data_8PG # _chem_comp.id 8PG _chem_comp.name "(8S,12S)-15S-HYDROXY-9-OXOPROSTA-10Z,13E-DIEN-1-OIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H32 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "8-ISO PROSTAGLANDIN A1 (8-ISO PGA1)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-27 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 336.466 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8PG _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 2G5W _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 8PG CAA CAA C 0 1 N N N 15.744 19.350 42.556 8.806 3.370 0.296 CAA 8PG 1 8PG CAJ CAJ C 0 1 N N N 15.300 18.442 41.411 7.276 3.376 0.253 CAJ 8PG 2 8PG CAK CAK C 0 1 N N N 15.253 19.222 40.092 6.769 1.966 -0.054 CAK 8PG 3 8PG CAO CAO C 0 1 N N N 14.846 18.318 38.925 5.240 1.972 -0.097 CAO 8PG 4 8PG CAR CAR C 0 1 N N N 16.067 17.697 38.237 4.732 0.561 -0.404 CAR 8PG 5 8PG CAV CAV C 0 1 N N S 15.703 16.357 37.591 3.203 0.568 -0.447 CAV 8PG 6 8PG OAE OAE O 0 1 N N N 16.675 15.366 37.948 2.692 0.878 0.851 OAE 8PG 7 8PG CAH CAH C 0 1 N N N 15.635 16.510 36.066 2.707 -0.791 -0.870 CAH 8PG 8 8PG CAI CAI C 0 1 N N N 16.765 16.421 35.252 1.851 -1.439 -0.119 CAI 8PG 9 8PG CAW CAW C 0 1 N N S 16.594 16.585 33.728 1.355 -2.798 -0.542 CAW 8PG 10 8PG CAG CAG C 0 1 N N N 17.724 17.426 33.121 1.656 -3.819 0.526 CAG 8PG 11 8PG CAF CAF C 0 1 N N N 18.365 16.752 32.164 0.535 -4.357 0.984 CAF 8PG 12 8PG CAU CAU C 0 1 N N N 17.865 15.527 32.009 -0.648 -3.811 0.329 CAU 8PG 13 8PG OAC OAC O 0 1 N N N 18.294 14.721 31.182 -1.799 -4.121 0.552 OAC 8PG 14 8PG CAX CAX C 0 1 N N S 16.694 15.254 32.960 -0.177 -2.784 -0.683 CAX 8PG 15 8PG CAS CAS C 0 1 N N N 16.978 14.032 33.858 -0.737 -1.402 -0.343 CAS 8PG 16 8PG CAP CAP C 0 1 N N N 15.777 13.078 33.893 -2.257 -1.410 -0.518 CAP 8PG 17 8PG CAM CAM C 0 1 N N N 15.498 12.515 35.294 -2.817 -0.027 -0.179 CAM 8PG 18 8PG CAL CAL C 0 1 N N N 14.248 11.620 35.268 -4.337 -0.035 -0.353 CAL 8PG 19 8PG CAN CAN C 0 1 N N N 13.814 11.160 36.669 -4.897 1.348 -0.014 CAN 8PG 20 8PG CAQ CAQ C 0 1 N N N 14.019 9.645 36.849 -6.417 1.339 -0.189 CAQ 8PG 21 8PG CAT CAT C 0 1 N N N 12.983 9.000 37.788 -6.968 2.702 0.146 CAT 8PG 22 8PG OAD OAD O 0 1 N N N 13.381 8.643 38.922 -6.222 3.588 0.488 OAD 8PG 23 8PG OAB OAB O 0 1 N N N 11.819 8.864 37.346 -8.288 2.930 0.063 OAB 8PG 24 8PG HAA1 1HAA H 0 0 N N N 14.991 20.136 42.713 9.167 4.375 0.515 HAA1 8PG 25 8PG HAA2 2HAA H 0 0 N N N 16.710 19.812 42.304 9.145 2.684 1.072 HAA2 8PG 26 8PG HAA3 3HAA H 0 0 N N N 15.851 18.756 43.476 9.195 3.047 -0.670 HAA3 8PG 27 8PG HAJ1 1HAJ H 0 0 N N N 14.294 18.057 41.632 6.887 3.699 1.219 HAJ1 8PG 28 8PG HAJ2 2HAJ H 0 0 N N N 16.014 17.611 41.313 6.937 4.062 -0.523 HAJ2 8PG 29 8PG HAK1 1HAK H 0 0 N N N 16.257 19.622 39.888 7.158 1.642 -1.020 HAK1 8PG 30 8PG HAK2 2HAK H 0 0 N N N 14.518 20.035 40.185 7.108 1.280 0.722 HAK2 8PG 31 8PG HAO1 1HAO H 0 0 N N N 14.309 18.931 38.186 4.851 2.295 0.869 HAO1 8PG 32 8PG HAO2 2HAO H 0 0 N N N 14.208 17.509 39.310 4.900 2.657 -0.873 HAO2 8PG 33 8PG HAR1 1HAR H 0 0 N N N 16.849 17.525 38.992 5.121 0.238 -1.370 HAR1 8PG 34 8PG HAR2 2HAR H 0 0 N N N 16.428 18.385 37.458 5.072 -0.124 0.372 HAR2 8PG 35 8PG HAV HAV H 0 1 N N N 14.716 16.036 37.957 2.862 1.317 -1.161 HAV 8PG 36 8PG HAE HAE H 0 1 N N N 16.890 14.843 37.184 3.016 0.192 1.451 HAE 8PG 37 8PG HAH HAH H 0 1 N N N 14.676 16.694 35.605 3.057 -1.230 -1.793 HAH 8PG 38 8PG HAI HAI H 0 1 N N N 17.740 16.241 35.681 1.502 -1.000 0.804 HAI 8PG 39 8PG HAW HAW H 0 1 N N N 15.600 17.045 33.626 1.818 -3.090 -1.485 HAW 8PG 40 8PG HAG HAG H 0 1 N N N 17.969 18.432 33.428 2.648 -4.076 0.869 HAG 8PG 41 8PG HAF HAF H 0 1 N N N 19.187 17.150 31.587 0.501 -5.114 1.754 HAF 8PG 42 8PG HAX HAX H 0 1 N N N 15.748 14.986 32.467 -0.473 -3.078 -1.690 HAX 8PG 43 8PG HAS1 1HAS H 0 0 N N N 17.171 14.388 34.881 -0.491 -1.154 0.689 HAS1 8PG 44 8PG HAS2 2HAS H 0 0 N N N 17.850 13.492 33.460 -0.299 -0.659 -1.010 HAS2 8PG 45 8PG HAP1 1HAP H 0 0 N N N 16.011 12.228 33.235 -2.503 -1.658 -1.551 HAP1 8PG 46 8PG HAP2 2HAP H 0 0 N N N 14.887 13.631 33.559 -2.695 -2.153 0.148 HAP2 8PG 47 8PG HAM1 1HAM H 0 0 N N N 15.327 13.350 35.989 -2.571 0.221 0.854 HAM1 8PG 48 8PG HAM2 2HAM H 0 0 N N N 16.362 11.920 35.624 -2.379 0.716 -0.845 HAM2 8PG 49 8PG HAL1 1HAL H 0 0 N N N 14.495 10.721 34.684 -4.583 -0.283 -1.386 HAL1 8PG 50 8PG HAL2 2HAL H 0 0 N N N 13.422 12.191 34.820 -4.775 -0.778 0.313 HAL2 8PG 51 8PG HAN1 1HAN H 0 0 N N N 12.744 11.384 36.793 -4.651 1.596 1.019 HAN1 8PG 52 8PG HAN2 2HAN H 0 0 N N N 14.416 11.692 37.420 -4.458 2.091 -0.680 HAN2 8PG 53 8PG HAQ1 1HAQ H 0 0 N N N 15.010 9.499 37.303 -6.662 1.091 -1.221 HAQ1 8PG 54 8PG HAQ2 2HAQ H 0 0 N N N 13.934 9.166 35.862 -6.855 0.596 0.478 HAQ2 8PG 55 8PG HAB HAB H 0 1 N N N 11.277 8.446 38.004 -8.642 3.804 0.277 HAB 8PG 56 # # 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 8PG CAA CAJ SING N N 1 8PG CAA HAA1 SING N N 2 8PG CAA HAA2 SING N N 3 8PG CAA HAA3 SING N N 4 8PG CAJ CAK SING N N 5 8PG CAJ HAJ1 SING N N 6 8PG CAJ HAJ2 SING N N 7 8PG CAK CAO SING N N 8 8PG CAK HAK1 SING N N 9 8PG CAK HAK2 SING N N 10 8PG CAO CAR SING N N 11 8PG CAO HAO1 SING N N 12 8PG CAO HAO2 SING N N 13 8PG CAR CAV SING N N 14 8PG CAR HAR1 SING N N 15 8PG CAR HAR2 SING N N 16 8PG CAV OAE SING N N 17 8PG CAV CAH SING N N 18 8PG CAV HAV SING N N 19 8PG OAE HAE SING N N 20 8PG CAH CAI DOUB N E 21 8PG CAH HAH SING N N 22 8PG CAI CAW SING N N 23 8PG CAI HAI SING N N 24 8PG CAW CAG SING N N 25 8PG CAW CAX SING N N 26 8PG CAW HAW SING N N 27 8PG CAG CAF DOUB N N 28 8PG CAG HAG SING N N 29 8PG CAF CAU SING N N 30 8PG CAF HAF SING N N 31 8PG CAU OAC DOUB N N 32 8PG CAU CAX SING N N 33 8PG CAX CAS SING N N 34 8PG CAX HAX SING N N 35 8PG CAS CAP SING N N 36 8PG CAS HAS1 SING N N 37 8PG CAS HAS2 SING N N 38 8PG CAP CAM SING N N 39 8PG CAP HAP1 SING N N 40 8PG CAP HAP2 SING N N 41 8PG CAM CAL SING N N 42 8PG CAM HAM1 SING N N 43 8PG CAM HAM2 SING N N 44 8PG CAL CAN SING N N 45 8PG CAL HAL1 SING N N 46 8PG CAL HAL2 SING N N 47 8PG CAN CAQ SING N N 48 8PG CAN HAN1 SING N N 49 8PG CAN HAN2 SING N N 50 8PG CAQ CAT SING N N 51 8PG CAQ HAQ1 SING N N 52 8PG CAQ HAQ2 SING N N 53 8PG CAT OAD DOUB N N 54 8PG CAT OAB SING N N 55 8PG OAB HAB SING N N 56 # # 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 8PG SMILES ACDLabs 10.04 "O=C(O)CCCCCCC1C(=O)C=CC1/C=C/C(O)CCCCC" 8PG SMILES_CANONICAL CACTVS 3.341 "CCCCC[C@H](O)\C=C\[C@H]1C=CC(=O)[C@H]1CCCCCCC(O)=O" 8PG SMILES CACTVS 3.341 "CCCCC[CH](O)C=C[CH]1C=CC(=O)[CH]1CCCCCCC(O)=O" 8PG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCC[C@@H](\C=C\[C@H]1C=CC(=O)[C@H]1CCCCCCC(=O)O)O" 8PG SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCC(C=CC1C=CC(=O)C1CCCCCCC(=O)O)O" 8PG InChI InChI 1.03 "InChI=1S/C20H32O4/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/h12-18,21H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,17-,18-/m0/s1" 8PG InChIKey InChI 1.03 BGKHCLZFGPIKKU-DRSVPBQLSA-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 8PG "SYSTEMATIC NAME" ACDLabs 10.04 "(8beta,12alpha,13E,15S)-15-hydroxy-9-oxoprosta-10,13-dien-1-oic acid" 8PG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "7-[(1S,2S)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxo-1-cyclopent-3-enyl]heptanoic 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 8PG "Create component" 2006-02-27 RCSB 8PG "Modify descriptor" 2011-06-04 RCSB 8PG "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8PG _pdbx_chem_comp_synonyms.name "8-ISO PROSTAGLANDIN A1 (8-ISO PGA1)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##