data_EOD
# 
_chem_comp.id                                    EOD 
_chem_comp.name                                  "11-[(2R,3S)-3-PENTYLOXIRAN-2-YL]UNDECANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H34 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(+-)-CIS-12,13-EPOXY-9(Z)-OCTADECANOIC ACID, LEUKOTOXIN B, (+-)-VERNOLIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-03 
_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                        298.461 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EOD 
_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        2DIO 
_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 
EOD O1   O1   O 0 1 N N N 33.775 93.563 54.213 -8.890  2.085  -0.213 O1   EOD 1  
EOD C1   C1   C 0 1 N N N 32.947 94.460 53.943 -9.185  0.924  -0.058 C1   EOD 2  
EOD O2   O2   O 0 1 N N N 33.214 95.673 53.802 -10.476 0.561  0.001  O2   EOD 3  
EOD C2   C2   C 0 1 N N N 31.489 94.035 53.757 -8.104  -0.118 0.068  C2   EOD 4  
EOD C3   C3   C 0 1 N N N 30.656 95.077 53.008 -6.733  0.555  -0.033 C3   EOD 5  
EOD C4   C4   C 0 1 N N N 31.173 95.387 51.602 -5.635  -0.503 0.095  C4   EOD 6  
EOD C5   C5   C 0 1 N N N 30.094 95.135 50.547 -4.265  0.170  -0.006 C5   EOD 7  
EOD C6   C6   C 0 1 N N N 30.734 95.041 49.160 -3.166  -0.887 0.122  C6   EOD 8  
EOD C7   C7   C 0 1 N N N 29.975 94.081 48.241 -1.796  -0.214 0.021  C7   EOD 9  
EOD C8   C8   C 0 1 N N N 30.627 94.031 46.858 -0.698  -1.272 0.150  C8   EOD 10 
EOD C9   C9   C 0 1 N N N 30.851 92.557 46.511 0.672   -0.599 0.049  C9   EOD 11 
EOD C10  C10  C 0 1 N N N 30.332 92.047 45.166 1.771   -1.657 0.177  C10  EOD 12 
EOD C11  C11  C 0 1 N N N 29.648 93.123 44.320 3.141   -0.984 0.076  C11  EOD 13 
EOD C12  C12  C 0 1 N N R 28.193 92.785 44.047 4.239   -2.041 0.204  C12  EOD 14 
EOD O3   O3   O 0 1 N N N 27.210 93.828 44.120 5.099   -2.249 -0.920 O3   EOD 15 
EOD C13  C13  C 0 1 N N S 27.486 93.312 42.810 5.694   -1.567 0.185  C13  EOD 16 
EOD C14  C14  C 0 1 N N N 28.419 94.090 41.895 5.952   -0.065 0.041  C14  EOD 17 
EOD C15  C15  C 0 1 N N N 27.883 93.909 40.474 7.455   0.205  0.135  C15  EOD 18 
EOD C16  C16  C 0 1 N N N 28.722 93.117 39.469 7.713   1.706  -0.010 C16  EOD 19 
EOD C17  C17  C 0 1 N N N 30.060 92.574 39.974 9.216   1.976  0.085  C17  EOD 20 
EOD C18  C18  C 0 1 N N N 30.610 91.535 38.995 9.474   3.478  -0.060 C18  EOD 21 
EOD HO2  HO2  H 0 1 N N N 34.145 95.810 53.932 -11.170 1.230  -0.080 HO2  EOD 22 
EOD H21  1H2  H 0 1 N N N 31.048 93.914 54.758 -8.209  -0.850 -0.733 H21  EOD 23 
EOD H22  2H2  H 0 1 N N N 31.472 93.099 53.180 -8.192  -0.619 1.032  H22  EOD 24 
EOD H31  1H3  H 0 1 N N N 30.713 96.011 53.586 -6.628  1.287  0.768  H31  EOD 25 
EOD H32  2H3  H 0 1 N N N 29.630 94.691 52.916 -6.645  1.056  -0.997 H32  EOD 26 
EOD H41  1H4  H 0 1 N N N 32.028 94.728 51.391 -5.740  -1.235 -0.705 H41  EOD 27 
EOD H42  2H4  H 0 1 N N N 31.474 96.444 51.558 -5.724  -1.003 1.059  H42  EOD 28 
EOD H51  1H5  H 0 1 N N N 29.374 95.967 50.559 -4.159  0.902  0.795  H51  EOD 29 
EOD H52  2H5  H 0 1 N N N 29.576 94.191 50.774 -4.176  0.671  -0.970 H52  EOD 30 
EOD H61  1H6  H 0 1 N N N 31.758 94.658 49.282 -3.272  -1.619 -0.678 H61  EOD 31 
EOD H62  2H6  H 0 1 N N N 30.730 96.042 48.703 -3.255  -1.388 1.087  H62  EOD 32 
EOD H71  1H7  H 0 1 N N N 28.940 94.437 48.133 -1.691  0.518  0.822  H71  EOD 33 
EOD H72  2H7  H 0 1 N N N 29.989 93.073 48.682 -1.707  0.286  -0.943 H72  EOD 34 
EOD H81  1H8  H 0 1 N N N 31.581 94.578 46.859 -0.803  -2.004 -0.651 H81  EOD 35 
EOD H82  2H8  H 0 1 N N N 29.970 94.501 46.112 -0.787  -1.773 1.114  H82  EOD 36 
EOD H91  1H9  H 0 1 N N N 30.270 92.002 47.263 0.778   0.133  0.849  H91  EOD 37 
EOD H92  2H9  H 0 1 N N N 31.939 92.394 46.512 0.761   -0.098 -0.915 H92  EOD 38 
EOD H101 1H10 H 0 0 N N N 29.576 91.277 45.382 1.665   -2.389 -0.624 H101 EOD 39 
EOD H102 2H10 H 0 0 N N N 31.188 91.658 44.596 1.682   -2.157 1.141  H102 EOD 40 
EOD H111 1H11 H 0 0 N N N 30.173 93.186 43.355 3.246   -0.252 0.877  H111 EOD 41 
EOD H112 2H11 H 0 0 N N N 29.692 94.079 44.862 3.230   -0.483 -0.888 H112 EOD 42 
EOD H12  H12  H 0 1 N N N 28.340 91.791 44.495 3.995   -2.904 0.823  H12  EOD 43 
EOD H13  H13  H 0 1 N N N 26.847 92.934 41.998 6.415   -2.114 0.792  H13  EOD 44 
EOD H141 1H14 H 0 0 N N N 29.453 93.724 41.979 5.436   0.470  0.837  H141 EOD 45 
EOD H142 2H14 H 0 0 N N N 28.428 95.155 42.170 5.581   0.276  -0.926 H142 EOD 46 
EOD H151 1H15 H 0 0 N N N 27.852 94.928 40.061 7.971   -0.331 -0.662 H151 EOD 47 
EOD H152 2H15 H 0 0 N N N 26.923 93.379 40.567 7.825   -0.136 1.102  H152 EOD 48 
EOD H161 1H16 H 0 0 N N N 28.975 93.829 38.670 7.197   2.242  0.787  H161 EOD 49 
EOD H162 2H16 H 0 0 N N N 28.119 92.253 39.152 7.342   2.047  -0.976 H162 EOD 50 
EOD H171 1H17 H 0 0 N N N 29.909 92.100 40.955 9.732   1.441  -0.712 H171 EOD 51 
EOD H172 2H17 H 0 0 N N N 30.777 93.403 40.064 9.586   1.635  1.051  H172 EOD 52 
EOD H181 1H18 H 0 0 N N N 29.903 90.696 38.916 9.103   3.819  -1.026 H181 EOD 53 
EOD H182 2H18 H 0 0 N N N 31.580 91.165 39.359 8.958   4.013  0.737  H182 EOD 54 
EOD H183 3H18 H 0 0 N N N 30.742 91.997 38.005 10.545  3.670  0.007  H183 EOD 55 
# 
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 
EOD O1  C1   DOUB N N 1  
EOD C1  O2   SING N N 2  
EOD C1  C2   SING N N 3  
EOD O2  HO2  SING N N 4  
EOD C2  C3   SING N N 5  
EOD C2  H21  SING N N 6  
EOD C2  H22  SING N N 7  
EOD C3  C4   SING N N 8  
EOD C3  H31  SING N N 9  
EOD C3  H32  SING N N 10 
EOD C4  C5   SING N N 11 
EOD C4  H41  SING N N 12 
EOD C4  H42  SING N N 13 
EOD C5  C6   SING N N 14 
EOD C5  H51  SING N N 15 
EOD C5  H52  SING N N 16 
EOD C6  C7   SING N N 17 
EOD C6  H61  SING N N 18 
EOD C6  H62  SING N N 19 
EOD C7  C8   SING N N 20 
EOD C7  H71  SING N N 21 
EOD C7  H72  SING N N 22 
EOD C8  C9   SING N N 23 
EOD C8  H81  SING N N 24 
EOD C8  H82  SING N N 25 
EOD C9  C10  SING N N 26 
EOD C9  H91  SING N N 27 
EOD C9  H92  SING N N 28 
EOD C10 C11  SING N N 29 
EOD C10 H101 SING N N 30 
EOD C10 H102 SING N N 31 
EOD C11 C12  SING N N 32 
EOD C11 H111 SING N N 33 
EOD C11 H112 SING N N 34 
EOD C12 O3   SING N N 35 
EOD C12 C13  SING N N 36 
EOD C12 H12  SING N N 37 
EOD O3  C13  SING N N 38 
EOD C13 C14  SING N N 39 
EOD C13 H13  SING N N 40 
EOD C14 C15  SING N N 41 
EOD C14 H141 SING N N 42 
EOD C14 H142 SING N N 43 
EOD C15 C16  SING N N 44 
EOD C15 H151 SING N N 45 
EOD C15 H152 SING N N 46 
EOD C16 C17  SING N N 47 
EOD C16 H161 SING N N 48 
EOD C16 H162 SING N N 49 
EOD C17 C18  SING N N 50 
EOD C17 H171 SING N N 51 
EOD C17 H172 SING N N 52 
EOD C18 H181 SING N N 53 
EOD C18 H182 SING N N 54 
EOD C18 H183 SING N N 55 
# 
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 
EOD SMILES           ACDLabs              10.04 O=C(O)CCCCCCCCCCC1OC1CCCCC                                                                                                    
EOD InChI            InChI                1.02b InChI=1/C18H34O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)/t16-,17+/m0/s1/f/h19H 
EOD InChIKey         InChI                1.02b AHXFZOAYPPCFEB-VOMHKGBGDD                                                                                                     
EOD SMILES_CANONICAL CACTVS               3.341 CCCCC[C@@H]1O[C@@H]1CCCCCCCCCCC(O)=O                                                                                          
EOD SMILES           CACTVS               3.341 CCCCC[CH]1O[CH]1CCCCCCCCCCC(O)=O                                                                                              
EOD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCC[C@H]1[C@H](O1)CCCCCCCCCCC(=O)O                                                                                          
EOD SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC1C(O1)CCCCCCCCCCC(=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 
EOD "SYSTEMATIC NAME" ACDLabs              10.04 "11-[(2R,3S)-3-pentyloxiran-2-yl]undecanoic acid" 
EOD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "11-[(2R,3S)-3-pentyloxiran-2-yl]undecanoic acid" 
# 
