data_EET # _chem_comp.id EET _chem_comp.name "(5~{Z},11~{Z},14~{R},15~{R})-14,15-bis(oxidanyl)icosa-5,8,11-trienoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H34 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-05-17 _chem_comp.pdbx_modified_date 2017-01-06 _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 338.482 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EET _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 5JYC _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 EET O4 O1 O 0 1 N N N 22.310 29.901 -32.885 7.797 -3.265 1.778 O4 EET 1 EET C20 C1 C 0 1 N N N 22.994 29.784 -33.939 7.206 -2.722 0.702 C20 EET 2 EET O3 O2 O 0 1 N N N 24.172 30.224 -33.987 7.086 -3.369 -0.311 O3 EET 3 EET C19 C2 C 0 1 N N N 22.413 29.100 -35.142 6.692 -1.307 0.758 C19 EET 4 EET C18 C3 C 0 1 N N N 22.606 27.599 -35.155 6.068 -0.937 -0.589 C18 EET 5 EET C17 C4 C 0 1 N N N 23.207 27.040 -33.877 5.546 0.500 -0.533 C17 EET 6 EET C16 C5 C 0 1 N N N 23.476 25.566 -34.041 4.932 0.864 -1.860 C16 EET 7 EET C15 C6 C 0 1 N N N 23.262 24.707 -32.957 3.717 1.353 -1.907 C15 EET 8 EET C14 C7 C 0 1 N N N 22.565 25.182 -31.699 2.996 1.703 -0.632 C14 EET 9 EET C13 C8 C 0 1 N N N 23.287 24.492 -30.553 2.513 3.129 -0.703 C13 EET 10 EET C12 C9 C 0 1 N N N 22.666 23.994 -29.402 1.256 3.408 -0.461 C12 EET 11 EET C11 C10 C 0 1 N N N 21.398 23.172 -29.396 0.330 2.333 0.045 C11 EET 12 EET C10 C11 C 0 1 N N N 21.669 21.680 -29.445 -0.346 2.805 1.307 C10 EET 13 EET C9 C12 C 0 1 N N N 22.675 20.975 -28.758 -1.652 2.771 1.402 C9 EET 14 EET C8 C13 C 0 1 N N N 23.517 21.527 -27.628 -2.469 2.100 0.328 C8 EET 15 EET C7 C14 C 0 1 N N R 23.861 20.447 -26.592 -3.402 1.069 0.967 C7 EET 16 EET O2 O3 O 0 1 N N N 24.710 21.053 -25.664 -4.351 1.737 1.801 O2 EET 17 EET C6 C15 C 0 1 N N R 22.647 19.941 -25.859 -4.141 0.301 -0.131 C6 EET 18 EET C5 C16 C 0 1 N N N 21.834 21.157 -25.447 -5.164 -0.642 0.506 C5 EET 19 EET C4 C17 C 0 1 N N N 20.454 21.006 -24.854 -5.814 -1.499 -0.582 C4 EET 20 EET C3 C18 C 0 1 N N N 20.287 21.284 -23.380 -6.837 -2.441 0.055 C3 EET 21 EET C2 C19 C 0 1 N N N 20.146 22.713 -22.905 -7.488 -3.299 -1.033 C2 EET 22 EET C1 C20 C 0 1 N N N 21.067 23.099 -21.764 -8.511 -4.241 -0.395 C1 EET 23 EET O1 O4 O 0 1 N Y N 21.912 19.004 -26.567 -4.814 1.225 -0.989 O1 EET 24 EET H1 H1 H 0 1 N N N 22.825 30.342 -32.220 8.111 -4.176 1.694 H1 EET 25 EET H2 H2 H 0 1 N N N 22.891 29.517 -36.041 5.939 -1.225 1.542 H2 EET 26 EET H3 H3 H 0 1 N N N 21.333 29.309 -35.170 7.517 -0.629 0.975 H3 EET 27 EET H4 H4 H 0 1 N N N 21.625 27.126 -35.311 6.821 -1.020 -1.373 H4 EET 28 EET H5 H5 H 0 1 N N N 23.274 27.344 -35.991 5.243 -1.615 -0.806 H5 EET 29 EET H6 H6 H 0 1 N N N 24.151 27.561 -33.659 4.793 0.582 0.251 H6 EET 30 EET H7 H7 H 0 1 N N N 22.503 27.192 -33.045 6.372 1.178 -0.316 H7 EET 31 EET H8 H8 H 0 1 N N N 23.830 25.177 -34.984 5.493 0.722 -2.771 H8 EET 32 EET H9 H9 H 0 1 N N N 23.601 23.683 -33.019 3.234 1.504 -2.861 H9 EET 33 EET H10 H10 H 0 1 N N N 22.647 26.275 -31.603 2.143 1.037 -0.502 H10 EET 34 EET H11 H11 H 0 1 N N N 21.504 24.893 -31.715 3.675 1.591 0.213 H11 EET 35 EET H12 H12 H 0 1 N N N 24.358 24.378 -30.633 3.204 3.921 -0.953 H12 EET 36 EET H14 H14 H 0 1 N N N 23.126 24.213 -28.450 0.884 4.409 -0.625 H14 EET 37 EET H16 H16 H 0 1 N N N 20.794 23.449 -30.273 -0.424 2.117 -0.712 H16 EET 38 EET H17 H17 H 0 1 N N N 20.836 23.398 -28.478 0.902 1.429 0.256 H17 EET 39 EET H18 H18 H 0 1 N N N 21.018 21.094 -30.077 0.246 3.172 2.132 H18 EET 40 EET H19 H19 H 0 1 N N N 22.862 19.956 -29.062 -2.143 3.224 2.251 H19 EET 41 EET H20 H20 H 0 1 N N N 24.451 21.931 -28.045 -3.061 2.848 -0.199 H20 EET 42 EET H21 H21 H 0 1 N N N 22.959 22.333 -27.130 -1.804 1.600 -0.376 H21 EET 43 EET H22 H22 H 0 1 N N N 24.361 19.608 -27.098 -2.818 0.372 1.567 H22 EET 44 EET H23 H23 H 0 1 N N N 24.953 20.422 -24.997 -4.907 2.374 1.332 H23 EET 45 EET H24 H24 H 0 1 N N N 23.006 19.472 -24.931 -3.425 -0.280 -0.713 H24 EET 46 EET H25 H25 H 0 1 N N N 22.437 21.698 -24.703 -4.663 -1.288 1.227 H25 EET 47 EET H26 H26 H 0 1 N N N 21.721 21.777 -26.348 -5.930 -0.056 1.014 H26 EET 48 EET H27 H27 H 0 1 N N N 19.787 21.694 -25.395 -6.315 -0.853 -1.303 H27 EET 49 EET H28 H28 H 0 1 N N N 20.133 19.969 -25.031 -5.048 -2.084 -1.090 H28 EET 50 EET H29 H29 H 0 1 N N N 19.384 20.747 -23.053 -6.336 -3.088 0.776 H29 EET 51 EET H30 H30 H 0 1 N N N 21.168 20.863 -22.873 -7.604 -1.856 0.563 H30 EET 52 EET H31 H31 H 0 1 N N N 20.357 23.378 -23.755 -7.989 -2.652 -1.753 H31 EET 53 EET H32 H32 H 0 1 N N N 19.108 22.862 -22.572 -6.721 -3.884 -1.540 H32 EET 54 EET H33 H33 H 0 1 N N N 20.892 24.150 -21.490 -8.010 -4.887 0.325 H33 EET 55 EET H34 H34 H 0 1 N N N 20.864 22.455 -20.895 -9.277 -3.656 0.112 H34 EET 56 EET H35 H35 H 0 1 N N N 22.113 22.972 -22.078 -8.974 -4.852 -1.170 H35 EET 57 EET H36 H36 H 0 1 N N N 21.165 18.729 -26.049 -5.467 1.776 -0.537 H36 EET 58 # 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 EET C18 C19 SING N N 1 EET C18 C17 SING N N 2 EET C19 C20 SING N N 3 EET C16 C17 SING N N 4 EET C16 C15 DOUB N Z 5 EET O3 C20 DOUB N N 6 EET C20 O4 SING N N 7 EET C15 C14 SING N N 8 EET C14 C13 SING N N 9 EET C13 C12 DOUB N Z 10 EET C10 C11 SING N N 11 EET C10 C9 DOUB N Z 12 EET C12 C11 SING N N 13 EET C9 C8 SING N N 14 EET C8 C7 SING N N 15 EET C7 C6 SING N N 16 EET C7 O2 SING N N 17 EET C6 C5 SING N N 18 EET C5 C4 SING N N 19 EET C4 C3 SING N N 20 EET C3 C2 SING N N 21 EET C2 C1 SING N N 22 EET C6 O1 SING N N 23 EET O4 H1 SING N N 24 EET C19 H2 SING N N 25 EET C19 H3 SING N N 26 EET C18 H4 SING N N 27 EET C18 H5 SING N N 28 EET C17 H6 SING N N 29 EET C17 H7 SING N N 30 EET C16 H8 SING N N 31 EET C15 H9 SING N N 32 EET C14 H10 SING N N 33 EET C14 H11 SING N N 34 EET C13 H12 SING N N 35 EET C12 H14 SING N N 36 EET C11 H16 SING N N 37 EET C11 H17 SING N N 38 EET C10 H18 SING N N 39 EET C9 H19 SING N N 40 EET C8 H20 SING N N 41 EET C8 H21 SING N N 42 EET C7 H22 SING N N 43 EET O2 H23 SING N N 44 EET C6 H24 SING N N 45 EET C5 H25 SING N N 46 EET C5 H26 SING N N 47 EET C4 H27 SING N N 48 EET C4 H28 SING N N 49 EET C3 H29 SING N N 50 EET C3 H30 SING N N 51 EET C2 H31 SING N N 52 EET C2 H32 SING N N 53 EET C1 H33 SING N N 54 EET C1 H34 SING N N 55 EET C1 H35 SING N N 56 EET O1 H36 SING N N 57 # 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 EET InChI InChI 1.03 "InChI=1S/C20H34O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h4,6-7,9-10,13,18-19,21-22H,2-3,5,8,11-12,14-17H2,1H3,(H,23,24)/b6-4-,9-7-,13-10-/t18-,19-/m1/s1" EET InChIKey InChI 1.03 SYAWGTIVOGUZMM-JHIAIUNDSA-N EET SMILES_CANONICAL CACTVS 3.385 "CCCCC[C@@H](O)[C@H](O)C\C=C/C/C=C\C\C=C/CCCC(O)=O" EET SMILES CACTVS 3.385 "CCCCC[CH](O)[CH](O)CC=CCC=CCC=CCCCC(O)=O" EET SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CCCCC[C@H]([C@@H](C/C=C\CC=CC/C=C\CCCC(=O)O)O)O" EET SMILES "OpenEye OEToolkits" 2.0.5 "CCCCCC(C(CC=CCC=CCC=CCCCC(=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 EET "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(5~{Z},11~{Z},14~{R},15~{R})-14,15-bis(oxidanyl)icosa-5,8,11-trienoic 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 EET "Create component" 2016-05-17 RCSB EET "Modify value order" 2016-07-07 RCSB EET "Initial release" 2017-01-11 RCSB #