data_XCA # _chem_comp.id XCA _chem_comp.name "(8alpha,10alpha,25S)-3-hydroxycholesta-3,5-dien-26-oic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H42 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(25S)-cholestenoic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-18 _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 414.621 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XCA _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 3UP3 _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 XCA O3 O3 O 0 1 N N N -14.554 18.676 15.909 8.522 1.178 0.309 O3 XCA 1 XCA C27 C27 C 0 1 N N N -13.819 19.601 15.414 8.464 0.248 -0.461 C27 XCA 2 XCA O2 O2 O 0 1 N N N -12.772 19.968 16.011 9.572 -0.174 -1.089 O2 XCA 3 XCA C25 C25 C 0 1 N N S -14.228 20.233 14.120 7.148 -0.444 -0.709 C25 XCA 4 XCA C26 C26 C 0 1 N N N -14.492 21.745 14.238 7.264 -1.918 -0.317 C26 XCA 5 XCA C24 C24 C 0 1 N N N -13.174 19.947 13.055 6.056 0.223 0.130 C24 XCA 6 XCA C23 C23 C 0 1 N N N -12.954 18.458 12.788 4.699 -0.396 -0.215 C23 XCA 7 XCA C22 C22 C 0 1 N N N -11.965 18.146 11.650 3.607 0.271 0.624 C22 XCA 8 XCA C20 C20 C 0 1 N N R -10.579 18.810 11.802 2.251 -0.348 0.279 C20 XCA 9 XCA C21 C21 C 0 1 N N N -9.930 18.253 13.066 2.240 -1.820 0.697 C21 XCA 10 XCA C17 C17 C 0 1 N N R -9.705 18.548 10.579 1.144 0.401 1.024 C17 XCA 11 XCA C16 C16 C 0 1 N N N -10.334 19.123 9.301 1.213 1.916 0.705 C16 XCA 12 XCA C15 C15 C 0 1 N N N -9.185 19.545 8.374 -0.170 2.302 0.113 C15 XCA 13 XCA C14 C14 C 0 1 N N S -7.936 19.007 9.069 -1.099 1.221 0.678 C14 XCA 14 XCA C8 C8 C 0 1 N N S -6.566 19.618 8.706 -2.384 0.987 -0.097 C8 XCA 15 XCA C7 C7 C 0 1 N N N -6.322 19.530 7.203 -3.264 2.237 0.006 C7 XCA 16 XCA C6 C6 C 0 1 N N N -4.874 19.715 6.813 -4.660 1.941 -0.449 C6 XCA 17 XCA C13 C13 C 0 1 N N R -8.273 19.094 10.553 -0.227 -0.055 0.534 C13 XCA 18 XCA C18 C18 C 0 1 N N N -8.236 20.537 11.052 -0.141 -0.466 -0.938 C18 XCA 19 XCA C12 C12 C 0 1 N N N -7.222 18.228 11.240 -0.905 -1.143 1.346 C12 XCA 20 XCA C11 C11 C 0 1 N N N -5.788 18.695 10.930 -2.254 -1.431 0.671 C11 XCA 21 XCA C9 C9 C 0 1 N N S -5.452 18.864 9.433 -3.127 -0.183 0.575 C9 XCA 22 XCA C10 C10 C 0 1 N N R -4.044 19.449 9.176 -4.358 -0.516 -0.275 C10 XCA 23 XCA C1 C1 C 0 1 N N N -2.960 18.441 9.608 -5.208 -1.560 0.436 C1 XCA 24 XCA C19 C19 C 0 1 N N N -3.835 20.726 9.980 -3.884 -1.102 -1.606 C19 XCA 25 XCA C5 C5 C 0 1 N N N -3.867 19.697 7.699 -5.151 0.724 -0.569 C5 XCA 26 XCA C4 C4 C 0 1 N N N -2.487 19.898 7.109 -6.555 0.546 -1.013 C4 XCA 27 XCA C3 C3 C 0 1 N N N -1.357 19.215 7.811 -7.268 -0.346 -0.292 C3 XCA 28 XCA O1 O1 O 0 1 N N N -0.135 19.353 7.233 -8.559 -0.626 -0.591 O1 XCA 29 XCA C2 C2 C 0 1 N N N -1.554 18.681 9.051 -6.564 -1.017 0.862 C2 XCA 30 XCA H1 H1 H 0 1 N N N -12.669 19.464 16.810 10.394 0.298 -0.895 H1 XCA 31 XCA H2 H2 H 0 1 N N N -15.166 19.760 13.794 6.892 -0.368 -1.766 H2 XCA 32 XCA H3 H3 H 0 1 N N N -15.254 21.926 15.011 7.520 -1.994 0.740 H3 XCA 33 XCA H4 H4 H 0 1 N N N -13.560 22.259 14.515 6.312 -2.418 -0.497 H4 XCA 34 XCA H5 H5 H 0 1 N N N -14.851 22.131 13.272 8.042 -2.393 -0.914 H5 XCA 35 XCA H6 H6 H 0 1 N N N -12.220 20.385 13.385 6.266 0.070 1.188 H6 XCA 36 XCA H7 H7 H 0 1 N N N -13.491 20.424 12.116 6.033 1.291 -0.086 H7 XCA 37 XCA H8 H8 H 0 1 N N N -13.925 18.009 12.530 4.489 -0.243 -1.273 H8 XCA 38 XCA H9 H9 H 0 1 N N N -12.571 17.998 13.711 4.722 -1.464 0.000 H9 XCA 39 XCA H10 H10 H 0 1 N N N -12.409 18.492 10.705 3.818 0.118 1.682 H10 XCA 40 XCA H11 H11 H 0 1 N N N -11.821 17.056 11.610 3.584 1.339 0.409 H11 XCA 41 XCA H12 H12 H 0 1 N N N -10.717 19.895 11.918 2.080 -0.274 -0.795 H12 XCA 42 XCA H13 H13 H 0 1 N N N -10.579 18.455 13.931 1.278 -2.263 0.440 H13 XCA 43 XCA H14 H14 H 0 1 N N N -9.790 17.167 12.958 3.036 -2.351 0.175 H14 XCA 44 XCA H15 H15 H 0 1 N N N -8.953 18.735 13.220 2.399 -1.893 1.773 H15 XCA 45 XCA H16 H16 H 0 1 N N N -9.641 17.458 10.449 1.235 0.237 2.098 H16 XCA 46 XCA H17 H17 H 0 1 N N N -10.957 19.995 9.548 1.400 2.482 1.618 H17 XCA 47 XCA H18 H18 H 0 1 N N N -10.952 18.358 8.809 2.000 2.109 -0.023 H18 XCA 48 XCA H19 H19 H 0 1 N N N -9.140 20.640 8.280 -0.475 3.290 0.456 H19 XCA 49 XCA H20 H20 H 0 1 N N N -9.302 19.096 7.377 -0.147 2.260 -0.976 H20 XCA 50 XCA H21 H21 H 0 1 N N N -7.875 17.937 8.822 -1.312 1.417 1.729 H21 XCA 51 XCA H22 H22 H 0 1 N N N -6.551 20.674 9.015 -2.164 0.751 -1.138 H22 XCA 52 XCA H23 H23 H 0 1 N N N -6.918 20.311 6.708 -3.289 2.575 1.043 H23 XCA 53 XCA H24 H24 H 0 1 N N N -6.652 18.540 6.855 -2.843 3.026 -0.618 H24 XCA 54 XCA H25 H25 H 0 1 N N N -4.638 19.869 5.770 -5.302 2.774 -0.695 H25 XCA 55 XCA H26 H26 H 0 1 N N N -8.483 20.561 12.124 0.339 0.329 -1.509 H26 XCA 56 XCA H27 H27 H 0 1 N N N -7.229 20.952 10.899 0.443 -1.381 -1.026 H27 XCA 57 XCA H28 H28 H 0 1 N N N -8.969 21.137 10.493 -1.145 -0.636 -1.326 H28 XCA 58 XCA H29 H29 H 0 1 N N N -7.382 18.273 12.327 -0.291 -2.044 1.347 H29 XCA 59 XCA H30 H30 H 0 1 N N N -7.338 17.190 10.895 -1.064 -0.800 2.368 H30 XCA 60 XCA H31 H31 H 0 1 N N N -5.092 17.955 11.352 -2.073 -1.815 -0.333 H31 XCA 61 XCA H32 H32 H 0 1 N N N -5.634 19.666 11.423 -2.784 -2.188 1.249 H32 XCA 62 XCA H33 H33 H 0 1 N N N -5.441 17.849 9.008 -3.445 0.115 1.574 H33 XCA 63 XCA H34 H34 H 0 1 N N N -3.283 17.441 9.284 -5.363 -2.405 -0.235 H34 XCA 64 XCA H35 H35 H 0 1 N N N -2.895 18.468 10.706 -4.674 -1.907 1.321 H35 XCA 65 XCA H36 H36 H 0 1 N N N -3.971 20.512 11.050 -3.399 -2.062 -1.428 H36 XCA 66 XCA H37 H37 H 0 1 N N N -2.817 21.105 9.808 -4.739 -1.244 -2.266 H37 XCA 67 XCA H38 H38 H 0 1 N N N -4.567 21.483 9.662 -3.175 -0.417 -2.072 H38 XCA 68 XCA H39 H39 H 0 1 N N N -2.327 20.502 6.228 -6.975 1.088 -1.847 H39 XCA 69 XCA H40 H40 H 0 1 N N N 0.514 18.888 7.748 -8.902 -0.135 -1.350 H40 XCA 70 XCA H41 H41 H 0 1 N N N -1.050 17.703 9.051 -7.179 -1.839 1.228 H41 XCA 71 XCA H42 H42 H 0 1 N N N -1.050 19.353 9.761 -6.423 -0.292 1.665 H42 XCA 72 # # 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 XCA C6 C7 SING N N 1 XCA C6 C5 DOUB N N 2 XCA C4 C5 SING N N 3 XCA C4 C3 DOUB N N 4 XCA C7 C8 SING N N 5 XCA O1 C3 SING N N 6 XCA C5 C10 SING N N 7 XCA C3 C2 SING N N 8 XCA C15 C14 SING N N 9 XCA C15 C16 SING N N 10 XCA C8 C14 SING N N 11 XCA C8 C9 SING N N 12 XCA C2 C1 SING N N 13 XCA C14 C13 SING N N 14 XCA C10 C9 SING N N 15 XCA C10 C1 SING N N 16 XCA C10 C19 SING N N 17 XCA C16 C17 SING N N 18 XCA C9 C11 SING N N 19 XCA C13 C17 SING N N 20 XCA C13 C18 SING N N 21 XCA C13 C12 SING N N 22 XCA C17 C20 SING N N 23 XCA C11 C12 SING N N 24 XCA C22 C20 SING N N 25 XCA C22 C23 SING N N 26 XCA C20 C21 SING N N 27 XCA C23 C24 SING N N 28 XCA C24 C25 SING N N 29 XCA C25 C26 SING N N 30 XCA C25 C27 SING N N 31 XCA C27 O3 DOUB N N 32 XCA C27 O2 SING N N 33 XCA O2 H1 SING N N 34 XCA C25 H2 SING N N 35 XCA C26 H3 SING N N 36 XCA C26 H4 SING N N 37 XCA C26 H5 SING N N 38 XCA C24 H6 SING N N 39 XCA C24 H7 SING N N 40 XCA C23 H8 SING N N 41 XCA C23 H9 SING N N 42 XCA C22 H10 SING N N 43 XCA C22 H11 SING N N 44 XCA C20 H12 SING N N 45 XCA C21 H13 SING N N 46 XCA C21 H14 SING N N 47 XCA C21 H15 SING N N 48 XCA C17 H16 SING N N 49 XCA C16 H17 SING N N 50 XCA C16 H18 SING N N 51 XCA C15 H19 SING N N 52 XCA C15 H20 SING N N 53 XCA C14 H21 SING N N 54 XCA C8 H22 SING N N 55 XCA C7 H23 SING N N 56 XCA C7 H24 SING N N 57 XCA C6 H25 SING N N 58 XCA C18 H26 SING N N 59 XCA C18 H27 SING N N 60 XCA C18 H28 SING N N 61 XCA C12 H29 SING N N 62 XCA C12 H30 SING N N 63 XCA C11 H31 SING N N 64 XCA C11 H32 SING N N 65 XCA C9 H33 SING N N 66 XCA C1 H34 SING N N 67 XCA C1 H35 SING N N 68 XCA C19 H36 SING N N 69 XCA C19 H37 SING N N 70 XCA C19 H38 SING N N 71 XCA C4 H39 SING N N 72 XCA O1 H40 SING N N 73 XCA C2 H41 SING N N 74 XCA C2 H42 SING N N 75 # # 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 XCA SMILES ACDLabs 12.01 "O=C(O)C(C)CCCC(C)C4CCC3C1C(C2(C(=CC1)C=C(O)CC2)C)CCC34C" XCA InChI InChI 1.03 "InChI=1S/C27H42O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h8,16-18,21-24,28H,5-7,9-15H2,1-4H3,(H,29,30)/t17-,18+,21+,22-,23+,24+,26+,27-/m1/s1" XCA InChIKey InChI 1.03 NIQOQQMAUFLELB-KMPPVSSLSA-N XCA SMILES_CANONICAL CACTVS 3.370 "C[C@H](CCC[C@H](C)C(O)=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C=C(O)CC[C@]4(C)[C@H]3CC[C@]12C" XCA SMILES CACTVS 3.370 "C[CH](CCC[CH](C)C(O)=O)[CH]1CC[CH]2[CH]3CC=C4C=C(O)CC[C]4(C)[CH]3CC[C]12C" XCA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](CCC[C@H](C)C(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CCC(=C4)O)C)C" XCA SMILES "OpenEye OEToolkits" 1.7.6 "CC(CCCC(C)C(=O)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 XCA "SYSTEMATIC NAME" ACDLabs 12.01 "(8alpha,10alpha,25S)-3-hydroxycholesta-3,5-dien-26-oic acid" XCA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,6R)-6-[(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-3-oxidanyl-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-heptanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XCA "Create component" 2011-11-18 RCSB XCA "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id XCA _pdbx_chem_comp_synonyms.name "(25S)-cholestenoic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##