data_23R
# 
_chem_comp.id                                    23R 
_chem_comp.name                                  "(1S,2S,3R,5Z,7E,14beta,17alpha,23R)-23-(2-hydroxy-2-methylpropyl)-2-methyl-20,24-epoxy-9,10-secochola-5,7,10-triene-1,3-diol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H46 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-06-25 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        458.673 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     23R 
_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        3A40 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
23R O3   O3   O 0 1 N N N 17.010 17.693 34.576 7.422  -1.115 -1.539 O3   23R 1  
23R C3   C3   C 0 1 N N R 15.955 17.117 33.784 6.114  -1.087 -0.964 C3   23R 2  
23R C2   C2   C 0 1 N N S 14.876 16.540 34.696 6.010  -2.165 0.115  C2   23R 3  
23R C29  C29  C 0 1 N N N 13.902 15.643 33.905 6.420  -3.516 -0.475 C29  23R 4  
23R C1   C1   C 0 1 N N S 14.202 17.650 35.510 4.569  -2.250 0.627  C1   23R 5  
23R O1   O1   O 0 1 N N N 13.167 17.105 36.329 3.699  -2.626 -0.442 O1   23R 6  
23R C10  C10  C 0 1 N N N 13.706 18.761 34.620 4.169  -0.886 1.155  C10  23R 7  
23R C19  C19  C 0 1 N N N 12.467 19.250 34.719 3.558  -0.744 2.331  C19  23R 8  
23R C4   C4   C 0 1 N N N 15.403 18.183 32.840 5.859  0.292  -0.347 C4   23R 9  
23R C5   C5   C 0 1 N N N 14.617 19.233 33.575 4.490  0.278  0.303  C5   23R 10 
23R C6   C6   C 0 1 N N N 14.769 20.526 33.210 3.606  1.279  0.112  C6   23R 11 
23R C7   C7   C 0 1 N N N 14.128 21.693 33.832 2.292  1.229  0.757  C7   23R 12 
23R C8   C8   C 0 1 N N N 13.927 22.891 33.235 1.419  2.219  0.569  C8   23R 13 
23R C9   C9   C 0 1 N N N 14.256 23.182 31.781 1.731  3.426  -0.304 C9   23R 14 
23R C11  C11  C 0 1 N N N 12.978 23.698 31.087 0.606  3.671  -1.308 C11  23R 15 
23R C12  C12  C 0 1 N N N 12.213 24.792 31.848 -0.775 3.658  -0.632 C12  23R 16 
23R C14  C14  C 0 1 N N S 13.276 24.051 33.952 0.058  2.220  1.198  C14  23R 17 
23R C13  C13  C 0 1 N N S 11.927 24.387 33.300 -0.949 2.307  0.022  C13  23R 18 
23R C18  C18  C 0 1 N N N 10.955 23.188 33.321 -0.628 1.209  -0.993 C18  23R 19 
23R C15  C15  C 0 1 N N N 13.013 23.960 35.452 -0.388 0.921  1.873  C15  23R 20 
23R C16  C16  C 0 1 N N N 11.886 24.991 35.649 -1.939 1.031  1.840  C16  23R 21 
23R C17  C17  C 0 1 N N S 11.492 25.524 34.249 -2.282 1.990  0.681  C17  23R 22 
23R C20  C20  C 0 1 N N S 10.077 26.136 34.132 -3.214 1.293  -0.312 C20  23R 23 
23R C22  C22  C 0 1 N N N 8.973  25.279 34.738 -4.566 0.989  0.362  C22  23R 24 
23R C21  C21  C 0 1 N N N 10.087 27.512 34.803 -3.431 2.184  -1.536 C21  23R 25 
23R O20  O20  O 0 1 N N N 9.754  26.280 32.741 -2.645 0.035  -0.714 O20  23R 26 
23R C24  C24  C 0 1 N N N 8.336  26.222 32.584 -3.745 -0.878 -0.920 C24  23R 27 
23R C23  C23  C 0 1 N N R 7.826  25.364 33.747 -4.712 -0.547 0.245  C23  23R 28 
23R C25  C25  C 0 1 N N N 6.624  25.957 34.482 -6.149 -0.934 -0.111 C25  23R 29 
23R C26  C26  C 0 1 N N N 5.238  25.756 33.864 -6.286 -2.458 -0.096 C26  23R 30 
23R C28  C28  C 0 1 N N N 4.706  24.349 34.065 -5.947 -2.986 1.299  C28  23R 31 
23R C27  C27  C 0 1 N N N 5.160  26.187 32.406 -7.723 -2.844 -0.452 C27  23R 32 
23R O26  O26  O 0 1 N N N 4.389  26.630 34.609 -5.389 -3.026 -1.052 O26  23R 33 
23R HO3  HO3  H 0 1 N N N 17.780 17.820 34.034 7.561  -0.456 -2.233 HO3  23R 34 
23R H3   H3   H 0 1 N N N 16.342 16.287 33.174 5.373  -1.278 -1.740 H3   23R 35 
23R H2   H2   H 0 1 N N N 15.342 15.874 35.437 6.674  -1.915 0.943  H2   23R 36 
23R H29  H29  H 0 1 N N N 13.016 15.429 34.522 7.448  -3.459 -0.834 H29  23R 37 
23R H29A H29A H 0 0 N N N 13.592 16.161 32.985 6.346  -4.286 0.294  H29A 23R 38 
23R H29B H29B H 0 0 N N N 14.403 14.699 33.644 5.759  -3.766 -1.304 H29B 23R 39 
23R H1   H1   H 0 1 N N N 14.951 18.100 36.178 4.506  -2.987 1.428  H1   23R 40 
23R HO1  HO1  H 0 1 N N N 13.493 16.984 37.213 2.769  -2.698 -0.187 HO1  23R 41 
23R H19  H19  H 0 1 N N N 12.344 20.032 33.984 3.337  -1.613 2.933  H19  23R 42 
23R H19A H19A H 0 0 N N N 11.713 18.918 35.418 3.285  0.240  2.682  H19A 23R 43 
23R H4   H4   H 0 1 N N N 16.246 18.669 32.327 6.620  0.504  0.405  H4   23R 44 
23R H4A  H4A  H 0 1 N N N 14.728 17.689 32.125 5.888  1.054  -1.125 H4A  23R 45 
23R H6   H6   H 0 1 N N N 15.428 20.721 32.377 3.868  2.118  -0.516 H6   23R 46 
23R H7   H7   H 0 1 N N N 13.789 21.586 34.852 2.031  0.391  1.386  H7   23R 47 
23R H9   H9   H 0 1 N N N 15.046 23.945 31.723 1.847  4.306  0.328  H9   23R 48 
23R H9A  H9A  H 0 1 N N N 14.613 22.268 31.284 2.661  3.248  -0.844 H9A  23R 49 
23R H11  H11  H 0 1 N N N 13.274 24.116 30.114 0.760  4.640  -1.783 H11  23R 50 
23R H11A H11A H 0 0 N N N 12.296 22.837 31.019 0.635  2.894  -2.072 H11A 23R 51 
23R H12  H12  H 0 1 N N N 12.821 25.709 31.852 -0.825 4.443  0.122  H12  23R 52 
23R H12A H12A H 0 0 N N N 11.250 24.951 31.341 -1.554 3.810  -1.379 H12A 23R 53 
23R H14  H14  H 0 1 N N N 14.058 24.818 33.846 -0.056 3.071  1.869  H14  23R 54 
23R H18  H18  H 0 1 N N N 10.724 22.885 32.289 0.385  1.347  -1.370 H18  23R 55 
23R H18A H18A H 0 0 N N N 11.422 22.347 33.854 -0.707 0.234  -0.512 H18A 23R 56 
23R H18B H18B H 0 0 N N N 10.026 23.478 33.834 -1.334 1.263  -1.822 H18B 23R 57 
23R H15  H15  H 0 1 N N N 12.703 22.949 35.755 -0.051 0.054  1.304  H15  23R 58 
23R H15A H15A H 0 0 N N N 13.903 24.161 36.066 -0.026 0.875  2.900  H15A 23R 59 
23R H16  H16  H 0 1 N N N 11.019 24.516 36.131 -2.381 0.051  1.665  H16  23R 60 
23R H16A H16A H 0 0 N N N 12.224 25.815 36.295 -2.305 1.445  2.780  H16A 23R 61 
23R H17  H17  H 0 1 N N N 12.006 26.453 33.960 -2.745 2.903  1.058  H17  23R 62 
23R H22  H22  H 0 1 N N N 9.307  24.239 34.868 -4.547 1.292  1.409  H22  23R 63 
23R H22A H22A H 0 0 N N N 8.681  25.630 35.739 -5.377 1.491  -0.167 H22A 23R 64 
23R H21  H21  H 0 1 N N N 10.089 27.388 35.896 -2.481 2.335  -2.049 H21  23R 65 
23R H21A H21A H 0 0 N N N 10.988 28.063 34.495 -4.138 1.706  -2.214 H21A 23R 66 
23R H21B H21B H 0 0 N N N 9.191  28.074 34.500 -3.829 3.148  -1.217 H21B 23R 67 
23R H24  H24  H 0 1 N N N 7.898  27.230 32.622 -4.224 -0.691 -1.881 H24  23R 68 
23R H24A H24A H 0 0 N N N 8.054  25.794 31.611 -3.404 -1.911 -0.854 H24A 23R 69 
23R H23  H23  H 0 1 N N N 7.498  24.396 33.340 -4.395 -1.039 1.165  H23  23R 70 
23R H25  H25  H 0 1 N N N 6.598  25.490 35.478 -6.833 -0.500 0.618  H25  23R 71 
23R H25A H25A H 0 0 N N N 6.788  27.044 34.458 -6.390 -0.557 -1.105 H25A 23R 72 
23R H28  H28  H 0 1 N N N 4.577  23.862 33.087 -6.632 -2.552 2.028  H28  23R 73 
23R H28A H28A H 0 0 N N N 5.419  23.771 34.671 -6.045 -4.072 1.310  H28A 23R 74 
23R H28B H28B H 0 0 N N N 3.736  24.394 34.582 -4.924 -2.711 1.553  H28B 23R 75 
23R H27  H27  H 0 1 N N N 5.141  27.285 32.348 -7.964 -2.467 -1.446 H27  23R 76 
23R H27A H27A H 0 0 N N N 6.038  25.807 31.864 -7.820 -3.930 -0.442 H27A 23R 77 
23R H27B H27B H 0 0 N N N 4.244  25.781 31.952 -8.407 -2.410 0.276  H27B 23R 78 
23R HO26 HO26 H 0 0 N N N 4.200  26.243 35.456 -5.545 -2.735 -1.960 HO26 23R 79 
# 
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 
23R O3  C3   SING N N 1  
23R C3  C2   SING N N 2  
23R C3  C4   SING N N 3  
23R C2  C29  SING N N 4  
23R C2  C1   SING N N 5  
23R C1  O1   SING N N 6  
23R C1  C10  SING N N 7  
23R C10 C19  DOUB N N 8  
23R C10 C5   SING N N 9  
23R C4  C5   SING N N 10 
23R C5  C6   DOUB N N 11 
23R C6  C7   SING N N 12 
23R C7  C8   DOUB N N 13 
23R C8  C9   SING N N 14 
23R C8  C14  SING N N 15 
23R C9  C11  SING N N 16 
23R C11 C12  SING N N 17 
23R C12 C13  SING N N 18 
23R C14 C13  SING N N 19 
23R C14 C15  SING N N 20 
23R C13 C18  SING N N 21 
23R C13 C17  SING N N 22 
23R C15 C16  SING N Z 23 
23R C16 C17  SING N N 24 
23R C17 C20  SING N N 25 
23R C20 C22  SING N E 26 
23R C20 C21  SING N N 27 
23R C20 O20  SING N N 28 
23R C22 C23  SING N N 29 
23R O20 C24  SING N N 30 
23R C24 C23  SING N N 31 
23R C23 C25  SING N N 32 
23R C25 C26  SING N N 33 
23R C26 C28  SING N N 34 
23R C26 C27  SING N N 35 
23R C26 O26  SING N N 36 
23R O3  HO3  SING N N 37 
23R C3  H3   SING N N 38 
23R C2  H2   SING N N 39 
23R C29 H29  SING N N 40 
23R C29 H29A SING N N 41 
23R C29 H29B SING N N 42 
23R C1  H1   SING N N 43 
23R O1  HO1  SING N N 44 
23R C19 H19  SING N N 45 
23R C19 H19A SING N N 46 
23R C4  H4   SING N N 47 
23R C4  H4A  SING N N 48 
23R C6  H6   SING N N 49 
23R C7  H7   SING N N 50 
23R C9  H9   SING N N 51 
23R C9  H9A  SING N N 52 
23R C11 H11  SING N N 53 
23R C11 H11A SING N N 54 
23R C12 H12  SING N N 55 
23R C12 H12A SING N N 56 
23R C14 H14  SING N N 57 
23R C18 H18  SING N N 58 
23R C18 H18A SING N N 59 
23R C18 H18B SING N N 60 
23R C15 H15  SING N N 61 
23R C15 H15A SING N N 62 
23R C16 H16  SING N N 63 
23R C16 H16A SING N N 64 
23R C17 H17  SING N N 65 
23R C22 H22  SING N N 66 
23R C22 H22A SING N N 67 
23R C21 H21  SING N N 68 
23R C21 H21A SING N N 69 
23R C21 H21B SING N N 70 
23R C24 H24  SING N N 71 
23R C24 H24A SING N N 72 
23R C23 H23  SING N N 73 
23R C25 H25  SING N N 74 
23R C25 H25A SING N N 75 
23R C28 H28  SING N N 76 
23R C28 H28A SING N N 77 
23R C28 H28B SING N N 78 
23R C27 H27  SING N N 79 
23R C27 H27A SING N N 80 
23R C27 H27B SING N N 81 
23R O26 HO26 SING N N 82 
# 
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 
23R SMILES           ACDLabs              10.04 "OC(CC1CC(OC1)(C)C4CCC3\C(=C\C=C2/C(=C)C(O)C(C)C(O)C2)CCCC34C)(C)C" 
23R SMILES_CANONICAL CACTVS               3.341 "C[C@H]1[C@H](O)CC(=C/C=C2\CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@]4(C)C[C@H](CO4)CC(C)(C)O)/C(=C)[C@H]1O" 
23R SMILES           CACTVS               3.341 "C[CH]1[CH](O)CC(=CC=C2CCC[C]3(C)[CH]2CC[CH]3[C]4(C)C[CH](CO4)CC(C)(C)O)C(=C)[CH]1O" 
23R SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]1[C@@H](C/C(=C/C=C/2\CCC[C@]3([C@H]2CC[C@@H]3[C@@]4(C[C@H](CO4)CC(C)(C)O)C)C)/C(=C)[C@H]1O)O" 
23R SMILES           "OpenEye OEToolkits" 1.5.0 "CC1C(CC(=CC=C2CCCC3(C2CCC3C4(CC(CO4)CC(C)(C)O)C)C)C(=C)C1O)O" 
23R InChI            InChI                1.03  
"InChI=1S/C29H46O4/c1-18-22(14-24(30)19(2)26(18)31)10-9-21-8-7-13-28(5)23(21)11-12-25(28)29(6)16-20(17-33-29)15-27(3,4)32/h9-10,19-20,23-26,30-32H,1,7-8,11-17H2,2-6H3/b21-9+,22-10-/t19-,20+,23-,24+,25-,26+,28-,29-/m0/s1" 
23R InChIKey         InChI                1.03  CDTXSCLKUNDXBZ-MWPSFRNWSA-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 
23R "SYSTEMATIC NAME" ACDLabs              10.04 "(1S,2S,3R,5Z,7E,14beta,17alpha,23R)-23-(2-hydroxy-2-methylpropyl)-2-methyl-20,24-epoxy-9,10-secochola-5,7,10-triene-1,3-diol" 
23R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(1R,2S,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(2S,4R)-4-(2-hydroxy-2-methyl-propyl)-2-methyl-oxolan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-2-methyl-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 
23R "Create component"  2009-06-25 PDBJ 
23R "Modify descriptor" 2011-06-04 RCSB 
# 
