data_5OX # _chem_comp.id 5OX _chem_comp.name "(7E,11Z,14Z,17Z,20Z)-5-oxotricosa-7,11,14,17,20-pentaenoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H34 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-26 _chem_comp.pdbx_modified_date 2015-04-03 _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 358.514 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5OX _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 3X1H _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 5OX O24 O24 O 0 1 N N N 17.957 18.323 20.512 4.933 4.186 -0.139 O24 5OX 1 5OX C23 C23 C 0 1 N N N 19.153 18.578 20.254 6.057 3.848 -0.425 C23 5OX 2 5OX O25 O25 O 0 1 N N N 20.105 18.146 20.937 6.961 4.769 -0.795 O25 5OX 3 5OX C22 C22 C 0 1 N N N 19.463 19.450 19.061 6.446 2.394 -0.361 C22 5OX 4 5OX C21 C21 C 0 1 N N N 19.029 18.694 17.813 5.242 1.564 0.091 C21 5OX 5 5OX C20 C20 C 0 1 N N N 20.198 18.491 16.859 5.637 0.087 0.157 C20 5OX 6 5OX C19 C19 C 0 1 N N N 20.139 17.077 16.344 4.452 -0.731 0.602 C19 5OX 7 5OX O26 O26 O 0 1 N N N 20.899 16.232 16.788 3.400 -0.188 0.842 O26 5OX 8 5OX C18 C18 C 0 1 N N N 19.134 16.709 15.279 4.580 -2.225 0.747 C18 5OX 9 5OX C17 C17 C 0 1 N N N 19.225 17.694 14.138 3.262 -2.800 1.201 C17 5OX 10 5OX C16 C16 C 0 1 N N N 18.358 17.621 13.133 2.691 -3.755 0.509 C16 5OX 11 5OX C15 C15 C 0 1 N N N 18.444 18.601 11.993 1.374 -4.329 0.963 C15 5OX 12 5OX C14 C14 C 0 1 N N N 18.862 17.887 10.714 0.356 -4.229 -0.174 C14 5OX 13 5OX C13 C13 C 0 1 N N N 17.637 17.359 10.005 -0.962 -4.804 0.280 C13 5OX 14 5OX C12 C12 C 0 1 N N N 17.046 18.075 9.050 -2.061 -4.102 0.153 C12 5OX 15 5OX C11 C11 C 0 1 N N N 17.590 19.421 8.652 -2.037 -2.793 -0.592 C11 5OX 16 5OX C10 C10 C 0 1 N N N 17.182 20.458 9.670 -3.093 -2.808 -1.667 C10 5OX 17 5OX C9 C9 C 0 1 N N N 17.274 21.754 9.380 -3.964 -1.833 -1.743 C9 5OX 18 5OX C8 C8 C 0 1 N N N 17.789 22.201 8.033 -3.814 -0.618 -0.865 C8 5OX 19 5OX C7 C7 C 0 1 N N N 17.447 23.657 7.822 -3.825 0.624 -1.719 C7 5OX 20 5OX C6 C6 C 0 1 N N N 16.176 24.048 7.782 -4.659 1.597 -1.449 C6 5OX 21 5OX C5 C5 C 0 1 N N N 15.062 23.041 7.945 -5.483 1.556 -0.188 C5 5OX 22 5OX C4 C4 C 0 1 N N N 13.730 23.752 7.922 -5.290 2.838 0.581 C4 5OX 23 5OX C3 C3 C 0 1 N N N 13.428 24.643 8.862 -6.330 3.546 0.944 C3 5OX 24 5OX C2 C2 C 0 1 N N N 14.413 24.953 9.964 -7.721 3.002 0.740 C2 5OX 25 5OX C1 C1 C 0 1 N N N 13.823 25.996 10.889 -8.494 3.073 2.058 C1 5OX 26 5OX H1 H1 H 0 1 N N N 19.769 17.616 21.650 6.666 5.689 -0.818 H1 5OX 27 5OX H2 H2 H 0 1 N N N 20.543 19.657 19.018 6.768 2.059 -1.347 H2 5OX 28 5OX H3 H3 H 0 1 N N N 18.911 20.398 19.136 7.262 2.267 0.351 H3 5OX 29 5OX H4 H4 H 0 1 N N N 18.243 19.268 17.301 4.920 1.898 1.077 H4 5OX 30 5OX H5 H5 H 0 1 N N N 18.632 17.712 18.108 4.426 1.690 -0.620 H5 5OX 31 5OX H6 H6 H 0 1 N N N 21.147 18.655 17.391 5.960 -0.247 -0.829 H6 5OX 32 5OX H7 H7 H 0 1 N N N 20.121 19.197 16.019 6.454 -0.040 0.868 H7 5OX 33 5OX H8 H8 H 0 1 N N N 18.121 16.736 15.706 4.855 -2.662 -0.213 H8 5OX 34 5OX H9 H9 H 0 1 N N N 19.348 15.696 14.907 5.349 -2.454 1.485 H9 5OX 35 5OX H10 H10 H 0 1 N N N 19.992 18.455 14.138 2.789 -2.424 2.096 H10 5OX 36 5OX H11 H11 H 0 1 N N N 17.592 16.859 13.134 3.165 -4.130 -0.386 H11 5OX 37 5OX H12 H12 H 0 1 N N N 19.186 19.376 12.235 1.510 -5.375 1.239 H12 5OX 38 5OX H13 H13 H 0 1 N N N 17.460 19.070 11.842 1.012 -3.770 1.826 H13 5OX 39 5OX H14 H14 H 0 1 N N N 19.530 17.049 10.964 0.220 -3.184 -0.450 H14 5OX 40 5OX H15 H15 H 0 1 N N N 19.390 18.593 10.056 0.718 -4.788 -1.037 H15 5OX 41 5OX H16 H16 H 0 1 N N N 17.237 16.393 10.275 -1.000 -5.794 0.709 H16 5OX 42 5OX H17 H17 H 0 1 N N N 16.168 17.686 8.556 -2.984 -4.462 0.584 H17 5OX 43 5OX H18 H18 H 0 1 N N N 18.688 19.371 8.601 -2.237 -1.976 0.102 H18 5OX 44 5OX H19 H19 H 0 1 N N N 17.190 19.700 7.666 -1.057 -2.651 -1.047 H19 5OX 45 5OX H20 H20 H 0 1 N N N 16.814 20.148 10.637 -3.131 -3.622 -2.375 H20 5OX 46 5OX H21 H21 H 0 1 N N N 16.978 22.490 10.113 -4.790 -1.900 -2.436 H21 5OX 47 5OX H22 H22 H 0 1 N N N 17.321 21.596 7.242 -4.640 -0.578 -0.155 H22 5OX 48 5OX H23 H23 H 0 1 N N N 18.881 22.072 7.996 -2.871 -0.677 -0.321 H23 5OX 49 5OX H24 H24 H 0 1 N N N 18.237 24.383 7.703 -3.145 0.712 -2.553 H24 5OX 50 5OX H25 H25 H 0 1 N N N 15.939 25.091 7.632 -4.757 2.430 -2.130 H25 5OX 51 5OX H26 H26 H 0 1 N N N 15.103 22.313 7.121 -6.536 1.441 -0.445 H26 5OX 52 5OX H27 H27 H 0 1 N N N 15.180 22.516 8.904 -5.165 0.713 0.426 H27 5OX 53 5OX H28 H28 H 0 1 N N N 13.019 23.536 7.138 -4.294 3.172 0.832 H28 5OX 54 5OX H29 H29 H 0 1 N N N 12.473 25.147 8.837 -6.191 4.521 1.389 H29 5OX 55 5OX H30 H30 H 0 1 N N N 14.627 24.036 10.534 -8.236 3.595 -0.015 H30 5OX 56 5OX H31 H31 H 0 1 N N N 15.345 25.338 9.525 -7.661 1.966 0.409 H31 5OX 57 5OX H32 H32 H 0 1 N N N 14.540 26.222 11.692 -9.500 2.680 1.911 H32 5OX 58 5OX H33 H33 H 0 1 N N N 13.609 26.912 10.319 -7.979 2.480 2.814 H33 5OX 59 5OX H34 H34 H 0 1 N N N 12.891 25.611 11.328 -8.555 4.110 2.389 H34 5OX 60 # 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 5OX C6 C7 DOUB N Z 1 5OX C6 C5 SING N N 2 5OX C7 C8 SING N N 3 5OX C4 C5 SING N N 4 5OX C4 C3 DOUB N Z 5 5OX C8 C9 SING N N 6 5OX C11 C12 SING N N 7 5OX C11 C10 SING N N 8 5OX C3 C2 SING N N 9 5OX C12 C13 DOUB N Z 10 5OX C9 C10 DOUB N Z 11 5OX C2 C1 SING N N 12 5OX C13 C14 SING N N 13 5OX C14 C15 SING N N 14 5OX C15 C16 SING N N 15 5OX C16 C17 DOUB N E 16 5OX C17 C18 SING N N 17 5OX C18 C19 SING N N 18 5OX C19 O26 DOUB N N 19 5OX C19 C20 SING N N 20 5OX C20 C21 SING N N 21 5OX C21 C22 SING N N 22 5OX C22 C23 SING N N 23 5OX C23 O24 DOUB N N 24 5OX C23 O25 SING N N 25 5OX O25 H1 SING N N 26 5OX C22 H2 SING N N 27 5OX C22 H3 SING N N 28 5OX C21 H4 SING N N 29 5OX C21 H5 SING N N 30 5OX C20 H6 SING N N 31 5OX C20 H7 SING N N 32 5OX C18 H8 SING N N 33 5OX C18 H9 SING N N 34 5OX C17 H10 SING N N 35 5OX C16 H11 SING N N 36 5OX C15 H12 SING N N 37 5OX C15 H13 SING N N 38 5OX C14 H14 SING N N 39 5OX C14 H15 SING N N 40 5OX C13 H16 SING N N 41 5OX C12 H17 SING N N 42 5OX C11 H18 SING N N 43 5OX C11 H19 SING N N 44 5OX C10 H20 SING N N 45 5OX C9 H21 SING N N 46 5OX C8 H22 SING N N 47 5OX C8 H23 SING N N 48 5OX C7 H24 SING N N 49 5OX C6 H25 SING N N 50 5OX C5 H26 SING N N 51 5OX C5 H27 SING N N 52 5OX C4 H28 SING N N 53 5OX C3 H29 SING N N 54 5OX C2 H30 SING N N 55 5OX C2 H31 SING N N 56 5OX C1 H32 SING N N 57 5OX C1 H33 SING N N 58 5OX C1 H34 SING N N 59 # 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 5OX SMILES ACDLabs 12.01 "O=C(O)CCCC(=O)C[C@H]=[C@H]CC[C@H]=[C@H]C[C@H]=[C@H]C[C@H]=CC\C=C/CC" 5OX InChI InChI 1.03 "InChI=1S/C23H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-22(24)20-18-21-23(25)26/h3-4,6-7,9-10,12-13,16-17H,2,5,8,11,14-15,18-21H2,1H3,(H,25,26)/b4-3-,7-6-,10-9-,13-12-,17-16+" 5OX InChIKey InChI 1.03 DIXZZUWKTKHHEG-IIFHDYRKSA-N 5OX SMILES_CANONICAL CACTVS 3.385 "CC/C=C\C\C=C/C\C=C/C\C=C/CC\C=C\CC(=O)CCCC(O)=O" 5OX SMILES CACTVS 3.385 "CCC=CCC=CCC=CCC=CCCC=CCC(=O)CCCC(O)=O" 5OX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC/C=C\C/C=C\C/C=C\C/C=C\CC/C=C/CC(=O)CCCC(=O)O" 5OX SMILES "OpenEye OEToolkits" 1.7.6 "CCC=CCC=CCC=CCC=CCCC=CCC(=O)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 5OX "SYSTEMATIC NAME" ACDLabs 12.01 "(7E,11Z,14Z,17Z,20Z)-5-oxotricosa-7,11,14,17,20-pentaenoic acid" 5OX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(7E,11Z,14Z,17Z,20Z)-5-oxidanylidenetricosa-7,11,14,17,20-pentaenoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5OX "Create component" 2014-11-26 PDBJ 5OX "Modify formula" 2015-03-31 PDBJ 5OX "Initial release" 2015-04-08 RCSB #