data_A1EQ3
# 
_chem_comp.id                                    A1EQ3 
_chem_comp.name                                  "(3~{S},7~{R},8~{S},9~{S},10~{R},13~{R},14~{S},17~{R})-10,13-dimethyl-17-[(2~{R},6~{R})-6-methyl-7-oxidanyl-heptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthrene-3,7-diol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H46 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         7beta,27-Dihydroxycholesterol 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-06-01 
_chem_comp.pdbx_modified_date                    2025-11-21 
_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                        418.652 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EQ3 
_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        8ZL8 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1EQ3 C10  C1  C 0 1 N N R N N N 119.596 117.883 113.706 3.951   -0.673 0.064  C10  A1EQ3 1  
A1EQ3 C13  C2  C 0 1 N N N N N N 116.363 123.656 113.479 -1.613  1.840  -0.890 C13  A1EQ3 2  
A1EQ3 C15  C3  C 0 1 N N R N N N 118.393 124.848 112.838 -2.707  -0.361 -0.305 C15  A1EQ3 3  
A1EQ3 C17  C4  C 0 1 N N N N N N 118.596 116.908 114.134 4.686   0.559  0.502  C17  A1EQ3 4  
A1EQ3 C20  C5  C 0 1 N N N N N N 119.791 117.772 112.189 3.603   -1.490 1.310  C20  A1EQ3 5  
A1EQ3 C21  C6  C 0 1 N N N N N N 119.126 115.439 114.004 6.055   0.380  1.139  C21  A1EQ3 6  
A1EQ3 C22  C7  C 0 1 N N N N N N 121.423 116.247 114.246 6.171   -1.813 -0.053 C22  A1EQ3 7  
A1EQ3 C24  C8  C 0 1 N N S N N N 120.406 115.250 114.678 6.905   -0.499 0.217  C24  A1EQ3 8  
A1EQ3 C26  C9  C 0 1 N N N N N N 118.228 127.332 112.188 -5.171  -0.408 0.106  C26  A1EQ3 9  
A1EQ3 C28  C10 C 0 1 N N R N N N 117.326 129.213 110.761 -7.635  -0.455 0.517  C28  A1EQ3 10 
A1EQ3 O01  O1  O 0 1 N N N N N N 115.604 118.972 114.238 2.311   3.207  0.384  O01  A1EQ3 11 
A1EQ3 O02  O2  O 0 1 N N N N N N 120.909 113.895 114.371 8.159   -0.774 0.846  O02  A1EQ3 12 
A1EQ3 O03  O3  O 0 1 N N N N N N 118.184 131.164 109.636 -10.034 -0.661 0.725  O03  A1EQ3 13 
A1EQ3 C04  C11 C 0 1 N N R N N N 118.555 122.356 113.441 -0.227  -0.154 -0.607 C04  A1EQ3 14 
A1EQ3 C05  C12 C 0 1 N N S N N N 117.583 121.352 114.145 0.679   1.083  -0.848 C05  A1EQ3 15 
A1EQ3 C06  C13 C 0 1 N N S N N N 117.920 119.838 113.840 1.966   0.856  -0.075 C06  A1EQ3 16 
A1EQ3 C07  C14 C 0 1 N N S N N N 119.148 119.566 114.124 2.662   -0.370 -0.681 C07  A1EQ3 17 
A1EQ3 C08  C15 C 0 1 N N R N N N 117.880 123.860 113.722 -1.591  0.307  -1.111 C08  A1EQ3 18 
A1EQ3 C09  C16 C 0 1 N N N N N N 119.775 122.116 113.687 0.406   -1.320 -1.342 C09  A1EQ3 19 
A1EQ3 C11  C17 C 0 1 N N N N N N 116.077 121.989 113.912 -0.211  2.223  -0.342 C11  A1EQ3 20 
A1EQ3 C12  C18 C 0 1 N N N N N N 120.152 120.573 113.387 1.758   -1.600 -0.668 C12  A1EQ3 21 
A1EQ3 C14  C19 C 0 1 N N R N N N 116.779 118.808 114.731 2.890   2.066  -0.254 C14  A1EQ3 22 
A1EQ3 C16  C20 C 0 1 N N N N N N 118.394 122.096 111.950 -0.305  -0.465 0.889  C16  A1EQ3 23 
A1EQ3 C18  C21 C 0 1 N N N N N N 120.929 117.667 114.395 4.871   -1.531 -0.809 C18  A1EQ3 24 
A1EQ3 C19  C22 C 0 1 N N N N N N 117.137 117.325 114.667 4.222   1.766  0.368  C19  A1EQ3 25 
A1EQ3 C23  C23 C 0 1 N N N N N N 117.582 126.206 113.043 -4.064  0.164  -0.781 C23  A1EQ3 26 
A1EQ3 C25  C24 C 0 1 N N N N N N 119.896 125.097 113.149 -2.647  -1.876 -0.508 C25  A1EQ3 27 
A1EQ3 C27  C25 C 0 1 N N N N N N 117.271 128.571 112.145 -6.528  0.116  -0.370 C27  A1EQ3 28 
A1EQ3 C29  C26 C 0 1 N N N N N N 117.764 130.686 110.892 -8.999  -0.032 -0.033 C29  A1EQ3 29 
A1EQ3 C30  C27 C 0 1 N N N N N N 115.949 129.149 110.117 -7.473  0.077  1.943  C30  A1EQ3 30 
A1EQ3 H132 H1  H 0 0 N N N N N N 115.772 124.331 114.116 -1.797  2.351  -1.834 H132 A1EQ3 31 
A1EQ3 H131 H2  H 0 0 N N N N N N 116.110 123.833 112.423 -2.383  2.102  -0.165 H131 A1EQ3 32 
A1EQ3 H151 H3  H 0 0 N N N N N N 118.289 124.531 111.790 -2.579  -0.130 0.753  H151 A1EQ3 33 
A1EQ3 H202 H4  H 0 0 N N N N N N 120.066 116.739 111.929 3.116   -2.418 1.011  H202 A1EQ3 34 
A1EQ3 H201 H5  H 0 0 N N N N N N 118.855 118.041 111.678 4.515   -1.719 1.861  H201 A1EQ3 35 
A1EQ3 H203 H6  H 0 0 N N N N N N 120.592 118.456 111.871 2.929   -0.914 1.945  H203 A1EQ3 36 
A1EQ3 H211 H7  H 0 0 N N N N N N 118.388 114.756 114.449 6.532   1.353  1.262  H211 A1EQ3 37 
A1EQ3 H212 H8  H 0 0 N N N N N N 119.249 115.201 112.937 5.948   -0.102 2.110  H212 A1EQ3 38 
A1EQ3 H221 H9  H 0 0 N N N N N N 121.669 116.067 113.189 6.805   -2.466 -0.652 H221 A1EQ3 39 
A1EQ3 H222 H10 H 0 0 N N N N N N 122.327 116.120 114.860 5.941   -2.301 0.894  H222 A1EQ3 40 
A1EQ3 H241 H11 H 0 0 N N N N N N 120.260 115.340 115.765 7.077   0.022  -0.725 H241 A1EQ3 41 
A1EQ3 H262 H12 H 0 0 N N N N N N 118.397 126.964 111.165 -5.161  -1.496 0.045  H262 A1EQ3 42 
A1EQ3 H261 H13 H 0 0 N N N N N N 119.189 127.626 112.636 -5.005  -0.101 1.139  H261 A1EQ3 43 
A1EQ3 H281 H14 H 0 0 N N N N N N 118.051 128.673 110.134 -7.569  -1.543 0.526  H281 A1EQ3 44 
A1EQ3 H011 H15 H 0 0 N N N N N N 114.984 118.426 114.707 2.843   4.011  0.311  H011 A1EQ3 45 
A1EQ3 H021 H16 H 0 0 N N N N N N 121.743 113.760 114.805 8.750   -1.328 0.317  H021 A1EQ3 46 
A1EQ3 H031 H17 H 0 0 N N N N N N 118.454 132.071 109.716 -10.928 -0.437 0.431  H031 A1EQ3 47 
A1EQ3 H051 H18 H 0 0 N N N N N N 117.769 121.476 115.222 0.882   1.204  -1.912 H051 A1EQ3 48 
A1EQ3 H061 H19 H 0 0 N N N N N N 117.704 119.661 112.776 1.747   0.684  0.979  H061 A1EQ3 49 
A1EQ3 H071 H20 H 0 0 N N N N N N 119.338 119.655 115.204 2.909   -0.147 -1.719 H071 A1EQ3 50 
A1EQ3 H081 H21 H 0 0 N N N N N N 118.056 124.126 114.775 -1.701  0.076  -2.170 H081 A1EQ3 51 
A1EQ3 H092 H22 H 0 0 N N N N N N 119.974 122.332 114.747 -0.235  -2.199 -1.268 H092 A1EQ3 52 
A1EQ3 H091 H23 H 0 0 N N N N N N 120.400 122.765 113.056 0.558   -1.060 -2.390 H091 A1EQ3 53 
A1EQ3 H112 H24 H 0 0 N N N N N N 115.482 121.925 114.835 0.116   3.178  -0.752 H112 A1EQ3 54 
A1EQ3 H111 H25 H 0 0 N N N N N N 115.554 121.462 113.101 -0.218  2.252  0.748  H111 A1EQ3 55 
A1EQ3 H122 H26 H 0 0 N N N N N N 120.101 120.398 112.302 2.257   -2.413 -1.196 H122 A1EQ3 56 
A1EQ3 H121 H27 H 0 0 N N N N N N 121.175 120.380 113.742 1.584   -1.903 0.364  H121 A1EQ3 57 
A1EQ3 H141 H28 H 0 0 N N N N N N 116.837 119.135 115.780 3.021   2.271  -1.316 H141 A1EQ3 58 
A1EQ3 H163 H29 H 0 0 N N N N N N 117.351 122.284 111.655 0.701   -0.621 1.280  H163 A1EQ3 59 
A1EQ3 H162 H30 H 0 0 N N N N N N 119.061 122.766 111.387 -0.771  0.371  1.410  H162 A1EQ3 60 
A1EQ3 H161 H31 H 0 0 N N N N N N 118.654 121.050 111.730 -0.898  -1.366 1.043  H161 A1EQ3 61 
A1EQ3 H181 H32 H 0 0 N N N N N N 121.671 118.349 113.954 4.375   -2.473 -1.043 H181 A1EQ3 62 
A1EQ3 H182 H33 H 0 0 N N N N N N 120.815 117.892 115.466 5.096   -0.999 -1.733 H182 A1EQ3 63 
A1EQ3 H191 H34 H 0 0 N N N N N N 116.426 116.572 114.973 4.823   2.591  0.722  H191 A1EQ3 64 
A1EQ3 H232 H35 H 0 0 N N N N N N 117.608 126.492 114.105 -4.074  1.252  -0.720 H232 A1EQ3 65 
A1EQ3 H231 H36 H 0 0 N N N N N N 116.538 126.060 112.728 -4.230  -0.144 -1.813 H231 A1EQ3 66 
A1EQ3 H252 H37 H 0 0 N N N N N N 120.460 124.163 113.009 -1.681  -2.250 -0.169 H252 A1EQ3 67 
A1EQ3 H251 H38 H 0 0 N N N N N N 120.288 125.867 112.469 -3.442  -2.352 0.067  H251 A1EQ3 68 
A1EQ3 H253 H39 H 0 0 N N N N N N 120.004 125.437 114.189 -2.774  -2.106 -1.565 H253 A1EQ3 69 
A1EQ3 H271 H40 H 0 0 N N N N N N 117.587 129.304 112.901 -6.538  1.204  -0.308 H271 A1EQ3 70 
A1EQ3 H272 H41 H 0 0 N N N N N N 116.242 128.246 112.357 -6.694  -0.191 -1.402 H272 A1EQ3 71 
A1EQ3 H292 H42 H 0 0 N N N N N N 118.595 130.759 111.609 -9.100  1.050  0.041  H292 A1EQ3 72 
A1EQ3 H291 H43 H 0 0 N N N N N N 116.917 131.290 111.250 -9.079  -0.335 -1.077 H291 A1EQ3 73 
A1EQ3 H303 H44 H 0 0 N N N N N N 115.636 128.099 110.023 -6.502  -0.225 2.335  H303 A1EQ3 74 
A1EQ3 H301 H45 H 0 0 N N N N N N 115.226 129.692 110.743 -7.540  1.165  1.934  H301 A1EQ3 75 
A1EQ3 H302 H46 H 0 0 N N N N N N 115.989 129.610 109.119 -8.262  -0.330 2.575  H302 A1EQ3 76 
# 
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 
A1EQ3 O03 C29  SING N N 1  
A1EQ3 C30 C28  SING N N 2  
A1EQ3 C28 C29  SING N N 3  
A1EQ3 C28 C27  SING N N 4  
A1EQ3 C16 C04  SING N N 5  
A1EQ3 C27 C26  SING N N 6  
A1EQ3 C26 C23  SING N N 7  
A1EQ3 C20 C10  SING N N 8  
A1EQ3 C15 C23  SING N N 9  
A1EQ3 C15 C25  SING N N 10 
A1EQ3 C15 C08  SING N N 11 
A1EQ3 C12 C09  SING N N 12 
A1EQ3 C12 C07  SING N N 13 
A1EQ3 C04 C09  SING N N 14 
A1EQ3 C04 C08  SING N N 15 
A1EQ3 C04 C05  SING N N 16 
A1EQ3 C13 C08  SING N N 17 
A1EQ3 C13 C11  SING N N 18 
A1EQ3 C10 C07  SING N N 19 
A1EQ3 C10 C17  SING N N 20 
A1EQ3 C10 C18  SING N N 21 
A1EQ3 C06 C07  SING N N 22 
A1EQ3 C06 C05  SING N N 23 
A1EQ3 C06 C14  SING N N 24 
A1EQ3 C11 C05  SING N N 25 
A1EQ3 C21 C17  SING N N 26 
A1EQ3 C21 C24  SING N N 27 
A1EQ3 C17 C19  DOUB N N 28 
A1EQ3 O01 C14  SING N N 29 
A1EQ3 C22 C18  SING N N 30 
A1EQ3 C22 C24  SING N N 31 
A1EQ3 O02 C24  SING N N 32 
A1EQ3 C19 C14  SING N N 33 
A1EQ3 C13 H132 SING N N 34 
A1EQ3 C13 H131 SING N N 35 
A1EQ3 C15 H151 SING N N 36 
A1EQ3 C20 H202 SING N N 37 
A1EQ3 C20 H201 SING N N 38 
A1EQ3 C20 H203 SING N N 39 
A1EQ3 C21 H211 SING N N 40 
A1EQ3 C21 H212 SING N N 41 
A1EQ3 C22 H221 SING N N 42 
A1EQ3 C22 H222 SING N N 43 
A1EQ3 C24 H241 SING N N 44 
A1EQ3 C26 H262 SING N N 45 
A1EQ3 C26 H261 SING N N 46 
A1EQ3 C28 H281 SING N N 47 
A1EQ3 O01 H011 SING N N 48 
A1EQ3 O02 H021 SING N N 49 
A1EQ3 O03 H031 SING N N 50 
A1EQ3 C05 H051 SING N N 51 
A1EQ3 C06 H061 SING N N 52 
A1EQ3 C07 H071 SING N N 53 
A1EQ3 C08 H081 SING N N 54 
A1EQ3 C09 H092 SING N N 55 
A1EQ3 C09 H091 SING N N 56 
A1EQ3 C11 H112 SING N N 57 
A1EQ3 C11 H111 SING N N 58 
A1EQ3 C12 H122 SING N N 59 
A1EQ3 C12 H121 SING N N 60 
A1EQ3 C14 H141 SING N N 61 
A1EQ3 C16 H163 SING N N 62 
A1EQ3 C16 H162 SING N N 63 
A1EQ3 C16 H161 SING N N 64 
A1EQ3 C18 H181 SING N N 65 
A1EQ3 C18 H182 SING N N 66 
A1EQ3 C19 H191 SING N N 67 
A1EQ3 C23 H232 SING N N 68 
A1EQ3 C23 H231 SING N N 69 
A1EQ3 C25 H252 SING N N 70 
A1EQ3 C25 H251 SING N N 71 
A1EQ3 C25 H253 SING N N 72 
A1EQ3 C27 H271 SING N N 73 
A1EQ3 C27 H272 SING N N 74 
A1EQ3 C29 H292 SING N N 75 
A1EQ3 C29 H291 SING N N 76 
A1EQ3 C30 H303 SING N N 77 
A1EQ3 C30 H301 SING N N 78 
A1EQ3 C30 H302 SING N N 79 
# 
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 
A1EQ3 InChI            InChI                1.06  "InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17-,18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1" 
A1EQ3 InChIKey         InChI                1.06  RXMHNAKZMGJANZ-BMOLSTJGSA-N                                                                                                                                                                             
A1EQ3 SMILES_CANONICAL CACTVS               3.385 "C[C@@H](CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C"                                                                                                          
A1EQ3 SMILES           CACTVS               3.385 "C[CH](CO)CCC[CH](C)[CH]1CC[CH]2[CH]3[CH](O)C=C4C[CH](O)CC[C]4(C)[CH]3CC[C]12C"                                                                                                                         
A1EQ3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H](CCC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H](C=C4[C@@]3(CC[C@@H](C4)O)C)O)C)CO"                                                                                                        
A1EQ3 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(CCCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C)CO"                                                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           A1EQ3 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(3~{S},7~{R},8~{S},9~{S},10~{R},13~{R},14~{S},17~{R})-10,13-dimethyl-17-[(2~{R},6~{R})-6-methyl-7-oxidanyl-heptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthrene-3,7-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 
A1EQ3 "Create component" 2025-06-01 PDBC 
A1EQ3 "Initial release"  2025-11-26 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1EQ3 
_pdbx_chem_comp_synonyms.name         7beta,27-Dihydroxycholesterol 
_pdbx_chem_comp_synonyms.provenance   PUBCHEM 
_pdbx_chem_comp_synonyms.type         ? 
# 
