data_5HE # _chem_comp.id 5HE _chem_comp.name "(5R,6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C20 H30 O3" _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 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 318.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5HE _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 2VV2 _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 5HE C1 C1 C 0 1 N N N 14.432 23.834 8.372 -9.330 -1.587 -1.826 C1 5HE 1 5HE C2 C2 C 0 1 N N N 15.392 22.675 8.526 -8.631 -1.387 -0.480 C2 5HE 2 5HE C3 C3 C 0 1 N N N 16.812 23.191 8.511 -7.613 -2.480 -0.275 C3 5HE 3 5HE C4 C4 C 0 1 N N N 17.805 22.415 8.936 -6.376 -2.174 0.027 C4 5HE 4 5HE C5 C5 C 0 1 N N N 17.514 21.019 9.433 -6.004 -0.744 0.325 C5 5HE 5 5HE C6 C6 C 0 1 N N N 18.460 20.043 8.776 -5.306 -0.674 1.659 C6 5HE 6 5HE C7 C7 C 0 1 N N N 18.492 18.776 9.177 -4.143 -0.079 1.759 C7 5HE 7 5HE C8 C8 C 0 1 N N N 17.582 18.312 10.289 -3.576 0.671 0.581 C8 5HE 8 5HE C9 C9 C 0 1 N N N 17.437 16.810 10.228 -3.223 2.074 1.003 C9 5HE 9 5HE C10 C10 C 0 1 N N N 17.337 16.106 11.352 -2.021 2.543 0.777 C10 5HE 10 5HE C11 C11 C 0 1 N N N 17.368 16.809 12.688 -1.047 1.749 -0.055 C11 5HE 11 5HE C13 C13 C 0 1 N N N 16.022 16.673 13.359 -0.513 2.616 -1.167 C13 5HE 12 5HE C14 C14 C 0 1 N N N 15.917 16.831 14.676 0.798 2.771 -1.317 C14 5HE 13 5HE C16 C16 C 0 1 N N N 17.103 17.135 15.471 1.731 1.984 -0.495 C16 5HE 14 5HE C17 C17 C 0 1 N N N 18.266 16.561 15.177 3.040 2.074 -0.705 C17 5HE 15 5HE C18 C18 C 0 1 N N R 19.493 16.876 16.000 3.995 1.268 0.137 C18 5HE 16 5HE C19 C19 C 0 1 N N N 19.100 17.756 17.181 4.807 0.336 -0.765 C19 5HE 17 5HE C20 C20 C 0 1 N N N 20.241 18.688 17.570 5.687 -0.570 0.099 C20 5HE 18 5HE C21 C21 C 0 1 N N N 19.829 19.607 18.714 6.499 -1.502 -0.802 C21 5HE 19 5HE C22 C22 C 0 1 N N N 19.893 18.847 20.018 7.366 -2.394 0.049 C22 5HE 20 5HE O23 O23 O 0 1 N N N 19.136 17.864 20.173 8.170 -3.299 -0.530 O23 5HE 21 5HE O24 O24 O 0 1 N N N 20.701 19.229 20.892 7.337 -2.294 1.253 O24 5HE 22 5HE O3 O3 O 0 1 N N N 20.069 15.658 16.483 4.880 2.151 0.830 O3 5HE 23 5HE H1C1 1H1C H 0 0 N N N 14.199 24.252 9.362 -8.592 -1.551 -2.628 H1C1 5HE 24 5HE H1C2 2H1C H 0 0 N N N 14.894 24.611 7.746 -9.830 -2.556 -1.836 H1C2 5HE 25 5HE H1C3 3H1C H 0 0 N N N 13.505 23.481 7.896 -10.066 -0.797 -1.975 H1C3 5HE 26 5HE H2C1 1H2C H 0 0 N N N 15.198 22.163 9.480 -8.130 -0.418 -0.471 H2C1 5HE 27 5HE H2C2 2H2C H 0 0 N N N 15.250 21.969 7.695 -9.368 -1.423 0.321 H2C2 5HE 28 5HE H3 H3 H 0 1 N N N 17.021 24.189 8.155 -7.904 -3.515 -0.377 H3 5HE 29 5HE H4 H4 H 0 1 N N N 18.820 22.783 8.926 -5.622 -2.947 0.062 H4 5HE 30 5HE H5C1 1H5C H 0 0 N N N 17.649 20.983 10.524 -5.338 -0.372 -0.454 H5C1 5HE 31 5HE H5C2 2H5C H 0 0 N N N 16.477 20.750 9.183 -6.906 -0.133 0.354 H5C2 5HE 32 5HE H6 H6 H 0 1 N N N 19.111 20.374 7.980 -5.765 -1.115 2.532 H6 5HE 33 5HE H7 H7 H 0 1 N N N 19.169 18.078 8.707 -3.591 -0.127 2.686 H7 5HE 34 5HE H8C1 1H8C H 0 0 N N N 18.013 18.600 11.259 -2.681 0.163 0.223 H8C1 5HE 35 5HE H8C2 2H8C H 0 0 N N N 16.594 18.781 10.173 -4.318 0.707 -0.217 H8C2 5HE 36 5HE H9 H9 H 0 1 N N N 17.415 16.308 9.272 -3.961 2.693 1.491 H9 5HE 37 5HE H10 H10 H 0 1 N N N 17.234 15.032 11.309 -1.728 3.498 1.187 H10 5HE 38 5HE H111 1H11 H 0 0 N N N 18.142 16.355 13.324 -0.221 1.414 0.572 H111 5HE 39 5HE H112 2H11 H 0 0 N N N 17.597 17.874 12.537 -1.554 0.883 -0.481 H112 5HE 40 5HE H13 H13 H 0 1 N N N 15.145 16.448 12.770 -1.196 3.110 -1.841 H13 5HE 41 5HE H14 H14 H 0 1 N N N 14.955 16.734 15.157 1.179 3.475 -2.042 H14 5HE 42 5HE H16 H16 H 0 1 N N N 17.036 17.826 16.298 1.352 1.334 0.279 H16 5HE 43 5HE H17 H17 H 0 1 N N N 18.333 15.870 14.350 3.419 2.725 -1.479 H17 5HE 44 5HE H18 H18 H 0 1 N N N 20.227 17.406 15.376 3.433 0.676 0.859 H18 5HE 45 5HE H191 1H19 H 0 0 N N N 18.224 18.360 16.901 4.129 -0.276 -1.359 H191 5HE 46 5HE H192 2H19 H 0 0 N N N 18.866 17.109 18.039 5.437 0.929 -1.428 H192 5HE 47 5HE HA HA H 0 1 N N N 20.197 15.058 15.758 5.413 2.709 0.249 HA 5HE 48 5HE H201 1H20 H 0 0 N N N 21.103 18.084 17.889 6.365 0.043 0.694 H201 5HE 49 5HE H202 2H20 H 0 0 N N N 20.502 19.307 16.699 5.057 -1.163 0.762 H202 5HE 50 5HE H211 1H21 H 0 0 N N N 20.512 20.468 18.757 5.821 -2.114 -1.396 H211 5HE 51 5HE H212 2H21 H 0 0 N N N 18.802 19.963 18.547 7.129 -0.909 -1.465 H212 5HE 52 5HE H23 H23 H 0 1 N N N 19.282 17.484 21.031 8.707 -3.849 0.057 H23 5HE 53 # 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 5HE C1 C2 SING N N 1 5HE C2 C3 SING N N 2 5HE C3 C4 DOUB N N 3 5HE C4 C5 SING N N 4 5HE C5 C6 SING N N 5 5HE C6 C7 DOUB N N 6 5HE C7 C8 SING N N 7 5HE C8 C9 SING N Z 8 5HE C9 C10 DOUB N N 9 5HE C10 C11 SING N N 10 5HE C11 C13 SING N N 11 5HE C13 C14 DOUB N N 12 5HE C14 C16 SING N N 13 5HE C16 C17 DOUB N N 14 5HE C17 C18 SING N Z 15 5HE C18 C19 SING N N 16 5HE C18 O3 SING N N 17 5HE C19 C20 SING N N 18 5HE C20 C21 SING N N 19 5HE C21 C22 SING N N 20 5HE C22 O23 SING N N 21 5HE C22 O24 DOUB N Z 22 5HE C1 H1C1 SING N N 23 5HE C1 H1C2 SING N N 24 5HE C1 H1C3 SING N N 25 5HE C2 H2C1 SING N N 26 5HE C2 H2C2 SING N N 27 5HE C3 H3 SING N N 28 5HE C4 H4 SING N Z 29 5HE C5 H5C1 SING N N 30 5HE C5 H5C2 SING N N 31 5HE C6 H6 SING N N 32 5HE C7 H7 SING N E 33 5HE C8 H8C1 SING N N 34 5HE C8 H8C2 SING N N 35 5HE C9 H9 SING N N 36 5HE C10 H10 SING N N 37 5HE C11 H111 SING N N 38 5HE C11 H112 SING N N 39 5HE C13 H13 SING N N 40 5HE C14 H14 SING N N 41 5HE C16 H16 SING N N 42 5HE C17 H17 SING N N 43 5HE C18 H18 SING N N 44 5HE C19 H191 SING N N 45 5HE C19 H192 SING N N 46 5HE O3 HA SING N N 47 5HE C20 H201 SING N N 48 5HE C20 H202 SING N N 49 5HE C21 H211 SING N N 50 5HE C21 H212 SING N N 51 5HE O23 H23 SING N N 52 # 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 5HE SMILES ACDLabs 10.04 "O=C(O)CCCC(O)/C=C/C=C\C\C=C/C\C=C/C\C=C/CC" 5HE SMILES_CANONICAL CACTVS 3.341 "CC\C=C/C/C=C\C\C=C/C/C=C\C=C\[C@H](O)CCCC(O)=O" 5HE SMILES CACTVS 3.341 "CCC=CCC=CCC=CCC=CC=C[CH](O)CCCC(O)=O" 5HE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC\C=C/C\C=C/C\C=C/C\C=C/C=C/[C@@H](CCCC(=O)O)O" 5HE SMILES "OpenEye OEToolkits" 1.5.0 "CCC=CCC=CCC=CCC=CC=CC(CCCC(=O)O)O" 5HE InChI InChI 1.03 "InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h3-4,6-7,9-10,12-14,16,19,21H,2,5,8,11,15,17-18H2,1H3,(H,22,23)/b4-3-,7-6-,10-9-,13-12-,16-14+/t19-/m0/s1" 5HE InChIKey InChI 1.03 FTAGQROYQYQRHF-CBVHGRPESA-N # 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 5HE "SYSTEMATIC NAME" ACDLabs 10.04 "(5R,6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid" 5HE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R,6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-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 5HE "Create component" 2008-06-02 EBI 5HE "Modify descriptor" 2011-06-04 RCSB #