data_HC2
# 
_chem_comp.id                                    HC2 
_chem_comp.name                                  20-HYDROXYCHOLESTEROL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H46 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (3BETA,20R)-CHOLEST-5-ENE-3,20-DIOL 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-05-09 
_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                        402.653 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HC2 
_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        1ZHW 
_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 
HC2 C1   C1   C 0 1 N N N 57.288 36.275 33.229 3.886  -1.585 -1.205 C1   HC2 1  
HC2 C2   C2   C 0 1 N N N 57.343 36.393 34.756 5.073  -2.333 -0.595 C2   HC2 2  
HC2 C3   C3   C 0 1 N N S 55.956 36.185 35.373 6.131  -1.330 -0.129 C3   HC2 3  
HC2 C4   C4   C 0 1 N N N 55.439 34.789 35.014 5.550  -0.458 0.988  C4   HC2 4  
HC2 C5   C5   C 0 1 N N N 55.527 34.541 33.506 4.272  0.186  0.478  C5   HC2 5  
HC2 C6   C6   C 0 1 N N N 54.432 33.997 32.842 4.140  1.474  0.599  C6   HC2 6  
HC2 C7   C7   C 0 1 N N N 54.342 33.726 31.481 2.926  2.219  0.126  C7   HC2 7  
HC2 C8   C8   C 0 1 N N S 55.703 33.743 30.777 1.719  1.275  0.137  C8   HC2 8  
HC2 C9   C9   C 0 1 N N S 56.547 34.941 31.233 2.043  0.038  -0.712 C9   HC2 9  
HC2 C10  C10  C 0 1 N N R 56.810 34.900 32.746 3.233  -0.708 -0.133 C10  HC2 10 
HC2 C11  C11  C 0 1 N N N 57.837 35.062 30.409 0.855  -0.910 -0.844 C11  HC2 11 
HC2 C12  C12  C 0 1 N N N 57.577 35.067 28.897 -0.400 -0.184 -1.353 C12  HC2 12 
HC2 C13  C13  C 0 1 N N S 56.809 33.809 28.479 -0.685 0.997  -0.424 C13  HC2 13 
HC2 C14  C14  C 0 1 N N S 55.494 33.803 29.261 0.527  1.967  -0.499 C14  HC2 14 
HC2 C15  C15  C 0 1 N N N 54.752 32.622 28.632 -0.009 3.194  0.249  C15  HC2 15 
HC2 C16  C16  C 0 1 N N N 55.012 32.859 27.141 -1.466 3.310  -0.275 C16  HC2 16 
HC2 C17  C17  C 0 1 N N S 56.173 33.861 27.084 -1.871 1.895  -0.758 C17  HC2 17 
HC2 C18  C18  C 0 1 N N N 57.634 32.541 28.727 -0.788 0.507  1.022  C18  HC2 18 
HC2 C19  C19  C 0 1 N N N 57.866 33.839 33.077 2.687  -1.624 0.964  C19  HC2 19 
HC2 C20  C20  C 0 1 N N R 57.079 33.671 25.860 -3.122 1.420  -0.015 C20  HC2 20 
HC2 C21  C21  C 0 1 N N N 57.775 32.307 25.868 -4.315 2.290  -0.415 C21  HC2 21 
HC2 C22  C22  C 0 1 N N N 56.241 33.807 24.583 -3.409 -0.038 -0.381 C22  HC2 22 
HC2 C23  C23  C 0 1 N N N 57.061 33.619 23.303 -4.726 -0.475 0.262  C23  HC2 23 
HC2 C24  C24  C 0 1 N N N 56.188 33.675 22.046 -5.013 -1.933 -0.104 C24  HC2 24 
HC2 C25  C25  C 0 1 N N N 55.210 32.502 21.937 -6.330 -2.371 0.539  C25  HC2 25 
HC2 C26  C26  C 0 1 N N N 54.308 32.675 20.712 -7.484 -1.567 -0.064 C26  HC2 26 
HC2 C27  C27  C 0 1 N N N 55.941 31.160 21.849 -6.555 -3.861 0.278  C27  HC2 27 
HC2 O1   O1   O 0 1 N N N 56.037 36.316 36.796 7.273  -2.035 0.361  O1   HC2 28 
HC2 O2   O2   O 0 1 N N N 58.060 34.712 25.859 -2.907 1.524  1.394  O2   HC2 29 
HC2 H11  1H1  H 0 1 N N N 56.664 37.088 32.790 4.234  -0.959 -2.026 H11  HC2 30 
HC2 H12  2H1  H 0 1 N N N 58.272 36.534 32.775 3.157  -2.304 -1.580 H12  HC2 31 
HC2 H21  1H2  H 0 1 N N N 58.096 35.698 35.195 5.508  -2.996 -1.342 H21  HC2 32 
HC2 H22  2H2  H 0 1 N N N 57.795 37.359 35.077 4.732  -2.921 0.257  H22  HC2 33 
HC2 H3   H3   H 0 1 N N N 55.254 36.953 34.971 6.426  -0.698 -0.967 H3   HC2 34 
HC2 H41  1H4  H 0 1 N N N 55.965 33.994 35.592 6.268  0.317  1.260  H41  HC2 35 
HC2 H42  2H4  H 0 1 N N N 54.405 34.622 35.398 5.329  -1.075 1.858  H42  HC2 36 
HC2 H6   H6   H 0 1 N N N 53.547 33.756 33.455 4.940  2.033  1.061  H6   HC2 37 
HC2 H71  1H7  H 0 1 N N N 53.812 32.761 31.301 3.094  2.583  -0.888 H71  HC2 38 
HC2 H72  2H7  H 0 1 N N N 53.627 34.421 30.982 2.734  3.062  0.790  H72  HC2 39 
HC2 H8   H8   H 0 1 N N N 56.250 32.809 31.046 1.481  0.978  1.159  H8   HC2 40 
HC2 H9   H9   H 0 1 N N N 55.959 35.868 31.040 2.312  0.393  -1.707 H9   HC2 41 
HC2 H111 1H11 H 0 0 N N N 58.425 35.958 30.716 1.111  -1.707 -1.542 H111 HC2 42 
HC2 H112 2H11 H 0 0 N N N 58.564 34.264 30.686 0.641  -1.349 0.131  H112 HC2 43 
HC2 H121 1H12 H 0 0 N N N 57.057 35.997 28.569 -0.217 0.222  -2.348 H121 HC2 44 
HC2 H122 2H12 H 0 0 N N N 58.520 35.189 28.315 -1.243 -0.874 -1.382 H122 HC2 45 
HC2 H14  H14  H 0 1 N N N 54.899 34.742 29.182 0.745  2.221  -1.536 H14  HC2 46 
HC2 H151 1H15 H 0 0 N N N 55.047 31.616 29.012 0.566  4.083  -0.009 H151 HC2 47 
HC2 H152 2H15 H 0 0 N N N 53.678 32.526 28.918 0.002  3.025  1.325  H152 HC2 48 
HC2 H161 1H16 H 0 0 N N N 55.197 31.923 26.563 -1.511 4.016  -1.104 H161 HC2 49 
HC2 H162 2H16 H 0 0 N N N 54.109 33.185 26.574 -2.127 3.635  0.529  H162 HC2 50 
HC2 H17  H17  H 0 1 N N N 55.851 34.911 26.891 -2.050 1.900  -1.833 H17  HC2 51 
HC2 H181 1H18 H 0 0 N N N 57.075 31.625 28.422 0.187  0.154  1.356  H181 HC2 52 
HC2 H182 2H18 H 0 0 N N N 58.629 32.596 28.227 -1.116 1.327  1.661  H182 HC2 53 
HC2 H183 3H18 H 0 0 N N N 57.976 32.477 29.786 -1.509 -0.308 1.078  H183 HC2 54 
HC2 H191 1H19 H 0 0 N N N 57.518 32.839 32.725 3.517  -2.100 1.485  H191 HC2 55 
HC2 H192 2H19 H 0 0 N N N 58.868 34.102 32.666 2.103  -1.035 1.671  H192 HC2 56 
HC2 H193 3H19 H 0 0 N N N 58.131 33.834 34.160 2.053  -2.388 0.516  H193 HC2 57 
HC2 H211 1H21 H 0 0 N N N 58.433 32.169 24.978 -5.178 2.026  0.195  H211 HC2 58 
HC2 H212 2H21 H 0 0 N N N 58.337 32.145 26.817 -4.067 3.340  -0.259 H212 HC2 59 
HC2 H213 3H21 H 0 0 N N N 57.036 31.476 25.957 -4.549 2.125  -1.467 H213 HC2 60 
HC2 H221 1H22 H 0 0 N N N 55.370 33.110 24.603 -2.599 -0.670 -0.017 H221 HC2 61 
HC2 H222 2H22 H 0 0 N N N 55.696 34.779 24.566 -3.484 -0.132 -1.465 H222 HC2 62 
HC2 H231 1H23 H 0 0 N N N 57.897 34.354 23.247 -5.536 0.157  -0.102 H231 HC2 63 
HC2 H232 2H23 H 0 0 N N N 57.656 32.677 23.339 -4.650 -0.381 1.345  H232 HC2 64 
HC2 H241 1H24 H 0 0 N N N 55.648 34.648 21.981 -4.203 -2.565 0.260  H241 HC2 65 
HC2 H242 2H24 H 0 0 N N N 56.817 33.752 21.129 -5.088 -2.028 -1.187 H242 HC2 66 
HC2 H25  H25  H 0 1 N N N 54.589 32.499 22.863 -6.287 -2.193 1.614  H25  HC2 67 
HC2 H261 1H26 H 0 0 N N N 53.595 31.820 20.632 -7.528 -1.745 -1.139 H261 HC2 68 
HC2 H262 2H26 H 0 0 N N N 53.780 33.657 20.719 -8.423 -1.879 0.394  H262 HC2 69 
HC2 H263 3H26 H 0 0 N N N 54.898 32.812 19.776 -7.324 -0.505 0.122  H263 HC2 70 
HC2 H271 1H27 H 0 0 N N N 55.228 30.305 21.769 -6.599 -4.039 -0.797 H271 HC2 71 
HC2 H272 2H27 H 0 0 N N N 56.678 31.153 21.012 -5.733 -4.434 0.708  H272 HC2 72 
HC2 H273 3H27 H 0 0 N N N 56.644 31.024 22.703 -7.494 -4.173 0.736  H273 HC2 73 
HC2 HO1  HO1  H 0 1 N N N 55.177 36.187 37.178 7.913  -1.367 0.643  HO1  HC2 74 
HC2 HO2  HO2  H 0 1 N N N 58.620 34.594 25.101 -2.516 0.687  1.679  HO2  HC2 75 
# 
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 
HC2 C1  C2   SING N N 1  
HC2 C1  C10  SING N N 2  
HC2 C1  H11  SING N N 3  
HC2 C1  H12  SING N N 4  
HC2 C2  C3   SING N N 5  
HC2 C2  H21  SING N N 6  
HC2 C2  H22  SING N N 7  
HC2 C3  C4   SING N N 8  
HC2 C3  O1   SING N N 9  
HC2 C3  H3   SING N N 10 
HC2 C4  C5   SING N N 11 
HC2 C4  H41  SING N N 12 
HC2 C4  H42  SING N N 13 
HC2 C5  C6   DOUB N N 14 
HC2 C5  C10  SING N N 15 
HC2 C6  C7   SING N N 16 
HC2 C6  H6   SING N N 17 
HC2 C7  C8   SING N N 18 
HC2 C7  H71  SING N N 19 
HC2 C7  H72  SING N N 20 
HC2 C8  C9   SING N N 21 
HC2 C8  C14  SING N N 22 
HC2 C8  H8   SING N N 23 
HC2 C9  C10  SING N N 24 
HC2 C9  C11  SING N N 25 
HC2 C9  H9   SING N N 26 
HC2 C10 C19  SING N N 27 
HC2 C11 C12  SING N N 28 
HC2 C11 H111 SING N N 29 
HC2 C11 H112 SING N N 30 
HC2 C12 C13  SING N N 31 
HC2 C12 H121 SING N N 32 
HC2 C12 H122 SING N N 33 
HC2 C13 C14  SING N N 34 
HC2 C13 C17  SING N N 35 
HC2 C13 C18  SING N N 36 
HC2 C14 C15  SING N N 37 
HC2 C14 H14  SING N N 38 
HC2 C15 C16  SING N N 39 
HC2 C15 H151 SING N N 40 
HC2 C15 H152 SING N N 41 
HC2 C16 C17  SING N N 42 
HC2 C16 H161 SING N N 43 
HC2 C16 H162 SING N N 44 
HC2 C17 C20  SING N N 45 
HC2 C17 H17  SING N N 46 
HC2 C18 H181 SING N N 47 
HC2 C18 H182 SING N N 48 
HC2 C18 H183 SING N N 49 
HC2 C19 H191 SING N N 50 
HC2 C19 H192 SING N N 51 
HC2 C19 H193 SING N N 52 
HC2 C20 C21  SING N N 53 
HC2 C20 C22  SING N N 54 
HC2 C20 O2   SING N N 55 
HC2 C21 H211 SING N N 56 
HC2 C21 H212 SING N N 57 
HC2 C21 H213 SING N N 58 
HC2 C22 C23  SING N N 59 
HC2 C22 H221 SING N N 60 
HC2 C22 H222 SING N N 61 
HC2 C23 C24  SING N N 62 
HC2 C23 H231 SING N N 63 
HC2 C23 H232 SING N N 64 
HC2 C24 C25  SING N N 65 
HC2 C24 H241 SING N N 66 
HC2 C24 H242 SING N N 67 
HC2 C25 C26  SING N N 68 
HC2 C25 C27  SING N N 69 
HC2 C25 H25  SING N N 70 
HC2 C26 H261 SING N N 71 
HC2 C26 H262 SING N N 72 
HC2 C26 H263 SING N N 73 
HC2 C27 H271 SING N N 74 
HC2 C27 H272 SING N N 75 
HC2 C27 H273 SING N N 76 
HC2 O1  HO1  SING N N 77 
HC2 O2  HO2  SING N N 78 
# 
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 
HC2 SMILES           ACDLabs              10.04 OC(C4C3(C(C1C(C2(C(=CC1)CC(O)CC2)C)CC3)CC4)C)(C)CCCC(C)C                                                                                                                               
HC2 InChI            InChI                1.02b InChI=1/C27H46O2/c1-18(2)7-6-14-27(5,29)24-11-10-22-21-9-8-19-17-20(28)12-15-25(19,3)23(21)13-16-26(22,24)4/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t20-,21-,22-,23-,24-,25-,26-,27+/m0/s1 
HC2 InChIKey         InChI                1.02b MCKLJFJEQRYRQT-MGNSQDQZBY                                                                                                                                                              
HC2 SMILES_CANONICAL CACTVS               3.341 CC(C)CCC[C@@](C)(O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C                                                                                                       
HC2 SMILES           CACTVS               3.341 CC(C)CCC[C](C)(O)[CH]1CC[CH]2[CH]3CC=C4C[CH](O)CC[C]4(C)[CH]3CC[C]12C                                                                                                                  
HC2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CCC[C@](C)([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O                                                                                                    
HC2 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CCCC(C)(C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)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 
HC2 "SYSTEMATIC NAME" ACDLabs              10.04 (3beta,14beta,17alpha,20R)-cholest-5-ene-3,20-diol                                                                                                            
HC2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S,8S,9S,10R,13S,14S,17S)-17-[(2R)-2-hydroxy-6-methyl-heptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 
# 
