data_F22
# 
_chem_comp.id                                    F22 
_chem_comp.name                                  "(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C22 H32 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-02 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        328.488 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     F22 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2VV0 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
F22 C1   C1   C 0 1 N N N 19.314 17.735 19.882 8.401   -1.234 0.082  C1   F22 1  
F22 O1   O1   O 0 1 N N N 20.230 17.966 20.709 9.211   -2.253 -0.245 O1   F22 2  
F22 O2   O2   O 0 1 N N N 18.090 17.666 20.148 8.260   -0.922 1.241  O2   F22 3  
F22 C2   C2   C 0 1 N N N 19.733 17.531 18.435 7.672   -0.475 -0.996 C2   F22 4  
F22 C3   C3   C 0 1 N N N 19.187 16.212 17.856 6.823   0.627  -0.359 C3   F22 5  
F22 C4   C4   C 0 1 N N N 19.690 15.978 16.590 6.094   1.386  -1.438 C4   F22 6  
F22 C5   C5   C 0 1 N N N 18.913 16.182 15.455 4.797   1.554  -1.358 C5   F22 7  
F22 C6   C6   C 0 1 N N N 17.591 16.617 15.568 4.058   1.132  -0.115 C6   F22 8  
F22 C7   C7   C 0 1 N N N 16.761 15.742 14.885 3.247   2.291  0.405  C7   F22 9  
F22 C8   C8   C 0 1 N N N 16.529 15.903 13.521 1.969   2.138  0.652  C8   F22 10 
F22 C9   C9   C 0 1 N N N 17.149 16.930 12.825 1.345   0.769  0.573  C9   F22 11 
F22 C10  C10  C 0 1 N N N 17.956 16.403 11.820 0.622   0.471  1.861  C10  F22 12 
F22 C11  C11  C 0 1 N N N 17.722 16.704 10.485 -0.633  0.097  1.837  C11  F22 13 
F22 C12  C12  C 0 1 N N N 16.655 17.523 10.121 -1.304  -0.203 0.521  C12  F22 14 
F22 C13  C13  C 0 1 N N N 15.530 16.737 9.854  -1.931  -1.572 0.577  C13  F22 15 
F22 C14  C14  C 0 1 N N N 14.251 17.249 9.992  -3.197  -1.725 0.280  C14  F22 16 
F22 C15  C15  C 0 1 N N N 14.049 18.567 10.407 -3.987  -0.567 -0.274 C15  F22 17 
F22 C16  C16  C 0 1 N N N 13.234 19.213 9.504  -4.676  -0.992 -1.545 C16  F22 18 
F22 C17  C17  C 0 1 N N N 13.493 20.547 9.161  -5.977  -0.880 -1.653 C17  F22 19 
F22 C18  C18  C 0 1 N N N 14.577 21.192 9.728  -6.803  -0.498 -0.452 C18  F22 20 
F22 C19  C19  C 0 1 N N N 14.943 22.283 8.930  -7.536  0.788  -0.735 C19  F22 21 
F22 C20  C20  C 0 1 N N N 16.273 22.551 8.672  -8.831  0.858  -0.552 C20  F22 22 
F22 C21  C21  C 0 1 N N N 17.280 21.752 9.209  -9.564  -0.290 0.092  C21  F22 23 
F22 C22  C22  C 0 1 N N N 17.961 20.927 8.115  -10.378 0.226  1.280  C22  F22 24 
F22 H1   H1   H 0 1 N N N 19.855 18.082 21.574 9.661   -2.707 0.481  H1   F22 25 
F22 H2C1 1H2C H 0 0 N N N 19.343 18.366 17.835 8.396   -0.028 -1.678 H2C1 F22 26 
F22 H2C2 2H2C H 0 0 N N N 20.832 17.489 18.401 7.027   -1.158 -1.548 H2C2 F22 27 
F22 H3C1 1H3C H 0 0 N N N 19.482 15.383 18.516 6.100   0.180  0.323  H3C1 F22 28 
F22 H3C2 2H3C H 0 0 N N N 18.092 16.286 17.789 7.469   1.310  0.193  H3C2 F22 29 
F22 H4   H4   H 0 1 N N N 20.706 15.630 16.480 6.641   1.792  -2.276 H4   F22 30 
F22 H5   H5   H 0 1 N N N 19.336 16.002 14.478 4.258   1.995  -2.184 H5   F22 31 
F22 H6C1 1H6C H 0 0 N N N 17.302 16.645 16.629 3.394   0.301  -0.351 H6C1 F22 32 
F22 H6C2 2H6C H 0 0 N N N 17.497 17.625 15.138 4.774   0.820  0.646  H6C2 F22 33 
F22 H7   H7   H 0 1 N N N 16.290 14.928 15.415 3.718   3.248  0.573  H7   F22 34 
F22 H8   H8   H 0 1 N N N 15.865 15.226 13.004 1.363   2.993  0.912  H8   F22 35 
F22 H9C1 1H9C H 0 0 N N N 16.383 17.578 12.374 0.638   0.739  -0.256 H9C1 F22 36 
F22 H9C2 2H9C H 0 0 N N N 17.771 17.514 13.519 2.124   0.023  0.413  H9C2 F22 37 
F22 H10  H10  H 0 1 N N N 18.776 15.751 12.083 1.139   0.566  2.805  H10  F22 38 
F22 H11  H11  H 0 1 N N N 18.372 16.300 9.723  -1.187  0.004  2.759  H11  F22 39 
F22 H121 1H12 H 0 0 N N N 16.429 18.217 10.944 -2.076  0.543  0.329  H121 F22 40 
F22 H122 2H12 H 0 0 N N N 16.924 18.094 9.220  -0.564  -0.174 -0.279 H122 F22 41 
F22 H13  H13  H 0 1 N N N 15.661 15.714 9.535  -1.336  -2.427 0.863  H13  F22 42 
F22 H14  H14  H 0 1 N N N 13.399 16.621 9.776  -3.675  -2.682 0.431  H14  F22 43 
F22 H15  H15  H 0 1 N N N 13.573 18.570 11.398 -4.733  -0.254 0.457  H15  F22 44 
F22 H16  H16  H 0 1 N N N 12.397 18.693 9.061  -4.098  -1.388 -2.367 H16  F22 45 
F22 H171 1H17 H 0 0 N N N 12.853 21.065 8.462  -6.457  -1.061 -2.604 H171 F22 46 
F22 H172 2H17 H 0 0 N N N 15.017 19.086 10.464 -3.314  0.263  -0.485 H172 F22 47 
F22 H181 1H18 H 0 0 N N N 14.307 21.548 10.733 -7.524  -1.288 -0.242 H181 F22 48 
F22 H182 2H18 H 0 0 N N N 15.422 20.492 9.801  -6.150  -0.363 0.410  H182 F22 49 
F22 H19  H19  H 0 1 N N N 14.178 22.921 8.512  -6.993  1.653  -1.088 H19  F22 50 
F22 H20  H20  H 0 1 N N N 16.536 23.391 8.046  -9.373  1.739  -0.863 H20  F22 51 
F22 H211 1H21 H 0 0 N N N 18.030 22.396 9.692  -10.234 -0.747 -0.636 H211 F22 52 
F22 H212 2H21 H 0 0 N N N 16.832 21.065 9.942  -8.845  -1.032 0.439  H212 F22 53 
F22 H221 1H22 H 0 0 N N N 18.124 21.557 7.228  -10.908 -0.604 1.746  H221 F22 54 
F22 H222 2H22 H 0 0 N N N 18.928 20.556 8.484  -9.708  0.683  2.008  H222 F22 55 
F22 H223 3H22 H 0 0 N N N 17.320 20.075 7.846  -11.097 0.968  0.933  H223 F22 56 
# 
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 
F22 C1  O1   SING N N 1  
F22 C1  O2   DOUB N N 2  
F22 C1  C2   SING N N 3  
F22 C2  C3   SING N N 4  
F22 C3  C4   SING N N 5  
F22 C4  C5   DOUB N N 6  
F22 C5  C6   SING N N 7  
F22 C6  C7   SING N N 8  
F22 C7  C8   DOUB N N 9  
F22 C8  C9   SING N N 10 
F22 C9  C10  SING N Z 11 
F22 C10 C11  DOUB N N 12 
F22 C11 C12  SING N N 13 
F22 C12 C13  SING N N 14 
F22 C13 C14  DOUB N N 15 
F22 C14 C15  SING N N 16 
F22 C15 C16  SING N N 17 
F22 C16 C17  DOUB N Z 18 
F22 C17 C18  SING N N 19 
F22 C18 C19  SING N N 20 
F22 C19 C20  DOUB N N 21 
F22 C20 C21  SING N N 22 
F22 C21 C22  SING N N 23 
F22 O1  H1   SING N N 24 
F22 C2  H2C1 SING N Z 25 
F22 C2  H2C2 SING N N 26 
F22 C3  H3C1 SING N N 27 
F22 C3  H3C2 SING N N 28 
F22 C4  H4   SING N N 29 
F22 C5  H5   SING N N 30 
F22 C6  H6C1 SING N N 31 
F22 C6  H6C2 SING N Z 32 
F22 C7  H7   SING N N 33 
F22 C8  H8   SING N N 34 
F22 C9  H9C1 SING N N 35 
F22 C9  H9C2 SING N N 36 
F22 C10 H10  SING N N 37 
F22 C11 H11  SING N N 38 
F22 C12 H121 SING N Z 39 
F22 C12 H122 SING N N 40 
F22 C13 H13  SING N N 41 
F22 C14 H14  SING N N 42 
F22 C15 H15  SING N N 43 
F22 C16 H16  SING N N 44 
F22 C17 H171 SING N N 45 
F22 C15 H172 SING N Z 46 
F22 C18 H181 SING N N 47 
F22 C18 H182 SING N N 48 
F22 C19 H19  SING N N 49 
F22 C20 H20  SING N N 50 
F22 C21 H211 SING N N 51 
F22 C21 H212 SING N N 52 
F22 C22 H221 SING N N 53 
F22 C22 H222 SING N N 54 
F22 C22 H223 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 
F22 SMILES           ACDLabs              10.04 O=C(O)CC\C=C/C/C=C\C\C=C/C\C=C/C\C=C/C\C=C/CC                                                                                                                                                       
F22 InChI            InChI                1.02b InChI=1/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-/f/h23H 
F22 InChIKey         InChI                1.02b MBMBGCFOFBJSGT-YALXRAKKDU                                                                                                                                                                           
F22 SMILES_CANONICAL CACTVS               3.341 CC/C=C\C\C=C/C/C=C\C\C=C/C/C=C\C\C=C/CCC(O)=O                                                                                                                                                       
F22 SMILES           CACTVS               3.341 CCC=CCC=CCC=CCC=CCC=CCC=CCCC(O)=O                                                                                                                                                                   
F22 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(=O)O                                                                                                                                                       
F22 SMILES           "OpenEye OEToolkits" 1.5.0 CCC=CCC=CCC=CCC=CCC=CCC=CCCC(=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 
F22 "SYSTEMATIC NAME" ACDLabs              10.04 "(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid" 
F22 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid" 
# 
