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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h19H 
13R InChIKey         InChI                1.02b JDSRHVWSAMTSSN-GRNGLARTDO                                                                                                                                        
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                                                                                                                                    
# 
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" 
# 
