data_13S
# 
_chem_comp.id                                    13S 
_chem_comp.name                                  "13(S)-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                     13S 
_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 
13S C1   C1   C 0 1 N N N 19.667 -5.685 22.579 1.459  -0.133 -8.334  C1   13S 1  
13S C2   C2   C 0 1 N N N 19.875 -4.461 21.683 1.502  0.435  -6.939  C2   13S 2  
13S C3   C3   C 0 1 N N N 19.858 -3.129 22.432 0.251  0.000  -6.173  C3   13S 3  
13S C4   C4   C 0 1 N N N 19.135 -2.091 21.553 0.294  0.578  -4.757  C4   13S 4  
13S C5   C5   C 0 1 N N N 19.948 -0.814 21.272 -0.956 0.143  -3.990  C5   13S 5  
13S C6   C6   C 0 1 N N N 19.148 0.448  21.659 -0.913 0.720  -2.574  C6   13S 6  
13S C7   C7   C 0 1 N N N 19.611 1.740  20.955 -2.164 0.285  -1.808  C7   13S 7  
13S C8   C8   C 0 1 N N N 20.993 2.255  21.431 -2.121 0.863  -0.392  C8   13S 8  
13S C9   C9   C 0 1 N N N 21.029 3.718  21.904 -3.353 0.434  0.362   C9   13S 9  
13S C10  C10  C 0 1 N N N 21.088 4.811  21.020 -3.234 -0.172 1.538   C10  13S 10 
13S C11  C11  C 0 1 N N N 21.105 4.654  19.653 -1.911 -0.306 2.166   C11  13S 11 
13S C12  C12  C 0 1 N N N 21.165 5.722  18.801 -1.802 -0.830 3.382   C12  13S 12 
13S C13  C13  C 0 1 N N S 21.171 5.501  17.286 -0.446 -0.968 4.025   C13  13S 13 
13S C14  C14  C 0 1 N N N 19.806 4.909  16.791 -0.417 -0.167 5.329   C14  13S 14 
13S C15  C15  C 0 1 N N N 19.145 5.891  15.786 0.959  -0.307 5.982   C15  13S 15 
13S C16  C16  C 0 1 N N N 19.108 5.349  14.335 0.989  0.493  7.285   C16  13S 16 
13S C17  C17  C 0 1 N N N 18.643 6.422  13.311 2.365  0.354  7.938   C17  13S 17 
13S C18  C18  C 0 1 N N N 17.802 5.773  12.188 2.395  1.155  9.242   C18  13S 18 
13S O19  O19  O 0 1 N N N 18.522 -6.162 22.729 0.525  -0.816 -8.680  O19  13S 19 
13S O20  O20  O 0 1 N N N 20.647 -6.235 23.086 2.460  0.119  -9.192  O20  13S 20 
13S O21  O21  O 0 1 N N N 22.246 4.590  16.957 0.554  -0.469 3.137   O21  13S 21 
13S O22  O22  O 0 1 N N N 22.257 3.956  15.916 1.781  -1.229 3.410   O22  13S 22 
13S H21  1H2  H 0 1 N N N 20.814 -4.564 21.091 1.535  1.523  -6.991  H21  13S 23 
13S H22  2H2  H 0 1 N N N 19.129 -4.452 20.853 2.389  0.068  -6.424  H22  13S 24 
13S H31  1H3  H 0 1 N N N 19.412 -3.214 23.450 0.217  -1.087 -6.120  H31  13S 25 
13S H32  2H3  H 0 1 N N N 20.876 -2.796 22.740 -0.636 0.367  -6.688  H32  13S 26 
13S H41  1H4  H 0 1 N N N 18.802 -2.557 20.596 0.327  1.666  -4.809  H41  13S 27 
13S H42  2H4  H 0 1 N N N 18.144 -1.831 21.994 1.181  0.211  -4.241  H42  13S 28 
13S H51  1H5  H 0 1 N N N 20.942 -0.840 21.775 -0.990 -0.945 -3.938  H51  13S 29 
13S H52  2H5  H 0 1 N N N 20.294 -0.772 20.213 -1.844 0.509  -4.506  H52  13S 30 
13S H61  1H6  H 0 1 N N N 18.058 0.283  21.490 -0.880 1.809  -2.627  H61  13S 31 
13S H62  2H6  H 0 1 N N N 19.152 0.586  22.765 -0.026 0.354  -2.059  H62  13S 32 
13S H71  1H7  H 0 1 N N N 19.602 1.607  19.847 -2.198 -0.802 -1.755  H71  13S 33 
13S H72  2H7  H 0 1 N N N 18.839 2.538  21.055 -3.052 0.652  -2.323  H72  13S 34 
13S H81  1H8  H 0 1 N N N 21.395 1.586  22.227 -2.087 1.951  -0.444  H81  13S 35 
13S H82  2H8  H 0 1 N N N 21.755 2.093  20.633 -1.233 0.496  0.123   H82  13S 36 
13S H91  1H9  H 0 1 N N N 21.011 4.008  22.968 -4.333 0.621  -0.052  H91  13S 37 
13S H101 1H10 H 0 0 N N N 21.122 5.839  21.417 -4.109 -0.567 2.033   H101 13S 38 
13S H111 1H11 H 0 0 N N N 21.069 3.637  19.225 -1.027 0.020  1.638   H111 13S 39 
13S H121 1H12 H 0 0 N N N 21.206 6.702  19.305 -2.686 -1.158 3.910   H121 13S 40 
13S H131 1H13 H 0 0 N N N 21.320 6.482  16.778 -0.251 -2.018 4.240   H131 13S 41 
13S H141 1H14 H 0 0 N N N 19.921 3.885  16.364 -1.181 -0.548 6.007   H141 13S 42 
13S H142 2H14 H 0 0 N N N 19.126 4.653  17.637 -0.612 0.883  5.114   H142 13S 43 
13S H151 1H15 H 0 0 N N N 18.123 6.179  16.127 1.723  0.073  5.304   H151 13S 44 
13S H152 2H15 H 0 0 N N N 19.640 6.889  15.823 1.154  -1.357 6.196   H152 13S 45 
13S H161 1H16 H 0 0 N N N 20.093 4.916  14.043 0.225  0.113  7.963   H161 13S 46 
13S H162 2H16 H 0 0 N N N 18.480 4.429  14.265 0.793  1.544  7.071   H162 13S 47 
13S H171 1H17 H 0 0 N N N 18.096 7.258  13.806 3.129  0.734  7.260   H171 13S 48 
13S H172 2H17 H 0 0 N N N 19.501 7.003  12.901 2.561  -0.696 8.153   H172 13S 49 
13S H181 1H18 H 0 0 N N N 17.468 6.542  11.453 3.376  1.055  9.707   H181 13S 50 
13S H182 2H18 H 0 0 N N N 18.348 4.936  11.692 2.199  2.205  9.027   H182 13S 51 
13S H183 3H18 H 0 0 N N N 16.943 5.191  12.597 1.631  0.774  9.919   H183 13S 52 
13S H201 1H20 H 0 0 N N N 20.517 -6.994 23.641 2.433  -0.246 -10.087 H201 13S 53 
13S H221 1H22 H 0 0 N N N 22.962 3.357  15.700 2.459  -0.891 2.809   H221 13S 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 
13S C1  C2   SING N N 1  
13S C1  O19  DOUB N N 2  
13S C1  O20  SING N N 3  
13S C2  C3   SING N N 4  
13S C2  H21  SING N N 5  
13S C2  H22  SING N N 6  
13S C3  C4   SING N N 7  
13S C3  H31  SING N N 8  
13S C3  H32  SING N N 9  
13S C4  C5   SING N N 10 
13S C4  H41  SING N N 11 
13S C4  H42  SING N N 12 
13S C5  C6   SING N N 13 
13S C5  H51  SING N N 14 
13S C5  H52  SING N N 15 
13S C6  C7   SING N N 16 
13S C6  H61  SING N N 17 
13S C6  H62  SING N N 18 
13S C7  C8   SING N N 19 
13S C7  H71  SING N N 20 
13S C7  H72  SING N N 21 
13S C8  C9   SING N N 22 
13S C8  H81  SING N N 23 
13S C8  H82  SING N N 24 
13S C9  C10  DOUB N Z 25 
13S C9  H91  SING N N 26 
13S C10 C11  SING N N 27 
13S C10 H101 SING N N 28 
13S C11 C12  DOUB N E 29 
13S C11 H111 SING N N 30 
13S C12 C13  SING N N 31 
13S C12 H121 SING N N 32 
13S C13 C14  SING N N 33 
13S C13 O21  SING N N 34 
13S C13 H131 SING N N 35 
13S C14 C15  SING N N 36 
13S C14 H141 SING N N 37 
13S C14 H142 SING N N 38 
13S C15 C16  SING N N 39 
13S C15 H151 SING N N 40 
13S C15 H152 SING N N 41 
13S C16 C17  SING N N 42 
13S C16 H161 SING N N 43 
13S C16 H162 SING N N 44 
13S C17 C18  SING N N 45 
13S C17 H171 SING N N 46 
13S C17 H172 SING N N 47 
13S C18 H181 SING N N 48 
13S C18 H182 SING N N 49 
13S C18 H183 SING N N 50 
13S O20 H201 SING N N 51 
13S O21 O22  SING N N 52 
13S 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 
13S SMILES           ACDLabs              10.04 O=C(O)CCCCCCC/C=C\C=C\C(OO)CCCCC                                                                                                                                 
13S 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-/m0/s1/f/h19H 
13S InChIKey         InChI                1.02b JDSRHVWSAMTSSN-MUXHCHIXDL                                                                                                                                        
13S SMILES_CANONICAL CACTVS               3.341 CCCCC[C@H](OO)\C=C\C=C/CCCCCCCC(O)=O                                                                                                                             
13S SMILES           CACTVS               3.341 CCCCC[CH](OO)C=CC=CCCCCCCCC(O)=O                                                                                                                                 
13S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCC[C@@H](\C=C\C=C/CCCCCCCC(=O)O)OO                                                                                                                            
13S 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 
13S "SYSTEMATIC NAME" ACDLabs              10.04 "(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoic acid" 
13S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoic acid" 
# 
