data_8SU
# 
_chem_comp.id                                    8SU 
_chem_comp.name                                  "(~{Z})-7-[(1~{R},5~{S})-2-oxidanylidene-5-[(~{E},3~{S})-3-oxidanyloct-1-enyl]cyclopent-3-en-1-yl]hept-5-enoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H30 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PROSTAGLANDIN A2 (PGA2)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-09-12 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        334.450 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8SU 
_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        5YD6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
8SU O9  O1  O 0 1 N N N N N N -3.906 -19.484 20.223 -1.730 -4.554 0.384  O9  8SU 1  
8SU C9  C1  C 0 1 N N N N N N -3.643 -19.292 19.045 -0.908 -3.831 -0.140 C9  8SU 2  
8SU C10 C2  C 0 1 N N N N N N -4.527 -18.597 18.107 0.100  -4.236 -1.115 C10 8SU 3  
8SU C11 C3  C 0 1 N N N N N N -4.139 -18.922 16.876 0.856  -3.221 -1.507 C11 8SU 4  
8SU C12 C4  C 0 1 N N S N N N -2.754 -19.547 16.886 0.433  -1.949 -0.816 C12 8SU 5  
8SU C13 C5  C 0 1 N N N N N N -2.899 -20.846 16.151 1.570  -1.400 0.007  C13 8SU 6  
8SU C14 C6  C 0 1 N N N N N N -1.973 -21.560 15.540 2.026  -0.194 -0.227 C14 8SU 7  
8SU C15 C7  C 0 1 N N S N N N -2.563 -22.787 14.896 3.162  0.354  0.596  C15 8SU 8  
8SU C16 C8  C 0 1 N N N N N N -1.594 -23.962 14.960 4.293  0.803  -0.332 C16 8SU 9  
8SU C17 C9  C 0 1 N N N N N N -2.210 -25.248 14.420 5.394  1.473  0.493  C17 8SU 10 
8SU C18 C10 C 0 1 N N N N N N -3.105 -25.906 15.465 6.525  1.921  -0.435 C18 8SU 11 
8SU C19 C11 C 0 1 N N N N N N -3.395 -27.370 15.174 7.626  2.592  0.390  C19 8SU 12 
8SU C20 C12 C 0 1 N N N N N N -4.612 -27.556 14.305 8.757  3.040  -0.538 C20 8SU 13 
8SU O15 O2  O 0 1 N N N N N N -2.908 -22.459 13.536 3.645  -0.660 1.479  O15 8SU 14 
8SU C8  C13 C 0 1 N N R N N N -2.406 -19.763 18.359 -0.745 -2.344 0.092  C8  8SU 15 
8SU C7  C14 C 0 1 N N N N N N -1.246 -18.877 18.792 -2.012 -1.589 -0.315 C7  8SU 16 
8SU C6  C15 C 0 1 N N N N N N -0.132 -19.696 19.415 -3.117 -1.899 0.662  C6  8SU 17 
8SU C5  C16 C 0 1 N N N N N N 1.141  -19.274 19.476 -3.773 -0.924 1.241  C5  8SU 18 
8SU C4  C17 C 0 1 N N N N N N 1.619  -17.933 18.943 -3.541 0.501  0.808  C4  8SU 19 
8SU C3  C18 C 0 1 N N N N N N 2.153  -18.074 17.520 -4.880 1.149  0.449  C3  8SU 20 
8SU C2  C19 C 0 1 N N N N N N 2.688  -16.739 16.999 -4.644 2.595  0.010  C2  8SU 21 
8SU C1  C20 C 0 1 N N N N N N 4.198  -16.759 16.859 -5.963 3.234  -0.344 C1  8SU 22 
8SU O1  O3  O 0 1 N N N N N N 4.844  -15.783 17.306 -6.001 4.510  -0.759 O1  8SU 23 
8SU O2  O4  O 0 1 N N N N N N 4.750  -17.736 16.296 -6.986 2.597  -0.253 O2  8SU 24 
8SU H1  H1  H 0 1 N N N N N N -5.344 -17.941 18.367 0.217  -5.248 -1.474 H1  8SU 25 
8SU H3  H3  H 0 1 N N N N N N -4.731 -18.762 15.987 1.664  -3.295 -2.219 H3  8SU 26 
8SU H5  H5  H 0 1 N N N N N N -2.019 -18.890 16.399 0.108  -1.211 -1.549 H5  8SU 27 
8SU H6  H6  H 0 1 N N N N N N -3.899 -21.253 16.117 2.009  -2.001 0.790  H6  8SU 28 
8SU H8  H8  H 0 1 N N N N N N -0.926 -21.298 15.506 1.586  0.407  -1.009 H8  8SU 29 
8SU H10 H10 H 0 1 N N N N N N -3.475 -23.064 15.446 2.811  1.206  1.179  H10 8SU 30 
8SU H11 H11 H 0 1 N N N N N N -1.301 -24.123 16.008 4.704  -0.064 -0.849 H11 8SU 31 
8SU H12 H12 H 0 1 N N N N N N -0.703 -23.719 14.363 3.905  1.511  -1.063 H12 8SU 32 
8SU H13 H13 H 0 1 N N N N N N -2.810 -25.013 13.529 4.984  2.340  1.010  H13 8SU 33 
8SU H14 H14 H 0 1 N N N N N N -1.405 -25.945 14.146 5.783  0.764  1.224  H14 8SU 34 
8SU H15 H15 H 0 1 N N N N N N -2.608 -25.837 16.444 6.936  1.054  -0.952 H15 8SU 35 
8SU H16 H16 H 0 1 N N N N N N -4.060 -25.361 15.499 6.136  2.630  -1.166 H16 8SU 36 
8SU H17 H17 H 0 1 N N N N N N -3.559 -27.893 16.128 7.215  3.459  0.907  H17 8SU 37 
8SU H18 H18 H 0 1 N N N N N N -2.525 -27.807 14.661 8.015  1.883  1.121  H18 8SU 38 
8SU H19 H19 H 0 1 N N N N N N -4.775 -28.629 14.127 9.168  2.173  -1.055 H19 8SU 39 
8SU H20 H20 H 0 1 N N N N N N -5.492 -27.131 14.810 8.368  3.749  -1.269 H20 8SU 40 
8SU H21 H21 H 0 1 N N N N N N -4.458 -27.044 13.344 9.541  3.517  0.050  H21 8SU 41 
8SU H22 H22 H 0 1 N N N N N N -3.511 -21.725 13.530 3.974  -1.450 1.028  H22 8SU 42 
8SU H23 H23 H 0 1 N N N N N N -2.200 -20.823 18.569 -0.504 -2.149 1.137  H23 8SU 43 
8SU H24 H24 H 0 1 N N N N N N -0.852 -18.346 17.913 -1.813 -0.517 -0.310 H24 8SU 44 
8SU H25 H25 H 0 1 N N N N N N -1.609 -18.146 19.529 -2.314 -1.898 -1.315 H25 8SU 45 
8SU H26 H26 H 0 1 N N N N N N -0.374 -20.664 19.829 -3.368 -2.926 0.885  H26 8SU 46 
8SU H27 H27 H 0 1 N N N N N N 1.870  -19.927 19.932 -4.480 -1.141 2.028  H27 8SU 47 
8SU H28 H28 H 0 1 N N N N N N 2.421  -17.552 19.593 -3.075 1.056  1.621  H28 8SU 48 
8SU H29 H29 H 0 1 N N N N N N 0.778  -17.224 18.944 -2.886 0.514  -0.063 H29 8SU 49 
8SU H30 H30 H 0 1 N N N N N N 1.340  -18.416 16.863 -5.346 0.593  -0.364 H30 8SU 50 
8SU H31 H31 H 0 1 N N N N N N 2.966  -18.815 17.513 -5.535 1.136  1.320  H31 8SU 51 
8SU H32 H32 H 0 1 N N N N N N 2.405  -15.942 17.703 -4.178 3.151  0.823  H32 8SU 52 
8SU H33 H33 H 0 1 N N N N N N 2.241  -16.535 16.015 -3.989 2.609  -0.862 H33 8SU 53 
8SU H34 H34 H 0 1 N N N N N N 5.771  -15.917 17.147 -6.870 4.876  -0.974 H34 8SU 54 
# 
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 
8SU O15 C15 SING N N 1  
8SU C20 C19 SING N N 2  
8SU C17 C16 SING N N 3  
8SU C17 C18 SING N N 4  
8SU C15 C16 SING N N 5  
8SU C15 C14 SING N N 6  
8SU C19 C18 SING N N 7  
8SU C14 C13 DOUB N E 8  
8SU C13 C12 SING N N 9  
8SU O2  C1  DOUB N N 10 
8SU C1  C2  SING N N 11 
8SU C1  O1  SING N N 12 
8SU C11 C12 SING N N 13 
8SU C11 C10 DOUB N N 14 
8SU C12 C8  SING N N 15 
8SU C2  C3  SING N N 16 
8SU C3  C4  SING N N 17 
8SU C10 C9  SING N N 18 
8SU C8  C7  SING N N 19 
8SU C8  C9  SING N N 20 
8SU C7  C6  SING N N 21 
8SU C4  C5  SING N N 22 
8SU C9  O9  DOUB N N 23 
8SU C6  C5  DOUB N Z 24 
8SU C10 H1  SING N N 25 
8SU C11 H3  SING N N 26 
8SU C12 H5  SING N N 27 
8SU C13 H6  SING N N 28 
8SU C14 H8  SING N N 29 
8SU C15 H10 SING N N 30 
8SU C16 H11 SING N N 31 
8SU C16 H12 SING N N 32 
8SU C17 H13 SING N N 33 
8SU C17 H14 SING N N 34 
8SU C18 H15 SING N N 35 
8SU C18 H16 SING N N 36 
8SU C19 H17 SING N N 37 
8SU C19 H18 SING N N 38 
8SU C20 H19 SING N N 39 
8SU C20 H20 SING N N 40 
8SU C20 H21 SING N N 41 
8SU O15 H22 SING N N 42 
8SU C8  H23 SING N N 43 
8SU C7  H24 SING N N 44 
8SU C7  H25 SING N N 45 
8SU C6  H26 SING N N 46 
8SU C5  H27 SING N N 47 
8SU C4  H28 SING N N 48 
8SU C4  H29 SING N N 49 
8SU C3  H30 SING N N 50 
8SU C3  H31 SING N N 51 
8SU C2  H32 SING N N 52 
8SU C2  H33 SING N N 53 
8SU O1  H34 SING N N 54 
# 
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 
8SU InChI            InChI                1.03  "InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1" 
8SU InChIKey         InChI                1.03  MYHXHCUNDDAEOZ-FOSBLDSVSA-N                                                                                                                                        
8SU SMILES_CANONICAL CACTVS               3.385 "CCCCC[C@H](O)\C=C\[C@H]1C=CC(=O)[C@@H]1C\C=C/CCCC(O)=O"                                                                                                           
8SU SMILES           CACTVS               3.385 "CCCCC[CH](O)C=C[CH]1C=CC(=O)[CH]1CC=CCCCC(O)=O"                                                                                                                   
8SU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCCCC[C@@H](/C=C/[C@H]1C=CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O"                                                                                                          
8SU SMILES           "OpenEye OEToolkits" 2.0.6 "CCCCCC(C=CC1C=CC(=O)C1CC=CCCCC(=O)O)O"                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           8SU 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.6 
_pdbx_chem_comp_identifier.identifier        "(~{Z})-7-[(1~{R},5~{S})-2-oxidanylidene-5-[(~{E},3~{S})-3-oxidanyloct-1-enyl]cyclopent-3-en-1-yl]hept-5-enoic 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 
8SU "Create component" 2017-09-12 PDBJ 
8SU "Modify synonyms"  2017-09-13 PDBJ 
8SU "Initial release"  2019-03-27 RCSB 
8SU "Modify synonyms"  2021-03-01 PDBE 
8SU "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      8SU 
_pdbx_chem_comp_synonyms.name         "PROSTAGLANDIN A2 (PGA2)" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            8SU 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           Lipid/lipid-like 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C11 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
