data_C3S
# 
_chem_comp.id                                    C3S 
_chem_comp.name                                  "CHOLEST-5-EN-3-YL HYDROGEN SULFATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H46 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CHOLESTEROL-SULFATE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-01-23 
_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                        466.717 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C3S 
_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        1S0X 
_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 
C3S C65  C65  C 0 1 N N N 29.665 21.351 16.280 -0.092 0.168  10.901 C65  C3S 1  
C3S C63  C63  C 0 1 N N N 28.171 21.719 16.508 0.439  0.623  9.540  C63  C3S 2  
C3S C69  C69  C 0 1 N N N 27.561 20.600 17.381 1.947  0.374  9.473  C69  C3S 3  
C3S C60  C60  C 0 1 N N N 28.079 23.122 17.159 -0.258 -0.165 8.431  C60  C3S 4  
C3S C57  C57  C 0 1 N N N 26.749 23.931 17.020 0.273  0.289  7.070  C57  C3S 5  
C3S C54  C54  C 0 1 N N N 26.537 24.885 18.226 -0.424 -0.499 5.960  C54  C3S 6  
C3S C48  C48  C 0 1 N N R 25.339 25.876 18.116 0.107  -0.044 4.600  C48  C3S 7  
C3S C50  C50  C 0 1 N N N 25.416 26.636 16.775 1.615  -0.294 4.532  C50  C3S 8  
C3S C38  C38  C 0 1 N N R 23.998 25.109 18.110 -0.590 -0.833 3.490  C38  C3S 9  
C3S C35  C35  C 0 1 N N N 23.903 24.135 19.333 -2.111 -0.541 3.499  C35  C3S 10 
C3S C29  C29  C 0 1 N N R 22.635 25.881 18.095 -0.096 -0.371 2.122  C29  C3S 11 
C3S C26  C26  C 0 1 N N N 22.077 26.426 16.755 1.071  -1.131 1.492  C26  C3S 12 
C3S C40  C40  C 0 1 N N N 22.663 27.046 19.124 0.215  1.125  2.156  C40  C3S 13 
C3S C30  C30  C 0 1 N N S 21.687 24.729 18.496 -1.339 -0.566 1.212  C30  C3S 14 
C3S C32  C32  C 0 1 N N N 22.383 23.971 19.645 -2.460 0.004  2.087  C32  C3S 15 
C3S C18  C18  C 0 1 N N S 20.272 25.268 18.844 -1.082 0.167  -0.091 C18  C3S 16 
C3S C15  C15  C 0 1 N N N 19.394 24.109 19.373 -2.308 0.039  -1.002 C15  C3S 17 
C3S C20  C20  C 0 1 N N S 19.659 25.914 17.577 0.118  -0.505 -0.772 C20  C3S 18 
C3S C23  C23  C 0 1 N N N 20.632 26.984 16.966 1.361  -0.518 0.113  C23  C3S 19 
C3S C22  C22  C 0 1 N N R 18.187 26.423 17.782 0.434  0.178  -2.091 C22  C3S 20 
C3S C44  C44  C 0 1 N N N 18.201 27.841 18.436 1.317  1.384  -1.760 C44  C3S 21 
C3S C12  C12  C 0 1 N N N 17.384 25.436 18.627 -0.776 0.673  -2.825 C12  C3S 22 
C3S C9   C9   C 0 1 N N N 15.875 25.622 18.706 -0.572 1.275  -4.205 C9   C3S 23 
C3S C13  C13  C 0 1 N N N 17.925 24.427 19.339 -1.985 0.618  -2.349 C13  C3S 24 
C3S C1   C1   C 0 1 N N N 17.459 26.536 16.418 1.232  -0.759 -3.001 C1   C3S 25 
C3S C4   C4   C 0 1 N N N 15.965 26.923 16.576 1.546  -0.044 -4.316 C4   C3S 26 
C3S C7   C7   C 0 1 N N S 15.180 25.856 17.361 0.244  0.291  -5.046 C7   C3S 27 
C3S O6   O6   O 0 1 N N N 13.877 26.338 17.773 0.546  0.881  -6.311 O6   C3S 28 
C3S S1   S1   S 0 1 N N N 12.591 26.106 16.986 0.286  -0.183 -7.367 S1   C3S 29 
C3S O3   O3   O 0 1 N N N 11.464 26.656 17.744 -1.221 -0.371 -7.462 O3   C3S 30 
C3S O2   O2   O 0 1 N N N 12.403 24.722 16.617 0.682  0.393  -8.604 O2   C3S 31 
C3S O4   O4   O 0 1 N N N 12.770 26.907 15.749 0.792  -1.395 -6.826 O4   C3S 32 
C3S H651 1H65 H 0 0 N N N 30.105 22.158 15.649 0.404  0.730  11.692 H651 C3S 33 
C3S H652 2H65 H 0 0 N N N 30.224 21.180 17.229 -1.166 0.346  10.949 H652 C3S 34 
C3S H653 3H65 H 0 0 N N N 29.805 20.332 15.848 0.106  -0.895 11.032 H653 C3S 35 
C3S H63  H63  H 0 1 N N N 27.595 21.782 15.554 0.240  1.687  9.410  H63  C3S 36 
C3S H691 1H69 H 0 0 N N N 26.490 20.863 17.544 2.146  -0.689 9.603  H691 C3S 37 
C3S H692 2H69 H 0 0 N N N 27.701 19.581 16.949 2.326  0.698  8.503  H692 C3S 38 
C3S H693 3H69 H 0 0 N N N 28.120 20.429 18.330 2.444  0.936  10.263 H693 C3S 39 
C3S H601 1H60 H 0 0 N N N 28.336 23.034 18.240 -0.059 -1.229 8.561  H601 C3S 40 
C3S H602 2H60 H 0 0 N N N 28.922 23.748 16.785 -1.332 0.012  8.479  H602 C3S 41 
C3S H571 1H57 H 0 0 N N N 26.705 24.481 16.051 0.074  1.353  6.939  H571 C3S 42 
C3S H572 2H57 H 0 0 N N N 25.873 23.255 16.874 1.347  0.111  7.022  H572 C3S 43 
C3S H541 1H54 H 0 0 N N N 26.450 24.291 19.166 -0.225 -1.563 6.091  H541 C3S 44 
C3S H542 2H54 H 0 0 N N N 27.476 25.449 18.430 -1.498 -0.322 6.008  H542 C3S 45 
C3S H48  H48  H 0 1 N N N 25.392 26.570 18.986 -0.091 1.019  4.469  H48  C3S 46 
C3S H501 1H50 H 0 0 N N N 24.559 27.344 16.696 1.814  -1.357 4.662  H501 C3S 47 
C3S H502 2H50 H 0 0 N N N 26.397 27.146 16.636 1.994  0.030  3.563  H502 C3S 48 
C3S H503 3H50 H 0 0 N N N 25.470 25.944 15.902 2.112  0.268  5.323  H503 C3S 49 
C3S H38  H38  H 0 1 N N N 24.079 24.632 17.105 -0.409 -1.901 3.615  H38  C3S 50 
C3S H351 1H35 H 0 0 N N N 24.428 23.165 19.168 -2.667 -1.459 3.692  H351 C3S 51 
C3S H352 2H35 H 0 0 N N N 24.502 24.468 20.212 -2.344 0.205  4.257  H352 C3S 52 
C3S H261 1H26 H 0 0 N N N 22.755 27.183 16.297 0.761  -2.169 1.380  H261 C3S 53 
C3S H262 2H26 H 0 0 N N N 22.115 25.661 15.944 1.962  -1.074 2.118  H262 C3S 54 
C3S H401 1H40 H 0 0 N N N 21.692 27.595 19.113 0.476  1.464  1.153  H401 C3S 55 
C3S H402 2H40 H 0 0 N N N 22.928 26.690 20.147 -0.660 1.671  2.508  H402 C3S 56 
C3S H403 3H40 H 0 0 N N N 23.529 27.728 18.956 1.052  1.307  2.830  H403 C3S 57 
C3S H30  H30  H 0 1 N N N 21.504 24.017 17.656 -1.509 -1.626 1.023  H30  C3S 58 
C3S H321 1H32 H 0 0 N N N 22.050 22.913 19.766 -3.432 -0.365 1.760  H321 C3S 59 
C3S H322 2H32 H 0 0 N N N 22.084 24.307 20.665 -2.439 1.094  2.080  H322 C3S 60 
C3S H18  H18  H 0 1 N N N 20.332 26.043 19.643 -0.865 1.217  0.102  H18  C3S 61 
C3S H151 1H15 H 0 0 N N N 19.610 23.162 18.824 -2.572 -1.012 -1.112 H151 C3S 62 
C3S H152 2H15 H 0 0 N N N 19.712 23.802 20.396 -3.145 0.582  -0.563 H152 C3S 63 
C3S H20  H20  H 0 1 N N N 19.551 25.109 16.812 -0.166 -1.537 -0.980 H20  C3S 64 
C3S H231 1H23 H 0 0 N N N 20.646 27.912 17.583 2.140  -1.101 -0.377 H231 C3S 65 
C3S H232 2H23 H 0 0 N N N 20.221 27.405 16.018 1.713  0.504  0.245  H232 C3S 66 
C3S H441 1H44 H 0 0 N N N 17.156 28.202 18.581 1.479  1.973  -2.663 H441 C3S 67 
C3S H442 2H44 H 0 0 N N N 18.785 27.858 19.385 0.824  1.999  -1.008 H442 C3S 68 
C3S H443 3H44 H 0 0 N N N 18.816 28.564 17.852 2.276  1.037  -1.376 H443 C3S 69 
C3S H91  1H9  H 0 1 N N N 15.408 24.758 19.235 -1.540 1.447  -4.677 H91  C3S 70 
C3S H92  2H9  H 0 1 N N N 15.625 26.444 19.416 -0.034 2.219  -4.117 H92  C3S 71 
C3S H13  H13  H 0 1 N N N 17.161 23.858 19.896 -2.794 1.008  -2.949 H13  C3S 72 
C3S H11  1H1  H 0 1 N N N 17.987 27.243 15.737 2.162  -1.040 -2.508 H11  C3S 73 
C3S H12  2H1  H 0 1 N N N 17.571 25.599 15.823 0.644  -1.654 -3.205 H12  C3S 74 
C3S H41  1H4  H 0 1 N N N 15.853 27.931 17.037 2.157  -0.692 -4.944 H41  C3S 75 
C3S H42  2H4  H 0 1 N N N 15.492 27.130 15.587 2.092  0.876  -4.107 H42  C3S 76 
C3S H7   H7   H 0 1 N N N 15.114 24.964 16.694 -0.331 -0.621 -5.199 H7   C3S 77 
C3S HO3  HO3  H 0 1 N N N 10.663 26.511 17.253 -1.376 -1.048 -8.134 HO3  C3S 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 
C3S C65 C63  SING N N 1  
C3S C65 H651 SING N N 2  
C3S C65 H652 SING N N 3  
C3S C65 H653 SING N N 4  
C3S C63 C69  SING N N 5  
C3S C63 C60  SING N N 6  
C3S C63 H63  SING N N 7  
C3S C69 H691 SING N N 8  
C3S C69 H692 SING N N 9  
C3S C69 H693 SING N N 10 
C3S C60 C57  SING N N 11 
C3S C60 H601 SING N N 12 
C3S C60 H602 SING N N 13 
C3S C57 C54  SING N N 14 
C3S C57 H571 SING N N 15 
C3S C57 H572 SING N N 16 
C3S C54 C48  SING N N 17 
C3S C54 H541 SING N N 18 
C3S C54 H542 SING N N 19 
C3S C48 C50  SING N N 20 
C3S C48 C38  SING N N 21 
C3S C48 H48  SING N N 22 
C3S C50 H501 SING N N 23 
C3S C50 H502 SING N N 24 
C3S C50 H503 SING N N 25 
C3S C38 C35  SING N N 26 
C3S C38 C29  SING N N 27 
C3S C38 H38  SING N N 28 
C3S C35 C32  SING N N 29 
C3S C35 H351 SING N N 30 
C3S C35 H352 SING N N 31 
C3S C29 C26  SING N N 32 
C3S C29 C40  SING N N 33 
C3S C29 C30  SING N N 34 
C3S C26 C23  SING N N 35 
C3S C26 H261 SING N N 36 
C3S C26 H262 SING N N 37 
C3S C40 H401 SING N N 38 
C3S C40 H402 SING N N 39 
C3S C40 H403 SING N N 40 
C3S C30 C32  SING N N 41 
C3S C30 C18  SING N N 42 
C3S C30 H30  SING N N 43 
C3S C32 H321 SING N N 44 
C3S C32 H322 SING N N 45 
C3S C18 C15  SING N N 46 
C3S C18 C20  SING N N 47 
C3S C18 H18  SING N N 48 
C3S C15 C13  SING N N 49 
C3S C15 H151 SING N N 50 
C3S C15 H152 SING N N 51 
C3S C20 C23  SING N N 52 
C3S C20 C22  SING N N 53 
C3S C20 H20  SING N N 54 
C3S C23 H231 SING N N 55 
C3S C23 H232 SING N N 56 
C3S C22 C44  SING N N 57 
C3S C22 C12  SING N N 58 
C3S C22 C1   SING N N 59 
C3S C44 H441 SING N N 60 
C3S C44 H442 SING N N 61 
C3S C44 H443 SING N N 62 
C3S C12 C9   SING N N 63 
C3S C12 C13  DOUB N N 64 
C3S C9  C7   SING N N 65 
C3S C9  H91  SING N N 66 
C3S C9  H92  SING N N 67 
C3S C13 H13  SING N N 68 
C3S C1  C4   SING N N 69 
C3S C1  H11  SING N N 70 
C3S C1  H12  SING N N 71 
C3S C4  C7   SING N N 72 
C3S C4  H41  SING N N 73 
C3S C4  H42  SING N N 74 
C3S C7  O6   SING N N 75 
C3S C7  H7   SING N N 76 
C3S O6  S1   SING N N 77 
C3S S1  O3   SING N N 78 
C3S S1  O2   DOUB N N 79 
C3S S1  O4   DOUB N N 80 
C3S O3  HO3  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 
C3S SMILES           ACDLabs              10.04 O=S(=O)(O)OC4CCC3(C(=CCC2C1C(C(C(C)CCCC(C)C)CC1)(C)CCC23)C4)C 
C3S InChI            InChI                1.02b 
InChI=1/C27H46O4S/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30)/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1/f/h28H 
C3S InChIKey         InChI                1.02b BHYOQNUELFTYRT-VIDFPMMIDM 
C3S SMILES_CANONICAL CACTVS               3.341 CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O[S](O)(=O)=O 
C3S SMILES           CACTVS               3.341 CC(C)CCC[CH](C)[CH]1CC[CH]2[CH]3CC=C4C[CH](CC[C]4(C)[CH]3CC[C]12C)O[S](O)(=O)=O 
C3S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OS(=O)(=O)O)C)C 
C3S SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OS(=O)(=O)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 
C3S "SYSTEMATIC NAME" ACDLabs              10.04 "(3alpha,8alpha,17alpha)-cholest-5-en-3-yl hydrogen sulfate"                                                                                                            
C3S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate" 
# 
