data_A9S # _chem_comp.id A9S _chem_comp.name "(2Z,4E)-5-[(1R)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H20 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-27 _chem_comp.pdbx_modified_date 2013-07-19 _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 264.317 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A9S _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 4JDA _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 A9S O3 O3 O 0 1 N N N 48.423 -76.259 12.184 3.161 1.278 0.692 O3 A9S 1 A9S C10 C10 C 0 1 N N N 48.247 -76.590 13.364 4.097 0.567 0.380 C10 A9S 2 A9S O1 O1 O 0 1 N N N 48.546 -77.751 13.732 5.345 0.874 0.792 O1 A9S 3 A9S C11 C11 C 0 1 N N N 47.647 -75.560 14.247 3.877 -0.589 -0.411 C11 A9S 4 A9S C12 C12 C 0 1 N N N 47.265 -75.748 15.520 2.615 -0.977 -0.705 C12 A9S 5 A9S C15 C15 C 0 1 N N N 46.647 -74.565 16.220 2.378 -2.074 -1.712 C15 A9S 6 A9S C8 C8 C 0 1 N N N 47.463 -77.048 16.221 1.479 -0.332 -0.046 C8 A9S 7 A9S C9 C9 C 0 1 N N N 47.162 -77.227 17.509 0.233 -0.628 -0.423 C9 A9S 8 A9S C5 C5 C 0 1 N N R 47.398 -78.552 18.189 -0.937 0.036 0.257 C5 A9S 9 A9S O4 O4 O 0 1 N N N 48.056 -79.464 17.316 -0.451 0.918 1.271 O4 A9S 10 A9S C6 C6 C 0 1 N N N 48.262 -78.428 19.447 -1.721 0.846 -0.775 C6 A9S 11 A9S C14 C14 C 0 1 N N N 49.575 -77.729 19.121 -2.084 -0.050 -1.961 C14 A9S 12 A9S C13 C13 C 0 1 N N N 48.630 -79.812 19.981 -0.867 2.019 -1.262 C13 A9S 13 A9S C1 C1 C 0 1 N N N 47.542 -77.630 20.528 -3.003 1.381 -0.122 C1 A9S 14 A9S C4 C4 C 0 1 N N N 46.036 -79.108 18.483 -1.799 -1.015 0.890 C4 A9S 15 A9S C7 C7 C 0 1 N N N 45.294 -79.803 17.379 -1.129 -2.203 1.529 C7 A9S 16 A9S C3 C3 C 0 1 N N N 45.484 -78.972 19.701 -3.125 -0.949 0.915 C3 A9S 17 A9S C2 C2 C 0 1 N N N 46.177 -78.234 20.774 -3.828 0.182 0.299 C2 A9S 18 A9S O2 O2 O 0 1 N N N 45.639 -78.110 21.861 -5.030 0.157 0.133 O2 A9S 19 A9S H1 H1 H 0 1 N N N 48.889 -78.239 12.993 5.394 1.677 1.329 H1 A9S 20 A9S H2 H2 H 0 1 N N N 47.505 -74.574 13.830 4.717 -1.160 -0.779 H2 A9S 21 A9S H3 H3 H 0 1 N N N 46.379 -74.846 17.249 2.361 -3.037 -1.202 H3 A9S 22 A9S H4 H4 H 0 1 N N N 47.368 -73.735 16.243 1.423 -1.910 -2.211 H4 A9S 23 A9S H5 H5 H 0 1 N N N 45.743 -74.250 15.679 3.180 -2.068 -2.450 H5 A9S 24 A9S H6 H6 H 0 1 N N N 47.867 -77.880 15.664 1.648 0.383 0.745 H6 A9S 25 A9S H7 H7 H 0 1 N N N 46.742 -76.408 18.074 0.064 -1.343 -1.214 H7 A9S 26 A9S H8 H8 H 0 1 N N N 48.194 -80.290 17.765 0.069 0.478 1.958 H8 A9S 27 A9S H9 H9 H 0 1 N N N 50.184 -77.647 20.033 -2.695 -0.883 -1.613 H9 A9S 28 A9S H10 H10 H 0 1 N N N 50.123 -78.312 18.366 -2.643 0.529 -2.696 H10 A9S 29 A9S H11 H11 H 0 1 N N N 49.367 -76.723 18.728 -1.172 -0.434 -2.418 H11 A9S 30 A9S H12 H12 H 0 1 N N N 49.250 -79.705 20.883 0.046 1.638 -1.719 H12 A9S 31 A9S H13 H13 H 0 1 N N N 47.712 -80.365 20.230 -1.428 2.595 -1.998 H13 A9S 32 A9S H14 H14 H 0 1 N N N 49.193 -80.363 19.213 -0.612 2.658 -0.417 H14 A9S 33 A9S H15 H15 H 0 1 N N N 48.129 -77.659 21.458 -2.752 1.983 0.752 H15 A9S 34 A9S H16 H16 H 0 1 N N N 47.428 -76.587 20.199 -3.562 1.982 -0.839 H16 A9S 35 A9S H17 H17 H 0 1 N N N 44.320 -80.150 17.753 -0.925 -1.985 2.577 H17 A9S 36 A9S H18 H18 H 0 1 N N N 45.138 -79.103 16.545 -1.784 -3.071 1.459 H18 A9S 37 A9S H19 H19 H 0 1 N N N 45.881 -80.665 17.029 -0.192 -2.412 1.013 H19 A9S 38 A9S H20 H20 H 0 1 N N N 44.517 -79.410 19.897 -3.691 -1.735 1.392 H20 A9S 39 # 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 A9S O3 C10 DOUB N N 1 A9S C10 O1 SING N N 2 A9S C10 C11 SING N N 3 A9S C11 C12 DOUB N Z 4 A9S C12 C15 SING N N 5 A9S C12 C8 SING N N 6 A9S C8 C9 DOUB N E 7 A9S O4 C5 SING N N 8 A9S C7 C4 SING N N 9 A9S C9 C5 SING N N 10 A9S C5 C4 SING N N 11 A9S C5 C6 SING N N 12 A9S C4 C3 DOUB N N 13 A9S C14 C6 SING N N 14 A9S C6 C13 SING N N 15 A9S C6 C1 SING N N 16 A9S C3 C2 SING N N 17 A9S C1 C2 SING N N 18 A9S C2 O2 DOUB N N 19 A9S O1 H1 SING N N 20 A9S C11 H2 SING N N 21 A9S C15 H3 SING N N 22 A9S C15 H4 SING N N 23 A9S C15 H5 SING N N 24 A9S C8 H6 SING N N 25 A9S C9 H7 SING N N 26 A9S O4 H8 SING N N 27 A9S C14 H9 SING N N 28 A9S C14 H10 SING N N 29 A9S C14 H11 SING N N 30 A9S C13 H12 SING N N 31 A9S C13 H13 SING N N 32 A9S C13 H14 SING N N 33 A9S C1 H15 SING N N 34 A9S C1 H16 SING N N 35 A9S C7 H17 SING N N 36 A9S C7 H18 SING N N 37 A9S C7 H19 SING N N 38 A9S C3 H20 SING N N 39 # 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 A9S SMILES ACDLabs 12.01 "O=C(O)\C=C(/C=C/C1(O)C(=CC(=O)CC1(C)C)C)C" A9S InChI InChI 1.03 "InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7-/t15-/m0/s1" A9S InChIKey InChI 1.03 JLIDBLDQVAYHNE-QHFMCZIYSA-N A9S SMILES_CANONICAL CACTVS 3.370 "CC(/C=C/[C@]1(O)C(=CC(=O)CC1(C)C)C)=C/C(O)=O" A9S SMILES CACTVS 3.370 "CC(C=C[C]1(O)C(=CC(=O)CC1(C)C)C)=CC(O)=O" A9S SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CC(=O)CC([C@@]1(/C=C/C(=C\C(=O)O)/C)O)(C)C" A9S SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CC(=O)CC(C1(C=CC(=CC(=O)O)C)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 A9S "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z,4E)-5-[(1R)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid" A9S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2Z,4E)-3-methyl-5-[(1R)-2,6,6-trimethyl-1-oxidanyl-4-oxidanylidene-cyclohex-2-en-1-yl]penta-2,4-dienoic 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 A9S "Create component" 2013-02-27 PDBJ A9S "Initial release" 2013-07-24 RCSB #