data_LOA # _chem_comp.id LOA _chem_comp.name "(3beta,5beta,9beta)-3-(acetyloxy)cholan-24-oic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H42 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Lithocholic acid acetate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-08 _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 418.609 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LOA _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 3W5R _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 LOA C1 C1 C 0 1 N N N 64.479 15.197 -8.059 -3.382 -0.354 1.898 C1 LOA 1 LOA C2 C2 C 0 1 N N N 65.433 14.685 -6.888 -3.971 0.799 1.084 C2 LOA 2 LOA C3 C3 C 0 1 N N R 65.110 13.143 -6.490 -4.832 0.237 -0.049 C3 LOA 3 LOA O3 O3 O 0 1 N N N 65.938 12.744 -5.445 -5.391 1.332 -0.822 O3 LOA 4 LOA C4 C4 C 0 1 N N N 63.587 12.954 -6.053 -3.967 -0.640 -0.958 C4 LOA 5 LOA C5 C5 C 0 1 N N R 62.611 13.417 -7.277 -3.381 -1.794 -0.143 C5 LOA 6 LOA C6 C6 C 0 1 N N N 61.041 13.253 -6.855 -2.523 -2.677 -1.051 C6 LOA 7 LOA C7 C7 C 0 1 N N N 60.758 14.113 -5.531 -1.376 -1.849 -1.635 C7 LOA 8 LOA C8 C8 C 0 1 N N R 61.036 15.678 -5.776 -0.514 -1.300 -0.497 C8 LOA 9 LOA C9 C9 C 0 1 N N S 62.598 15.901 -6.214 -1.380 -0.402 0.401 C9 LOA 10 LOA C10 C10 C 0 1 N N S 62.948 15.023 -7.626 -2.520 -1.234 0.990 C10 LOA 11 LOA C11 C11 C 0 1 N N N 62.857 17.421 -6.449 -0.563 0.213 1.532 C11 LOA 12 LOA C12 C12 C 0 1 N N N 62.559 18.324 -5.206 0.661 0.971 0.992 C12 LOA 13 LOA C13 C13 C 0 1 N N R 61.093 18.099 -4.588 1.480 -0.014 0.180 C13 LOA 14 LOA C14 C14 C 0 1 N N S 60.820 16.523 -4.457 0.606 -0.440 -1.050 C14 LOA 15 LOA C15 C15 C 0 1 N N N 59.360 16.495 -3.829 1.636 -1.163 -1.924 C15 LOA 16 LOA C16 C16 C 0 1 N N N 59.669 17.382 -2.660 2.882 -0.240 -1.827 C16 LOA 17 LOA C17 C17 C 0 1 N N R 60.804 18.443 -3.054 2.750 0.528 -0.468 C17 LOA 18 LOA C18 C18 C 0 1 N N N 60.039 18.824 -5.657 1.815 -1.237 1.036 C18 LOA 19 LOA C19 C19 C 0 1 N N N 62.159 15.562 -8.839 -1.936 -2.389 1.806 C19 LOA 20 LOA C20 C20 C 0 1 N N R 60.351 19.973 -2.691 3.957 0.272 0.437 C20 LOA 21 LOA C21 C21 C 0 1 N N N 61.516 21.022 -3.105 3.813 1.088 1.723 C21 LOA 22 LOA C22 C22 C 0 1 N N N 60.126 20.025 -1.190 5.237 0.689 -0.291 C22 LOA 23 LOA C23 C23 C 0 1 N N N 59.678 21.352 -0.551 6.452 0.319 0.562 C23 LOA 24 LOA C24 C24 C 0 1 N N N 59.444 21.276 0.914 7.713 0.729 -0.154 C24 LOA 25 LOA C25 C25 C 0 1 N N N 67.999 11.569 -4.419 -7.224 2.945 -1.183 C25 LOA 26 LOA C26 C26 C 0 1 N N N 67.027 12.051 -5.547 -6.582 1.809 -0.429 C26 LOA 27 LOA OT1 OT1 O 0 1 N N N 58.451 21.871 1.343 7.646 1.263 -1.236 OT1 LOA 28 LOA OT2 OT2 O 0 1 N N N 60.219 20.619 1.652 8.910 0.501 0.409 OT2 LOA 29 LOA O25 O25 O 0 1 N N N 67.607 11.582 -6.512 -7.139 1.328 0.529 O25 LOA 30 LOA H1 H1 H 0 1 N N N 64.670 14.609 -8.969 -2.767 0.048 2.704 H1 LOA 31 LOA H2 H2 H 0 1 N N N 64.684 16.259 -8.259 -4.190 -0.951 2.321 H2 LOA 32 LOA H3 H3 H 0 1 N N N 66.479 14.757 -7.221 -4.587 1.423 1.732 H3 LOA 33 LOA H4 H4 H 0 1 N N N 65.286 15.321 -6.003 -3.163 1.398 0.664 H4 LOA 34 LOA H5 H5 H 0 1 N N N 65.286 12.525 -7.383 -5.640 -0.362 0.371 H5 LOA 35 LOA H6 H6 H 0 1 N N N 63.381 13.570 -5.166 -4.580 -1.040 -1.766 H6 LOA 36 LOA H7 H7 H 0 1 N N N 63.402 11.896 -5.816 -3.158 -0.043 -1.377 H7 LOA 37 LOA H8 H8 H 0 1 N N N 62.819 12.805 -8.167 -4.191 -2.389 0.279 H8 LOA 38 LOA H9 H9 H 0 1 N N N 60.401 13.615 -7.673 -2.115 -3.505 -0.472 H9 LOA 39 LOA H10 H10 H 0 1 N N N 60.821 12.193 -6.659 -3.136 -3.069 -1.862 H10 LOA 40 LOA H11 H11 H 0 1 N N N 59.707 13.978 -5.235 -0.765 -2.480 -2.281 H11 LOA 41 LOA H12 H12 H 0 1 N N N 61.415 13.755 -4.725 -1.783 -1.021 -2.215 H12 LOA 42 LOA H13 H13 H 0 1 N N N 60.377 16.051 -6.574 -0.095 -2.125 0.079 H13 LOA 43 LOA H14 H14 H 0 1 N N N 63.250 15.531 -5.409 -1.804 0.399 -0.204 H14 LOA 44 LOA H15 H15 H 0 1 N N N 63.914 17.552 -6.725 -1.193 0.905 2.091 H15 LOA 45 LOA H16 H16 H 0 1 N N N 62.217 17.755 -7.279 -0.225 -0.579 2.200 H16 LOA 46 LOA H17 H17 H 0 1 N N N 63.303 18.101 -4.427 0.336 1.796 0.357 H17 LOA 47 LOA H18 H18 H 0 1 N N N 62.651 19.377 -5.510 1.256 1.354 1.821 H18 LOA 48 LOA H19 H19 H 0 1 N N N 61.513 16.134 -3.697 0.197 0.429 -1.566 H19 LOA 49 LOA H20 H20 H 0 1 N N N 58.602 16.926 -4.499 1.856 -2.152 -1.523 H20 LOA 50 LOA H21 H21 H 0 1 N N N 59.049 15.485 -3.524 1.286 -1.233 -2.954 H21 LOA 51 LOA H22 H22 H 0 1 N N N 58.757 17.920 -2.361 3.791 -0.841 -1.807 H22 LOA 52 LOA H23 H23 H 0 1 N N N 60.023 16.766 -1.820 2.906 0.445 -2.674 H23 LOA 53 LOA H24 H24 H 0 1 N N N 61.708 18.212 -2.472 2.647 1.595 -0.667 H24 LOA 54 LOA H25 H25 H 0 1 N N N 59.008 18.707 -5.292 0.893 -1.690 1.398 H25 LOA 55 LOA H26 H26 H 0 1 N N N 60.279 19.894 -5.740 2.365 -1.961 0.435 H26 LOA 56 LOA H27 H27 H 0 1 N N N 60.135 18.349 -6.645 2.427 -0.930 1.884 H27 LOA 57 LOA H28 H28 H 0 1 N N N 61.080 15.485 -8.639 -2.747 -2.984 2.226 H28 LOA 58 LOA H29 H29 H 0 1 N N N 62.426 16.615 -9.011 -1.322 -3.016 1.160 H29 LOA 59 LOA H30 H30 H 0 1 N N N 62.409 14.970 -9.732 -1.323 -1.990 2.614 H30 LOA 60 LOA H31 H31 H 0 1 N N N 59.427 20.217 -3.235 4.008 -0.788 0.683 H31 LOA 61 LOA H32 H32 H 0 1 N N N 61.196 22.044 -2.855 3.693 2.142 1.473 H32 LOA 62 LOA H33 H33 H 0 1 N N N 62.438 20.782 -2.555 2.939 0.744 2.276 H33 LOA 63 LOA H34 H34 H 0 1 N N N 61.705 20.952 -4.186 4.705 0.960 2.337 H34 LOA 64 LOA H35 H35 H 0 1 N N N 59.356 19.276 -0.953 5.295 0.173 -1.249 H35 LOA 65 LOA H36 H36 H 0 1 N N N 61.074 19.740 -0.711 5.226 1.766 -0.458 H36 LOA 66 LOA H37 H37 H 0 1 N N N 60.458 22.105 -0.737 6.394 0.835 1.520 H37 LOA 67 LOA H38 H38 H 0 1 N N N 58.741 21.668 -1.034 6.464 -0.758 0.730 H38 LOA 68 LOA H39 H39 H 0 1 N N N 68.828 11.002 -4.867 -6.579 3.244 -2.009 H39 LOA 69 LOA H40 H40 H 0 1 N N N 68.399 12.442 -3.883 -8.189 2.622 -1.574 H40 LOA 70 LOA H41 H41 H 0 1 N N N 67.452 10.925 -3.715 -7.369 3.791 -0.511 H41 LOA 71 LOA H42 H42 H 0 1 N N N 59.915 20.664 2.551 9.690 0.782 -0.088 H42 LOA 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 LOA C19 C10 SING N N 1 LOA C1 C10 SING N N 2 LOA C1 C2 SING N N 3 LOA C10 C5 SING N N 4 LOA C10 C9 SING N N 5 LOA C5 C6 SING N N 6 LOA C5 C4 SING N N 7 LOA C2 C3 SING N N 8 LOA C6 C7 SING N N 9 LOA O25 C26 DOUB N N 10 LOA C3 C4 SING N N 11 LOA C3 O3 SING N N 12 LOA C11 C9 SING N N 13 LOA C11 C12 SING N N 14 LOA C9 C8 SING N N 15 LOA C8 C7 SING N N 16 LOA C8 C14 SING N N 17 LOA C18 C13 SING N N 18 LOA C26 O3 SING N N 19 LOA C26 C25 SING N N 20 LOA C12 C13 SING N N 21 LOA C13 C14 SING N N 22 LOA C13 C17 SING N N 23 LOA C14 C15 SING N N 24 LOA C15 C16 SING N N 25 LOA C21 C20 SING N N 26 LOA C17 C20 SING N N 27 LOA C17 C16 SING N N 28 LOA C20 C22 SING N N 29 LOA C22 C23 SING N N 30 LOA C23 C24 SING N N 31 LOA C24 OT1 DOUB N N 32 LOA C24 OT2 SING N N 33 LOA C1 H1 SING N N 34 LOA C1 H2 SING N N 35 LOA C2 H3 SING N N 36 LOA C2 H4 SING N N 37 LOA C3 H5 SING N N 38 LOA C4 H6 SING N N 39 LOA C4 H7 SING N N 40 LOA C5 H8 SING N N 41 LOA C6 H9 SING N N 42 LOA C6 H10 SING N N 43 LOA C7 H11 SING N N 44 LOA C7 H12 SING N N 45 LOA C8 H13 SING N N 46 LOA C9 H14 SING N N 47 LOA C11 H15 SING N N 48 LOA C11 H16 SING N N 49 LOA C12 H17 SING N N 50 LOA C12 H18 SING N N 51 LOA C14 H19 SING N N 52 LOA C15 H20 SING N N 53 LOA C15 H21 SING N N 54 LOA C16 H22 SING N N 55 LOA C16 H23 SING N N 56 LOA C17 H24 SING N N 57 LOA C18 H25 SING N N 58 LOA C18 H26 SING N N 59 LOA C18 H27 SING N N 60 LOA C19 H28 SING N N 61 LOA C19 H29 SING N N 62 LOA C19 H30 SING N N 63 LOA C20 H31 SING N N 64 LOA C21 H32 SING N N 65 LOA C21 H33 SING N N 66 LOA C21 H34 SING N N 67 LOA C22 H35 SING N N 68 LOA C22 H36 SING N N 69 LOA C23 H37 SING N N 70 LOA C23 H38 SING N N 71 LOA C25 H39 SING N N 72 LOA C25 H40 SING N N 73 LOA C25 H41 SING N N 74 LOA OT2 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 LOA SMILES ACDLabs 12.01 "O=C(O)CCC(C4C3(C(C2C(C1(CCC(OC(=O)C)CC1CC2)C)CC3)CC4)C)C" LOA InChI InChI 1.03 "InChI=1S/C26H42O4/c1-16(5-10-24(28)29)21-8-9-22-20-7-6-18-15-19(30-17(2)27)11-13-25(18,3)23(20)12-14-26(21,22)4/h16,18-23H,5-15H2,1-4H3,(H,28,29)/t16-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1" LOA InChIKey InChI 1.03 FCQRLHQHKFKTQE-HCTDMSSWSA-N LOA SMILES_CANONICAL CACTVS 3.370 "C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O" LOA SMILES CACTVS 3.370 "C[CH](CCC(O)=O)[CH]1CC[CH]2[CH]3CC[CH]4C[CH](CC[C]4(C)[CH]3CC[C]12C)OC(C)=O" LOA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)OC(=O)C)C)C" LOA SMILES "OpenEye OEToolkits" 1.7.6 "CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)OC(=O)C)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 LOA "SYSTEMATIC NAME" ACDLabs 12.01 "(3beta,5beta,9beta)-3-(acetyloxy)cholan-24-oic acid" LOA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-acetyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic 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 LOA "Create component" 2013-02-08 PDBJ LOA "Initial release" 2013-06-26 RCSB LOA "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LOA _pdbx_chem_comp_synonyms.name "Lithocholic acid acetate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##