data_HC3
# 
_chem_comp.id                                    HC3 
_chem_comp.name                                  25-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)-CHOLEST-5-ENE-3,25-DIOL 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-05-10 
_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                     HC3 
_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        1ZHX 
_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 
HC3 C18  C18  C 0 1 N N N 57.564 32.601 28.880 -0.296 0.304  -0.926 C18  HC3 1  
HC3 C13  C13  C 0 1 N N R 56.778 33.906 28.708 -0.249 -0.050 0.562  C13  HC3 2  
HC3 C12  C12  C 0 1 N N N 57.585 35.120 29.181 0.386  1.098  1.348  C12  HC3 3  
HC3 C11  C11  C 0 1 N N N 57.843 35.035 30.690 1.759  1.407  0.732  C11  HC3 4  
HC3 C9   C9   C 0 1 N N S 56.547 34.924 31.505 2.647  0.167  0.675  C9   HC3 5  
HC3 C10  C10  C 0 1 N N R 56.795 34.840 33.018 3.959  0.506  -0.012 C10  HC3 6  
HC3 C19  C19  C 0 1 N N N 57.822 33.750 33.342 3.616  1.421  -1.189 C19  HC3 7  
HC3 C1   C1   C 0 1 N N N 57.294 36.194 33.537 4.876  1.278  0.940  C1   HC3 8  
HC3 C2   C2   C 0 1 N N N 57.323 36.294 35.067 6.184  1.616  0.222  C2   HC3 9  
HC3 C3   C3   C 0 1 N N S 55.920 36.091 35.647 6.913  0.325  -0.157 C3   HC3 10 
HC3 O1   O1   O 0 1 N N N 55.954 36.220 37.071 8.173  0.646  -0.751 O1   HC3 11 
HC3 C4   C4   C 0 1 N N N 55.408 34.698 35.269 6.065  -0.466 -1.157 C4   HC3 12 
HC3 C5   C5   C 0 1 N N N 55.493 34.493 33.754 4.691  -0.689 -0.548 C5   HC3 13 
HC3 C6   C6   C 0 1 N N N 54.383 34.013 33.068 4.217  -1.901 -0.523 C6   HC3 14 
HC3 C7   C7   C 0 1 N N N 54.292 33.798 31.697 2.877  -2.242 0.059  C7   HC3 15 
HC3 C8   C8   C 0 1 N N S 55.659 33.776 31.005 1.963  -1.015 -0.025 C8   HC3 16 
HC3 C14  C14  C 0 1 N N S 55.464 33.909 29.491 0.666  -1.296 0.712  C14  HC3 17 
HC3 C15  C15  C 0 1 N N N 54.673 32.793 28.809 -0.213 -2.402 0.118  C15  HC3 18 
HC3 C16  C16  C 0 1 N N N 54.949 33.086 27.331 -1.619 -2.072 0.687  C16  HC3 19 
HC3 C17  C17  C 0 1 N N R 56.150 34.041 27.316 -1.611 -0.559 1.022  C17  HC3 20 
HC3 C20  C20  C 0 1 N N R 57.054 33.809 26.098 -2.729 0.158  0.264  C20  HC3 21 
HC3 C21  C21  C 0 1 N N N 58.152 34.872 26.013 -2.662 1.658  0.555  C21  HC3 22 
HC3 C22  C22  C 0 1 N N N 56.189 33.817 24.833 -4.084 -0.389 0.716  C22  HC3 23 
HC3 C23  C23  C 0 1 N N N 56.937 33.507 23.534 -5.195 0.237  -0.129 C23  HC3 24 
HC3 C24  C24  C 0 1 N N N 55.918 33.275 22.414 -6.550 -0.310 0.323  C24  HC3 25 
HC3 C25  C25  C 0 1 N N N 56.539 33.181 21.017 -7.661 0.317  -0.523 C25  HC3 26 
HC3 C26  C26  C 0 1 N N N 57.600 32.079 20.962 -9.023 -0.134 0.010  C26  HC3 27 
HC3 C27  C27  C 0 1 N N N 55.439 32.872 19.999 -7.562 1.842  -0.445 C27  HC3 28 
HC3 O2   O2   O 0 1 N N N 57.135 34.442 20.705 -7.519 -0.102 -1.882 O2   HC3 29 
HC3 H181 1H18 H 0 0 N N N 56.976 31.717 28.535 0.703  0.574  -1.267 H181 HC3 30 
HC3 H182 2H18 H 0 0 N N N 58.555 32.653 28.372 -0.654 -0.555 -1.492 H182 HC3 31 
HC3 H183 3H18 H 0 0 N N N 57.913 32.472 29.930 -0.972 1.146  -1.077 H183 HC3 32 
HC3 H121 1H12 H 0 0 N N N 58.531 35.239 28.604 0.509  0.758  2.377  H121 HC3 33 
HC3 H122 2H12 H 0 0 N N N 57.095 36.080 28.896 -0.242 1.988  1.323  H122 HC3 34 
HC3 H111 1H11 H 0 0 N N N 58.540 34.199 30.930 2.254  2.171  1.332  H111 HC3 35 
HC3 H112 2H11 H 0 0 N N N 58.463 35.893 31.039 1.617  1.788  -0.279 H112 HC3 36 
HC3 H9   H9   H 0 1 N N N 55.990 35.875 31.337 2.865  -0.147 1.696  H9   HC3 37 
HC3 H191 1H19 H 0 0 N N N 58.002 33.689 34.440 4.513  1.606  -1.779 H191 HC3 38 
HC3 H192 2H19 H 0 0 N N N 57.523 32.763 32.917 2.862  0.943  -1.813 H192 HC3 39 
HC3 H193 3H19 H 0 0 N N N 58.771 33.896 32.776 3.229  2.368  -0.812 H193 HC3 40 
HC3 H11  1H1  H 0 1 N N N 58.294 36.435 33.107 5.090  0.665  1.816  H11  HC3 41 
HC3 H12  2H1  H 0 1 N N N 56.696 37.027 33.099 4.384  2.199  1.252  H12  HC3 42 
HC3 H21  1H2  H 0 1 N N N 58.061 35.588 35.514 6.818  2.209  0.881  H21  HC3 43 
HC3 H22  2H2  H 0 1 N N N 57.778 37.252 35.410 5.966  2.187  -0.680 H22  HC3 44 
HC3 H3   H3   H 0 1 N N N 55.236 36.866 35.229 7.076  -0.276 0.737  H3   HC3 45 
HC3 HO1  HO1  H 0 1 N N N 55.083 36.094 37.430 8.599  -0.193 -0.974 HO1  HC3 46 
HC3 H41  1H4  H 0 1 N N N 55.940 33.893 35.827 6.537  -1.427 -1.360 H41  HC3 47 
HC3 H42  2H4  H 0 1 N N N 54.378 34.514 35.656 5.968  0.099  -2.084 H42  HC3 48 
HC3 H6   H6   H 0 1 N N N 53.488 33.780 33.669 4.816  -2.697 -0.941 H6   HC3 49 
HC3 H71  1H7  H 0 1 N N N 53.718 32.867 31.476 2.997  -2.536 1.102  H71  HC3 50 
HC3 H72  2H7  H 0 1 N N N 53.615 34.545 31.220 2.435  -3.065 -0.503 H72  HC3 51 
HC3 H8   H8   H 0 1 N N N 56.160 32.809 31.244 1.758  -0.769 -1.067 H8   HC3 52 
HC3 H14  H14  H 0 1 N N N 54.910 34.876 29.455 0.865  -1.496 1.765  H14  HC3 53 
HC3 H151 1H15 H 0 0 N N N 54.922 31.759 29.144 0.120  -3.383 0.457  H151 HC3 54 
HC3 H152 2H15 H 0 0 N N N 53.595 32.732 29.089 -0.215 -2.350 -0.971 H152 HC3 55 
HC3 H161 1H16 H 0 0 N N N 55.098 32.169 26.713 -1.804 -2.654 1.590  H161 HC3 56 
HC3 H162 2H16 H 0 0 N N N 54.061 33.474 26.778 -2.385 -2.285 -0.059 H162 HC3 57 
HC3 H17  H17  H 0 1 N N N 55.881 35.112 27.161 -1.727 -0.410 2.096  H17  HC3 58 
HC3 H20  H20  H 0 1 N N N 57.560 32.820 26.199 -2.608 -0.010 -0.806 H20  HC3 59 
HC3 H211 1H21 H 0 0 N N N 58.808 34.703 25.128 -1.696 2.048  0.233  H211 HC3 60 
HC3 H212 2H21 H 0 0 N N N 57.726 35.902 26.017 -3.459 2.170  0.015  H212 HC3 61 
HC3 H213 3H21 H 0 0 N N N 58.742 34.927 26.957 -2.783 1.826  1.625  H213 HC3 62 
HC3 H221 1H22 H 0 0 N N N 55.324 33.123 24.953 -4.099 -1.472 0.591  H221 HC3 63 
HC3 H222 2H22 H 0 0 N N N 55.648 34.788 24.743 -4.244 -0.143 1.766  H222 HC3 64 
HC3 H231 1H23 H 0 0 N N N 57.681 34.295 23.274 -5.180 1.320  -0.004 H231 HC3 65 
HC3 H232 2H23 H 0 0 N N N 57.646 32.653 23.645 -5.036 -0.009 -1.179 H232 HC3 66 
HC3 H241 1H24 H 0 0 N N N 55.298 32.373 22.628 -6.565 -1.393 0.197  H241 HC3 67 
HC3 H242 2H24 H 0 0 N N N 55.124 34.058 22.438 -6.710 -0.063 1.373  H242 HC3 68 
HC3 H261 1H26 H 0 0 N N N 58.052 32.010 19.945 -9.132 0.185  1.046  H261 HC3 69 
HC3 H262 2H26 H 0 0 N N N 58.377 32.216 21.749 -9.814 0.313  -0.592 H262 HC3 70 
HC3 H263 3H26 H 0 0 N N N 57.191 31.097 21.297 -9.093 -1.220 -0.045 H263 HC3 71 
HC3 H271 1H27 H 0 0 N N N 55.891 32.803 18.982 -6.592 2.162  -0.824 H271 HC3 72 
HC3 H272 2H27 H 0 0 N N N 54.858 31.958 20.266 -8.354 2.288  -1.047 H272 HC3 73 
HC3 H273 3H27 H 0 0 N N N 54.602 33.608 20.042 -7.671 2.161  0.591  H273 HC3 74 
HC3 HO2  HO2  H 0 1 N N N 57.520 34.383 19.838 -7.587 -1.066 -1.886 HO2  HC3 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 
HC3 C18 C13  SING N N 1  
HC3 C18 H181 SING N N 2  
HC3 C18 H182 SING N N 3  
HC3 C18 H183 SING N N 4  
HC3 C13 C12  SING N N 5  
HC3 C13 C14  SING N N 6  
HC3 C13 C17  SING N N 7  
HC3 C12 C11  SING N N 8  
HC3 C12 H121 SING N N 9  
HC3 C12 H122 SING N N 10 
HC3 C11 C9   SING N N 11 
HC3 C11 H111 SING N N 12 
HC3 C11 H112 SING N N 13 
HC3 C9  C10  SING N N 14 
HC3 C9  C8   SING N N 15 
HC3 C9  H9   SING N N 16 
HC3 C10 C19  SING N N 17 
HC3 C10 C1   SING N N 18 
HC3 C10 C5   SING N N 19 
HC3 C19 H191 SING N N 20 
HC3 C19 H192 SING N N 21 
HC3 C19 H193 SING N N 22 
HC3 C1  C2   SING N N 23 
HC3 C1  H11  SING N N 24 
HC3 C1  H12  SING N N 25 
HC3 C2  C3   SING N N 26 
HC3 C2  H21  SING N N 27 
HC3 C2  H22  SING N N 28 
HC3 C3  O1   SING N N 29 
HC3 C3  C4   SING N N 30 
HC3 C3  H3   SING N N 31 
HC3 O1  HO1  SING N N 32 
HC3 C4  C5   SING N N 33 
HC3 C4  H41  SING N N 34 
HC3 C4  H42  SING N N 35 
HC3 C5  C6   DOUB N N 36 
HC3 C6  C7   SING N N 37 
HC3 C6  H6   SING N N 38 
HC3 C7  C8   SING N N 39 
HC3 C7  H71  SING N N 40 
HC3 C7  H72  SING N N 41 
HC3 C8  C14  SING N N 42 
HC3 C8  H8   SING N N 43 
HC3 C14 C15  SING N N 44 
HC3 C14 H14  SING N N 45 
HC3 C15 C16  SING N N 46 
HC3 C15 H151 SING N N 47 
HC3 C15 H152 SING N N 48 
HC3 C16 C17  SING N N 49 
HC3 C16 H161 SING N N 50 
HC3 C16 H162 SING N N 51 
HC3 C17 C20  SING N N 52 
HC3 C17 H17  SING N N 53 
HC3 C20 C21  SING N N 54 
HC3 C20 C22  SING N N 55 
HC3 C20 H20  SING N N 56 
HC3 C21 H211 SING N N 57 
HC3 C21 H212 SING N N 58 
HC3 C21 H213 SING N N 59 
HC3 C22 C23  SING N N 60 
HC3 C22 H221 SING N N 61 
HC3 C22 H222 SING N N 62 
HC3 C23 C24  SING N N 63 
HC3 C23 H231 SING N N 64 
HC3 C23 H232 SING N N 65 
HC3 C24 C25  SING N N 66 
HC3 C24 H241 SING N N 67 
HC3 C24 H242 SING N N 68 
HC3 C25 C26  SING N N 69 
HC3 C25 C27  SING N N 70 
HC3 C25 O2   SING N N 71 
HC3 C26 H261 SING N N 72 
HC3 C26 H262 SING N N 73 
HC3 C26 H263 SING N N 74 
HC3 C27 H271 SING N N 75 
HC3 C27 H272 SING N N 76 
HC3 C27 H273 SING N N 77 
HC3 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 
HC3 SMILES           ACDLabs              10.04 OC(C)(C)CCCC(C4C3(C(C1C(C2(C(=CC1)CC(O)CC2)C)CC3)CC4)C)C                                                                                                                               
HC3 InChI            InChI                1.02b InChI=1/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1 
HC3 InChIKey         InChI                1.02b INBGSXNNRGWLJU-ZHHJOTBYBM                                                                                                                                                              
HC3 SMILES_CANONICAL CACTVS               3.341 C[C@H](CCCC(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                                                                                                       
HC3 SMILES           CACTVS               3.341 C[CH](CCCC(C)(C)O)[CH]1CC[CH]2[CH]3CC=C4C[CH](O)CC[C]4(C)[CH]3CC[C]12C                                                                                                                 
HC3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](CCCC(C)(C)O)[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                                                                                                   
HC3 SMILES           "OpenEye OEToolkits" 1.5.0 CC(CCCC(C)(C)O)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C                                                                                                                                     
# 
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 
HC3 "SYSTEMATIC NAME" ACDLabs              10.04 (3beta,14beta,17alpha)-cholest-5-ene-3,25-diol                                                                                                                
HC3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-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 
# 
