4=C)O)O)C"  
MC9  InChI             InChI                 1.03   "InChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1"  
MC9  InChIKey          InChI                 1.03   LWQQLNNNIPYSNX-UROSTWAQSA-N  
#   #
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
MC9  "SYSTEMATIC NAME"  ACDLabs               10.04  "(1S,3R,5Z,7E,14beta,17alpha,22E,24S)-26,27-cyclo-9,10-secocholesta-5,7,10,22-tetraene-1,3,24-triol"  
MC9  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5S)-5-cyclopropyl-5-hydroxy-pent-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
MC9  "Create component"   2004-01-14  RCSB  
MC9  "Modify descriptor"  2011-06-04  RCSB  
MC9  "Modify synonyms"    2020-06-05  PDBE  
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  MC9  "(1S,5Z,7Z,17ALPHA,22E)-24-CYCLOPROPYL-9,10-SECOCHOLA-5,7,10,22-TETRAENE-1,3,24-TRIOL"  ?  ?  
2  MC9  "1-ALPHA,24S-(OH)2-22-ENE-26,27-DEHYDROVITAMIN D3"                                      ?  ?  
##
