data_9OH
# 
_chem_comp.id                                    9OH 
_chem_comp.name                                  "(TRANS-12,13-EPOXY)-9-HYDROXY-10(E)-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                     9OH 
_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 
9OH C1   C1   C 0 1 N N N 20.131 -5.521 22.618 1.265  0.115  -8.981  C1   9OH 1  
9OH C2   C2   C 0 1 N N N 19.357 -4.230 22.856 1.423  -0.486 -7.608  C2   9OH 2  
9OH C3   C3   C 0 1 N N N 20.146 -2.951 22.504 0.388  0.125  -6.662  C3   9OH 3  
9OH C4   C4   C 0 1 N N N 19.393 -2.067 21.493 0.548  -0.485 -5.268  C4   9OH 4  
9OH C5   C5   C 0 1 N N N 19.354 -0.590 21.929 -0.486 0.126  -4.321  C5   9OH 5  
9OH C6   C6   C 0 1 N N N 20.714 0.109  21.743 -0.326 -0.484 -2.928  C6   9OH 6  
9OH C7   C7   C 0 1 N N N 20.692 1.564  22.246 -1.361 0.126  -1.981  C7   9OH 7  
9OH C8   C8   C 0 1 N N N 20.737 2.586  21.086 -1.201 -0.483 -0.587  C8   9OH 8  
9OH C9   C9   C 0 1 N N S 21.771 3.733  21.241 -2.236 0.127  0.358   C9   9OH 9  
9OH C10  C10  C 0 1 N N N 22.103 4.307  19.868 -2.078 -0.473 1.731   C10  9OH 10 
9OH C11  C11  C 0 1 N N N 21.219 4.898  19.054 -1.801 0.295  2.755   C11  9OH 11 
9OH C12  C12  C 0 1 N N R 21.595 5.452  17.704 -1.643 -0.305 4.128   C12  9OH 12 
9OH C13  C13  C 0 1 N N R 20.964 4.841  16.488 -0.280 -0.179 4.811   C13  9OH 13 
9OH C14  C14  C 0 1 N N N 20.133 5.754  15.573 -0.256 -0.028 6.333   C14  9OH 14 
9OH C15  C15  C 0 1 N N N 18.723 5.187  15.316 1.193  0.047  6.815   C15  9OH 15 
9OH C16  C16  C 0 1 N N N 17.878 6.119  14.428 1.216  0.198  8.338   C16  9OH 16 
9OH C17  C17  C 0 1 N N N 17.411 5.425  13.136 2.666  0.274  8.820   C17  9OH 17 
9OH C18  C18  C 0 1 N N N 16.969 6.437  12.071 2.690  0.425  10.342  C18  9OH 18 
9OH O19  O19  O 0 1 N N N 21.178 -5.810 23.185 0.412  0.947  -9.182  O19  9OH 19 
9OH O20  O20  O 0 1 N N N 19.527 -6.329 21.706 2.072  -0.273 -9.981  O20  9OH 20 
9OH O21  O21  O 0 1 N N N 20.991 4.674  22.029 -2.039 1.541  0.432   O21  9OH 21 
9OH O22  O22  O 0 1 N N N 22.417 4.825  16.624 -0.752 -1.415 4.271   O22  9OH 22 
9OH H21  1H2  H 0 1 N N N 18.383 -4.251 22.312 2.425  -0.278 -7.234  H21  9OH 23 
9OH H22  2H2  H 0 1 N N N 18.985 -4.184 23.906 1.272  -1.564 -7.664  H22  9OH 24 
9OH H31  1H3  H 0 1 N N N 20.415 -2.376 23.421 -0.614 -0.082 -7.036  H31  9OH 25 
9OH H32  2H3  H 0 1 N N N 21.171 -3.195 22.141 0.538  1.203  -6.606  H32  9OH 26 
9OH H41  1H4  H 0 1 N N N 19.818 -2.174 20.467 1.550  -0.277 -4.893  H41  9OH 27 
9OH H42  2H4  H 0 1 N N N 18.366 -2.458 21.300 0.397  -1.563 -5.324  H42  9OH 28 
9OH H51  1H5  H 0 1 N N N 18.541 -0.036 21.404 -1.489 -0.081 -4.696  H51  9OH 29 
9OH H52  2H5  H 0 1 N N N 18.989 -0.488 22.977 -0.336 1.204  -4.265  H52  9OH 30 
9OH H61  1H6  H 0 1 N N N 21.535 -0.471 22.223 0.675  -0.276 -2.553  H61  9OH 31 
9OH H62  2H6  H 0 1 N N N 21.054 0.053  20.682 -0.477 -1.562 -2.984  H62  9OH 32 
9OH H71  1H7  H 0 1 N N N 19.815 1.747  22.910 -2.364 -0.080 -2.356  H71  9OH 33 
9OH H72  2H7  H 0 1 N N N 21.512 1.749  22.978 -1.211 1.205  -1.925  H72  9OH 34 
9OH H81  1H8  H 0 1 N N N 20.898 2.056  20.118 -0.199 -0.275 -0.213  H81  9OH 35 
9OH H82  2H8  H 0 1 N N N 19.720 3.010  20.913 -1.352 -1.561 -0.643  H82  9OH 36 
9OH H91  1H9  H 0 1 N N N 22.748 3.450  21.696 -3.238 -0.080 -0.015  H91  9OH 37 
9OH H101 1H10 H 0 0 N N N 23.105 4.293  19.407 -2.194 -1.538 1.871   H101 9OH 38 
9OH H111 1H11 H 0 0 N N N 20.204 4.927  19.485 -1.686 1.360  2.615   H111 9OH 39 
9OH H121 1H12 H 0 0 N N N 21.693 6.431  18.226 -2.532 -0.283 4.759   H121 9OH 40 
9OH H131 1H13 H 0 0 N N N 20.244 4.027  16.234 0.511  0.341  4.271   H131 9OH 41 
9OH H141 1H14 H 0 0 N N N 20.083 6.792  15.975 -0.747 -0.887 6.791   H141 9OH 42 
9OH H142 2H14 H 0 0 N N N 20.666 5.960  14.615 -0.782 0.883  6.616   H142 9OH 43 
9OH H151 1H15 H 0 0 N N N 18.772 4.157  14.889 1.683  0.906  6.357   H151 9OH 44 
9OH H152 2H15 H 0 0 N N N 18.199 4.956  16.273 1.718  -0.864 6.532   H152 9OH 45 
9OH H161 1H16 H 0 0 N N N 17.015 6.541  14.993 0.726  -0.660 8.796   H161 9OH 46 
9OH H162 2H16 H 0 0 N N N 18.423 7.065  14.203 0.691  1.110  8.621   H162 9OH 47 
9OH H171 1H17 H 0 0 N N N 18.193 4.735  12.740 3.157  1.133  8.362   H171 9OH 48 
9OH H172 2H17 H 0 0 N N N 16.609 4.678  13.343 3.192  -0.637 8.537   H172 9OH 49 
9OH H181 1H18 H 0 0 N N N 16.630 5.934  11.135 3.723  0.479  10.686  H181 9OH 50 
9OH H182 2H18 H 0 0 N N N 16.186 7.126  12.466 2.165  1.337  10.625  H182 9OH 51 
9OH H183 3H18 H 0 0 N N N 17.771 7.183  11.863 2.199  -0.433 10.800  H183 9OH 52 
9OH H201 1H20 H 0 0 N N N 20.009 -7.133 21.557 1.970  0.112  -10.862 H201 9OH 53 
9OH H211 1H21 H 0 0 N N N 21.623 5.376  22.123 -1.142 1.681  0.767   H211 9OH 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 
9OH C1  C2   SING N N 1  
9OH C1  O19  DOUB N N 2  
9OH C1  O20  SING N N 3  
9OH C2  C3   SING N N 4  
9OH C2  H21  SING N N 5  
9OH C2  H22  SING N N 6  
9OH C3  C4   SING N N 7  
9OH C3  H31  SING N N 8  
9OH C3  H32  SING N N 9  
9OH C4  C5   SING N N 10 
9OH C4  H41  SING N N 11 
9OH C4  H42  SING N N 12 
9OH C5  C6   SING N N 13 
9OH C5  H51  SING N N 14 
9OH C5  H52  SING N N 15 
9OH C6  C7   SING N N 16 
9OH C6  H61  SING N N 17 
9OH C6  H62  SING N N 18 
9OH C7  C8   SING N N 19 
9OH C7  H71  SING N N 20 
9OH C7  H72  SING N N 21 
9OH C8  C9   SING N N 22 
9OH C8  H81  SING N N 23 
9OH C8  H82  SING N N 24 
9OH C9  C10  SING N N 25 
9OH C9  O21  SING N N 26 
9OH C9  H91  SING N N 27 
9OH C10 C11  DOUB N E 28 
9OH C10 H101 SING N N 29 
9OH C11 C12  SING N N 30 
9OH C11 H111 SING N N 31 
9OH C12 C13  SING N N 32 
9OH C12 O22  SING N N 33 
9OH C12 H121 SING N N 34 
9OH C13 C14  SING N N 35 
9OH C13 O22  SING N N 36 
9OH C13 H131 SING N N 37 
9OH C14 C15  SING N N 38 
9OH C14 H141 SING N N 39 
9OH C14 H142 SING N N 40 
9OH C15 C16  SING N N 41 
9OH C15 H151 SING N N 42 
9OH C15 H152 SING N N 43 
9OH C16 C17  SING N N 44 
9OH C16 H161 SING N N 45 
9OH C16 H162 SING N N 46 
9OH C17 C18  SING N N 47 
9OH C17 H171 SING N N 48 
9OH C17 H172 SING N N 49 
9OH C18 H181 SING N N 50 
9OH C18 H182 SING N N 51 
9OH C18 H183 SING N N 52 
9OH O20 H201 SING N N 53 
9OH 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 
9OH SMILES           ACDLabs              10.04 O=C(O)CCCCCCCC(O)/C=C/C1OC1CCCCC                                                                                                                
9OH InChI            InChI                1.02b InChI=1/C18H32O4/c1-2-3-7-11-16-17(22-16)14-13-15(19)10-8-5-4-6-9-12-18(20)21/h13-17,19H,2-12H2,1H3,(H,20,21)/b14-13+/t15-,16+,17+/m0/s1/f/h20H 
9OH InChIKey         InChI                1.02b WCCLYKMJXGYGEN-OBGJKYKADW                                                                                                                       
9OH SMILES_CANONICAL CACTVS               3.341 CCCCC[C@H]1O[C@@H]1/C=C/[C@@H](O)CCCCCCCC(O)=O                                                                                                  
9OH SMILES           CACTVS               3.341 CCCCC[CH]1O[CH]1C=C[CH](O)CCCCCCCC(O)=O                                                                                                         
9OH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCC[C@@H]1[C@H](O1)\C=C\[C@H](CCCCCCCC(=O)O)O                                                                                                 
9OH SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC1C(O1)C=CC(CCCCCCCC(=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 
9OH "SYSTEMATIC NAME" ACDLabs              10.04 "(9S,10E)-9-hydroxy-11-[(2R,3R)-3-pentyloxiran-2-yl]undec-10-enoic acid" 
9OH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E,9S)-9-hydroxy-11-[(2R,3R)-3-pentyloxiran-2-yl]undec-10-enoic acid"   
# 
