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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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-/f/h21H 
EPA InChIKey         InChI                1.02b JAZBEHYOTPTENJ-IQFRBLEYDZ                                                                                                                                                     
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                                                                                                                                                
# 
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" 
# 
