data_66B # _chem_comp.id 66B _chem_comp.name "(8E,12Z,15Z,18Z,21Z)-6-oxotetracosa-8,12,15,18,21-pentaenoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H36 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 372.541 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 66B _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 3X1I _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 66B O25 O25 O 0 1 N N N 19.679 19.418 20.733 -8.338 2.889 0.709 O25 66B 1 66B C24 C24 C 0 1 N N N 18.810 18.727 20.159 -7.359 3.555 0.470 C24 66B 2 66B O26 O26 O 0 1 N N N 18.098 17.892 20.759 -7.421 4.893 0.556 O26 66B 3 66B C23 C23 C 0 1 N N N 18.611 18.909 18.674 -6.066 2.884 0.083 C23 66B 4 66B C22 C22 C 0 1 N N N 19.470 17.919 17.897 -6.264 1.367 0.066 C22 66B 5 66B C21 C21 C 0 1 N N N 19.028 16.485 18.162 -4.952 0.686 -0.327 C21 66B 6 66B C20 C20 C 0 1 N N N 18.026 16.001 17.129 -5.150 -0.831 -0.344 C20 66B 7 66B C19 C19 C 0 1 N N N 18.836 15.604 15.913 -3.857 -1.502 -0.732 C19 66B 8 66B O27 O27 O 0 1 N N N 18.629 14.534 15.365 -2.879 -0.835 -0.970 O27 66B 9 66B C18 C18 C 0 1 N N N 19.906 16.536 15.376 -3.786 -3.004 -0.822 C18 66B 10 66B C17 C17 C 0 1 N N N 19.222 17.488 14.428 -2.394 -3.418 -1.225 C17 66B 11 66B C16 C16 C 0 1 N N N 19.505 17.535 12.949 -1.722 -4.265 -0.484 C16 66B 12 66B C15 C15 C 0 1 N N N 18.630 18.569 12.251 -0.330 -4.678 -0.887 C15 66B 13 66B C14 C14 C 0 1 N N N 18.445 18.222 10.778 0.637 -4.405 0.267 C14 66B 14 66B C13 C13 C 0 1 N N N 17.320 17.224 10.634 2.030 -4.819 -0.136 C13 66B 15 66B C12 C12 C 0 1 N N N 16.067 17.643 10.480 3.024 -3.975 -0.014 C12 66B 16 66B C11 C11 C 0 1 N N N 15.754 19.120 10.448 2.812 -2.654 0.679 C11 66B 17 66B C10 C10 C 0 1 N N N 16.512 19.770 9.315 3.832 -2.493 1.777 C10 66B 18 66B C9 C9 C 0 1 N N N 16.206 21.005 8.923 4.567 -1.410 1.833 C9 66B 19 66B C8 C8 C 0 1 N N N 15.098 21.769 9.608 4.283 -0.257 0.905 C8 66B 20 66B C7 C7 C 0 1 N N N 13.855 21.730 8.752 4.110 1.005 1.710 C7 66B 21 66B C6 C6 C 0 1 N N N 12.870 20.881 9.035 4.818 2.069 1.421 C6 66B 22 66B C5 C5 C 0 1 N N N 12.985 19.947 10.217 5.673 2.090 0.180 C5 66B 23 66B C4 C4 C 0 1 N N N 12.983 18.517 9.731 5.335 3.308 -0.642 C4 66B 24 66B C3 C3 C 0 1 N N N 11.861 17.802 9.750 6.284 4.133 -1.010 C3 66B 25 66B C2 C2 C 0 1 N N N 10.577 18.413 10.258 7.728 3.783 -0.756 C2 66B 26 66B C1 C1 C 0 1 N N N 9.566 18.471 9.134 8.520 3.907 -2.059 C1 66B 27 66B H1 H1 H 0 1 N N N 18.329 17.882 21.680 -8.271 5.278 0.812 H1 66B 28 66B H2 H2 H 0 1 N N N 18.895 19.934 18.393 -5.764 3.222 -0.909 H2 66B 29 66B H3 H3 H 0 1 N N N 17.552 18.742 18.427 -5.292 3.142 0.806 H3 66B 30 66B H4 H4 H 0 1 N N N 20.520 18.034 18.205 -6.566 1.029 1.057 H4 66B 31 66B H5 H5 H 0 1 N N N 19.378 18.130 16.821 -7.038 1.110 -0.657 H5 66B 32 66B H6 H6 H 0 1 N N N 18.564 16.434 19.158 -4.650 1.024 -1.319 H6 66B 33 66B H7 H7 H 0 1 N N N 19.911 15.830 18.135 -4.178 0.944 0.396 H7 66B 34 66B H8 H8 H 0 1 N N N 17.322 16.807 16.873 -5.451 -1.169 0.647 H8 66B 35 66B H9 H9 H 0 1 N N N 17.467 15.136 17.515 -5.924 -1.088 -1.067 H9 66B 36 66B H10 H10 H 0 1 N N N 20.677 15.960 14.843 -4.027 -3.438 0.148 H10 66B 37 66B H11 H11 H 0 1 N N N 20.371 17.094 16.202 -4.499 -3.358 -1.566 H11 66B 38 66B H12 H12 H 0 1 N N N 18.490 18.173 14.831 -1.950 -3.016 -2.124 H12 66B 39 66B H14 H14 H 0 1 N N N 20.234 16.916 12.448 -2.165 -4.666 0.414 H14 66B 40 66B H16 H16 H 0 1 N N N 19.107 19.557 12.331 -0.321 -5.742 -1.125 H16 66B 41 66B H17 H17 H 0 1 N N N 17.645 18.597 12.741 -0.020 -4.108 -1.763 H17 66B 42 66B H18 H18 H 0 1 N N N 19.375 17.786 10.384 0.629 -3.341 0.504 H18 66B 43 66B H19 H19 H 0 1 N N N 18.200 19.134 10.214 0.328 -4.976 1.142 H19 66B 44 66B H20 H20 H 0 1 N N N 17.534 16.166 10.656 2.207 -5.810 -0.526 H20 66B 45 66B H21 H21 H 0 1 N N N 15.269 16.923 10.377 3.997 -4.227 -0.410 H21 66B 46 66B H22 H22 H 0 1 N N N 16.054 19.579 11.401 2.922 -1.844 -0.041 H22 66B 47 66B H23 H23 H 0 1 N N N 14.674 19.263 10.296 1.809 -2.626 1.107 H23 66B 48 66B H24 H24 H 0 1 N N N 17.306 19.230 8.820 3.956 -3.269 2.516 H24 66B 49 66B H25 H25 H 0 1 N N N 16.753 21.462 8.112 5.376 -1.343 2.545 H25 66B 50 66B H26 H26 H 0 1 N N N 15.409 22.814 9.755 5.116 -0.135 0.213 H26 66B 51 66B H27 H27 H 0 1 N N N 14.885 21.309 10.584 3.370 -0.458 0.345 H27 66B 52 66B H28 H28 H 0 1 N N N 13.765 22.395 7.906 3.403 1.033 2.526 H28 66B 53 66B H29 H29 H 0 1 N N N 11.985 20.860 8.417 4.789 2.931 2.071 H29 66B 54 66B H30 H30 H 0 1 N N N 13.923 20.150 10.755 6.725 2.124 0.464 H30 66B 55 66B H31 H31 H 0 1 N N N 12.132 20.105 10.894 5.483 1.192 -0.408 H31 66B 56 66B H32 H32 H 0 1 N N N 13.897 18.072 9.366 4.312 3.500 -0.927 H32 66B 57 66B H33 H33 H 0 1 N N N 11.869 16.780 9.401 6.031 5.064 -1.495 H33 66B 58 66B H34 H34 H 0 1 N N N 10.776 19.431 10.625 8.141 4.465 -0.013 H34 66B 59 66B H35 H35 H 0 1 N N N 10.178 17.798 11.078 7.794 2.760 -0.386 H35 66B 60 66B H36 H36 H 0 1 N N N 8.631 18.916 9.504 9.564 3.654 -1.875 H36 66B 61 66B H37 H37 H 0 1 N N N 9.965 19.086 8.314 8.106 3.225 -2.802 H37 66B 62 66B H38 H38 H 0 1 N N N 9.367 17.453 8.767 8.453 4.931 -2.428 H38 66B 63 # 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 66B C7 C6 DOUB N Z 1 66B C7 C8 SING N N 2 66B C9 C10 DOUB N Z 3 66B C9 C8 SING N N 4 66B C6 C5 SING N N 5 66B C1 C2 SING N N 6 66B C10 C11 SING N N 7 66B C4 C3 DOUB N Z 8 66B C4 C5 SING N N 9 66B C3 C2 SING N N 10 66B C11 C12 SING N N 11 66B C12 C13 DOUB N Z 12 66B C13 C14 SING N N 13 66B C14 C15 SING N N 14 66B C15 C16 SING N N 15 66B C16 C17 DOUB N E 16 66B C17 C18 SING N N 17 66B O27 C19 DOUB N N 18 66B C18 C19 SING N N 19 66B C19 C20 SING N N 20 66B C20 C21 SING N N 21 66B C22 C21 SING N N 22 66B C22 C23 SING N N 23 66B C23 C24 SING N N 24 66B C24 O25 DOUB N N 25 66B C24 O26 SING N N 26 66B O26 H1 SING N N 27 66B C23 H2 SING N N 28 66B C23 H3 SING N N 29 66B C22 H4 SING N N 30 66B C22 H5 SING N N 31 66B C21 H6 SING N N 32 66B C21 H7 SING N N 33 66B C20 H8 SING N N 34 66B C20 H9 SING N N 35 66B C18 H10 SING N N 36 66B C18 H11 SING N N 37 66B C17 H12 SING N N 38 66B C16 H14 SING N N 39 66B C15 H16 SING N N 40 66B C15 H17 SING N N 41 66B C14 H18 SING N N 42 66B C14 H19 SING N N 43 66B C13 H20 SING N N 44 66B C12 H21 SING N N 45 66B C11 H22 SING N N 46 66B C11 H23 SING N N 47 66B C10 H24 SING N N 48 66B C9 H25 SING N N 49 66B C8 H26 SING N N 50 66B C8 H27 SING N N 51 66B C7 H28 SING N N 52 66B C6 H29 SING N N 53 66B C5 H30 SING N N 54 66B C5 H31 SING N N 55 66B C4 H32 SING N N 56 66B C3 H33 SING N N 57 66B C2 H34 SING N N 58 66B C2 H35 SING N N 59 66B C1 H36 SING N N 60 66B C1 H37 SING N N 61 66B C1 H38 SING N N 62 # 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 66B SMILES ACDLabs 12.01 "O=C(O)CCCCC(=O)C[C@H]=[C@H]CC[C@H]=[C@H]C[C@H]=CC\C=C/C\C=C/CC" 66B InChI InChI 1.03 "InChI=1S/C24H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-23(25)21-18-19-22-24(26)27/h3-4,6-7,9-10,12-13,16-17H,2,5,8,11,14-15,18-22H2,1H3,(H,26,27)/b4-3-,7-6-,10-9-,13-12-,17-16+" 66B InChIKey InChI 1.03 SOUDNDRWZSIFBW-IIFHDYRKSA-N 66B SMILES_CANONICAL CACTVS 3.385 "CC\C=C/C/C=C\C\C=C/C\C=C/CC\C=C\CC(=O)CCCCC(O)=O" 66B SMILES CACTVS 3.385 "CCC=CCC=CCC=CCC=CCCC=CCC(=O)CCCCC(O)=O" 66B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC/C=C\C/C=C\C/C=C\C/C=C\CC/C=C/CC(=O)CCCCC(=O)O" 66B SMILES "OpenEye OEToolkits" 1.7.6 "CCC=CCC=CCC=CCC=CCCC=CCC(=O)CCCCC(=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 66B "SYSTEMATIC NAME" ACDLabs 12.01 "(8E,12Z,15Z,18Z,21Z)-6-oxotetracosa-8,12,15,18,21-pentaenoic acid" 66B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(8E,12Z,15Z,18Z,21Z)-6-oxidanylidenetetracosa-8,12,15,18,21-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 66B "Create component" 2014-11-26 PDBJ 66B "Modify formula" 2015-03-31 PDBJ 66B "Initial release" 2015-04-08 RCSB #