data_R12 # _chem_comp.id R12 _chem_comp.name "(2E,4E,6E,8E)-9-(4-hydroxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-10-25 _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 312.403 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R12 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3CBS _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 R12 C1 C1 C 0 1 Y N N 15.589 -7.179 23.572 -5.926 -0.792 0.257 C1 R12 1 R12 C2 C2 C 0 1 Y N N 15.484 -5.818 23.483 -5.594 0.541 0.468 C2 R12 2 R12 C3 C3 C 0 1 Y N N 16.507 -5.047 22.923 -4.319 0.985 0.201 C3 R12 3 R12 C4 C4 C 0 1 Y N N 17.672 -5.700 22.450 -3.355 0.091 -0.285 C4 R12 4 R12 C5 C5 C 0 1 Y N N 17.786 -7.109 22.539 -3.696 -1.250 -0.495 C5 R12 5 R12 C6 C6 C 0 1 Y N N 16.727 -7.864 23.113 -4.973 -1.685 -0.219 C6 R12 6 R12 C7 C7 C 0 1 N N N 18.779 -4.913 21.853 -1.995 0.561 -0.577 C7 R12 7 R12 C8 C8 C 0 1 N N N 18.696 -4.074 20.824 -0.925 -0.114 -0.088 C8 R12 8 R12 C9 C9 C 0 1 N N N 19.738 -3.284 20.272 0.378 0.336 -0.369 C9 R12 9 R12 C10 C10 C 0 1 N N N 19.380 -2.371 19.362 1.454 -0.343 0.123 C10 R12 10 R12 C11 C11 C 0 1 N N N 20.246 -1.569 18.569 2.754 0.106 -0.156 C11 R12 11 R12 C12 C12 C 0 1 N N N 19.793 -0.685 17.686 3.831 -0.574 0.336 C12 R12 12 R12 C13 C13 C 0 1 N N N 20.577 0.143 16.849 5.130 -0.125 0.057 C13 R12 13 R12 C14 C14 C 0 1 N N N 19.924 1.037 15.952 6.207 -0.804 0.548 C14 R12 14 R12 C15 C15 C 0 1 N N N 20.447 1.982 14.987 7.500 -0.259 0.425 C15 R12 15 R12 C18 C18 C 0 1 N N N 22.068 0.067 16.904 5.337 1.106 -0.787 C18 R12 16 R12 C19 C19 C 0 1 N N N 21.172 -3.486 20.702 0.585 1.568 -1.212 C19 R12 17 R12 C20 C20 C 0 1 N N N 19.029 -7.805 22.030 -2.666 -2.218 -1.018 C20 R12 18 R12 C23 C23 C 0 1 N N N 16.318 -3.552 22.860 -3.960 2.431 0.430 C23 R12 19 R12 O1 O1 O 0 1 N N N 14.607 -7.954 24.115 -7.185 -1.225 0.524 O1 R12 20 R12 O2 O2 O 0 1 N N N 19.937 2.135 13.905 7.652 0.841 -0.075 O2 R12 21 R12 O3 O3 O 0 1 N N N 21.517 2.650 15.377 8.571 -0.956 0.860 O3 R12 22 R12 H2 H2 H 0 1 N N N 16.795 -8.939 23.194 -5.237 -2.720 -0.381 H2 R12 23 R12 H3 H3 H 0 1 N N N 19.754 -5.034 22.301 -1.847 1.444 -1.181 H3 R12 24 R12 H4 H4 H 0 1 N N N 17.727 -3.984 20.356 -1.074 -0.997 0.516 H4 R12 25 R12 H5 H5 H 0 1 N N N 18.320 -2.228 19.214 1.306 -1.225 0.728 H5 R12 26 R12 H6 H6 H 0 1 N N N 21.313 -1.683 18.689 2.902 0.989 -0.761 H6 R12 27 R12 H7 H7 H 0 1 N N N 18.721 -0.589 17.599 3.683 -1.456 0.940 H7 R12 28 R12 H8 H8 H 0 1 N N N 18.846 1.004 16.000 6.068 -1.759 1.033 H8 R12 29 R12 H9 H9 H 0 1 N N N 22.370 -0.678 17.655 5.470 1.972 -0.139 H9 R12 30 R12 H10 H10 H 0 1 N N N 22.457 -0.228 15.918 6.224 0.977 -1.407 H10 R12 31 R12 H11 H11 H 0 1 N N N 22.475 1.051 17.179 4.467 1.260 -1.425 H11 R12 32 R12 H12 H12 H 0 1 N N N 21.220 -4.286 21.455 0.616 2.447 -0.569 H12 R12 33 R12 H13 H13 H 0 1 N N N 21.780 -3.767 19.829 1.526 1.482 -1.756 H13 R12 34 R12 H14 H14 H 0 1 N N N 21.560 -2.552 21.135 -0.237 1.665 -1.921 H14 R12 35 R12 H15 H15 H 0 1 N N N 19.767 -7.878 22.842 -2.138 -2.674 -0.180 H15 R12 36 R12 H16 H16 H 0 1 N N N 18.767 -8.815 21.681 -3.160 -2.995 -1.601 H16 R12 37 R12 H17 H17 H 0 1 N N N 19.457 -7.228 21.197 -1.955 -1.686 -1.650 H17 R12 38 R12 H18 H18 H 0 1 N N N 15.835 -3.283 21.909 -3.593 2.558 1.448 H18 R12 39 R12 H19 H19 H 0 1 N N N 15.684 -3.227 23.698 -3.183 2.728 -0.275 H19 R12 40 R12 H20 H20 H 0 1 N N N 17.297 -3.056 22.927 -4.843 3.053 0.281 H20 R12 41 R12 H21 H21 H 0 1 N N N 13.885 -7.402 24.393 -7.791 -1.160 -0.228 H21 R12 42 R12 H22 H22 H 0 1 N N N 21.793 3.239 14.685 9.415 -0.501 0.733 H22 R12 43 R12 C16 C16 C 0 1 N N N ? ? ? -6.631 1.502 0.990 C16 R12 44 R12 H1 H1 H 0 1 N N N ? ? ? -6.602 1.511 2.080 H1 R12 45 R12 H23 H23 H 0 1 N N N ? ? ? -6.422 2.503 0.613 H23 R12 46 R12 H24 H24 H 0 1 N N N ? ? ? -7.619 1.186 0.656 H24 R12 47 # 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 R12 O2 C15 DOUB N N 1 R12 C15 O3 SING N N 2 R12 C15 C14 SING N N 3 R12 C14 C13 DOUB N E 4 R12 C13 C18 SING N N 5 R12 C13 C12 SING N N 6 R12 C12 C11 DOUB N E 7 R12 C11 C10 SING N N 8 R12 C10 C9 DOUB N E 9 R12 C9 C19 SING N N 10 R12 C9 C8 SING N N 11 R12 C8 C7 DOUB N E 12 R12 C7 C4 SING N N 13 R12 C20 C5 SING N N 14 R12 C4 C5 DOUB Y N 15 R12 C4 C3 SING Y N 16 R12 C5 C6 SING Y N 17 R12 C23 C3 SING N N 18 R12 C3 C2 DOUB Y N 19 R12 C6 C1 DOUB Y N 20 R12 C2 C1 SING Y N 21 R12 C1 O1 SING N N 22 R12 C6 H2 SING N N 23 R12 C7 H3 SING N N 24 R12 C8 H4 SING N N 25 R12 C10 H5 SING N N 26 R12 C11 H6 SING N N 27 R12 C12 H7 SING N N 28 R12 C14 H8 SING N N 29 R12 C18 H9 SING N N 30 R12 C18 H10 SING N N 31 R12 C18 H11 SING N N 32 R12 C19 H12 SING N N 33 R12 C19 H13 SING N N 34 R12 C19 H14 SING N N 35 R12 C20 H15 SING N N 36 R12 C20 H16 SING N N 37 R12 C20 H17 SING N N 38 R12 C23 H18 SING N N 39 R12 C23 H19 SING N N 40 R12 C23 H20 SING N N 41 R12 O1 H21 SING N N 42 R12 O3 H22 SING N N 43 R12 C2 C16 SING N N 44 R12 C16 H1 SING N N 45 R12 C16 H23 SING N N 46 R12 C16 H24 SING N N 47 # 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 R12 SMILES ACDLabs 12.01 "O=C(O)\C=C(\C=C\C=C(\C=C\c1c(cc(O)c(c1C)C)C)C)C" R12 InChI InChI 1.03 "InChI=1S/C20H24O3/c1-13(7-6-8-14(2)11-20(22)23)9-10-18-15(3)12-19(21)17(5)16(18)4/h6-12,21H,1-5H3,(H,22,23)/b8-6+,10-9+,13-7+,14-11+" R12 InChIKey InChI 1.03 CAAFTBWHFUPDGX-OFCLTBKTSA-N R12 SMILES_CANONICAL CACTVS 3.370 "CC(=C/C=C/C(C)=C/C(O)=O)\C=C\c1c(C)cc(O)c(C)c1C" R12 SMILES CACTVS 3.370 "CC(=CC=CC(C)=CC(O)=O)C=Cc1c(C)cc(O)c(C)c1C" R12 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(c(c(c1/C=C/C(=C/C=C/C(=C/C(=O)O)/C)/C)C)C)O" R12 SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(c(c(c1C=CC(=CC=CC(=CC(=O)O)C)C)C)C)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 R12 "SYSTEMATIC NAME" ACDLabs 12.01 "(2E,4E,6E,8E)-9-(4-hydroxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid" R12 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2E,4E,6E,8E)-3,7-dimethyl-9-(2,3,6-trimethyl-4-oxidanyl-phenyl)nona-2,4,6,8-tetraenoic 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 R12 "Create component" 1999-07-08 EBI R12 "Modify descriptor" 2011-06-04 RCSB R12 "Other modification" 2011-10-25 RCSB #