data_20E
# 
_chem_comp.id                                    20E 
_chem_comp.name                                  (2beta,3beta,5beta,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H44 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-beta,3-beta,14,20,22,25-Hexahydroxy-5-beta-cholet-7-en-6- one" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-14 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        480.634 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     20E 
_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        2R40 
_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 
20E C19  C19  C 0 1 N N N 26.006 -10.940 -2.709  3.193  -0.507 2.346  C19  20E 1  
20E C10  C10  C 0 1 N N R 27.359 -10.228 -2.685  3.799  -0.447 0.943  C10  20E 2  
20E C1   C1   C 0 1 N N N 28.420 -11.251 -3.163  4.715  -1.658 0.749  C1   20E 3  
20E C2   C2   C 0 1 N N S 29.835 -10.671 -3.059  5.351  -1.596 -0.641 C2   20E 4  
20E O2   O2   O 0 1 N N N 30.795 -11.656 -3.476  6.207  -2.726 -0.824 O2   20E 5  
20E C3   C3   C 0 1 N N R 30.165 -10.184 -1.637  6.169  -0.310 -0.773 C3   20E 6  
20E O3   O3   O 0 1 N N N 30.294 -11.293 -0.773  7.199  -0.297 0.217  O3   20E 7  
20E C4   C4   C 0 1 N N N 29.094 -9.227  -1.066  5.255  0.900  -0.574 C4   20E 8  
20E C5   C5   C 0 1 N N R 27.647 -9.750  -1.237  4.622  0.834  0.817  C5   20E 9  
20E C6   C6   C 0 1 N N N 26.774 -8.563  -0.808  3.683  2.009  0.997  C6   20E 10 
20E O6   O6   O 0 1 N N N 26.557 -8.393  0.397   3.947  2.925  1.747  O6   20E 11 
20E C7   C7   C 0 1 N N N 26.297 -7.638  -1.754  2.439  1.983  0.220  C7   20E 12 
20E C8   C8   C 0 1 N N N 26.531 -7.788  -3.126  1.982  0.835  -0.266 C8   20E 13 
20E C9   C9   C 0 1 N N S 27.386 -8.975  -3.658  2.676  -0.501 -0.078 C9   20E 14 
20E C11  C11  C 0 1 N N N 27.073 -9.335  -5.163  1.696  -1.604 0.320  C11  20E 15 
20E C12  C12  C 0 1 N N N 26.611 -8.155  -6.071  0.422  -1.585 -0.539 C12  20E 16 
20E C13  C13  C 0 1 N N R 25.455 -7.354  -5.447  -0.211 -0.221 -0.374 C13  20E 17 
20E C18  C18  C 0 1 N N N 24.222 -8.266  -5.207  -0.315 0.117  1.115  C18  20E 18 
20E C14  C14  C 0 1 N N R 26.016 -6.739  -4.154  0.726  0.817  -1.090 C14  20E 19 
20E O14  O14  O 0 1 N N N 27.179 -5.951  -4.452  0.979  0.427  -2.442 O14  20E 20 
20E C15  C15  C 0 1 N N N 24.930 -5.774  -3.727  -0.135 2.080  -1.043 C15  20E 21 
20E C16  C16  C 0 1 N N N 24.483 -5.146  -5.073  -1.549 1.544  -1.405 C16  20E 22 
20E C17  C17  C 0 1 N N S 25.080 -6.019  -6.208  -1.548 0.039  -1.050 C17  20E 23 
20E C20  C20  C 0 1 N N R 24.164 -6.052  -7.518  -2.698 -0.264 -0.087 C20  20E 24 
20E O20  O20  O 0 1 N N N 23.005 -6.838  -7.329  -2.587 0.573  1.066  O20  20E 25 
20E C21  C21  C 0 1 N N N 24.867 -6.682  -8.720  -2.632 -1.732 0.340  C21  20E 26 
20E C22  C22  C 0 1 N N R 23.655 -4.592  -7.886  -4.032 0.004  -0.786 C22  20E 27 
20E O22  O22  O 0 1 N N N 22.633 -4.615  -8.943  -4.094 1.374  -1.185 O22  20E 28 
20E C23  C23  C 0 1 N N N 24.772 -3.569  -8.268  -5.182 -0.300 0.177  C23  20E 29 
20E C24  C24  C 0 1 N N N 24.123 -2.273  -8.835  -6.516 -0.152 -0.558 C24  20E 30 
20E C25  C25  C 0 1 N N N 25.087 -1.074  -8.957  -7.666 -0.456 0.404  C25  20E 31 
20E C26  C26  C 0 1 N N N 25.374 -0.448  -7.578  -8.991 -0.430 -0.360 C26  20E 32 
20E C27  C27  C 0 1 N N N 24.465 -0.036  -9.897  -7.460 -1.839 1.024  C27  20E 33 
20E O25  O25  O 0 1 N N N 26.329 -1.526  -9.521  -7.693 0.530  1.439  O25  20E 34 
20E H191 1H19 H 0 0 N N N 25.663 -11.111 -1.678  2.449  0.283  2.455  H191 20E 35 
20E H192 2H19 H 0 0 N N N 25.273 -10.316 -3.241  2.717  -1.477 2.495  H192 20E 36 
20E H193 3H19 H 0 0 N N N 26.109 -11.906 -3.226  3.979  -0.370 3.088  H193 20E 37 
20E H11  1H1  H 0 1 N N N 28.217 -11.510 -4.213  5.498  -1.647 1.508  H11  20E 38 
20E H12  2H1  H 0 1 N N N 28.360 -12.142 -2.521  4.132  -2.574 0.842  H12  20E 39 
20E H2   H2   H 0 1 N N N 29.883 -9.795  -3.723  4.568  -1.608 -1.399 H2   20E 40 
20E HO2  HO2  H 0 1 N N N 31.007 -11.524 -4.393  6.645  -2.752 -1.686 HO2  20E 41 
20E H3   H3   H 0 1 N N N 31.110 -9.625  -1.703  6.619  -0.267 -1.765 H3   20E 42 
20E HO3  HO3  H 0 1 N N N 30.323 -12.092 -1.285  7.818  -1.038 0.151  HO3  20E 43 
20E H41  1H4  H 0 1 N N N 29.287 -9.098  0.009   5.839  1.816  -0.664 H41  20E 44 
20E H42  2H4  H 0 1 N N N 29.168 -8.283  -1.625  4.471  0.893  -1.332 H42  20E 45 
20E H5   H5   H 0 1 N N N 27.446 -10.646 -0.631  5.402  0.847  1.577  H5   20E 46 
20E H7   H7   H 0 1 N N N 25.732 -6.784  -1.411  1.894  2.899  0.043  H7   20E 47 
20E H9   H9   H 0 1 N N N 28.429 -8.627  -3.660  3.096  -0.787 -1.043 H9   20E 48 
20E H111 1H11 H 0 0 N N N 26.264 -10.081 -5.159  2.185  -2.571 0.206  H111 20E 49 
20E H112 2H11 H 0 0 N N N 28.024 -9.685  -5.590  1.418  -1.469 1.366  H112 20E 50 
20E H121 1H12 H 0 0 N N N 26.272 -8.567  -7.033  0.671  -1.753 -1.587 H121 20E 51 
20E H122 2H12 H 0 0 N N N 27.464 -7.473  -6.198  -0.265 -2.357 -0.191 H122 20E 52 
20E H181 1H18 H 0 0 N N N 24.128 -8.482  -4.132  0.680  0.111  1.559  H181 20E 53 
20E H182 2H18 H 0 0 N N N 23.314 -7.754  -5.559  -0.760 1.105  1.232  H182 20E 54 
20E H183 3H18 H 0 0 N N N 24.350 -9.208  -5.760  -0.940 -0.624 1.612  H183 20E 55 
20E HO14 HO14 H 0 0 N N N 27.214 -5.777  -5.385  1.553  1.036  -2.926 HO14 20E 56 
20E H151 1H15 H 0 0 N N N 25.310 -5.014  -3.028  -0.131 2.513  -0.043 H151 20E 57 
20E H152 2H15 H 0 0 N N N 24.108 -6.260  -3.181  0.205  2.808  -1.779 H152 20E 58 
20E H161 1H16 H 0 0 N N N 24.854 -4.113  -5.153  -2.309 2.075  -0.831 H161 20E 59 
20E H162 2H16 H 0 0 N N N 23.386 -5.115  -5.142  -1.734 1.666  -2.472 H162 20E 60 
20E H17  H17  H 0 1 N N N 25.986 -5.639  -6.703  -1.640 -0.565 -1.952 H17  20E 61 
20E HO20 HO20 H 0 0 N N N 22.889 -7.014  -6.403  -2.622 1.519  0.870  HO20 20E 62 
20E H211 1H21 H 0 0 N N N 24.141 -6.833  -9.532  -3.451 -1.948 1.026  H211 20E 63 
20E H212 2H21 H 0 0 N N N 25.670 -6.015  -9.066  -2.716 -2.371 -0.539 H212 20E 64 
20E H213 3H21 H 0 0 N N N 25.296 -7.651  -8.427  -1.681 -1.923 0.838  H213 20E 65 
20E H22  H22  H 0 1 N N N 23.217 -4.232  -6.943  -4.117 -0.635 -1.665 H22  20E 66 
20E HO22 HO22 H 0 0 N N N 21.769 -4.620  -8.548  -4.025 2.001  -0.451 HO22 20E 67 
20E H231 1H23 H 0 0 N N N 25.429 -4.013  -9.031  -5.084 -1.319 0.550  H231 20E 68 
20E H232 2H23 H 0 0 N N N 25.361 -3.321  -7.373  -5.149 0.398  1.014  H232 20E 69 
20E H241 1H24 H 0 0 N N N 23.307 -1.981  -8.158  -6.614 0.867  -0.932 H241 20E 70 
20E H242 2H24 H 0 0 N N N 23.784 -2.510  -9.854  -6.549 -0.850 -1.395 H242 20E 71 
20E H261 1H26 H 0 0 N N N 25.442 -1.243  -6.821  -8.970 -1.182 -1.149 H261 20E 72 
20E H262 2H26 H 0 0 N N N 26.325 0.104   -7.617  -9.810 -0.646 0.326  H262 20E 73 
20E H263 3H26 H 0 0 N N N 24.560 0.242   -7.312  -9.137 0.556  -0.801 H263 20E 74 
20E H271 1H27 H 0 0 N N N 24.316 0.909   -9.354  -6.516 -1.857 1.568  H271 20E 75 
20E H272 2H27 H 0 0 N N N 25.137 0.134   -10.751 -8.280 -2.056 1.710  H272 20E 76 
20E H273 3H27 H 0 0 N N N 23.495 -0.406  -10.261 -7.439 -2.591 0.235  H273 20E 77 
20E HO25 HO25 H 0 0 N N N 26.233 -1.626  -10.461 -8.399 0.400  2.087  HO25 20E 78 
# 
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 
20E C27 C25  SING N N 1  
20E O25 C25  SING N N 2  
20E C25 C24  SING N N 3  
20E C25 C26  SING N N 4  
20E O22 C22  SING N N 5  
20E C24 C23  SING N N 6  
20E C21 C20  SING N N 7  
20E C23 C22  SING N N 8  
20E C22 C20  SING N N 9  
20E C20 O20  SING N N 10 
20E C20 C17  SING N N 11 
20E C17 C13  SING N N 12 
20E C17 C16  SING N N 13 
20E C12 C13  SING N N 14 
20E C12 C11  SING N N 15 
20E C13 C18  SING N N 16 
20E C13 C14  SING N N 17 
20E C11 C9   SING N N 18 
20E C16 C15  SING N N 19 
20E O14 C14  SING N N 20 
20E C14 C15  SING N N 21 
20E C14 C8   SING N N 22 
20E C9  C8   SING N N 23 
20E C9  C10  SING N N 24 
20E O2  C2   SING N N 25 
20E C1  C2   SING N N 26 
20E C1  C10  SING N N 27 
20E C8  C7   DOUB N N 28 
20E C2  C3   SING N N 29 
20E C19 C10  SING N N 30 
20E C10 C5   SING N N 31 
20E C7  C6   SING N N 32 
20E C3  C4   SING N N 33 
20E C3  O3   SING N N 34 
20E C5  C4   SING N N 35 
20E C5  C6   SING N N 36 
20E C6  O6   DOUB N N 37 
20E C19 H191 SING N N 38 
20E C19 H192 SING N N 39 
20E C19 H193 SING N N 40 
20E C1  H11  SING N N 41 
20E C1  H12  SING N N 42 
20E C2  H2   SING N N 43 
20E O2  HO2  SING N N 44 
20E C3  H3   SING N N 45 
20E O3  HO3  SING N N 46 
20E C4  H41  SING N N 47 
20E C4  H42  SING N N 48 
20E C5  H5   SING N N 49 
20E C7  H7   SING N N 50 
20E C9  H9   SING N N 51 
20E C11 H111 SING N N 52 
20E C11 H112 SING N N 53 
20E C12 H121 SING N N 54 
20E C12 H122 SING N N 55 
20E C18 H181 SING N N 56 
20E C18 H182 SING N N 57 
20E C18 H183 SING N N 58 
20E O14 HO14 SING N N 59 
20E C15 H151 SING N N 60 
20E C15 H152 SING N N 61 
20E C16 H161 SING N N 62 
20E C16 H162 SING N N 63 
20E C17 H17  SING N N 64 
20E O20 HO20 SING N N 65 
20E C21 H211 SING N N 66 
20E C21 H212 SING N N 67 
20E C21 H213 SING N N 68 
20E C22 H22  SING N N 69 
20E O22 HO22 SING N N 70 
20E C23 H231 SING N N 71 
20E C23 H232 SING N N 72 
20E C24 H241 SING N N 73 
20E C24 H242 SING N N 74 
20E C26 H261 SING N N 75 
20E C26 H262 SING N N 76 
20E C26 H263 SING N N 77 
20E C27 H271 SING N N 78 
20E C27 H272 SING N N 79 
20E C27 H273 SING N N 80 
20E O25 HO25 SING N N 81 
# 
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 
20E SMILES           ACDLabs              10.04 O=C1C=C3C(C2(CC(O)C(O)CC12)C)CCC4(C)C(C(O)(C)C(O)CCC(O)(C)C)CCC34O 
20E InChI            InChI                1.02b 
InChI=1/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1 
20E InChIKey         InChI                1.02b NKDFYOWSKOHCCO-YPVLXUMRBN 
20E SMILES_CANONICAL CACTVS               3.341 CC(C)(O)CC[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C 
20E SMILES           CACTVS               3.341 CC(C)(O)CC[CH](O)[C](C)(O)[CH]1CC[C]2(O)C3=CC(=O)[CH]4C[CH](O)[CH](O)C[C]4(C)[CH]3CC[C]12C 
20E SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O 
20E SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)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 
20E "SYSTEMATIC NAME" ACDLabs              10.04 (2alpha,3alpha,5alpha,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one                                                                                                               
20E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methyl-heptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one 
# 
