data_OPD
# 
_chem_comp.id                                    OPD 
_chem_comp.name                                  "9R,13R-12-OXOPHYTODIENOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H28 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         9R,13R-OPDA 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-04-06 
_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                        292.413 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OPD 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1ICQ 
_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 
OPD C8   C8   C 0 1 N N N ?      ?      ?      -3.354 1.338  -1.479 C8   OPD 1  
OPD C7   C7   C 0 1 N N N 42.643 27.119 19.107 -2.747 0.437  -0.693 C7   OPD 2  
OPD C5   C5   C 0 1 N N R 40.824 27.916 20.752 -0.378 -0.188 -0.222 C5   OPD 3  
OPD C1   C1   C 0 1 N N N 39.516 28.653 20.604 0.073  -0.001 -1.652 C1   OPD 4  
OPD O6   O6   O 0 1 N N N 39.253 29.408 19.670 -0.663 0.093  -2.623 O6   OPD 5  
OPD C2   C2   C 0 1 N N N 38.585 28.388 21.698 1.537  0.013  -1.760 C2   OPD 6  
OPD C3   C3   C 0 1 N N N 39.196 27.540 22.529 1.991  -0.014 -0.507 C3   OPD 7  
OPD C4   C4   C 0 1 N N S 40.583 27.146 22.105 0.937  -0.011 0.566  C4   OPD 8  
OPD C11  C11  C 0 1 N N N 40.650 25.595 22.024 1.049  1.248  1.412  C11  OPD 9  
OPD C12  C12  C 0 1 N N N 41.530 25.045 23.171 2.395  1.390  2.127  C12  OPD 10 
OPD C13  C13  C 0 1 N N N 40.621 24.552 24.302 2.487  2.643  3.002  C13  OPD 11 
OPD C14  C14  C 0 1 N N N 41.454 23.733 25.298 3.834  2.789  3.720  C14  OPD 12 
OPD C15  C15  C 0 1 N N N 41.246 22.233 25.050 3.934  4.055  4.574  C15  OPD 13 
OPD C16  C16  C 0 1 N N N 41.175 21.519 26.415 5.280  4.200  5.296  C16  OPD 14 
OPD C17  C17  C 0 1 N N N 41.212 19.989 26.222 5.412  5.436  6.182  C17  OPD 15 
OPD C18  C18  C 0 1 N N N 42.637 19.510 26.121 6.739  5.500  6.894  C18  OPD 16 
OPD O20  O20  O 0 1 N N N 43.057 19.207 24.895 6.873  6.617  7.651  O20  OPD 17 
OPD O19  O19  O 0 1 N N N 43.365 19.408 27.097 7.604  4.637  6.807  O19  OPD 18 
OPD C6   C6   C 0 1 N N N 41.176 27.092 19.472 -1.531 0.735  0.134  C6   OPD 19 
OPD C9   C9   C 0 1 N N N ?      ?      ?      -4.576 1.042  -2.297 C9   OPD 20 
OPD C10  C10  C 0 1 N N N ?      ?      ?      -4.208 0.539  -3.684 C10  OPD 21 
OPD H81  1H8  H 0 1 N N N ?      ?      ?      -2.960 2.349  -1.536 H81  OPD 22 
OPD H71  1H7  H 0 1 N N N 43.677 27.424 19.173 -3.147 -0.572 -0.629 H71  OPD 23 
OPD H51  1H5  H 0 1 N N N 41.739 28.523 20.819 -0.710 -1.231 -0.128 H51  OPD 24 
OPD H21  1H2  H 0 1 N N N 37.593 28.799 21.813 2.102  0.038  -2.675 H21  OPD 25 
OPD H31  1H3  H 0 1 N N N 38.732 27.168 23.431 3.048  -0.015 -0.271 H31  OPD 26 
OPD H41  1H4  H 0 1 N N N 41.389 27.420 22.802 1.084  -0.881 1.217  H41  OPD 27 
OPD H111 1H11 H 0 0 N N N 39.635 25.182 22.114 0.911  2.118  0.759  H111 OPD 28 
OPD H112 2H11 H 0 0 N N N 41.088 25.301 21.059 0.233  1.270  2.144  H112 OPD 29 
OPD H121 1H12 H 0 0 N N N 42.144 24.211 22.799 3.176  1.419  1.359  H121 OPD 30 
OPD H122 2H12 H 0 0 N N N 42.193 25.839 23.545 2.584  0.498  2.737  H122 OPD 31 
OPD H131 1H13 H 0 0 N N N 40.174 25.415 24.818 1.706  2.609  3.770  H131 OPD 32 
OPD H132 2H13 H 0 0 N N N 39.820 23.923 23.885 2.295  3.536  2.394  H132 OPD 33 
OPD H141 1H14 H 0 0 N N N 42.519 23.978 25.169 3.962  1.908  4.358  H141 OPD 34 
OPD H142 2H14 H 0 0 N N N 41.134 23.977 26.322 4.647  2.770  2.984  H142 OPD 35 
OPD H151 1H15 H 0 0 N N N 40.309 22.073 24.496 3.808  4.939  3.938  H151 OPD 36 
OPD H152 2H15 H 0 0 N N N 42.079 21.830 24.456 3.114  4.077  5.302  H152 OPD 37 
OPD H161 1H16 H 0 0 N N N 42.034 21.827 27.029 6.072  4.214  4.536  H161 OPD 38 
OPD H162 2H16 H 0 0 N N N 40.234 21.794 26.915 5.454  3.308  5.909  H162 OPD 39 
OPD H171 1H17 H 0 0 N N N 40.727 19.504 27.082 4.616  5.448  6.936  H171 OPD 40 
OPD H172 2H17 H 0 0 N N N 40.680 19.732 25.294 5.283  6.358  5.605  H172 OPD 41 
OPD H201 1H20 H 0 0 N N N 43.962 18.920 24.932 7.723  6.692  8.135  H201 OPD 42 
OPD H61  1H6  H 0 1 N N N 40.609 27.514 18.630 -1.213 1.777  0.005  H61  OPD 43 
OPD H62  2H6  H 0 1 N N N 40.918 26.044 19.684 -1.787 0.609  1.192  H62  OPD 44 
OPD H91  1H9  H 0 1 N N N ?      ?      ?      -5.212 0.299  -1.802 H91  OPD 45 
OPD H92  2H9  H 0 1 N N N ?      ?      ?      -5.169 1.959  -2.388 H92  OPD 46 
OPD H101 1H10 H 0 0 N N N ?      ?      ?      -3.632 -0.391 -3.627 H101 OPD 47 
OPD H102 2H10 H 0 0 N N N ?      ?      ?      -5.113 0.342  -4.268 H102 OPD 48 
OPD H103 3H10 H 0 0 N N N ?      ?      ?      -3.609 1.277  -4.228 H103 OPD 49 
# 
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 
OPD C8  C7   DOUB N N 1  
OPD C8  C9   SING N N 2  
OPD C8  H81  SING N N 3  
OPD C7  C6   SING N N 4  
OPD C7  H71  SING N N 5  
OPD C5  C1   SING N N 6  
OPD C5  C4   SING N N 7  
OPD C5  C6   SING N N 8  
OPD C5  H51  SING N N 9  
OPD C1  O6   DOUB N N 10 
OPD C1  C2   SING N N 11 
OPD C2  C3   DOUB N N 12 
OPD C2  H21  SING N N 13 
OPD C3  C4   SING N N 14 
OPD C3  H31  SING N N 15 
OPD C4  C11  SING N N 16 
OPD C4  H41  SING N N 17 
OPD C11 C12  SING N N 18 
OPD C11 H111 SING N N 19 
OPD C11 H112 SING N N 20 
OPD C12 C13  SING N N 21 
OPD C12 H121 SING N N 22 
OPD C12 H122 SING N N 23 
OPD C13 C14  SING N N 24 
OPD C13 H131 SING N N 25 
OPD C13 H132 SING N N 26 
OPD C14 C15  SING N N 27 
OPD C14 H141 SING N N 28 
OPD C14 H142 SING N N 29 
OPD C15 C16  SING N N 30 
OPD C15 H151 SING N N 31 
OPD C15 H152 SING N N 32 
OPD C16 C17  SING N N 33 
OPD C16 H161 SING N N 34 
OPD C16 H162 SING N N 35 
OPD C17 C18  SING N N 36 
OPD C17 H171 SING N N 37 
OPD C17 H172 SING N N 38 
OPD C18 O20  SING N N 39 
OPD C18 O19  DOUB N N 40 
OPD O20 H201 SING N N 41 
OPD C6  H61  SING N N 42 
OPD C6  H62  SING N N 43 
OPD C9  C10  SING N N 44 
OPD C9  H91  SING N N 45 
OPD C9  H92  SING N N 46 
OPD C10 H101 SING N N 47 
OPD C10 H102 SING N N 48 
OPD C10 H103 SING N N 49 
# 
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 
OPD SMILES           ACDLabs              10.04 O=C1C=CC(CCCCCCCC(=O)O)C1C/C=C/CC                                                                                                       
OPD InChI            InChI                1.02b InChI=1/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/t15-,16-/m1/s1/f/h20H 
OPD InChIKey         InChI                1.02b PMTMAFAPLCGXGK-PJSLIOMNDQ                                                                                                               
OPD SMILES_CANONICAL CACTVS               3.341 CCC=CC[C@@H]1[C@H](CCCCCCCC(O)=O)C=CC1=O                                                                                                
OPD SMILES           CACTVS               3.341 CCC=CC[CH]1[CH](CCCCCCCC(O)=O)C=CC1=O                                                                                                   
OPD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC=CC[C@@H]1[C@@H](C=CC1=O)CCCCCCCC(=O)O                                                                                               
OPD SMILES           "OpenEye OEToolkits" 1.5.0 CCC=CCC1C(C=CC1=O)CCCCCCCC(=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 
OPD "SYSTEMATIC NAME" ACDLabs              10.04 "8-[(1R,5R)-4-oxo-5-pent-2-en-1-ylcyclopent-2-en-1-yl]octanoic acid" 
OPD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "8-[(1R,5R)-4-oxo-5-pent-2-enyl-1-cyclopent-2-enyl]octanoic acid"    
# 
