data_11O
# 
_chem_comp.id                                    11O 
_chem_comp.name                                  "(TRANS-12,13-EPOXY)-11-HYDROXY-9(Z)-OCTADECENOIC 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                     11O 
_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 
11O C1   C1   C 0 1 N N N 19.245 -6.638 22.395 1.476  -0.303 -8.470  C1   11O 1  
11O C2   C2   C 0 1 N N N 19.498 -5.313 23.111 1.710  0.069  -7.029  C2   11O 2  
11O C3   C3   C 0 1 N N N 20.185 -4.246 22.231 0.386  0.014  -6.265  C3   11O 3  
11O C4   C4   C 0 1 N N N 19.308 -2.994 22.050 0.624  0.393  -4.802  C4   11O 4  
11O C5   C5   C 0 1 N N N 20.126 -1.693 22.157 -0.700 0.338  -4.039  C5   11O 5  
11O C6   C6   C 0 1 N N N 19.501 -0.544 21.343 -0.461 0.716  -2.575  C6   11O 6  
11O C7   C7   C 0 1 N N N 19.771 0.832  21.979 -1.786 0.661  -1.812  C7   11O 7  
11O C8   C8   C 0 1 N N N 20.061 1.919  20.925 -1.548 1.040  -0.349  C8   11O 8  
11O C9   C9   C 0 1 N N N 20.487 3.233  21.552 -2.853 0.985  0.402   C9   11O 9  
11O C10  C10  C 0 1 N N N 21.110 4.243  20.929 -2.946 0.280  1.502   C10  11O 10 
11O C11  C11  C 0 1 N N S 21.714 4.255  19.536 -1.712 -0.341 2.105   C11  11O 11 
11O C12  C12  C 0 1 N N S 21.073 5.387  18.706 -1.604 0.065  3.576   C12  11O 12 
11O C13  C13  C 0 1 N N R 20.960 5.084  17.241 -0.446 -0.512 4.393   C13  11O 13 
11O C14  C14  C 0 1 N N N 20.043 5.941  16.353 0.161  0.365  5.488   C14  11O 14 
11O C15  C15  C 0 1 N N N 19.554 5.177  15.109 1.272  -0.405 6.203   C15  11O 15 
11O C16  C16  C 0 1 N N N 18.966 6.119  14.042 1.881  0.472  7.297   C16  11O 16 
11O C17  C17  C 0 1 N N N 18.052 5.376  13.052 2.992  -0.299 8.012   C17  11O 17 
11O C18  C18  C 0 1 N N N 17.392 6.337  12.053 3.601  0.579  9.106   C18  11O 18 
11O O19  O19  O 0 1 N N N 19.713 -7.711 22.755 0.363  -0.584 -8.847  O19  11O 19 
11O O20  O20  O 0 1 N N N 18.436 -6.497 21.314 2.503  -0.323 -9.334  O20  11O 20 
11O O21  O21  O 0 1 N N N 23.131 4.491  19.660 -1.801 -1.764 2.010   O21  11O 21 
11O O22  O22  O 0 1 N N N 22.080 5.839  17.758 -1.796 -0.951 4.565   O22  11O 22 
11O H21  1H2  H 0 1 N N N 18.550 -4.913 23.542 2.118  1.079  -6.976  H21  11O 23 
11O H22  2H2  H 0 1 N N N 20.077 -5.479 24.049 2.416  -0.630 -6.582  H22  11O 24 
11O H31  1H3  H 0 1 N N N 21.191 -3.980 22.629 -0.021 -0.995 -6.317  H31  11O 25 
11O H32  2H3  H 0 1 N N N 20.491 -4.670 21.246 -0.320 0.714  -6.711  H32  11O 26 
11O H41  1H4  H 0 1 N N N 18.737 -3.035 21.092 1.032  1.403  -4.750  H41  11O 27 
11O H42  2H4  H 0 1 N N N 18.452 -2.993 22.765 1.330  -0.306 -4.356  H42  11O 28 
11O H51  1H5  H 0 1 N N N 20.276 -1.397 23.221 -1.107 -0.671 -4.091  H51  11O 29 
11O H52  2H5  H 0 1 N N N 21.189 -1.860 21.867 -1.406 1.038  -4.485  H52  11O 30 
11O H61  1H6  H 0 1 N N N 19.839 -0.571 20.281 -0.054 1.726  -2.523  H61  11O 31 
11O H62  2H6  H 0 1 N N N 18.409 -0.708 21.185 0.244  0.016  -2.129  H62  11O 32 
11O H71  1H7  H 0 1 N N N 18.934 1.135  22.650 -2.194 -0.348 -1.864  H71  11O 33 
11O H72  2H7  H 0 1 N N N 20.591 0.773  22.732 -2.492 1.361  -2.258  H72  11O 34 
11O H81  1H8  H 0 1 N N N 20.812 1.566  20.180 -1.140 2.050  -0.297  H81  11O 35 
11O H82  2H8  H 0 1 N N N 19.189 2.062  20.244 -0.842 0.340  0.096   H82  11O 36 
11O H91  1H9  H 0 1 N N N 20.320 3.490  22.611 -3.711 1.528  0.034   H91  11O 37 
11O H101 1H10 H 0 0 N N N 21.126 5.116  21.602 -3.906 0.144  1.977   H101 11O 38 
11O H111 1H11 H 0 0 N N N 21.528 3.281  19.026 -0.830 0.004  1.566   H111 11O 39 
11O H121 1H12 H 0 0 N N N 20.365 5.815  19.453 -1.939 1.074  3.814   H121 11O 40 
11O H131 1H13 H 0 0 N N N 20.772 4.137  16.682 0.245  -1.186 3.888   H131 11O 41 
11O H141 1H14 H 0 0 N N N 19.185 6.350  16.936 -0.611 0.639  6.206   H141 11O 42 
11O H142 2H14 H 0 0 N N N 20.538 6.898  16.068 0.576  1.268  5.040   H142 11O 43 
11O H151 1H15 H 0 0 N N N 20.363 4.540  14.682 2.045  -0.679 5.484   H151 11O 44 
11O H152 2H15 H 0 0 N N N 18.827 4.377  15.386 0.857  -1.308 6.650   H152 11O 45 
11O H161 1H16 H 0 0 N N N 18.436 6.980  14.511 1.108  0.745  8.016   H161 11O 46 
11O H162 2H16 H 0 0 N N N 19.770 6.676  13.508 2.296  1.375  6.849   H162 11O 47 
11O H171 1H17 H 0 0 N N N 18.600 4.559  12.527 3.765  -0.572 7.293   H171 11O 48 
11O H172 2H17 H 0 0 N N N 17.291 4.760  13.585 2.577  -1.202 8.460   H172 11O 49 
11O H181 1H18 H 0 0 N N N 16.729 5.798  11.335 4.392  0.029  9.616   H181 11O 50 
11O H182 2H18 H 0 0 N N N 16.843 7.153  12.577 4.016  1.482  8.659   H182 11O 51 
11O H183 3H18 H 0 0 N N N 18.152 6.952  11.519 2.828  0.852  9.825   H183 11O 52 
11O H2O1 1H2O H 0 0 N N N 18.278 -7.321 20.868 2.352  -0.562 -10.258 H2O1 11O 53 
11O H211 1H21 H 0 0 N N N 23.508 4.498  18.788 -2.592 -2.028 2.498   H211 11O 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 
11O C1  C2   SING N N 1  
11O C1  O19  DOUB N N 2  
11O C1  O20  SING N N 3  
11O C2  C3   SING N N 4  
11O C2  H21  SING N N 5  
11O C2  H22  SING N N 6  
11O C3  C4   SING N N 7  
11O C3  H31  SING N N 8  
11O C3  H32  SING N N 9  
11O C4  C5   SING N N 10 
11O C4  H41  SING N N 11 
11O C4  H42  SING N N 12 
11O C5  C6   SING N N 13 
11O C5  H51  SING N N 14 
11O C5  H52  SING N N 15 
11O C6  C7   SING N N 16 
11O C6  H61  SING N N 17 
11O C6  H62  SING N N 18 
11O C7  C8   SING N N 19 
11O C7  H71  SING N N 20 
11O C7  H72  SING N N 21 
11O C8  C9   SING N N 22 
11O C8  H81  SING N N 23 
11O C8  H82  SING N N 24 
11O C9  C10  DOUB N Z 25 
11O C9  H91  SING N N 26 
11O C10 C11  SING N N 27 
11O C10 H101 SING N N 28 
11O C11 C12  SING N N 29 
11O C11 O21  SING N N 30 
11O C11 H111 SING N N 31 
11O C12 C13  SING N N 32 
11O C12 O22  SING N N 33 
11O C12 H121 SING N N 34 
11O C13 C14  SING N N 35 
11O C13 O22  SING N N 36 
11O C13 H131 SING N N 37 
11O C14 C15  SING N N 38 
11O C14 H141 SING N N 39 
11O C14 H142 SING N N 40 
11O C15 C16  SING N N 41 
11O C15 H151 SING N N 42 
11O C15 H152 SING N N 43 
11O C16 C17  SING N N 44 
11O C16 H161 SING N N 45 
11O C16 H162 SING N N 46 
11O C17 C18  SING N N 47 
11O C17 H171 SING N N 48 
11O C17 H172 SING N N 49 
11O C18 H181 SING N N 50 
11O C18 H182 SING N N 51 
11O C18 H183 SING N N 52 
11O O20 H2O1 SING N N 53 
11O O21 H211 SING N N 54 
# 
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 
11O SMILES           ACDLabs              10.04 O=C(O)CCCCCCC/C=C\C(O)C1OC1CCCCC                                                                                                                                 
11O InChI            InChI                1.02b InChI=1/C18H32O4/c1-2-3-9-13-16-18(22-16)15(19)12-10-7-5-4-6-8-11-14-17(20)21/h10,12,15-16,18-19H,2-9,11,13-14H2,1H3,(H,20,21)/b12-10-/t15-,16+,18+/m0/s1/f/h20H 
11O InChIKey         InChI                1.02b UZCLYICSWADYGM-XDNGYLILDG                                                                                                                                        
11O SMILES_CANONICAL CACTVS               3.341 CCCCC[C@H]1O[C@@H]1[C@@H](O)\C=C/CCCCCCCC(O)=O                                                                                                                   
11O SMILES           CACTVS               3.341 CCCCC[CH]1O[CH]1[CH](O)C=CCCCCCCCC(O)=O                                                                                                                          
11O SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCC[C@@H]1[C@H](O1)[C@H](\C=C/CCCCCCCC(=O)O)O                                                                                                                  
11O SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC1C(O1)C(C=CCCCCCCCC(=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 
11O "SYSTEMATIC NAME" ACDLabs              10.04 "(9Z,11S)-11-hydroxy-11-[(2R,3R)-3-pentyloxiran-2-yl]undec-9-enoic acid" 
11O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(Z,11S)-11-hydroxy-11-[(2R,3R)-3-pentyloxiran-2-yl]undec-9-enoic acid"  
# 
