data_ECB # _chem_comp.id ECB _chem_comp.name "1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H38 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 2-arachidonoylglycerol _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-12-07 _chem_comp.pdbx_modified_date 2021-03-01 _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 378.545 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ECB _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 6BTH _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 ECB CAA C1 C 0 1 N N N 15.589 7.836 -11.005 11.033 0.541 -2.709 CAA ECB 1 ECB CAM C2 C 0 1 N N N 16.473 9.064 -10.889 9.942 1.494 -2.216 CAM ECB 2 ECB CAU C3 C 0 1 N N N 17.798 8.854 -10.139 9.260 0.895 -0.984 CAU ECB 3 ECB CAV C4 C 0 1 N N N 18.594 7.710 -10.659 8.169 1.848 -0.491 CAV ECB 4 ECB CAQ C5 C 0 1 N N N 20.056 7.707 -10.242 7.487 1.249 0.740 CAQ ECB 5 ECB CAK C6 C 0 1 N N N 20.821 6.677 -10.988 6.413 2.188 1.226 CAK ECB 6 ECB CAI C7 C 0 1 N N N 21.560 5.685 -10.480 5.195 1.746 1.419 CAI ECB 7 ECB CAO C8 C 0 1 N N N 21.789 5.430 -9.032 4.903 0.271 1.314 CAO ECB 8 ECB CAG C9 C 0 1 N N N 21.527 4.038 -8.610 4.216 -0.196 2.572 CAG ECB 9 ECB CAE C10 C 0 1 N N N 20.918 3.644 -7.495 3.088 -0.857 2.495 CAE ECB 10 ECB CAN C11 C 0 1 N N N 20.359 4.491 -6.397 2.561 -1.295 1.153 CAN ECB 11 ECB CAF C12 C 0 1 N N N 19.005 4.059 -5.944 2.289 -2.777 1.179 CAF ECB 12 ECB CAH C13 C 0 1 N N N 17.859 4.752 -6.046 1.113 -3.234 0.826 CAH ECB 13 ECB CAP C14 C 0 1 N N N 17.668 6.104 -6.642 0.092 -2.302 0.227 CAP ECB 14 ECB CAJ C15 C 0 1 N N N 16.979 7.059 -5.714 -0.396 -2.866 -1.083 CAJ ECB 15 ECB CAL C16 C 0 1 N N N 15.771 7.617 -5.860 -1.679 -3.026 -1.290 CAL ECB 16 ECB CAR C17 C 0 1 N N N 14.825 7.410 -7.004 -2.675 -2.498 -0.290 CAR ECB 17 ECB CAW C18 C 0 1 N N N 13.409 7.020 -6.594 -3.707 -1.627 -1.010 CAW ECB 18 ECB CAX C19 C 0 1 N N N 13.420 5.699 -5.826 -4.718 -1.090 0.006 CAX ECB 19 ECB CAZ C20 C 0 1 N N N 12.024 5.345 -5.331 -5.734 -0.232 -0.703 CAZ ECB 20 ECB OAB O1 O 0 1 N N N 11.597 4.219 -5.274 -5.658 -0.067 -1.898 OAB ECB 21 ECB OAY O2 O 0 1 N N N 11.233 6.406 -4.942 -6.725 0.349 -0.008 OAY ECB 22 ECB CBA C21 C 0 1 N N N 9.873 6.077 -4.631 -7.667 1.161 -0.756 CBA ECB 23 ECB CAT C22 C 0 1 N N N 9.385 7.109 -3.621 -9.035 1.117 -0.071 CAT ECB 24 ECB OAD O3 O 0 1 N N N 9.313 8.343 -4.318 -8.943 1.732 1.216 OAD ECB 25 ECB CAS C23 C 0 1 N N N 9.051 6.182 -5.940 -7.168 2.606 -0.805 CAS ECB 26 ECB OAC O4 O 0 1 N N N 7.695 6.106 -5.559 -7.162 3.154 0.515 OAC ECB 27 ECB H1 H1 H 0 1 N N N 14.672 8.094 -11.556 11.770 0.394 -1.920 H1 ECB 28 ECB H2 H2 H 0 1 N N N 16.130 7.045 -11.544 10.585 -0.418 -2.972 H2 ECB 29 ECB H3 H3 H 0 1 N N N 15.324 7.479 -9.999 11.519 0.968 -3.586 H3 ECB 30 ECB H4 H4 H 0 1 N N N 16.710 9.409 -11.906 10.389 2.453 -1.953 H4 ECB 31 ECB H5 H5 H 0 1 N N N 15.904 9.843 -10.361 9.204 1.641 -3.004 H5 ECB 32 ECB H6 H6 H 0 1 N N N 18.401 9.770 -10.232 8.813 -0.064 -1.247 H6 ECB 33 ECB H7 H7 H 0 1 N N N 17.573 8.669 -9.078 9.998 0.748 -0.196 H7 ECB 34 ECB H8 H8 H 0 1 N N N 18.552 7.736 -11.758 8.616 2.807 -0.228 H8 ECB 35 ECB H9 H9 H 0 1 N N N 18.133 6.780 -10.296 7.431 1.995 -1.280 H9 ECB 36 ECB H10 H10 H 0 1 N N N 20.122 7.494 -9.165 7.040 0.290 0.477 H10 ECB 37 ECB H11 H11 H 0 1 N N N 20.490 8.696 -10.447 8.225 1.101 1.529 H11 ECB 38 ECB H12 H12 H 0 1 N N N 20.776 6.735 -12.065 6.647 3.225 1.415 H12 ECB 39 ECB H13 H13 H 0 1 N N N 22.031 5.011 -11.181 4.400 2.438 1.652 H13 ECB 40 ECB H14 H14 H 0 1 N N N 22.838 5.668 -8.802 4.255 0.089 0.457 H14 ECB 41 ECB H15 H15 H 0 1 N N N 21.128 6.095 -8.457 5.837 -0.276 1.186 H15 ECB 42 ECB H16 H16 H 0 1 N N N 21.866 3.259 -9.277 4.653 0.016 3.536 H16 ECB 43 ECB H17 H17 H 0 1 N N N 20.814 2.577 -7.366 2.535 -1.089 3.394 H17 ECB 44 ECB H18 H18 H 0 1 N N N 21.045 4.445 -5.538 1.637 -0.760 0.933 H18 ECB 45 ECB H19 H19 H 0 1 N N N 20.291 5.528 -6.757 3.300 -1.075 0.383 H19 ECB 46 ECB H20 H20 H 0 1 N N N 18.939 3.084 -5.484 3.064 -3.463 1.490 H20 ECB 47 ECB H21 H21 H 0 1 N N N 16.975 4.274 -5.651 0.876 -4.279 0.963 H21 ECB 48 ECB H22 H22 H 0 1 N N N 18.655 6.516 -6.901 -0.749 -2.195 0.912 H22 ECB 49 ECB H23 H23 H 0 1 N N N 17.062 6.003 -7.555 0.547 -1.326 0.055 H23 ECB 50 ECB H24 H24 H 0 1 N N N 17.522 7.329 -4.821 0.313 -3.138 -1.851 H24 ECB 51 ECB H25 H25 H 0 1 N N N 15.445 8.283 -5.075 -2.024 -3.538 -2.176 H25 ECB 52 ECB H26 H26 H 0 1 N N N 15.229 6.611 -7.643 -3.180 -3.332 0.196 H26 ECB 53 ECB H27 H27 H 0 1 N N N 14.770 8.347 -7.578 -2.156 -1.901 0.460 H27 ECB 54 ECB H28 H28 H 0 1 N N N 12.988 7.808 -5.953 -3.202 -0.792 -1.495 H28 ECB 55 ECB H29 H29 H 0 1 N N N 12.788 6.910 -7.495 -4.227 -2.223 -1.759 H29 ECB 56 ECB H30 H30 H 0 1 N N N 13.780 4.899 -6.490 -5.223 -1.925 0.492 H30 ECB 57 ECB H31 H31 H 0 1 N N N 14.096 5.790 -4.963 -4.199 -0.493 0.755 H31 ECB 58 ECB H32 H32 H 0 1 N N N 9.786 5.063 -4.213 -7.756 0.773 -1.770 H32 ECB 59 ECB H33 H33 H 0 1 N N N 8.392 6.829 -3.239 -9.763 1.653 -0.679 H33 ECB 60 ECB H34 H34 H 0 1 N N N 10.093 7.186 -2.782 -9.350 0.080 0.044 H34 ECB 61 ECB H35 H35 H 0 1 N N N 9.012 9.024 -3.728 -9.775 1.740 1.708 H35 ECB 62 ECB H36 H36 H 0 1 N N N 9.304 5.353 -6.617 -6.157 2.628 -1.212 H36 ECB 63 ECB H37 H37 H 0 1 N N N 9.253 7.140 -6.442 -7.828 3.197 -1.440 H37 ECB 64 ECB H38 H38 H 0 1 N N N 7.145 6.166 -6.331 -6.856 4.070 0.560 H38 ECB 65 # # 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 ECB CAA CAM SING N N 1 ECB CAK CAI DOUB N Z 2 ECB CAK CAQ SING N N 3 ECB CAM CAU SING N N 4 ECB CAV CAQ SING N N 5 ECB CAV CAU SING N N 6 ECB CAI CAO SING N N 7 ECB CAO CAG SING N N 8 ECB CAG CAE DOUB N Z 9 ECB CAE CAN SING N N 10 ECB CAR CAW SING N N 11 ECB CAR CAL SING N N 12 ECB CAP CAH SING N N 13 ECB CAP CAJ SING N N 14 ECB CAW CAX SING N N 15 ECB CAN CAF SING N N 16 ECB CAH CAF DOUB N Z 17 ECB CAS OAC SING N N 18 ECB CAS CBA SING N N 19 ECB CAL CAJ DOUB N Z 20 ECB CAX CAZ SING N N 21 ECB CAZ OAB DOUB N N 22 ECB CAZ OAY SING N N 23 ECB OAY CBA SING N N 24 ECB CBA CAT SING N N 25 ECB OAD CAT SING N N 26 ECB CAA H1 SING N N 27 ECB CAA H2 SING N N 28 ECB CAA H3 SING N N 29 ECB CAM H4 SING N N 30 ECB CAM H5 SING N N 31 ECB CAU H6 SING N N 32 ECB CAU H7 SING N N 33 ECB CAV H8 SING N N 34 ECB CAV H9 SING N N 35 ECB CAQ H10 SING N N 36 ECB CAQ H11 SING N N 37 ECB CAK H12 SING N N 38 ECB CAI H13 SING N N 39 ECB CAO H14 SING N N 40 ECB CAO H15 SING N N 41 ECB CAG H16 SING N N 42 ECB CAE H17 SING N N 43 ECB CAN H18 SING N N 44 ECB CAN H19 SING N N 45 ECB CAF H20 SING N N 46 ECB CAH H21 SING N N 47 ECB CAP H22 SING N N 48 ECB CAP H23 SING N N 49 ECB CAJ H24 SING N N 50 ECB CAL H25 SING N N 51 ECB CAR H26 SING N N 52 ECB CAR H27 SING N N 53 ECB CAW H28 SING N N 54 ECB CAW H29 SING N N 55 ECB CAX H30 SING N N 56 ECB CAX H31 SING N N 57 ECB CBA H32 SING N N 58 ECB CAT H33 SING N N 59 ECB CAT H34 SING N N 60 ECB OAD H35 SING N N 61 ECB CAS H36 SING N N 62 ECB CAS H37 SING N N 63 ECB OAC H38 SING N N 64 # # 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 ECB SMILES ACDLabs 12.01 "CCCCC\C=C/C\C=C/C[C@H]=[C@H]C[C@H]=[C@H]CCCC(=O)OC(CO)CO" ECB InChI InChI 1.03 "InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-" ECB InChIKey InChI 1.03 RCRCTBLIHCHWDZ-DOFZRALJSA-N ECB SMILES_CANONICAL CACTVS 3.385 "CCCCC\C=C/C/C=C\C\C=C/C\C=C/CCCC(=O)OC(CO)CO" ECB SMILES CACTVS 3.385 "CCCCCC=CCC=CCC=CCC=CCCCC(=O)OC(CO)CO" ECB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC(CO)CO" ECB SMILES "OpenEye OEToolkits" 2.0.6 "CCCCCC=CCC=CCC=CCC=CCCCC(=O)OC(CO)CO" # # 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 ECB "SYSTEMATIC NAME" ACDLabs 12.01 "1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate" ECB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1,3-bis(oxidanyl)propan-2-yl (5~{Z},8~{Z},11~{Z},14~{Z})-icosa-5,8,11,14-tetraenoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ECB "Create component" 2017-12-07 RCSB ECB "Initial release" 2018-12-12 RCSB ECB "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ECB _pdbx_chem_comp_synonyms.name 2-arachidonoylglycerol _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##