data_VD3
# 
_chem_comp.id                                    VD3 
_chem_comp.name                                  (1S,3Z)-3-[(2E)-2-[(1R,3AR,7AS)-7A-METHYL-1-[(2R)-6-METHYLHEPTAN-2-YL]-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE]ETHYLIDENE]-4-METHYLIDENE-CYCLOHEXAN-1-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H44 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "VITAMIN D3" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-15 
_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                        384.638 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VD3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
VD3 O    O    O 0 1 N N N -0.432 0.185  24.583 -5.539 -3.548 -0.709 O    VD3 1  
VD3 C1   C1   C 0 1 N N N 0.634  1.412  21.416 -7.115 -0.429 0.671  C1   VD3 2  
VD3 C2   C2   C 0 1 N N N 0.289  1.765  22.818 -6.855 -1.930 0.507  C2   VD3 3  
VD3 C3   C3   C 0 1 N N S -0.929 0.981  23.494 -5.680 -2.151 -0.447 C3   VD3 4  
VD3 C4   C4   C 0 1 N N N -1.633 0.070  22.460 -4.391 -1.618 0.185  C4   VD3 5  
VD3 C5   C5   C 0 1 N N N -1.876 0.751  21.032 -4.587 -0.149 0.505  C5   VD3 6  
VD3 C7   C7   C 0 1 N N N -3.094 0.632  20.405 -3.656 0.774  0.185  C7   VD3 7  
VD3 C8   C8   C 0 1 N N N -4.496 1.237  20.391 -2.421 0.366  -0.488 C8   VD3 8  
VD3 C9   C9   C 0 1 N N N -4.760 2.544  19.971 -1.502 1.278  -0.804 C9   VD3 9  
VD3 C10  C10  C 0 1 N N N -4.835 2.045  18.426 -1.680 2.758  -0.492 C10  VD3 10 
VD3 C6   C6   C 0 1 N N N -0.619 1.528  20.525 -5.843 0.221  1.189  C6   VD3 11 
VD3 C11  C11  C 0 1 N N N -4.361 2.992  17.372 -0.448 3.313  0.219  C11  VD3 12 
VD3 C12  C12  C 0 1 N N N -4.501 4.544  17.630 0.852  2.920  -0.504 C12  VD3 13 
VD3 C13  C13  C 0 1 N N R -4.181 4.992  19.057 0.923  1.417  -0.558 C13  VD3 14 
VD3 C14  C14  C 0 1 N N S -3.760 3.797  19.985 -0.218 0.921  -1.492 C14  VD3 15 
VD3 C15  C15  C 0 1 N N N -3.510 4.548  21.388 0.110  -0.570 -1.603 C15  VD3 16 
VD3 C16  C16  C 0 1 N N N -2.940 6.012  20.970 1.656  -0.569 -1.769 C16  VD3 17 
VD3 C17  C17  C 0 1 N N R -2.873 5.914  19.400 2.162  0.757  -1.144 C17  VD3 18 
VD3 C18  C18  C 0 1 N N N -5.554 5.695  19.498 0.664  0.848  0.839  C18  VD3 19 
VD3 C19  C19  C 0 1 N N N -0.577 2.209  19.448 -5.863 1.087  2.202  C19  VD3 20 
VD3 C20  C20  C 0 1 N N R -2.899 7.364  18.620 3.183  0.469  -0.041 C20  VD3 21 
VD3 C21  C21  C 0 1 N N N -1.521 7.511  17.986 3.615  1.784  0.610  C21  VD3 22 
VD3 C22  C22  C 0 1 N N N -3.007 8.707  19.437 4.404  -0.226 -0.646 C22  VD3 23 
VD3 C23  C23  C 0 1 N N N -4.241 9.651  18.788 5.369  -0.626 0.472  C23  VD3 24 
VD3 C24  C24  C 0 1 N N N -3.387 10.910 18.467 6.590  -1.321 -0.133 C24  VD3 25 
VD3 C25  C25  C 0 1 N N N -3.686 12.301 19.059 7.556  -1.721 0.985  C25  VD3 26 
VD3 C26  C26  C 0 1 N N N -2.338 12.451 19.433 8.715  -2.525 0.394  C26  VD3 27 
VD3 C27  C27  C 0 1 N N N -3.671 13.599 18.440 8.101  -0.462 1.662  C27  VD3 28 
VD3 HO   HO   H 0 1 N N N -0.322 -0.714 24.295 -4.793 -3.645 -1.316 HO   VD3 29 
VD3 H11  1H1  H 0 1 N N N 1.009  0.378  21.383 -7.388 0.004  -0.291 H11  VD3 30 
VD3 H12  2H1  H 0 1 N N N 1.409  2.100  21.047 -7.922 -0.273 1.387  H12  VD3 31 
VD3 H21  1H2  H 0 1 N N N -0.033 2.816  22.778 -7.746 -2.410 0.102  H21  VD3 32 
VD3 H22  2H2  H 0 1 N N N 1.181  1.560  23.429 -6.620 -2.366 1.478  H22  VD3 33 
VD3 H3   H3   H 0 1 N N N -1.661 1.712  23.868 -5.869 -1.624 -1.383 H3   VD3 34 
VD3 H41  1H4  H 0 1 N N N -2.626 -0.165 22.871 -3.563 -1.735 -0.514 H41  VD3 35 
VD3 H42  2H4  H 0 1 N N N -1.001 -0.817 22.307 -4.177 -2.168 1.102  H42  VD3 36 
VD3 H7   H7   H 0 1 N N N -3.041 -0.160 19.672 -3.823 1.814  0.424  H7   VD3 37 
VD3 H8   H8   H 0 1 N N N -5.323 0.626  20.721 -2.254 -0.674 -0.727 H8   VD3 38 
VD3 H101 1H10 H 0 0 N N N -5.907 1.905  18.223 -1.835 3.304  -1.422 H101 VD3 39 
VD3 H102 2H10 H 0 0 N N N -4.209 1.144  18.351 -2.553 2.887  0.149  H102 VD3 40 
VD3 H111 1H11 H 0 0 N N N -5.020 2.797  16.513 -0.519 4.400  0.256  H111 VD3 41 
VD3 H112 2H11 H 0 0 N N N -3.288 2.794  17.233 -0.419 2.924  1.237  H112 VD3 42 
VD3 H121 1H12 H 0 0 N N N -5.558 4.795  17.455 0.846  3.318  -1.518 H121 VD3 43 
VD3 H122 2H12 H 0 0 N N N -3.803 5.060  16.953 1.711  3.311  0.042  H122 VD3 44 
VD3 H14  H14  H 0 1 N N N -2.862 3.254  19.654 -0.157 1.403  -2.468 H14  VD3 45 
VD3 H151 1H15 H 0 0 N N N -2.811 3.998  22.035 -0.372 -1.008 -2.476 H151 VD3 46 
VD3 H152 2H15 H 0 0 N N N -4.443 4.635  21.964 -0.180 -1.098 -0.694 H152 VD3 47 
VD3 H161 1H16 H 0 0 N N N -1.972 6.252  21.434 1.918  -0.608 -2.827 H161 VD3 48 
VD3 H162 2H16 H 0 0 N N N -3.606 6.822  21.302 2.090  -1.420 -1.244 H162 VD3 49 
VD3 H17  H17  H 0 1 N N N -1.919 5.492  19.051 2.603  1.393  -1.911 H17  VD3 50 
VD3 H181 1H18 H 0 0 N N N -6.401 5.048  19.226 -0.321 1.165  1.183  H181 VD3 51 
VD3 H182 2H18 H 0 0 N N N -5.652 6.663  18.985 0.702  -0.240 0.801  H182 VD3 52 
VD3 H183 3H18 H 0 0 N N N -5.551 5.856  20.586 1.425  1.215  1.528  H183 VD3 53 
VD3 H191 1H19 H 0 0 N N N -1.374 2.365  18.736 -6.799 1.341  2.677  H191 VD3 54 
VD3 H192 2H19 H 0 0 N N N 0.430  2.596  19.404 -4.943 1.534  2.549  H192 VD3 55 
VD3 H20  H20  H 0 1 N N N -3.808 7.291  18.005 2.732  -0.178 0.712  H20  VD3 56 
VD3 H211 1H21 H 0 0 N N N -0.894 6.652  18.268 4.066  2.431  -0.143 H211 VD3 57 
VD3 H212 2H21 H 0 0 N N N -1.052 8.440  18.341 2.745  2.280  1.041  H212 VD3 58 
VD3 H213 3H21 H 0 0 N N N -1.622 7.546  16.891 4.342  1.579  1.395  H213 VD3 59 
VD3 H221 1H22 H 0 0 N N N -2.054 9.253  19.378 4.906  0.454  -1.333 H221 VD3 60 
VD3 H222 2H22 H 0 0 N N N -3.231 8.481  20.490 4.084  -1.118 -1.186 H222 VD3 61 
VD3 H231 1H23 H 0 0 N N N -5.117 9.813  19.434 4.867  -1.307 1.159  H231 VD3 62 
VD3 H232 2H23 H 0 0 N N N -4.720 9.205  17.904 5.689  0.265  1.012  H232 VD3 63 
VD3 H241 1H24 H 0 0 N N N -3.601 11.065 17.399 7.093  -0.640 -0.820 H241 VD3 64 
VD3 H242 2H24 H 0 0 N N N -2.371 10.664 18.809 6.271  -2.212 -0.673 H242 VD3 65 
VD3 H25  H25  H 0 1 N N N -4.677 12.210 19.527 7.029  -2.329 1.720  H25  VD3 66 
VD3 H261 1H26 H 0 0 N N N -2.033 11.597 20.056 9.403  -2.809 1.191  H261 VD3 67 
VD3 H262 2H26 H 0 0 N N N -2.218 13.383 20.005 8.327  -3.422 -0.088 H262 VD3 68 
VD3 H263 3H26 H 0 0 N N N -1.709 12.490 18.531 9.243  -1.916 -0.340 H263 VD3 69 
VD3 H271 1H27 H 0 0 N N N -4.565 13.715 17.810 7.274  0.111  2.083  H271 VD3 70 
VD3 H272 2H27 H 0 0 N N N -2.769 13.698 17.818 8.788  -0.746 2.459  H272 VD3 71 
VD3 H273 3H27 H 0 0 N N N -3.667 14.377 19.218 8.628  0.147  0.928  H273 VD3 72 
# 
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 
VD3 O   C3   SING N N 1  
VD3 O   HO   SING N N 2  
VD3 C1  C2   SING N N 3  
VD3 C1  C6   SING N N 4  
VD3 C1  H11  SING N N 5  
VD3 C1  H12  SING N N 6  
VD3 C2  C3   SING N N 7  
VD3 C2  H21  SING N N 8  
VD3 C2  H22  SING N N 9  
VD3 C3  C4   SING N N 10 
VD3 C3  H3   SING N N 11 
VD3 C4  C5   SING N N 12 
VD3 C4  H41  SING N N 13 
VD3 C4  H42  SING N N 14 
VD3 C5  C7   DOUB N E 15 
VD3 C5  C6   SING N N 16 
VD3 C7  C8   SING N N 17 
VD3 C7  H7   SING N N 18 
VD3 C8  C9   DOUB N Z 19 
VD3 C8  H8   SING N N 20 
VD3 C9  C10  SING N N 21 
VD3 C9  C14  SING N N 22 
VD3 C10 C11  SING N N 23 
VD3 C10 H101 SING N N 24 
VD3 C10 H102 SING N N 25 
VD3 C6  C19  DOUB N N 26 
VD3 C11 C12  SING N N 27 
VD3 C11 H111 SING N N 28 
VD3 C11 H112 SING N N 29 
VD3 C12 C13  SING N N 30 
VD3 C12 H121 SING N N 31 
VD3 C12 H122 SING N N 32 
VD3 C13 C14  SING N N 33 
VD3 C13 C17  SING N N 34 
VD3 C13 C18  SING N N 35 
VD3 C14 C15  SING N N 36 
VD3 C14 H14  SING N N 37 
VD3 C15 C16  SING N N 38 
VD3 C15 H151 SING N N 39 
VD3 C15 H152 SING N N 40 
VD3 C16 C17  SING N N 41 
VD3 C16 H161 SING N N 42 
VD3 C16 H162 SING N N 43 
VD3 C17 C20  SING N N 44 
VD3 C17 H17  SING N N 45 
VD3 C18 H181 SING N N 46 
VD3 C18 H182 SING N N 47 
VD3 C18 H183 SING N N 48 
VD3 C19 H191 SING N N 49 
VD3 C19 H192 SING N N 50 
VD3 C20 C21  SING N N 51 
VD3 C20 C22  SING N N 52 
VD3 C20 H20  SING N N 53 
VD3 C21 H211 SING N N 54 
VD3 C21 H212 SING N N 55 
VD3 C21 H213 SING N N 56 
VD3 C22 C23  SING N N 57 
VD3 C22 H221 SING N N 58 
VD3 C22 H222 SING N N 59 
VD3 C23 C24  SING N N 60 
VD3 C23 H231 SING N N 61 
VD3 C23 H232 SING N N 62 
VD3 C24 C25  SING N N 63 
VD3 C24 H241 SING N N 64 
VD3 C24 H242 SING N N 65 
VD3 C25 C26  SING N N 66 
VD3 C25 C27  SING N N 67 
VD3 C25 H25  SING N N 68 
VD3 C26 H261 SING N N 69 
VD3 C26 H262 SING N N 70 
VD3 C26 H263 SING N N 71 
VD3 C27 H271 SING N N 72 
VD3 C27 H272 SING N N 73 
VD3 C27 H273 SING N N 74 
# 
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 
VD3 SMILES           ACDLabs              10.04 OC3CC(=C/C=C1\CCCC2(C)C(C(C)CCCC(C)C)CCC12)\C(=C)CC3                                                                                                                            
VD3 InChI            InChI                1.02b InChI=1/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/t21-,24+,25-,26+,27-/m1/s1 
VD3 InChIKey         InChI                1.02b QYSXJUFSXHHAJI-RWDMXNMGBH                                                                                                                                                       
VD3 SMILES_CANONICAL CACTVS               3.341 CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C(/CCC[C@]12C)=C\C=C3/C[C@@H](O)CCC3=C                                                                                                           
VD3 SMILES           CACTVS               3.341 CC(C)CCC[CH](C)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)CCC3=C                                                                                                                     
VD3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CCCC2=CC=C3C[C@H](CCC3=C)O)C                                                                                                             
VD3 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CCCC(C)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)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 
VD3 "SYSTEMATIC NAME" ACDLabs              10.04 (3S,5E,7Z,14beta,17alpha)-9,10-secocholesta-5,7,10-trien-3-ol                                                                                      
VD3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1S)-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexan-1-ol 
# 
