data_13R # _chem_comp.id 13R _chem_comp.name "13(R)-HYDROPEROXY-9(Z),11(E)-OCTADECADIENOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H32 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-05-07 _chem_comp.pdbx_modified_date 2011-06-04 _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 312.444 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 13R _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1IK3 _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 13R C1 C1 C 0 1 N N N 19.741 -5.531 22.747 1.459 -0.168 -8.396 C1 13R 1 13R C2 C2 C 0 1 N N N 19.649 -3.995 22.856 1.534 0.429 -7.015 C2 13R 2 13R C3 C3 C 0 1 N N N 19.838 -3.336 21.474 0.283 0.042 -6.223 C3 13R 3 13R C4 C4 C 0 1 N N N 20.217 -1.848 21.534 0.358 0.649 -4.821 C4 13R 4 13R C5 C5 C 0 1 N N N 19.006 -0.943 21.238 -0.892 0.262 -4.029 C5 13R 5 13R C6 C6 C 0 1 N N N 19.435 0.450 20.788 -0.816 0.869 -2.627 C6 13R 6 13R C7 C7 C 0 1 N N N 19.791 1.389 21.954 -2.067 0.482 -1.836 C7 13R 7 13R C8 C8 C 0 1 N N N 21.053 2.193 21.610 -1.991 1.089 -0.433 C8 13R 8 13R C9 C9 C 0 1 N N N 21.032 3.674 22.016 -3.223 0.707 0.345 C9 13R 9 13R C10 C10 C 0 1 N N N 20.994 4.685 21.076 -3.104 0.123 1.533 C10 13R 10 13R C11 C11 C 0 1 N N N 20.964 4.413 19.752 -1.776 -0.029 2.147 C11 13R 11 13R C12 C12 C 0 1 N N N 20.936 5.391 18.835 -1.664 -0.529 3.373 C12 13R 12 13R C13 C13 C 0 1 N N R 20.891 5.030 17.360 -0.304 -0.685 4.002 C13 13R 13 13R C14 C14 C 0 1 N N N 20.219 6.158 16.563 -0.237 0.142 5.287 C14 13R 14 13R C15 C15 C 0 1 N N N 19.073 5.596 15.701 1.143 -0.016 5.925 C15 13R 15 13R C16 C16 C 0 1 N N N 19.397 5.813 14.215 1.209 0.811 7.210 C16 13R 16 13R C17 C17 C 0 1 N N N 18.260 5.435 13.264 2.590 0.652 7.849 C17 13R 17 13R C18 C18 C 0 1 N N N 18.041 6.589 12.271 2.657 1.480 9.133 C18 13R 18 13R O19 O19 O 0 1 N N N 18.712 -6.207 22.540 0.504 -0.836 -8.715 O19 13R 19 13R O20 O20 O 0 1 N N N 20.820 -6.103 22.869 2.454 0.040 -9.272 O20 13R 20 13R O21 O21 O 0 1 N N N 22.235 4.802 16.875 -0.077 -2.062 4.310 O21 13R 21 13R O22 O22 O 0 1 N N N 22.426 4.306 15.778 0.555 -2.663 3.129 O22 13R 22 13R H21 1H2 H 0 1 N N N 18.698 -3.671 23.340 1.593 1.515 -7.092 H21 13R 23 13R H22 2H2 H 0 1 N N N 20.366 -3.590 23.607 2.419 0.052 -6.503 H22 13R 24 13R H31 1H3 H 0 1 N N N 20.582 -3.904 20.868 0.223 -1.043 -6.146 H31 13R 25 13R H32 2H3 H 0 1 N N N 18.929 -3.482 20.843 -0.602 0.419 -6.735 H32 13R 26 13R H41 1H4 H 0 1 N N N 20.692 -1.587 22.508 0.418 1.735 -4.898 H41 13R 27 13R H42 2H4 H 0 1 N N N 21.072 -1.617 20.857 1.243 0.272 -4.309 H42 13R 28 13R H51 1H5 H 0 1 N N N 18.318 -1.414 20.497 -0.951 -0.823 -3.953 H51 13R 29 13R H52 2H5 H 0 1 N N N 18.314 -0.892 22.111 -1.777 0.639 -4.542 H52 13R 30 13R H61 1H6 H 0 1 N N N 20.277 0.387 20.060 -0.757 1.955 -2.704 H61 13R 31 13R H62 2H6 H 0 1 N N N 18.658 0.910 20.133 0.068 0.492 -2.115 H62 13R 32 13R H71 1H7 H 0 1 N N N 18.937 2.049 22.235 -2.126 -0.603 -1.759 H71 13R 33 13R H72 2H7 H 0 1 N N N 19.895 0.838 22.918 -2.952 0.859 -2.348 H72 13R 34 13R H81 1H8 H 0 1 N N N 21.951 1.693 22.041 -1.932 2.175 -0.510 H81 13R 35 13R H82 2H8 H 0 1 N N N 21.277 2.100 20.521 -1.106 0.712 0.078 H82 13R 36 13R H91 1H9 H 0 1 N N N 21.045 4.037 23.057 -4.204 0.909 -0.060 H91 13R 37 13R H101 1H10 H 0 0 N N N 20.987 5.741 21.392 -3.981 -0.239 2.047 H101 13R 38 13R H111 1H11 H 0 0 N N N 20.962 3.364 19.410 -0.891 0.264 1.601 H111 13R 39 13R H121 1H12 H 0 0 N N N 20.948 6.409 19.259 -2.549 -0.823 3.919 H121 13R 40 13R H131 1H13 H 0 0 N N N 20.294 4.097 17.226 0.459 -0.338 3.306 H131 13R 41 13R H141 1H14 H 0 0 N N N 19.873 6.985 17.225 -1.002 -0.204 5.982 H141 13R 42 13R H142 2H14 H 0 0 N N N 20.955 6.731 15.952 -0.410 1.192 5.051 H142 13R 43 13R H151 1H15 H 0 0 N N N 18.855 4.527 15.933 1.907 0.330 5.230 H151 13R 44 13R H152 2H15 H 0 0 N N N 18.083 6.024 15.983 1.316 -1.066 6.161 H152 13R 45 13R H161 1H16 H 0 0 N N N 19.722 6.864 14.036 0.445 0.464 7.906 H161 13R 46 13R H162 2H16 H 0 0 N N N 20.333 5.275 13.937 1.036 1.861 6.975 H162 13R 47 13R H171 1H17 H 0 0 N N N 18.438 4.460 12.752 3.354 0.999 7.153 H171 13R 48 13R H172 2H17 H 0 0 N N N 17.326 5.156 13.805 2.763 -0.397 8.084 H172 13R 49 13R H181 1H18 H 0 0 N N N 17.212 6.313 11.577 3.641 1.367 9.588 H181 13R 50 13R H182 2H18 H 0 0 N N N 17.862 7.563 12.782 2.484 2.530 8.898 H182 13R 51 13R H183 3H18 H 0 0 N N N 18.974 6.867 11.729 1.893 1.133 9.829 H183 13R 52 13R H201 1H20 H 0 0 N N N 20.876 -7.048 22.801 2.407 -0.343 -10.159 H201 13R 53 13R H221 1H22 H 0 0 N N N 23.308 4.156 15.459 0.709 -3.595 3.338 H221 13R 54 # 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 13R C1 C2 SING N N 1 13R C1 O19 DOUB N N 2 13R C1 O20 SING N N 3 13R C2 C3 SING N N 4 13R C2 H21 SING N N 5 13R C2 H22 SING N N 6 13R C3 C4 SING N N 7 13R C3 H31 SING N N 8 13R C3 H32 SING N N 9 13R C4 C5 SING N N 10 13R C4 H41 SING N N 11 13R C4 H42 SING N N 12 13R C5 C6 SING N N 13 13R C5 H51 SING N N 14 13R C5 H52 SING N N 15 13R C6 C7 SING N N 16 13R C6 H61 SING N N 17 13R C6 H62 SING N N 18 13R C7 C8 SING N N 19 13R C7 H71 SING N N 20 13R C7 H72 SING N N 21 13R C8 C9 SING N N 22 13R C8 H81 SING N N 23 13R C8 H82 SING N N 24 13R C9 C10 DOUB N Z 25 13R C9 H91 SING N N 26 13R C10 C11 SING N N 27 13R C10 H101 SING N N 28 13R C11 C12 DOUB N E 29 13R C11 H111 SING N N 30 13R C12 C13 SING N N 31 13R C12 H121 SING N N 32 13R C13 C14 SING N N 33 13R C13 O21 SING N N 34 13R C13 H131 SING N N 35 13R C14 C15 SING N N 36 13R C14 H141 SING N N 37 13R C14 H142 SING N N 38 13R C15 C16 SING N N 39 13R C15 H151 SING N N 40 13R C15 H152 SING N N 41 13R C16 C17 SING N N 42 13R C16 H161 SING N N 43 13R C16 H162 SING N N 44 13R C17 C18 SING N N 45 13R C17 H171 SING N N 46 13R C17 H172 SING N N 47 13R C18 H181 SING N N 48 13R C18 H182 SING N N 49 13R C18 H183 SING N N 50 13R O20 H201 SING N N 51 13R O21 O22 SING N N 52 13R O22 H221 SING N N 53 # 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 13R SMILES ACDLabs 10.04 "O=C(O)CCCCCCC/C=C\C=C\C(OO)CCCCC" 13R SMILES_CANONICAL CACTVS 3.341 "CCCCC[C@@H](OO)\C=C\C=C/CCCCCCCC(O)=O" 13R SMILES CACTVS 3.341 "CCCCC[CH](OO)C=CC=CCCCCCCCC(O)=O" 13R SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCC[C@H](\C=C\C=C/CCCCCCCC(=O)O)OO" 13R SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCC(C=CC=CCCCCCCCC(=O)O)OO" 13R InChI InChI 1.03 "InChI=1S/C18H32O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h7,9,12,15,17,21H,2-6,8,10-11,13-14,16H2,1H3,(H,19,20)/b9-7-,15-12+/t17-/m1/s1" 13R InChIKey InChI 1.03 JDSRHVWSAMTSSN-PIHGWCCBSA-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 13R "SYSTEMATIC NAME" ACDLabs 10.04 "(9Z,11E,13R)-13-hydroperoxyoctadeca-9,11-dienoic acid" 13R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(9Z,11E,13R)-13-hydroperoxyoctadeca-9,11-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 13R "Create component" 2001-05-07 RCSB 13R "Modify descriptor" 2011-06-04 RCSB #