data_C33
# 
_chem_comp.id                                    C33 
_chem_comp.name                                  "2ALPHA-PROPYL-1ALPHA,25-DIHYDROXYVITAMIN D3" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H50 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         9,10-SECOCHOLESTA-5,7,10(19)-TRIENE-1,3,25-TRIOL,2-PROPYL-,(1A,2A,3B,5Z,7E) 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-16 
_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                        458.716 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C33 
_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        2HAM 
_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 
C33 C5   C5   C 0 1 N N N 14.540 19.279 33.517 3.689   0.330  -0.500 C5   C33 1  
C33 C10  C10  C 0 1 N N N 13.512 18.658 34.475 4.918   0.689  -1.238 C10  C33 2  
C33 C1   C1   C 0 1 N N S 14.145 17.581 35.441 6.227   0.174  -0.674 C1   C33 3  
C33 C2   C2   C 0 1 N N S 14.930 16.451 34.633 6.055   -1.310 -0.334 C2   C33 4  
C33 C3   C3   C 0 1 N N R 15.972 17.122 33.638 4.905   -1.483 0.658  C3   C33 5  
C33 C4   C4   C 0 1 N N N 15.359 18.244 32.720 3.580   -1.100 -0.010 C4   C33 6  
C33 C6   C6   C 0 1 N N N 14.827 20.591 33.282 2.711   1.232  -0.273 C6   C33 7  
C33 C7   C7   C 0 1 N N N 14.198 21.740 33.909 1.508   0.838  0.463  C7   C33 8  
C33 C8   C8   C 0 1 N N N 13.963 22.953 33.371 0.542   1.728  0.687  C8   C33 9  
C33 C14  C14  C 0 1 N N S 13.273 24.094 34.143 -0.714  1.381  1.429  C14  C33 10 
C33 C13  C13  C 0 1 N N R 11.869 24.478 33.469 -1.879  1.696  0.456  C13  C33 11 
C33 C12  C12  C 0 1 N N N 12.207 24.934 31.953 -1.905  3.191  0.239  C12  C33 12 
C33 C11  C11  C 0 1 N N N 13.099 23.936 31.121 -0.637  3.568  -0.546 C11  C33 13 
C33 C9   C9   C 0 1 N N N 14.335 23.372 31.911 0.633   3.169  0.203  C9   C33 14 
C33 C15  C15  C 0 1 N N N 12.864 23.890 35.697 -0.942  -0.102 1.712  C15  C33 15 
C33 C16  C16  C 0 1 N N N 11.646 24.850 35.876 -2.483  -0.167 1.907  C16  C33 16 
C33 C17  C17  C 0 1 N N R 11.466 25.577 34.496 -3.071  1.045  1.140  C17  C33 17 
C33 C19  C19  C 0 1 N N N 12.165 18.972 34.482 4.877   1.432  -2.344 C19  C33 18 
C33 O3   O3   O 0 1 N N N 17.020 17.728 34.404 4.844   -2.846 1.083  O3   C33 19 
C33 O1   O1   O 0 1 N N N 13.119 16.978 36.225 6.564   0.905  0.506  O1   C33 20 
C33 C20  C20  C 0 1 N N R 9.983  26.198 34.291 -4.089  0.575  0.098  C20  C33 21 
C33 C22  C22  C 0 1 N N N 8.699  25.538 34.850 -5.279  -0.077 0.806  C22  C33 22 
C33 C18  C18  C 0 1 N N N 10.859 23.251 33.315 -1.618  0.996  -0.879 C18  C33 23 
C33 C21  C21  C 0 1 N N N 9.959  27.669 34.826 -4.575  1.774  -0.718 C21  C33 24 
C33 C23  C23  C 0 1 N N N 7.482  25.630 33.915 -6.237  -0.658 -0.236 C23  C33 25 
C33 C24  C24  C 0 1 N N N 6.292  24.775 34.336 -7.426  -1.309 0.472  C24  C33 26 
C33 C25  C25  C 0 1 N N N 4.890  25.313 33.940 -8.384  -1.890 -0.570 C25  C33 27 
C33 O25  O25  O 0 1 N N N 4.660  26.606 34.556 -7.735  -2.951 -1.274 O25  C33 28 
C33 C27  C27  C 0 1 N N N 3.810  24.347 34.414 -9.633  -2.430 0.129  C27  C33 29 
C33 C26  C26  C 0 1 N N N 4.729  25.503 32.423 -8.787  -0.794 -1.559 C26  C33 30 
C33 C28  C28  C 0 1 N N N 13.940 15.483 33.787 7.347   -1.843 0.287  C28  C33 31 
C33 C29  C29  C 0 1 N N N 14.627 14.253 33.155 8.472   -1.789 -0.749 C29  C33 32 
C33 C30  C30  C 0 1 N N N 15.294 13.270 34.128 9.764   -2.322 -0.128 C30  C33 33 
C33 H1   H1   H 0 1 N N N 14.866 18.096 36.092 7.017   0.290  -1.416 H1   C33 34 
C33 H2   H2   H 0 1 N N N 15.449 15.830 35.378 5.834   -1.867 -1.245 H2   C33 35 
C33 H3   H3   H 0 1 N N N 16.328 16.313 32.983 5.073   -0.842 1.523  H3   C33 36 
C33 H41  1H4  H 0 1 N N N 16.193 18.775 32.238 3.389   -1.763 -0.853 H41  C33 37 
C33 H42  2H4  H 0 1 N N N 14.695 17.767 31.984 2.768   -1.180 0.713  H42  C33 38 
C33 H6   H6   H 0 1 N N N 15.600 20.796 32.556 2.816   2.244  -0.634 H6   C33 39 
C33 H7   H7   H 0 1 N N N 13.879 21.606 34.932 1.403   -0.175 0.824  H7   C33 40 
C33 H14  H14  H 0 1 N N N 14.081 24.839 34.098 -0.794  1.966  2.346  H14  C33 41 
C33 H121 1H12 H 0 0 N N N 12.790 25.863 32.039 -1.911  3.705  1.201  H121 C33 42 
C33 H122 2H12 H 0 0 N N N 11.251 25.043 31.421 -2.790  3.467  -0.333 H122 C33 43 
C33 H111 1H11 H 0 0 N N N 13.496 24.499 30.264 -0.628  4.645  -0.710 H111 C33 44 
C33 H112 2H11 H 0 0 N N N 12.469 23.085 30.823 -0.654  3.063  -1.511 H112 C33 45 
C33 H91  1H9  H 0 1 N N N 14.695 22.477 31.383 0.766   3.828  1.061  H91  C33 46 
C33 H92  2H9  H 0 1 N N N 15.107 24.154 31.957 1.489   3.270  -0.463 H92  C33 47 
C33 H151 1H15 H 0 0 N N N 13.689 24.112 36.390 -0.424  -0.406 2.622  H151 C33 48 
C33 H152 2H15 H 0 0 N N N 12.591 22.846 35.910 -0.633  -0.716 0.867  H152 C33 49 
C33 H161 1H16 H 0 0 N N N 11.816 25.569 36.691 -2.729  -0.095 2.967  H161 C33 50 
C33 H162 2H16 H 0 0 N N N 10.740 24.284 36.138 -2.873  -1.097 1.494  H162 C33 51 
C33 H17  H17  H 0 1 N N N 12.087 26.478 34.389 -3.537  1.743  1.835  H17  C33 52 
C33 H191 1H19 H 0 0 N N N 11.394 18.563 35.118 3.929   1.786  -2.722 H191 C33 53 
C33 H192 2H19 H 0 0 N N N 12.057 19.718 33.709 5.791   1.679  -2.863 H192 C33 54 
C33 HO3  HO3  H 0 1 N N N 17.780 17.862 33.851 4.108   -2.913 1.706  HO3  C33 55 
C33 HO1  HO1  H 0 1 N N N 13.434 16.844 37.111 6.646   1.833  0.247  HO1  C33 56 
C33 H20  H20  H 0 1 N N N 9.891  26.028 33.208 -3.620  -0.151 -0.566 H20  C33 57 
C33 H221 1H22 H 0 0 N N N 8.436  26.083 35.769 -4.922  -0.875 1.457  H221 C33 58 
C33 H222 2H22 H 0 0 N N N 8.914  24.473 35.022 -5.801  0.672  1.402  H222 C33 59 
C33 H181 1H18 H 0 0 N N N 9.931  23.469 33.865 -0.664  1.333  -1.285 H181 C33 60 
C33 H182 2H18 H 0 0 N N N 11.323 22.341 33.723 -1.586  -0.082 -0.724 H182 C33 61 
C33 H183 3H18 H 0 0 N N N 10.627 23.098 32.251 -2.417  1.239  -1.579 H183 C33 62 
C33 H211 1H21 H 0 0 N N N 9.055  28.178 34.459 -3.727  2.238  -1.222 H211 C33 63 
C33 H212 2H21 H 0 0 N N N 10.851 28.204 34.469 -5.300  1.439  -1.460 H212 C33 64 
C33 H213 3H21 H 0 0 N N N 9.953  27.660 35.926 -5.044  2.500  -0.053 H213 C33 65 
C33 H231 1H23 H 0 0 N N N 7.809  25.253 32.935 -6.593  0.141  -0.887 H231 C33 66 
C33 H232 2H23 H 0 0 N N N 7.152  26.679 33.895 -5.714  -1.406 -0.832 H232 C33 67 
C33 H241 1H24 H 0 0 N N N 6.308  24.761 35.436 -7.070  -2.107 1.122  H241 C33 68 
C33 H242 2H24 H 0 0 N N N 6.411  23.791 33.860 -7.949  -0.561 1.068  H242 C33 69 
C33 H25  H25  H 0 1 N N N 4.610  26.504 35.499 -8.372  -3.289 -1.919 H25  C33 70 
C33 H271 1H27 H 0 0 N N N 3.863  23.420 33.824 -10.127 -1.621 0.666  H271 C33 71 
C33 H272 2H27 H 0 0 N N N 2.821  24.810 34.282 -10.315 -2.844 -0.613 H272 C33 72 
C33 H273 3H27 H 0 0 N N N 3.967  24.114 35.478 -9.345  -3.211 0.834  H273 C33 73 
C33 H261 1H26 H 0 0 N N N 3.797  25.022 32.090 -7.898  -0.410 -2.058 H261 C33 74 
C33 H262 2H26 H 0 0 N N N 5.584  25.045 31.904 -9.470  -1.208 -2.302 H262 C33 75 
C33 H263 3H26 H 0 0 N N N 4.691  26.577 32.190 -9.282  0.015  -1.023 H263 C33 76 
C33 H281 1H28 H 0 0 N N N 13.547 16.086 32.955 7.198   -2.874 0.608  H281 C33 77 
C33 H282 2H28 H 0 0 N N N 13.161 15.117 34.472 7.616   -1.230 1.147  H282 C33 78 
C33 H291 1H29 H 0 0 N N N 15.441 14.654 32.534 8.621   -0.758 -1.070 H291 C33 79 
C33 H292 2H29 H 0 0 N N N 13.855 13.695 32.606 8.202   -2.402 -1.610 H292 C33 80 
C33 H301 1H30 H 0 0 N N N 14.644 13.123 35.003 10.033  -1.708 0.732  H301 C33 81 
C33 H302 2H30 H 0 0 N N N 16.262 13.677 34.454 9.615   -3.352 0.193  H302 C33 82 
C33 H303 3H30 H 0 0 N N N 15.453 12.305 33.624 10.565  -2.283 -0.866 H303 C33 83 
# 
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 
C33 C5  C10  SING N N 1  
C33 C5  C4   SING N N 2  
C33 C5  C6   DOUB N Z 3  
C33 C10 C1   SING N N 4  
C33 C10 C19  DOUB N N 5  
C33 C1  C2   SING N N 6  
C33 C1  O1   SING N N 7  
C33 C1  H1   SING N N 8  
C33 C2  C3   SING N N 9  
C33 C2  C28  SING N N 10 
C33 C2  H2   SING N N 11 
C33 C3  C4   SING N N 12 
C33 C3  O3   SING N N 13 
C33 C3  H3   SING N N 14 
C33 C4  H41  SING N N 15 
C33 C4  H42  SING N N 16 
C33 C6  C7   SING N N 17 
C33 C6  H6   SING N N 18 
C33 C7  C8   DOUB N E 19 
C33 C7  H7   SING N N 20 
C33 C8  C14  SING N N 21 
C33 C8  C9   SING N N 22 
C33 C14 C13  SING N N 23 
C33 C14 C15  SING N N 24 
C33 C14 H14  SING N N 25 
C33 C13 C12  SING N N 26 
C33 C13 C17  SING N N 27 
C33 C13 C18  SING N N 28 
C33 C12 C11  SING N N 29 
C33 C12 H121 SING N N 30 
C33 C12 H122 SING N N 31 
C33 C11 C9   SING N N 32 
C33 C11 H111 SING N N 33 
C33 C11 H112 SING N N 34 
C33 C9  H91  SING N N 35 
C33 C9  H92  SING N N 36 
C33 C15 C16  SING N N 37 
C33 C15 H151 SING N N 38 
C33 C15 H152 SING N N 39 
C33 C16 C17  SING N N 40 
C33 C16 H161 SING N N 41 
C33 C16 H162 SING N N 42 
C33 C17 C20  SING N N 43 
C33 C17 H17  SING N N 44 
C33 C19 H191 SING N N 45 
C33 C19 H192 SING N N 46 
C33 O3  HO3  SING N N 47 
C33 O1  HO1  SING N N 48 
C33 C20 C22  SING N N 49 
C33 C20 C21  SING N N 50 
C33 C20 H20  SING N N 51 
C33 C22 C23  SING N N 52 
C33 C22 H221 SING N N 53 
C33 C22 H222 SING N N 54 
C33 C18 H181 SING N N 55 
C33 C18 H182 SING N N 56 
C33 C18 H183 SING N N 57 
C33 C21 H211 SING N N 58 
C33 C21 H212 SING N N 59 
C33 C21 H213 SING N N 60 
C33 C23 C24  SING N N 61 
C33 C23 H231 SING N N 62 
C33 C23 H232 SING N N 63 
C33 C24 C25  SING N N 64 
C33 C24 H241 SING N N 65 
C33 C24 H242 SING N N 66 
C33 C25 O25  SING N N 67 
C33 C25 C27  SING N N 68 
C33 C25 C26  SING N N 69 
C33 O25 H25  SING N N 70 
C33 C27 H271 SING N N 71 
C33 C27 H272 SING N N 72 
C33 C27 H273 SING N N 73 
C33 C26 H261 SING N N 74 
C33 C26 H262 SING N N 75 
C33 C26 H263 SING N N 76 
C33 C28 C29  SING N N 77 
C33 C28 H281 SING N N 78 
C33 C28 H282 SING N N 79 
C33 C29 C30  SING N N 80 
C33 C29 H291 SING N N 81 
C33 C29 H292 SING N N 82 
C33 C30 H301 SING N N 83 
C33 C30 H302 SING N N 84 
C33 C30 H303 SING N N 85 
# 
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 
C33 SMILES           ACDLabs              10.04 OC1CC(\C(=C)C(O)C1CCC)=C\C=C2/CCCC3(C)C(C(C)CCCC(O)(C)C)CCC23 
C33 InChI            InChI                1.02b 
InChI=1/C30H50O3/c1-7-10-24-27(31)19-23(21(3)28(24)32)14-13-22-12-9-18-30(6)25(15-16-26(22)30)20(2)11-8-17-29(4,5)33/h13-14,20,24-28,31-33H,3,7-12,15-19H2,1-2,4-6H3/b22-13+,23-14-/t20-,24+,25-,26+,27-,28-,30-/m1/s1 
C33 InChIKey         InChI                1.02b GMZWKFJQHMQHAO-FMIFKYABBQ 
C33 SMILES_CANONICAL CACTVS               3.341 CCC[C@H]1[C@H](O)CC(=C/C=C/2CCC[C@]3(C)[C@H](CC[C@@H]/23)[C@H](C)CCCC(C)(C)O)/C(=C)[C@H]1O 
C33 SMILES           CACTVS               3.341 CCC[CH]1[CH](O)CC(=CC=C2CCC[C]3(C)[CH](CC[CH]23)[CH](C)CCCC(C)(C)O)C(=C)[CH]1O 
C33 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC[C@H]1[C@@H](C/C(=C/C=C/2\CCC[C@]3([C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O)C)/C(=C)[C@H]1O)O 
C33 SMILES           "OpenEye OEToolkits" 1.5.0 CCCC1C(CC(=CC=C2CCCC3(C2CCC3C(C)CCCC(C)(C)O)C)C(=C)C1O)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 
C33 "SYSTEMATIC NAME" ACDLabs              10.04 (1S,2S,3R,5Z,7E,14beta,17alpha)-2-propyl-9,10-secocholesta-5,7,10-triene-1,3,25-triol                                                                                                     
C33 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,2S,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methyl-heptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-2-propyl-cyclohexane-1,3-diol 
# 
