data_LHP # _chem_comp.id LHP _chem_comp.name "(3beta,5beta,9beta)-3-(propanoyloxy)cholan-24-oic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H44 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Lithocholic acid propionate" _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 432.636 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LHP _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 3W5T _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 LHP O3 O3 O 0 1 N N N 66.026 12.881 -5.994 -5.164 1.043 -0.712 O3 LHP 1 LHP C1 C1 C 0 1 N N N 64.238 15.210 -8.427 -3.065 -0.713 1.894 C1 LHP 2 LHP C2 C2 C 0 1 N N N 65.325 14.704 -7.394 -3.711 0.460 1.153 C2 LHP 3 LHP C3 C3 C 0 1 N N R 65.085 13.167 -6.955 -4.552 -0.071 -0.009 C3 LHP 4 LHP C4 C4 C 0 1 N N N 63.607 12.926 -6.341 -3.656 -0.852 -0.972 C4 LHP 5 LHP C5 C5 C 0 1 N N R 62.492 13.393 -7.461 -3.014 -2.026 -0.231 C5 LHP 6 LHP C6 C6 C 0 1 N N N 60.969 13.186 -6.865 -2.124 -2.814 -1.194 C6 LHP 7 LHP C7 C7 C 0 1 N N N 60.781 14.073 -5.529 -1.018 -1.902 -1.731 C7 LHP 8 LHP C8 C8 C 0 1 N N R 61.033 15.660 -5.815 -0.175 -1.385 -0.564 C8 LHP 9 LHP C9 C9 C 0 1 N N S 62.546 15.896 -6.379 -1.073 -0.582 0.389 C9 LHP 10 LHP C10 C10 C 0 1 N N S 62.769 15.016 -7.832 -2.172 -1.497 0.931 C10 LHP 11 LHP C11 C11 C 0 1 N N N 62.784 17.448 -6.642 -0.277 -0.001 1.553 C11 LHP 12 LHP C12 C12 C 0 1 N N N 62.589 18.337 -5.359 0.910 0.842 1.054 C12 LHP 13 LHP C13 C13 C 0 1 N N R 61.137 18.100 -4.658 1.766 -0.055 0.182 C13 LHP 14 LHP C14 C14 C 0 1 N N S 60.881 16.493 -4.515 0.903 -0.444 -1.069 C14 LHP 15 LHP C15 C15 C 0 1 N N N 59.433 16.427 -3.822 1.958 -1.067 -1.989 C15 LHP 16 LHP C16 C16 C 0 1 N N N 59.767 17.322 -2.686 3.163 -0.098 -1.841 C16 LHP 17 LHP C17 C17 C 0 1 N N R 60.883 18.408 -3.094 3.007 0.581 -0.437 C17 LHP 18 LHP C18 C18 C 0 1 N N N 60.015 18.829 -5.673 2.160 -1.311 0.961 C18 LHP 19 LHP C19 C19 C 0 1 N N N 61.803 15.548 -8.927 -1.532 -2.673 1.673 C19 LHP 20 LHP C20 C20 C 0 1 N N R 60.435 19.939 -2.710 4.230 0.325 0.446 C20 LHP 21 LHP C21 C21 C 0 1 N N N 61.618 20.982 -3.109 4.058 1.054 1.780 C21 LHP 22 LHP C22 C22 C 0 1 N N N 60.202 19.941 -1.222 5.485 0.841 -0.260 C22 LHP 23 LHP C23 C23 C 0 1 N N N 59.743 21.215 -0.533 6.721 0.474 0.565 C23 LHP 24 LHP C24 C24 C 0 1 N N N 59.499 21.050 0.906 7.957 0.982 -0.130 C24 LHP 25 LHP C26 C26 C 0 1 N N N 66.596 11.752 -5.749 -6.372 1.442 -0.286 C26 LHP 26 LHP C27 C27 C 0 1 N N N 67.803 11.634 -4.780 -7.069 2.592 -0.967 C27 LHP 27 LHP C28 C28 C 0 1 N N N 68.955 12.103 -3.809 -8.419 2.842 -0.293 C28 LHP 28 LHP OT1 OT1 O 0 1 N N N 58.522 21.669 1.344 7.860 1.577 -1.178 OT1 LHP 29 LHP OT2 OT2 O 0 1 N N N 60.227 20.312 1.606 9.167 0.774 0.414 OT2 LHP 30 LHP O25 O25 O 0 1 N N N 66.454 10.582 -6.090 -6.902 0.880 0.643 O25 LHP 31 LHP H1 H1 H 0 1 N N N 64.330 14.635 -9.360 -2.464 -0.334 2.720 H1 LHP 32 LHP H2 H2 H 0 1 N N N 64.406 16.277 -8.636 -3.844 -1.370 2.283 H2 LHP 33 LHP H3 H3 H 0 1 N N N 66.319 14.789 -7.857 -4.349 1.016 1.840 H3 LHP 34 LHP H4 H4 H 0 1 N N N 65.283 15.339 -6.497 -2.932 1.118 0.767 H4 LHP 35 LHP H5 H5 H 0 1 N N N 65.201 12.529 -7.844 -5.331 -0.729 0.377 H5 LHP 36 LHP H6 H6 H 0 1 N N N 63.484 13.522 -5.425 -4.255 -1.229 -1.801 H6 LHP 37 LHP H7 H7 H 0 1 N N N 63.472 11.860 -6.106 -2.876 -0.195 -1.357 H7 LHP 38 LHP H8 H8 H 0 1 N N N 62.614 12.791 -8.373 -3.795 -2.681 0.158 H8 LHP 39 LHP H9 H9 H 0 1 N N N 60.235 13.503 -7.620 -1.676 -3.656 -0.667 H9 LHP 40 LHP H10 H10 H 0 1 N N N 60.812 12.124 -6.624 -2.725 -3.183 -2.024 H10 LHP 41 LHP H11 H11 H 0 1 N N N 59.756 13.937 -5.153 -0.384 -2.465 -2.416 H11 LHP 42 LHP H12 H12 H 0 1 N N N 61.499 13.730 -4.770 -1.465 -1.060 -2.258 H12 LHP 43 LHP H13 H13 H 0 1 N N N 60.312 16.006 -6.570 0.285 -2.224 -0.042 H13 LHP 44 LHP H14 H14 H 0 1 N N N 63.271 15.529 -5.638 -1.536 0.234 -0.165 H14 LHP 45 LHP H15 H15 H 0 1 N N N 63.812 17.586 -7.009 -0.933 0.628 2.155 H15 LHP 46 LHP H16 H16 H 0 1 N N N 62.073 17.784 -7.411 0.100 -0.816 2.170 H16 LHP 47 LHP H17 H17 H 0 1 N N N 63.377 18.088 -4.633 0.545 1.688 0.472 H17 LHP 48 LHP H18 H18 H 0 1 N N N 62.675 19.396 -5.646 1.493 1.200 1.903 H18 LHP 49 LHP H19 H19 H 0 1 N N N 61.611 16.115 -3.784 0.453 0.435 -1.530 H19 LHP 50 LHP H20 H20 H 0 1 N N N 58.636 16.832 -4.463 2.224 -2.068 -1.649 H20 LHP 51 LHP H21 H21 H 0 1 N N N 59.162 15.411 -3.498 1.606 -1.090 -3.020 H21 LHP 52 LHP H22 H22 H 0 1 N N N 58.856 17.849 -2.367 4.098 -0.657 -1.860 H22 LHP 53 LHP H23 H23 H 0 1 N N N 60.149 16.714 -1.853 3.152 0.639 -2.645 H23 LHP 54 LHP H24 H24 H 0 1 N N N 61.807 18.177 -2.543 2.856 1.652 -0.571 H24 LHP 55 LHP H25 H25 H 0 1 N N N 59.006 18.704 -5.254 1.261 -1.826 1.298 H25 LHP 56 LHP H26 H26 H 0 1 N N N 60.245 19.901 -5.763 2.737 -1.973 0.314 H26 LHP 57 LHP H27 H27 H 0 1 N N N 60.060 18.359 -6.667 2.763 -1.029 1.823 H27 LHP 58 LHP H28 H28 H 0 1 N N N 60.764 15.444 -8.582 -2.314 -3.327 2.059 H28 LHP 59 LHP H29 H29 H 0 1 N N N 62.020 16.608 -9.123 -0.895 -3.232 0.988 H29 LHP 60 LHP H30 H30 H 0 1 N N N 61.942 14.968 -9.851 -0.932 -2.296 2.502 H30 LHP 61 LHP H31 H31 H 0 1 N N N 59.516 20.198 -3.256 4.329 -0.746 0.627 H31 LHP 62 LHP H32 H32 H 0 1 N N N 61.309 22.005 -2.848 3.203 0.639 2.314 H32 LHP 63 LHP H33 H33 H 0 1 N N N 62.535 20.724 -2.558 4.958 0.929 2.381 H33 LHP 64 LHP H34 H34 H 0 1 N N N 61.810 20.922 -4.190 3.890 2.115 1.594 H34 LHP 65 LHP H35 H35 H 0 1 N N N 59.439 19.175 -1.018 5.559 0.386 -1.248 H35 LHP 66 LHP H36 H36 H 0 1 N N N 61.151 19.648 -0.750 5.425 1.924 -0.362 H36 LHP 67 LHP H37 H37 H 0 1 N N N 60.519 21.983 -0.668 6.647 0.928 1.553 H37 LHP 68 LHP H38 H38 H 0 1 N N N 58.809 21.550 -1.008 6.781 -0.610 0.667 H38 LHP 69 LHP H39 H39 H 0 1 N N N 67.319 10.949 -4.069 -6.453 3.488 -0.889 H39 LHP 70 LHP H40 H40 H 0 1 N N N 68.448 11.059 -5.461 -7.227 2.350 -2.018 H40 LHP 71 LHP H41 H41 H 0 1 N N N 69.501 11.224 -3.436 -9.036 1.946 -0.371 H41 LHP 72 LHP H42 H42 H 0 1 N N N 69.648 12.761 -4.353 -8.262 3.084 0.758 H42 LHP 73 LHP H43 H43 H 0 1 N N N 68.519 12.651 -2.961 -8.923 3.674 -0.786 H43 LHP 74 LHP H44 H44 H 0 1 N N N 59.909 20.310 2.501 9.931 1.119 -0.069 H44 LHP 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 LHP C19 C10 SING N N 1 LHP C1 C10 SING N N 2 LHP C1 C2 SING N N 3 LHP C10 C5 SING N N 4 LHP C10 C9 SING N N 5 LHP C5 C6 SING N N 6 LHP C5 C4 SING N N 7 LHP C2 C3 SING N N 8 LHP C3 C4 SING N N 9 LHP C3 O3 SING N N 10 LHP C6 C7 SING N N 11 LHP C11 C9 SING N N 12 LHP C11 C12 SING N N 13 LHP C9 C8 SING N N 14 LHP O25 C26 DOUB N N 15 LHP O3 C26 SING N N 16 LHP C8 C7 SING N N 17 LHP C8 C14 SING N N 18 LHP C26 C27 SING N N 19 LHP C18 C13 SING N N 20 LHP C12 C13 SING N N 21 LHP C27 C28 SING N N 22 LHP C13 C14 SING N N 23 LHP C13 C17 SING N N 24 LHP C14 C15 SING N N 25 LHP C15 C16 SING N N 26 LHP C21 C20 SING N N 27 LHP C17 C20 SING N N 28 LHP C17 C16 SING N N 29 LHP C20 C22 SING N N 30 LHP C22 C23 SING N N 31 LHP C23 C24 SING N N 32 LHP C24 OT1 DOUB N N 33 LHP C24 OT2 SING N N 34 LHP C1 H1 SING N N 35 LHP C1 H2 SING N N 36 LHP C2 H3 SING N N 37 LHP C2 H4 SING N N 38 LHP C3 H5 SING N N 39 LHP C4 H6 SING N N 40 LHP C4 H7 SING N N 41 LHP C5 H8 SING N N 42 LHP C6 H9 SING N N 43 LHP C6 H10 SING N N 44 LHP C7 H11 SING N N 45 LHP C7 H12 SING N N 46 LHP C8 H13 SING N N 47 LHP C9 H14 SING N N 48 LHP C11 H15 SING N N 49 LHP C11 H16 SING N N 50 LHP C12 H17 SING N N 51 LHP C12 H18 SING N N 52 LHP C14 H19 SING N N 53 LHP C15 H20 SING N N 54 LHP C15 H21 SING N N 55 LHP C16 H22 SING N N 56 LHP C16 H23 SING N N 57 LHP C17 H24 SING N N 58 LHP C18 H25 SING N N 59 LHP C18 H26 SING N N 60 LHP C18 H27 SING N N 61 LHP C19 H28 SING N N 62 LHP C19 H29 SING N N 63 LHP C19 H30 SING N N 64 LHP C20 H31 SING N N 65 LHP C21 H32 SING N N 66 LHP C21 H33 SING N N 67 LHP C21 H34 SING N N 68 LHP C22 H35 SING N N 69 LHP C22 H36 SING N N 70 LHP C23 H37 SING N N 71 LHP C23 H38 SING N N 72 LHP C27 H39 SING N N 73 LHP C27 H40 SING N N 74 LHP C28 H41 SING N N 75 LHP C28 H42 SING N N 76 LHP C28 H43 SING N N 77 LHP OT2 H44 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 LHP SMILES ACDLabs 12.01 "O=C(O)CCC(C4C3(C(C2C(C1(CCC(OC(=O)CC)CC1CC2)C)CC3)CC4)C)C" LHP InChI InChI 1.03 "InChI=1S/C27H44O4/c1-5-25(30)31-19-12-14-26(3)18(16-19)7-8-20-22-10-9-21(17(2)6-11-24(28)29)27(22,4)15-13-23(20)26/h17-23H,5-16H2,1-4H3,(H,28,29)/t17-,18-,19-,20+,21-,22+,23+,26+,27-/m1/s1" LHP InChIKey InChI 1.03 RDIKLWFVJHJCMN-RMXYKXGFSA-N LHP SMILES_CANONICAL CACTVS 3.370 "CCC(=O)O[C@@H]1CC[C@@]2(C)[C@H](CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCC(O)=O)[C@@]4(C)CC[C@H]23)C1" LHP SMILES CACTVS 3.370 "CCC(=O)O[CH]1CC[C]2(C)[CH](CC[CH]3[CH]4CC[CH]([CH](C)CCC(O)=O)[C]4(C)CC[CH]23)C1" LHP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC(=O)O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4[C@H](C)CCC(=O)O)C)C" LHP SMILES "OpenEye OEToolkits" 1.7.6 "CCC(=O)OC1CCC2(C(C1)CCC3C2CCC4(C3CCC4C(C)CCC(=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 LHP "SYSTEMATIC NAME" ACDLabs 12.01 "(3beta,5beta,9beta)-3-(propanoyloxy)cholan-24-oic acid" LHP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-propanoyloxy-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 LHP "Create component" 2013-02-08 PDBJ LHP "Initial release" 2013-06-26 RCSB LHP "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LHP _pdbx_chem_comp_synonyms.name "Lithocholic acid propionate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##