data_114 # _chem_comp.id 114 _chem_comp.name ;(3R,5R)-3,5-dihydroxy-7-[(1S,2S,8S,8aR)-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]h eptanoic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H36 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Hydrolyzed Compactin; Hydrolyzed Mevastatin" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-01-15 _chem_comp.pdbx_modified_date 2020-06-17 _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 408.528 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 114 _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 1HW8 _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 114 O1A O1A O 0 1 N N N 31.877 -2.991 -5.232 6.554 0.573 0.039 O1A 114 1 114 O1B O1B O 0 1 N N N 33.694 -3.713 -6.436 7.858 -0.955 -0.882 O1B 114 2 114 O3 O3 O 0 1 N N N 30.332 -5.055 -7.496 4.352 -0.481 1.317 O3 114 3 114 O5 O5 O 0 1 N N N 30.185 -9.212 -8.255 1.738 -0.526 1.474 O5 114 4 114 O14 O14 O 0 1 N N N 32.615 -6.188 -13.338 -2.037 1.189 -0.193 O14 114 5 114 O18 O18 O 0 1 N N N 30.379 -5.576 -13.328 -2.488 3.020 0.960 O18 114 6 114 C1 C1 C 0 1 N N N 32.610 -3.942 -5.856 6.657 -0.518 -0.470 C1 114 7 114 C2 C2 C 0 1 N N N 31.961 -5.333 -5.769 5.439 -1.387 -0.642 C2 114 8 114 C3 C3 C 0 1 N N R 31.445 -5.852 -7.120 4.210 -0.658 -0.094 C3 114 9 114 C4 C4 C 0 1 N N N 30.987 -7.314 -7.043 2.956 -1.486 -0.380 C4 114 10 114 C5 C5 C 0 1 N N R 30.773 -7.933 -8.439 1.717 -0.702 0.056 C5 114 11 114 C6 C6 C 0 1 N N N 32.110 -8.085 -9.164 0.458 -1.474 -0.344 C6 114 12 114 C7 C7 C 0 1 N N N 31.977 -8.372 -10.674 -0.780 -0.634 -0.021 C7 114 13 114 C8 C8 C 0 1 N N S 33.341 -8.446 -11.398 -2.039 -1.406 -0.420 C8 114 14 114 C9 C9 C 0 1 N N S 34.365 -9.478 -10.769 -1.883 -2.878 -0.033 C9 114 15 114 C10 C10 C 0 1 N N N 35.677 -9.478 -11.565 -3.174 -3.626 -0.165 C10 114 16 114 C11 C11 C 0 1 N N N 35.781 -9.069 -12.867 -4.364 -3.052 -0.205 C11 114 17 114 C12 C12 C 0 1 N N N 34.712 -8.625 -13.597 -4.470 -1.577 -0.135 C12 114 18 114 C17 C17 C 0 1 N N N 34.907 -8.227 -14.890 -5.605 -0.992 -0.468 C17 114 19 114 C16 C16 C 0 1 N N N 33.797 -7.699 -15.818 -5.730 0.510 -0.467 C16 114 20 114 C15 C15 C 0 1 N N N 32.348 -7.775 -15.242 -4.366 1.091 -0.864 C15 114 21 114 C14 C14 C 0 1 N N S 32.293 -7.573 -13.693 -3.339 0.669 0.185 C14 114 22 114 C13 C13 C 0 1 N N R 33.279 -8.562 -12.971 -3.249 -0.831 0.318 C13 114 23 114 C9A C9A C 0 1 N N N 33.849 -10.923 -10.749 -1.401 -2.964 1.416 C9A 114 24 114 C18 C18 C 0 1 N N N 31.566 -5.291 -13.186 -1.711 2.408 0.266 C18 114 25 114 C19 C19 C 0 1 N N S 32.050 -3.864 -12.815 -0.376 3.012 -0.085 C19 114 26 114 C20 C20 C 0 1 N N N 33.160 -3.848 -11.724 -0.257 4.395 0.559 C20 114 27 114 C21 C21 C 0 1 N N N 32.688 -3.807 -10.252 1.144 4.956 0.307 C21 114 28 114 C22 C22 C 0 1 N N N 30.887 -2.877 -12.497 -0.260 3.146 -1.605 C22 114 29 114 H1B H1B H 0 1 N N N 33.903 -2.789 -6.364 8.610 -0.362 -0.750 H1B 114 30 114 HO3 HO3 H 0 1 N N N 29.994 -5.357 -8.331 4.437 -1.308 1.811 HO3 114 31 114 HO5 HO5 H 0 1 N N N 30.041 -9.619 -9.101 1.742 -1.355 1.972 HO5 114 32 114 H21 H21 H 0 1 N N N 32.708 -6.043 -5.385 5.292 -1.601 -1.701 H21 114 33 114 H22 H22 H 0 1 N N N 31.114 -5.279 -5.070 5.579 -2.322 -0.098 H22 114 34 114 H3 H3 H 0 1 N N N 32.250 -5.768 -7.865 4.121 0.315 -0.575 H3 114 35 114 H41 H41 H 0 1 N N N 31.753 -7.897 -6.511 2.896 -1.696 -1.448 H41 114 36 114 H42 H42 H 0 1 N N N 30.039 -7.359 -6.487 3.005 -2.424 0.173 H42 114 37 114 H5 H5 H 0 1 N N N 30.112 -7.279 -9.027 1.714 0.274 -0.431 H5 114 38 114 H61 H61 H 0 1 N N N 32.679 -7.152 -9.038 0.485 -1.685 -1.413 H61 114 39 114 H62 H62 H 0 1 N N N 32.662 -8.917 -8.701 0.415 -2.411 0.211 H62 114 40 114 H71 H71 H 0 1 N N N 31.459 -9.334 -10.804 -0.807 -0.423 1.048 H71 114 41 114 H72 H72 H 0 1 N N N 31.380 -7.569 -11.132 -0.737 0.304 -0.575 H72 114 42 114 H8 H8 H 0 1 N N N 33.803 -7.464 -11.217 -2.191 -1.325 -1.496 H8 114 43 114 H9 H9 H 0 1 N N N 34.578 -9.164 -9.736 -1.137 -3.338 -0.682 H9 114 44 114 H10 H10 H 0 1 N N N 36.572 -9.821 -11.068 -3.129 -4.703 -0.232 H10 114 45 114 H11 H11 H 0 1 N N N 36.751 -9.098 -13.340 -5.255 -3.657 -0.288 H11 114 46 114 H17 H17 H 0 1 N N N 35.909 -8.287 -15.289 -6.455 -1.597 -0.746 H17 114 47 114 H161 H161 H 0 0 N N N 34.017 -6.645 -16.044 -6.488 0.819 -1.187 H161 114 48 114 H162 H162 H 0 0 N N N 33.824 -8.287 -16.747 -6.003 0.857 0.530 H162 114 49 114 H151 H151 H 0 0 N N N 31.740 -6.992 -15.719 -4.073 0.704 -1.840 H151 114 50 114 H152 H152 H 0 0 N N N 31.927 -8.763 -15.481 -4.426 2.178 -0.903 H152 114 51 114 H14 H14 H 0 1 N N N 31.272 -7.806 -13.355 -3.624 1.093 1.148 H14 114 52 114 H13 H13 H 0 1 N N N 32.853 -9.559 -13.156 -3.113 -1.048 1.378 H13 114 53 114 H9A1 H9A1 H 0 0 N N N 34.610 -11.579 -10.301 -2.132 -2.488 2.071 H9A1 114 54 114 H9A2 H9A2 H 0 0 N N N 32.925 -10.974 -10.154 -1.288 -4.010 1.700 H9A2 114 55 114 H9A3 H9A3 H 0 0 N N N 33.642 -11.252 -11.778 -0.442 -2.455 1.512 H9A3 114 56 114 H19 H19 H 0 1 N N N 32.527 -3.470 -13.724 0.423 2.369 0.285 H19 114 57 114 H201 H201 H 0 0 N N N 33.768 -4.756 -11.854 -1.000 5.063 0.123 H201 114 58 114 H202 H202 H 0 0 N N N 33.785 -2.960 -11.898 -0.428 4.312 1.632 H202 114 59 114 H211 H211 H 0 0 N N N 33.563 -3.799 -9.586 1.229 5.941 0.766 H211 114 60 114 H212 H212 H 0 0 N N N 32.091 -2.898 -10.084 1.887 4.287 0.743 H212 114 61 114 H213 H213 H 0 0 N N N 32.073 -4.694 -10.039 1.315 5.039 -0.766 H213 114 62 114 H221 H221 H 0 0 N N N 31.302 -1.890 -12.244 0.706 3.583 -1.859 H221 114 63 114 H222 H222 H 0 0 N N N 30.233 -2.785 -13.377 -0.345 2.161 -2.064 H222 114 64 114 H223 H223 H 0 0 N N N 30.304 -3.259 -11.646 -1.059 3.789 -1.975 H223 114 65 # # 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 114 O1A C1 DOUB N N 1 114 O1B C1 SING N N 2 114 O1B H1B SING N N 3 114 O3 C3 SING N N 4 114 O3 HO3 SING N N 5 114 O5 C5 SING N N 6 114 O5 HO5 SING N N 7 114 O14 C14 SING N N 8 114 O14 C18 SING N N 9 114 O18 C18 DOUB N N 10 114 C1 C2 SING N N 11 114 C2 C3 SING N N 12 114 C2 H21 SING N N 13 114 C2 H22 SING N N 14 114 C3 C4 SING N N 15 114 C3 H3 SING N N 16 114 C4 C5 SING N N 17 114 C4 H41 SING N N 18 114 C4 H42 SING N N 19 114 C5 C6 SING N N 20 114 C5 H5 SING N N 21 114 C6 C7 SING N N 22 114 C6 H61 SING N N 23 114 C6 H62 SING N N 24 114 C7 C8 SING N N 25 114 C7 H71 SING N N 26 114 C7 H72 SING N N 27 114 C8 C9 SING N N 28 114 C8 C13 SING N N 29 114 C8 H8 SING N N 30 114 C9 C10 SING N N 31 114 C9 C9A SING N N 32 114 C9 H9 SING N N 33 114 C10 C11 DOUB N N 34 114 C10 H10 SING N N 35 114 C11 C12 SING N N 36 114 C11 H11 SING N N 37 114 C12 C17 DOUB N N 38 114 C12 C13 SING N N 39 114 C17 C16 SING N N 40 114 C17 H17 SING N N 41 114 C16 C15 SING N N 42 114 C16 H161 SING N N 43 114 C16 H162 SING N N 44 114 C15 C14 SING N N 45 114 C15 H151 SING N N 46 114 C15 H152 SING N N 47 114 C14 C13 SING N N 48 114 C14 H14 SING N N 49 114 C13 H13 SING N N 50 114 C9A H9A1 SING N N 51 114 C9A H9A2 SING N N 52 114 C9A H9A3 SING N N 53 114 C18 C19 SING N N 54 114 C19 C20 SING N N 55 114 C19 C22 SING N N 56 114 C19 H19 SING N N 57 114 C20 C21 SING N N 58 114 C20 H201 SING N N 59 114 C20 H202 SING N N 60 114 C21 H211 SING N N 61 114 C21 H212 SING N N 62 114 C21 H213 SING N N 63 114 C22 H221 SING N N 64 114 C22 H222 SING N N 65 114 C22 H223 SING N N 66 # # 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 114 SMILES ACDLabs 12.01 "O=C(O)CC(O)CC(O)CCC2C(C=CC1=CCCC(OC(=O)C(C)CC)C12)C" 114 InChI InChI 1.03 "InChI=1S/C23H36O6/c1-4-14(2)23(28)29-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-17(24)12-18(25)13-21(26)27/h6,8-9,14-15,17-20,22,24-25H,4-5,7,10-13H2,1-3H3,(H,26,27)/t14-,15-,17+,18+,19-,20-,22-/m0/s1" 114 InChIKey InChI 1.03 BOZILQFLQYBIIY-INTXDZFKSA-N 114 SMILES_CANONICAL CACTVS 3.370 "CC[C@H](C)C(=O)O[C@H]1CCC=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@@H]12" 114 SMILES CACTVS 3.370 "CC[CH](C)C(=O)O[CH]1CCC=C2C=C[CH](C)[CH](CC[CH](O)C[CH](O)CC(O)=O)[CH]12" 114 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@H](C)C(=O)O[C@H]1CCC=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@H](C[C@H](CC(=O)O)O)O" 114 SMILES "OpenEye OEToolkits" 1.7.6 "CCC(C)C(=O)OC1CCC=C2C1C(C(C=C2)C)CCC(CC(CC(=O)O)O)O" # # 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 114 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,5R)-3,5-dihydroxy-7-[(1S,2S,8S,8aR)-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid" 114 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R,5R)-7-[(1S,2S,8S,8aR)-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-bis(oxidanyl)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 114 "Create component" 2001-01-15 PDBJ 114 "Modify descriptor" 2011-06-04 RCSB 114 "Modify name" 2014-03-04 RCSB 114 "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 114 "Hydrolyzed Compactin" ? ? 2 114 "Hydrolyzed Mevastatin" ? ? ##