data_6OC # _chem_comp.id 6OC _chem_comp.name "(8R,9Z,12Z)-8-hydroxy-6-oxooctadeca-9,12-dienoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C18 H30 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-02 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 310.428 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6OC _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 2VV4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 6OC C18 C18 C 0 1 N N N 14.616 22.867 7.941 -6.347 5.013 0.411 C18 6OC 1 6OC C17 C17 C 0 1 N N N 13.219 22.299 8.068 -6.440 3.722 -0.404 C17 6OC 2 6OC C16 C16 C 0 1 N N N 13.069 21.503 9.359 -5.856 2.563 0.407 C16 6OC 3 6OC C15 C15 C 0 1 N N N 13.123 20.004 9.086 -5.949 1.272 -0.408 C15 6OC 4 6OC C14 C14 C 0 1 N N N 14.515 19.449 9.363 -5.364 0.114 0.404 C14 6OC 5 6OC C13 C13 C 0 1 N N N 14.442 17.946 9.485 -5.456 -1.158 -0.399 C13 6OC 6 6OC C12 C12 C 0 1 N N N 15.147 17.319 10.423 -4.389 -1.897 -0.579 C12 6OC 7 6OC C11 C11 C 0 1 N N N 16.020 18.112 11.366 -3.114 -1.572 0.156 C11 6OC 8 6OC C10 C10 C 0 1 N N N 17.433 18.148 10.834 -2.636 -2.795 0.896 C10 6OC 9 6OC C9 C9 C 0 1 N N N 18.460 17.974 11.661 -1.406 -3.218 0.736 C9 6OC 10 6OC C8 C8 C 0 1 N N R 18.213 17.741 13.132 -0.421 -2.391 -0.049 C8 6OC 11 6OC C7 C7 C 0 1 N N N 18.935 16.473 13.573 0.845 -2.181 0.783 C7 6OC 12 6OC C6 C6 C 0 1 N N N 18.657 16.219 15.036 1.780 -1.253 0.049 C6 6OC 13 6OC O3 O3 O 0 1 N N N 17.549 15.856 15.395 1.465 -0.807 -1.028 O3 6OC 14 6OC C5 C5 C 0 1 N N N 19.757 16.416 16.051 3.107 -0.883 0.660 C5 6OC 15 6OC C4 C4 C 0 1 N N N 19.243 16.043 17.436 3.856 0.062 -0.282 C4 6OC 16 6OC C3 C3 C 0 1 N N N 18.180 17.029 17.907 5.203 0.438 0.338 C3 6OC 17 6OC C2 C2 C 0 1 N N N 18.806 18.362 18.297 5.952 1.383 -0.603 C2 6OC 18 6OC C1 C1 C 0 1 N N N 19.008 18.405 19.793 7.279 1.753 0.007 C1 6OC 19 6OC O1 O1 O 0 1 N N N 20.098 18.826 20.236 7.594 1.307 1.085 O1 6OC 20 6OC O2 O2 O 0 1 N N N 18.077 18.018 20.532 8.111 2.579 -0.646 O2 6OC 21 6OC OXT OXT O 0 1 N Y N 18.956 19.146 14.024 -0.088 -3.071 -1.261 OXT 6OC 22 6OC H181 1H18 H 0 0 N N N 14.861 23.005 6.878 -6.763 5.838 -0.167 H181 6OC 23 6OC H182 2H18 H 0 0 N N N 14.666 23.837 8.457 -6.909 4.899 1.338 H182 6OC 24 6OC H183 3H18 H 0 0 N N N 15.337 22.172 8.396 -5.303 5.222 0.643 H183 6OC 25 6OC H171 1H17 H 0 0 N N N 12.495 23.127 8.072 -7.484 3.512 -0.636 H171 6OC 26 6OC H172 2H17 H 0 0 N N N 13.034 21.627 7.217 -5.878 3.836 -1.331 H172 6OC 27 6OC H161 1H16 H 0 0 N N N 13.888 21.772 10.042 -4.812 2.773 0.639 H161 6OC 28 6OC H162 2H16 H 0 0 N N N 12.094 21.743 9.809 -6.418 2.449 1.334 H162 6OC 29 6OC H151 1H15 H 0 0 N N N 12.399 19.495 9.739 -6.993 1.063 -0.639 H151 6OC 30 6OC H152 2H15 H 0 0 N N N 12.880 19.830 8.027 -5.386 1.386 -1.334 H152 6OC 31 6OC H141 1H14 H 0 0 N N N 15.188 19.718 8.536 -4.320 0.323 0.635 H141 6OC 32 6OC H142 2H14 H 0 0 N N N 14.900 19.875 10.301 -5.926 -0.001 1.331 H142 6OC 33 6OC H13 H13 H 0 1 N N N 13.817 17.379 8.810 -6.400 -1.461 -0.826 H13 6OC 34 6OC H12 H12 H 0 1 N N N 15.095 16.244 10.510 -4.423 -2.739 -1.255 H12 6OC 35 6OC H111 1H11 H 0 0 N N N 15.633 19.138 11.448 -2.353 -1.259 -0.558 H111 6OC 36 6OC H112 2H11 H 0 0 N N N 16.014 17.637 12.358 -3.300 -0.767 0.866 H112 6OC 37 6OC H10 H10 H 0 1 N N N 17.610 18.315 9.782 -3.306 -3.322 1.559 H10 6OC 38 6OC H9 H9 H 0 1 N N N 19.470 17.999 11.280 -1.099 -4.159 1.167 H9 6OC 39 6OC H8 H8 H 0 1 N N N 17.136 17.645 13.334 -0.865 -1.424 -0.285 H8 6OC 40 6OC H7C1 1H7C H 0 0 N N N 18.576 15.620 12.978 0.580 -1.742 1.745 H7C1 6OC 41 6OC H7C2 2H7C H 0 0 N N N 20.018 16.595 13.421 1.338 -3.140 0.944 H7C2 6OC 42 6OC H5C1 1H5C H 0 0 N N N 20.613 15.775 15.793 2.942 -0.388 1.616 H5C1 6OC 43 6OC H5C2 2H5C H 0 0 N N N 20.073 17.469 16.049 3.700 -1.785 0.816 H5C2 6OC 44 6OC H4C1 1H4C H 0 0 N N N 18.803 15.036 17.395 4.021 -0.433 -1.238 H4C1 6OC 45 6OC H4C2 2H4C H 0 0 N N N 20.085 16.070 18.143 3.263 0.964 -0.437 H4C2 6OC 46 6OC H3C1 1H3C H 0 0 N N N 17.461 17.197 17.091 5.038 0.933 1.295 H3C1 6OC 47 6OC H3C2 2H3C H 0 0 N N N 17.675 16.607 18.788 5.795 -0.464 0.494 H3C2 6OC 48 6OC H2C1 1H2C H 0 0 N N N 19.777 18.472 17.793 6.117 0.888 -1.560 H2C1 6OC 49 6OC H2C2 2H2C H 0 0 N N N 18.140 19.183 17.993 5.359 2.285 -0.759 H2C2 6OC 50 6OC H2 H2 H 0 1 N N N 18.339 18.100 21.441 8.951 2.787 -0.215 H2 6OC 51 6OC HOT1 1HOT H 0 0 N N N 19.085 18.910 14.935 0.313 -3.941 -1.126 HOT1 6OC 52 # 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 6OC C18 C17 SING N N 1 6OC C17 C16 SING N N 2 6OC C16 C15 SING N N 3 6OC C15 C14 SING N N 4 6OC C14 C13 SING N N 5 6OC C13 C12 DOUB N N 6 6OC C12 C11 SING N N 7 6OC C11 C10 SING N N 8 6OC C10 C9 DOUB N N 9 6OC C9 C8 SING N N 10 6OC C8 C7 SING N N 11 6OC C7 C6 SING N N 12 6OC C6 O3 DOUB N N 13 6OC C6 C5 SING N N 14 6OC C5 C4 SING N N 15 6OC C4 C3 SING N N 16 6OC C3 C2 SING N Z 17 6OC C2 C1 SING N N 18 6OC C1 O1 DOUB N N 19 6OC C1 O2 SING N N 20 6OC C18 H181 SING N N 21 6OC C18 H182 SING N N 22 6OC C18 H183 SING N N 23 6OC C17 H171 SING N Z 24 6OC C17 H172 SING N N 25 6OC C16 H161 SING N N 26 6OC C16 H162 SING N N 27 6OC C15 H151 SING N N 28 6OC C15 H152 SING N N 29 6OC C14 H141 SING N N 30 6OC C14 H142 SING N N 31 6OC C13 H13 SING N N 32 6OC C12 H12 SING N N 33 6OC C11 H111 SING N N 34 6OC C11 H112 SING N N 35 6OC C10 H10 SING N N 36 6OC C9 H9 SING N N 37 6OC C8 H8 SING N N 38 6OC C7 H7C1 SING N N 39 6OC C7 H7C2 SING N N 40 6OC C5 H5C1 SING N N 41 6OC C5 H5C2 SING N N 42 6OC C4 H4C1 SING N N 43 6OC C4 H4C2 SING N N 44 6OC C3 H3C1 SING N N 45 6OC C3 H3C2 SING N N 46 6OC C2 H2C1 SING N N 47 6OC C2 H2C2 SING N N 48 6OC O2 H2 SING N N 49 6OC OXT HOT1 SING N N 50 6OC OXT C8 SING N N 51 # 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 6OC SMILES ACDLabs 10.04 "O=C(O)CCCCC(=O)CC(O)\C=C/C\C=C/CCCCC" 6OC SMILES_CANONICAL CACTVS 3.341 "CCCCC\C=C/C/C=C\[C@H](O)CC(=O)CCCCC(O)=O" 6OC SMILES CACTVS 3.341 "CCCCCC=CCC=C[CH](O)CC(=O)CCCCC(O)=O" 6OC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCC\C=C/C\C=C/[C@@H](CC(=O)CCCCC(=O)O)O" 6OC SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCC=CCC=CC(CC(=O)CCCCC(=O)O)O" 6OC InChI InChI 1.03 "InChI=1S/C18H30O4/c1-2-3-4-5-6-7-8-9-12-16(19)15-17(20)13-10-11-14-18(21)22/h6-7,9,12,16,19H,2-5,8,10-11,13-15H2,1H3,(H,21,22)/b7-6-,12-9-/t16-/m0/s1" 6OC InChIKey InChI 1.03 MLHUENSFQCPBQH-ZBKJIUGYSA-N # 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 6OC "SYSTEMATIC NAME" ACDLabs 10.04 "(8R,9Z,12Z)-8-hydroxy-6-oxooctadeca-9,12-dienoic acid" 6OC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(8R,9Z,12Z)-8-hydroxy-6-oxo-octadeca-9,12-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 6OC "Create component" 2008-06-02 EBI 6OC "Modify descriptor" 2011-06-04 RCSB #