data_0GV # _chem_comp.id 0GV _chem_comp.name "(3beta,8alpha,9beta)-3-hydroxycholest-5-en-7-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H44 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 7-ketocholesterol _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-13 _chem_comp.pdbx_modified_date 2021-03-01 _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 400.637 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0GV _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 3V8D _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 0GV C10 C10 C 0 1 N N R 13.493 7.521 -39.290 3.571 0.656 -0.087 C10 0GV 1 0GV C11 C11 C 0 1 N N N 11.984 6.003 -40.853 1.323 1.522 0.601 C11 0GV 2 0GV C12 C12 C 0 1 N N N 11.443 5.791 -42.297 -0.036 1.170 1.232 C12 0GV 3 0GV C13 C13 C 0 1 N N R 10.627 6.996 -42.728 -0.641 0.053 0.405 C13 0GV 4 0GV C14 C14 C 0 1 N N S 11.562 8.248 -42.641 0.282 -1.188 0.547 C14 0GV 5 0GV C15 C15 C 0 1 N N N 10.706 9.335 -43.286 -0.587 -2.291 -0.067 C15 0GV 6 0GV C16 C16 C 0 1 N N N 10.000 8.603 -44.436 -1.998 -1.977 0.500 C16 0GV 7 0GV C17 C17 C 0 1 N N R 10.341 7.070 -44.268 -2.002 -0.469 0.854 C17 0GV 8 0GV C18 C18 C 0 1 N N N 9.310 7.131 -41.876 -0.712 0.477 -1.063 C18 0GV 9 0GV C9 C9 C 0 1 N N S 12.879 7.328 -40.744 2.236 0.303 0.539 C9 0GV 10 0GV C19 C19 C 0 1 N N N 12.393 7.539 -38.198 3.289 1.476 -1.348 C19 0GV 11 0GV C1 C1 C 0 1 N N N 14.429 6.356 -39.010 4.369 1.536 0.882 C1 0GV 12 0GV C2 C2 C 0 1 N N N 15.270 6.596 -37.767 5.737 1.858 0.281 C2 0GV 13 0GV C3 C3 C 0 1 N N S 16.138 7.791 -37.963 6.533 0.562 0.109 C3 0GV 14 0GV O1 O1 O 0 1 N N N 16.871 8.020 -36.751 7.851 0.868 -0.350 O1 0GV 15 0GV C4 C4 C 0 1 N N N 15.292 9.017 -38.259 5.826 -0.326 -0.919 C4 0GV 16 0GV C5 C5 C 0 1 N N N 14.237 8.783 -39.249 4.389 -0.538 -0.480 C5 0GV 17 0GV C6 C6 C 0 1 N N N 13.891 9.833 -40.095 3.915 -1.783 -0.486 C6 0GV 18 0GV C7 C7 C 0 1 N N N 12.859 9.732 -41.060 2.521 -2.044 -0.110 C7 0GV 19 0GV O7 O7 O 0 1 N N N 12.630 10.713 -41.750 2.151 -3.143 0.248 O7 0GV 20 0GV C8 C8 C 0 1 N N S 12.064 8.531 -41.175 1.568 -0.869 -0.193 C8 0GV 21 0GV C20 C20 C 0 1 N N R 9.193 6.182 -44.844 -3.121 0.250 0.099 C20 0GV 22 0GV C21 C21 C 0 1 N N N 9.578 4.697 -44.792 -3.084 1.743 0.434 C21 0GV 23 0GV C22 C22 C 0 1 N N N 8.927 6.579 -46.336 -4.473 -0.333 0.514 C22 0GV 24 0GV C23 C23 C 0 1 N N N 7.641 5.948 -46.870 -5.582 0.299 -0.330 C23 0GV 25 0GV C24 C24 C 0 1 N N N 7.005 6.897 -47.924 -6.934 -0.284 0.086 C24 0GV 26 0GV C25 C25 C 0 1 N N N 5.844 6.221 -48.675 -8.043 0.348 -0.758 C25 0GV 27 0GV C26 C26 C 0 1 N N N 4.605 6.080 -47.763 -9.378 -0.324 -0.431 C26 0GV 28 0GV C27 C27 C 0 1 N N N 5.494 7.066 -49.925 -8.133 1.843 -0.446 C27 0GV 29 0GV H1 H1 H 0 1 N N N 11.132 6.090 -40.162 1.161 1.899 -0.409 H1 0GV 30 0GV H2 H2 H 0 1 N N N 12.597 5.134 -40.571 1.803 2.297 1.198 H2 0GV 31 0GV H3 H3 H 0 1 N N N 10.807 4.894 -42.320 0.108 0.834 2.259 H3 0GV 32 0GV H4 H4 H 0 1 N N N 12.289 5.658 -42.987 -0.690 2.041 1.215 H4 0GV 33 0GV H5 H5 H 0 1 N N N 12.442 8.067 -43.276 0.489 -1.391 1.598 H5 0GV 34 0GV H6 H6 H 0 1 N N N 11.333 10.154 -43.668 -0.584 -2.224 -1.155 H6 0GV 35 0GV H7 H7 H 0 1 N N N 9.975 9.737 -42.569 -0.248 -3.275 0.258 H7 0GV 36 0GV H8 H8 H 0 1 N N N 10.370 8.971 -45.404 -2.759 -2.186 -0.253 H8 0GV 37 0GV H9 H9 H 0 1 N N N 8.913 8.759 -44.375 -2.184 -2.572 1.394 H9 0GV 38 0GV H10 H10 H 0 1 N N N 11.271 6.852 -44.814 -2.122 -0.334 1.929 H10 0GV 39 0GV H11 H11 H 0 1 N N N 9.558 7.074 -40.806 -1.114 -0.342 -1.660 H11 0GV 40 0GV H12 H12 H 0 1 N N N 8.832 8.098 -42.090 -1.361 1.348 -1.158 H12 0GV 41 0GV H13 H13 H 0 1 N N N 8.620 6.315 -42.137 0.287 0.729 -1.418 H13 0GV 42 0GV H14 H14 H 0 1 N N N 13.720 7.212 -41.444 2.424 -0.024 1.561 H14 0GV 43 0GV H15 H15 H 0 1 N N N 12.858 7.674 -37.210 2.739 0.864 -2.064 H15 0GV 44 0GV H16 H16 H 0 1 N N N 11.697 8.369 -38.392 2.694 2.351 -1.087 H16 0GV 45 0GV H17 H17 H 0 1 N N N 11.842 6.587 -38.217 4.231 1.796 -1.792 H17 0GV 46 0GV H18 H18 H 0 1 N N N 13.830 5.445 -38.865 3.824 2.463 1.062 H18 0GV 47 0GV H19 H19 H 0 1 N N N 15.098 6.221 -39.873 4.503 1.006 1.825 H19 0GV 48 0GV H20 H20 H 0 1 N N N 14.607 6.764 -36.905 5.605 2.336 -0.690 H20 0GV 49 0GV H21 H21 H 0 1 N N N 15.900 5.715 -37.578 6.277 2.532 0.947 H21 0GV 50 0GV H22 H22 H 0 1 N N N 16.827 7.614 -38.802 6.591 0.041 1.064 H22 0GV 51 0GV H23 H23 H 0 1 N N N 17.405 7.259 -36.555 8.412 0.091 -0.481 H23 0GV 52 0GV H24 H24 H 0 1 N N N 15.953 9.811 -38.637 5.842 0.161 -1.894 H24 0GV 53 0GV H25 H25 H 0 1 N N N 14.821 9.348 -37.322 6.335 -1.287 -0.982 H25 0GV 54 0GV H26 H26 H 0 1 N N N 14.432 10.764 -40.012 4.559 -2.603 -0.768 H26 0GV 55 0GV H27 H27 H 0 1 N N N 11.181 8.609 -40.524 1.360 -0.617 -1.232 H27 0GV 56 0GV H28 H28 H 0 1 N N N 8.277 6.347 -44.257 -2.981 0.115 -0.974 H28 0GV 57 0GV H29 H29 H 0 1 N N N 9.768 4.403 -43.749 -3.224 1.878 1.506 H29 0GV 58 0GV H30 H30 H 0 1 N N N 8.756 4.091 -45.200 -2.121 2.158 0.138 H30 0GV 59 0GV H31 H31 H 0 1 N N N 10.486 4.533 -45.390 -3.882 2.256 -0.104 H31 0GV 60 0GV H32 H32 H 0 1 N N N 9.773 6.239 -46.951 -4.467 -1.411 0.358 H32 0GV 61 0GV H33 H33 H 0 1 N N N 8.841 7.674 -46.403 -4.652 -0.119 1.568 H33 0GV 62 0GV H34 H34 H 0 1 N N N 6.935 5.794 -46.041 -5.588 1.378 -0.174 H34 0GV 63 0GV H35 H35 H 0 1 N N N 7.873 4.980 -47.339 -5.403 0.086 -1.383 H35 0GV 64 0GV H36 H36 H 0 1 N N N 7.777 7.190 -48.651 -6.928 -1.363 -0.071 H36 0GV 65 0GV H37 H37 H 0 1 N N N 6.624 7.793 -47.412 -7.113 -0.070 1.140 H37 0GV 66 0GV H38 H38 H 0 1 N N N 6.163 5.220 -49.000 -7.817 0.211 -1.816 H38 0GV 67 0GV H39 H39 H 0 1 N N N 4.866 5.479 -46.880 -9.604 -0.187 0.627 H39 0GV 68 0GV H40 H40 H 0 1 N N N 4.271 7.078 -47.442 -10.168 0.126 -1.032 H40 0GV 69 0GV H41 H41 H 0 1 N N N 3.796 5.584 -48.318 -9.314 -1.389 -0.654 H41 0GV 70 0GV H42 H42 H 0 1 N N N 4.664 6.591 -50.469 -8.359 1.980 0.612 H42 0GV 71 0GV H43 H43 H 0 1 N N N 5.195 8.077 -49.612 -7.182 2.321 -0.679 H43 0GV 72 0GV H44 H44 H 0 1 N N N 6.374 7.131 -50.582 -8.923 2.293 -1.047 H44 0GV 73 # # 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 0GV C27 C25 SING N N 1 0GV C25 C24 SING N N 2 0GV C25 C26 SING N N 3 0GV C24 C23 SING N N 4 0GV C23 C22 SING N N 5 0GV C22 C20 SING N N 6 0GV C20 C21 SING N N 7 0GV C20 C17 SING N N 8 0GV C16 C17 SING N N 9 0GV C16 C15 SING N N 10 0GV C17 C13 SING N N 11 0GV C15 C14 SING N N 12 0GV C13 C14 SING N N 13 0GV C13 C12 SING N N 14 0GV C13 C18 SING N N 15 0GV C14 C8 SING N N 16 0GV C12 C11 SING N N 17 0GV O7 C7 DOUB N N 18 0GV C8 C7 SING N N 19 0GV C8 C9 SING N N 20 0GV C7 C6 SING N N 21 0GV C11 C9 SING N N 22 0GV C9 C10 SING N N 23 0GV C6 C5 DOUB N N 24 0GV C10 C5 SING N N 25 0GV C10 C1 SING N N 26 0GV C10 C19 SING N N 27 0GV C5 C4 SING N N 28 0GV C1 C2 SING N N 29 0GV C4 C3 SING N N 30 0GV C3 C2 SING N N 31 0GV C3 O1 SING N N 32 0GV C11 H1 SING N N 33 0GV C11 H2 SING N N 34 0GV C12 H3 SING N N 35 0GV C12 H4 SING N N 36 0GV C14 H5 SING N N 37 0GV C15 H6 SING N N 38 0GV C15 H7 SING N N 39 0GV C16 H8 SING N N 40 0GV C16 H9 SING N N 41 0GV C17 H10 SING N N 42 0GV C18 H11 SING N N 43 0GV C18 H12 SING N N 44 0GV C18 H13 SING N N 45 0GV C9 H14 SING N N 46 0GV C19 H15 SING N N 47 0GV C19 H16 SING N N 48 0GV C19 H17 SING N N 49 0GV C1 H18 SING N N 50 0GV C1 H19 SING N N 51 0GV C2 H20 SING N N 52 0GV C2 H21 SING N N 53 0GV C3 H22 SING N N 54 0GV O1 H23 SING N N 55 0GV C4 H24 SING N N 56 0GV C4 H25 SING N N 57 0GV C6 H26 SING N N 58 0GV C8 H27 SING N N 59 0GV C20 H28 SING N N 60 0GV C21 H29 SING N N 61 0GV C21 H30 SING N N 62 0GV C21 H31 SING N N 63 0GV C22 H32 SING N N 64 0GV C22 H33 SING N N 65 0GV C23 H34 SING N N 66 0GV C23 H35 SING N N 67 0GV C24 H36 SING N N 68 0GV C24 H37 SING N N 69 0GV C25 H38 SING N N 70 0GV C26 H39 SING N N 71 0GV C26 H40 SING N N 72 0GV C26 H41 SING N N 73 0GV C27 H42 SING N N 74 0GV C27 H43 SING N N 75 0GV C27 H44 SING N N 76 # # 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 0GV SMILES ACDLabs 12.01 "O=C1C=C4C(C3C1C2C(C(C(C)CCCC(C)C)CC2)(C)CC3)(CCC(O)C4)C" 0GV InChI InChI 1.03 "InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1" 0GV InChIKey InChI 1.03 YIKKMWSQVKJCOP-ABXCMAEBSA-N 0GV SMILES_CANONICAL CACTVS 3.370 "CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@]12C)[C@@]4(C)CC[C@H](O)CC4=CC3=O" 0GV SMILES CACTVS 3.370 "CC(C)CCC[CH](C)[CH]1CC[CH]2[CH]3[CH](CC[C]12C)[C]4(C)CC[CH](O)CC4=CC3=O" 0GV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C(=O)C=C4[C@@]3(CC[C@@H](C4)O)C)C" 0GV SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CCCC(C)C1CCC2C1(CCC3C2C(=O)C=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 0GV "SYSTEMATIC NAME" ACDLabs 12.01 "(3beta,8alpha,9beta)-3-hydroxycholest-5-en-7-one" 0GV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-3-oxidanyl-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0GV "Create component" 2012-01-13 RCSB 0GV "Initial release" 2013-01-04 RCSB 0GV "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0GV _pdbx_chem_comp_synonyms.name 7-ketocholesterol _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##