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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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                1.02b LWQQLNNNIPYSNX-UROSTWAQBW 
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 
# 
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 
# 
