data_EPA # _chem_comp.id EPA _chem_comp.name "5,8,11,14,17-EICOSAPENTAENOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H30 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 302.451 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EPA _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 1IGX _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 EPA C1 C1 C 0 1 N N N 253.567 111.037 -37.073 -1.415 0.213 -7.499 C1 EPA 1 EPA OA OA O 0 1 N N N 253.312 111.447 -35.912 -2.089 -0.569 -8.356 OA EPA 2 EPA OB OB O 0 1 N N N 253.157 111.604 -38.117 -1.727 1.372 -7.368 OB EPA 3 EPA C2 C2 C 0 1 N N N 254.413 109.783 -37.225 -0.270 -0.354 -6.701 C2 EPA 4 EPA C3 C3 C 0 1 N N N 253.571 108.591 -37.607 0.320 0.738 -5.808 C3 EPA 5 EPA C4 C4 C 0 1 N N N 252.842 108.825 -38.906 1.483 0.162 -4.998 C4 EPA 6 EPA C5 C5 C 0 1 N N N 253.362 108.256 -40.134 2.065 1.238 -4.119 C5 EPA 7 EPA C6 C6 C 0 1 N N N 252.785 107.134 -40.675 2.013 1.119 -2.815 C6 EPA 8 EPA C7 C7 C 0 1 N N N 251.620 106.489 -40.015 1.223 -0.003 -2.193 C7 EPA 9 EPA C8 C8 C 0 1 N N N 250.269 107.029 -40.307 2.149 -0.886 -1.396 C8 EPA 10 EPA C9 C9 C 0 1 N N N 249.186 106.580 -39.616 1.869 -1.171 -0.148 C9 EPA 11 EPA C10 C10 C 0 1 N N N 249.347 105.514 -38.537 0.542 -0.765 0.437 C10 EPA 12 EPA C11 C11 C 0 1 N N N 248.500 104.243 -38.640 -0.116 -1.966 1.068 C11 EPA 13 EPA C12 C12 C 0 1 N N N 248.836 103.123 -37.933 -0.524 -1.911 2.311 C12 EPA 14 EPA C13 C13 C 0 1 N N N 250.021 103.119 -37.068 -0.420 -0.621 3.083 C13 EPA 15 EPA C14 C14 C 0 1 N N N 250.871 101.893 -37.035 -1.765 -0.274 3.666 C14 EPA 16 EPA C15 C15 C 0 1 N N N 251.122 101.217 -35.861 -1.878 -0.013 4.944 C15 EPA 17 EPA C16 C16 C 0 1 N N N 250.567 101.689 -34.567 -0.643 0.115 5.798 C16 EPA 18 EPA C17 C17 C 0 1 N N N 249.129 101.859 -34.449 -0.690 1.415 6.559 C17 EPA 19 EPA C18 C18 C 0 1 N N N 248.492 101.557 -33.271 -0.528 1.420 7.858 C18 EPA 20 EPA C19 C19 C 0 1 N N N 249.268 101.033 -32.056 -0.118 0.158 8.572 C19 EPA 21 EPA C20 C20 C 0 1 N N N 248.458 101.156 -30.781 1.105 0.440 9.446 C20 EPA 22 EPA HOA HOA H 0 1 N N N 253.621 111.018 -35.122 -2.824 -0.205 -8.869 HOA EPA 23 EPA H21 1H2 H 0 1 N N N 255.249 109.939 -37.946 0.498 -0.723 -7.380 H21 EPA 24 EPA H22 2H2 H 0 1 N N N 255.012 109.581 -36.306 -0.631 -1.174 -6.081 H22 EPA 25 EPA H31 1H3 H 0 1 N N N 254.178 107.656 -37.642 -0.447 1.107 -5.129 H31 EPA 26 EPA H32 2H3 H 0 1 N N N 252.867 108.308 -36.789 0.681 1.558 -6.429 H32 EPA 27 EPA H41 1H4 H 0 1 N N N 251.783 108.495 -38.783 2.251 -0.207 -5.677 H41 EPA 28 EPA H42 2H4 H 0 1 N N N 252.716 109.923 -39.049 1.122 -0.658 -4.378 H42 EPA 29 EPA H51 1H5 H 0 1 N N N 254.221 108.689 -40.672 2.525 2.108 -4.563 H51 EPA 30 EPA H61 1H6 H 0 1 N N N 253.241 106.763 -41.608 2.536 1.825 -2.187 H61 EPA 31 EPA H71 1H7 H 0 1 N N N 251.632 105.396 -40.236 0.746 -0.590 -2.977 H71 EPA 32 EPA H72 2H7 H 0 1 N N N 251.781 106.483 -38.911 0.460 0.411 -1.534 H72 EPA 33 EPA H81 1H8 H 0 1 N N N 250.060 107.797 -41.070 3.042 -1.284 -1.854 H81 EPA 34 EPA H91 1H9 H 0 1 N N N 248.234 107.052 -39.912 2.591 -1.696 0.460 H91 EPA 35 EPA H101 1H10 H 0 0 N N N 250.422 105.229 -38.465 -0.098 -0.372 -0.351 H101 EPA 36 EPA H102 2H10 H 0 0 N N N 249.182 105.980 -37.537 0.698 0.002 1.195 H102 EPA 37 EPA H111 1H11 H 0 0 N N N 247.594 104.127 -39.259 -0.251 -2.871 0.494 H111 EPA 38 EPA H121 1H12 H 0 0 N N N 248.172 102.250 -38.056 -0.935 -2.791 2.784 H121 EPA 39 EPA H131 1H13 H 0 0 N N N 250.659 103.996 -37.323 -0.097 0.176 2.414 H131 EPA 40 EPA H132 2H13 H 0 0 N N N 249.711 103.374 -36.027 0.305 -0.736 3.888 H132 EPA 41 EPA H141 1H14 H 0 0 N N N 251.342 101.460 -37.933 -2.637 -0.241 3.029 H141 EPA 42 EPA H151 1H15 H 0 0 N N N 251.753 100.317 -35.955 -2.855 0.110 5.387 H151 EPA 43 EPA H161 1H16 H 0 0 N N N 250.919 101.012 -33.753 0.241 0.098 5.162 H161 EPA 44 EPA H162 2H16 H 0 0 N N N 251.068 102.643 -34.284 -0.600 -0.715 6.503 H162 EPA 45 EPA H171 1H17 H 0 0 N N N 248.502 102.228 -35.278 -0.859 2.343 6.032 H171 EPA 46 EPA H181 1H18 H 0 0 N N N 247.402 101.728 -33.299 -0.687 2.330 8.419 H181 EPA 47 EPA H191 1H19 H 0 0 N N N 249.618 99.986 -32.216 0.128 -0.609 7.838 H191 EPA 48 EPA H192 2H19 H 0 0 N N N 250.259 101.534 -31.958 -0.940 -0.188 9.198 H192 EPA 49 EPA H201 1H20 H 0 0 N N N 249.022 100.775 -29.897 1.401 -0.473 9.962 H201 EPA 50 EPA H202 2H20 H 0 0 N N N 248.108 102.202 -30.620 1.927 0.787 8.820 H202 EPA 51 EPA H203 3H20 H 0 0 N N N 247.466 100.654 -30.878 0.858 1.208 10.179 H203 EPA 52 # 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 EPA C1 OA SING N N 1 EPA C1 OB DOUB N N 2 EPA C1 C2 SING N N 3 EPA OA HOA SING N N 4 EPA C2 C3 SING N N 5 EPA C2 H21 SING N N 6 EPA C2 H22 SING N N 7 EPA C3 C4 SING N N 8 EPA C3 H31 SING N N 9 EPA C3 H32 SING N N 10 EPA C4 C5 SING N N 11 EPA C4 H41 SING N N 12 EPA C4 H42 SING N N 13 EPA C5 C6 DOUB N Z 14 EPA C5 H51 SING N N 15 EPA C6 C7 SING N N 16 EPA C6 H61 SING N N 17 EPA C7 C8 SING N N 18 EPA C7 H71 SING N N 19 EPA C7 H72 SING N N 20 EPA C8 C9 DOUB N Z 21 EPA C8 H81 SING N N 22 EPA C9 C10 SING N N 23 EPA C9 H91 SING N N 24 EPA C10 C11 SING N N 25 EPA C10 H101 SING N N 26 EPA C10 H102 SING N N 27 EPA C11 C12 DOUB N Z 28 EPA C11 H111 SING N N 29 EPA C12 C13 SING N N 30 EPA C12 H121 SING N N 31 EPA C13 C14 SING N N 32 EPA C13 H131 SING N N 33 EPA C13 H132 SING N N 34 EPA C14 C15 DOUB N Z 35 EPA C14 H141 SING N N 36 EPA C15 C16 SING N N 37 EPA C15 H151 SING N N 38 EPA C16 C17 SING N N 39 EPA C16 H161 SING N N 40 EPA C16 H162 SING N N 41 EPA C17 C18 DOUB N Z 42 EPA C17 H171 SING N N 43 EPA C18 C19 SING N N 44 EPA C18 H181 SING N N 45 EPA C19 C20 SING N N 46 EPA C19 H191 SING N N 47 EPA C19 H192 SING N N 48 EPA C20 H201 SING N N 49 EPA C20 H202 SING N N 50 EPA C20 H203 SING N N 51 # 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 EPA SMILES ACDLabs 10.04 "O=C(O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC" EPA SMILES_CANONICAL CACTVS 3.341 "CC\C=C/C/C=C\C\C=C/C/C=C\C\C=C/CCCC(O)=O" EPA SMILES CACTVS 3.341 "CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O" EPA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)O" EPA SMILES "OpenEye OEToolkits" 1.5.0 "CCC=CCC=CCC=CCC=CCC=CCCCC(=O)O" EPA InChI InChI 1.03 "InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-" EPA InChIKey InChI 1.03 JAZBEHYOTPTENJ-JLNKQSITSA-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 EPA "SYSTEMATIC NAME" ACDLabs 10.04 "(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid" EPA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-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 EPA "Create component" 1999-07-08 RCSB EPA "Modify descriptor" 2011-06-04 RCSB #