data_EOD # _chem_comp.id EOD _chem_comp.name "11-[(2R,3S)-3-PENTYLOXIRAN-2-YL]UNDECANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H34 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(+-)-CIS-12,13-EPOXY-9(Z)-OCTADECANOIC ACID; LEUKOTOXIN B; (+-)-VERNOLIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-03 _chem_comp.pdbx_modified_date 2020-05-27 _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 298.461 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EOD _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 2DIO _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 EOD O1 O1 O 0 1 N N N 33.775 93.563 54.213 -8.890 2.085 -0.213 O1 EOD 1 EOD C1 C1 C 0 1 N N N 32.947 94.460 53.943 -9.185 0.924 -0.058 C1 EOD 2 EOD O2 O2 O 0 1 N N N 33.214 95.673 53.802 -10.476 0.561 0.001 O2 EOD 3 EOD C2 C2 C 0 1 N N N 31.489 94.035 53.757 -8.104 -0.118 0.068 C2 EOD 4 EOD C3 C3 C 0 1 N N N 30.656 95.077 53.008 -6.733 0.555 -0.033 C3 EOD 5 EOD C4 C4 C 0 1 N N N 31.173 95.387 51.602 -5.635 -0.503 0.095 C4 EOD 6 EOD C5 C5 C 0 1 N N N 30.094 95.135 50.547 -4.265 0.170 -0.006 C5 EOD 7 EOD C6 C6 C 0 1 N N N 30.734 95.041 49.160 -3.166 -0.887 0.122 C6 EOD 8 EOD C7 C7 C 0 1 N N N 29.975 94.081 48.241 -1.796 -0.214 0.021 C7 EOD 9 EOD C8 C8 C 0 1 N N N 30.627 94.031 46.858 -0.698 -1.272 0.150 C8 EOD 10 EOD C9 C9 C 0 1 N N N 30.851 92.557 46.511 0.672 -0.599 0.049 C9 EOD 11 EOD C10 C10 C 0 1 N N N 30.332 92.047 45.166 1.771 -1.657 0.177 C10 EOD 12 EOD C11 C11 C 0 1 N N N 29.648 93.123 44.320 3.141 -0.984 0.076 C11 EOD 13 EOD C12 C12 C 0 1 N N R 28.193 92.785 44.047 4.239 -2.041 0.204 C12 EOD 14 EOD O3 O3 O 0 1 N N N 27.210 93.828 44.120 5.099 -2.249 -0.920 O3 EOD 15 EOD C13 C13 C 0 1 N N S 27.486 93.312 42.810 5.694 -1.567 0.185 C13 EOD 16 EOD C14 C14 C 0 1 N N N 28.419 94.090 41.895 5.952 -0.065 0.041 C14 EOD 17 EOD C15 C15 C 0 1 N N N 27.883 93.909 40.474 7.455 0.205 0.135 C15 EOD 18 EOD C16 C16 C 0 1 N N N 28.722 93.117 39.469 7.713 1.706 -0.010 C16 EOD 19 EOD C17 C17 C 0 1 N N N 30.060 92.574 39.974 9.216 1.976 0.085 C17 EOD 20 EOD C18 C18 C 0 1 N N N 30.610 91.535 38.995 9.474 3.478 -0.060 C18 EOD 21 EOD HO2 HO2 H 0 1 N N N 34.145 95.810 53.932 -11.170 1.230 -0.080 HO2 EOD 22 EOD H21 1H2 H 0 1 N N N 31.048 93.914 54.758 -8.209 -0.850 -0.733 H21 EOD 23 EOD H22 2H2 H 0 1 N N N 31.472 93.099 53.180 -8.192 -0.619 1.032 H22 EOD 24 EOD H31 1H3 H 0 1 N N N 30.713 96.011 53.586 -6.628 1.287 0.768 H31 EOD 25 EOD H32 2H3 H 0 1 N N N 29.630 94.691 52.916 -6.645 1.056 -0.997 H32 EOD 26 EOD H41 1H4 H 0 1 N N N 32.028 94.728 51.391 -5.740 -1.235 -0.705 H41 EOD 27 EOD H42 2H4 H 0 1 N N N 31.474 96.444 51.558 -5.724 -1.003 1.059 H42 EOD 28 EOD H51 1H5 H 0 1 N N N 29.374 95.967 50.559 -4.159 0.902 0.795 H51 EOD 29 EOD H52 2H5 H 0 1 N N N 29.576 94.191 50.774 -4.176 0.671 -0.970 H52 EOD 30 EOD H61 1H6 H 0 1 N N N 31.758 94.658 49.282 -3.272 -1.619 -0.678 H61 EOD 31 EOD H62 2H6 H 0 1 N N N 30.730 96.042 48.703 -3.255 -1.388 1.087 H62 EOD 32 EOD H71 1H7 H 0 1 N N N 28.940 94.437 48.133 -1.691 0.518 0.822 H71 EOD 33 EOD H72 2H7 H 0 1 N N N 29.989 93.073 48.682 -1.707 0.286 -0.943 H72 EOD 34 EOD H81 1H8 H 0 1 N N N 31.581 94.578 46.859 -0.803 -2.004 -0.651 H81 EOD 35 EOD H82 2H8 H 0 1 N N N 29.970 94.501 46.112 -0.787 -1.773 1.114 H82 EOD 36 EOD H91 1H9 H 0 1 N N N 30.270 92.002 47.263 0.778 0.133 0.849 H91 EOD 37 EOD H92 2H9 H 0 1 N N N 31.939 92.394 46.512 0.761 -0.098 -0.915 H92 EOD 38 EOD H101 1H10 H 0 0 N N N 29.576 91.277 45.382 1.665 -2.389 -0.624 H101 EOD 39 EOD H102 2H10 H 0 0 N N N 31.188 91.658 44.596 1.682 -2.157 1.141 H102 EOD 40 EOD H111 1H11 H 0 0 N N N 30.173 93.186 43.355 3.246 -0.252 0.877 H111 EOD 41 EOD H112 2H11 H 0 0 N N N 29.692 94.079 44.862 3.230 -0.483 -0.888 H112 EOD 42 EOD H12 H12 H 0 1 N N N 28.340 91.791 44.495 3.995 -2.904 0.823 H12 EOD 43 EOD H13 H13 H 0 1 N N N 26.847 92.934 41.998 6.415 -2.114 0.792 H13 EOD 44 EOD H141 1H14 H 0 0 N N N 29.453 93.724 41.979 5.436 0.470 0.837 H141 EOD 45 EOD H142 2H14 H 0 0 N N N 28.428 95.155 42.170 5.581 0.276 -0.926 H142 EOD 46 EOD H151 1H15 H 0 0 N N N 27.852 94.928 40.061 7.971 -0.331 -0.662 H151 EOD 47 EOD H152 2H15 H 0 0 N N N 26.923 93.379 40.567 7.825 -0.136 1.102 H152 EOD 48 EOD H161 1H16 H 0 0 N N N 28.975 93.829 38.670 7.197 2.242 0.787 H161 EOD 49 EOD H162 2H16 H 0 0 N N N 28.119 92.253 39.152 7.342 2.047 -0.976 H162 EOD 50 EOD H171 1H17 H 0 0 N N N 29.909 92.100 40.955 9.732 1.441 -0.712 H171 EOD 51 EOD H172 2H17 H 0 0 N N N 30.777 93.403 40.064 9.586 1.635 1.051 H172 EOD 52 EOD H181 1H18 H 0 0 N N N 29.903 90.696 38.916 9.103 3.819 -1.026 H181 EOD 53 EOD H182 2H18 H 0 0 N N N 31.580 91.165 39.359 8.958 4.013 0.737 H182 EOD 54 EOD H183 3H18 H 0 0 N N N 30.742 91.997 38.005 10.545 3.670 0.007 H183 EOD 55 # 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 EOD O1 C1 DOUB N N 1 EOD C1 O2 SING N N 2 EOD C1 C2 SING N N 3 EOD O2 HO2 SING N N 4 EOD C2 C3 SING N N 5 EOD C2 H21 SING N N 6 EOD C2 H22 SING N N 7 EOD C3 C4 SING N N 8 EOD C3 H31 SING N N 9 EOD C3 H32 SING N N 10 EOD C4 C5 SING N N 11 EOD C4 H41 SING N N 12 EOD C4 H42 SING N N 13 EOD C5 C6 SING N N 14 EOD C5 H51 SING N N 15 EOD C5 H52 SING N N 16 EOD C6 C7 SING N N 17 EOD C6 H61 SING N N 18 EOD C6 H62 SING N N 19 EOD C7 C8 SING N N 20 EOD C7 H71 SING N N 21 EOD C7 H72 SING N N 22 EOD C8 C9 SING N N 23 EOD C8 H81 SING N N 24 EOD C8 H82 SING N N 25 EOD C9 C10 SING N N 26 EOD C9 H91 SING N N 27 EOD C9 H92 SING N N 28 EOD C10 C11 SING N N 29 EOD C10 H101 SING N N 30 EOD C10 H102 SING N N 31 EOD C11 C12 SING N N 32 EOD C11 H111 SING N N 33 EOD C11 H112 SING N N 34 EOD C12 O3 SING N N 35 EOD C12 C13 SING N N 36 EOD C12 H12 SING N N 37 EOD O3 C13 SING N N 38 EOD C13 C14 SING N N 39 EOD C13 H13 SING N N 40 EOD C14 C15 SING N N 41 EOD C14 H141 SING N N 42 EOD C14 H142 SING N N 43 EOD C15 C16 SING N N 44 EOD C15 H151 SING N N 45 EOD C15 H152 SING N N 46 EOD C16 C17 SING N N 47 EOD C16 H161 SING N N 48 EOD C16 H162 SING N N 49 EOD C17 C18 SING N N 50 EOD C17 H171 SING N N 51 EOD C17 H172 SING N N 52 EOD C18 H181 SING N N 53 EOD C18 H182 SING N N 54 EOD C18 H183 SING N N 55 # 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 EOD SMILES ACDLabs 10.04 "O=C(O)CCCCCCCCCCC1OC1CCCCC" EOD SMILES_CANONICAL CACTVS 3.341 "CCCCC[C@@H]1O[C@@H]1CCCCCCCCCCC(O)=O" EOD SMILES CACTVS 3.341 "CCCCC[CH]1O[CH]1CCCCCCCCCCC(O)=O" EOD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCC[C@H]1[C@H](O1)CCCCCCCCCCC(=O)O" EOD SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCC1C(O1)CCCCCCCCCCC(=O)O" EOD InChI InChI 1.03 "InChI=1S/C18H34O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)/t16-,17+/m0/s1" EOD InChIKey InChI 1.03 AHXFZOAYPPCFEB-DLBZAZTESA-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 EOD "SYSTEMATIC NAME" ACDLabs 10.04 "11-[(2R,3S)-3-pentyloxiran-2-yl]undecanoic acid" EOD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "11-[(2R,3S)-3-pentyloxiran-2-yl]undecanoic 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 EOD "Create component" 2006-04-03 RCSB EOD "Modify descriptor" 2011-06-04 RCSB EOD "Modify synonyms" 2020-05-27 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 EOD "(+-)-CIS-12,13-EPOXY-9(Z)-OCTADECANOIC ACID" ? ? 2 EOD "LEUKOTOXIN B" ? ? 3 EOD "(+-)-VERNOLIC ACID" ? ? #