data_F24 # _chem_comp.id F24 _chem_comp.name "(7R,12R,13R)-13-formyl-12,14-dihydroxy-3,5,7-trimethyltetradeca-2,4-dienoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H30 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Antibiotic 1233A, Bound Form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-12-23 _chem_comp.pdbx_modified_date 2020-06-17 _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 326.428 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F24 _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 ? _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 F24 C1 C1 C 0 1 N N R 31.357 -1.537 13.704 6.490 0.070 0.505 C1 F24 1 F24 O1 O1 O 0 1 N N N 34.351 9.315 22.240 -7.974 1.303 0.187 O1 F24 2 F24 C2 C2 C 0 1 N N R 32.310 -1.331 14.921 5.332 -0.746 -0.073 C2 F24 3 F24 O2 O2 O 0 1 N N N 30.140 -3.561 13.290 6.362 2.420 0.612 O2 F24 4 F24 C3 C3 C 0 1 N N N 34.753 8.195 22.620 -7.722 0.118 0.291 C3 F24 5 F24 C4 C4 C 0 1 N N N 31.908 -0.809 12.456 7.815 -0.622 0.178 C4 F24 6 F24 O4 O4 O 0 1 N N N 34.759 7.771 23.795 -8.692 -0.749 0.651 O4 F24 7 F24 C5 C5 C 0 1 N N N 31.874 -0.197 15.900 4.008 -0.054 0.254 C5 F24 8 F24 O5 O5 O 0 1 N N N 30.852 -0.797 11.529 8.887 0.075 0.815 O5 F24 9 F24 C6 C6 C 0 1 N N N 35.279 7.284 21.517 -6.410 -0.354 0.035 C6 F24 10 F24 O6 O6 O 0 1 N N N 32.260 -2.514 15.668 5.480 -0.845 -1.491 O6 F24 11 F24 C7 C7 C 0 1 N N N 34.142 6.309 19.089 -3.911 -0.895 1.471 C7 F24 12 F24 C8 C8 C 0 1 N N N 31.213 -3.014 13.345 6.482 1.451 -0.099 C8 F24 13 F24 C9 C9 C 0 1 N N N 35.553 5.994 21.715 -5.465 0.496 -0.431 C9 F24 14 F24 C10 C10 C 0 1 N N N 32.046 1.228 15.348 2.845 -0.931 -0.214 C10 F24 15 F24 C11 C11 C 0 1 N N N 31.813 2.338 16.407 1.520 -0.239 0.114 C11 F24 16 F24 C12 C12 C 0 1 N N N 34.873 4.931 20.954 -4.149 -0.014 -0.816 C12 F24 17 F24 C13 C13 C 0 1 N N N 32.090 3.190 19.980 -1.082 0.868 -0.839 C13 F24 18 F24 C14 C14 C 0 1 N N N 34.560 4.998 19.646 -3.428 -0.724 0.054 C14 F24 19 F24 C16 C16 C 0 1 N N N 34.244 3.766 18.838 -2.130 -1.354 -0.381 C16 F24 20 F24 C18 C18 C 0 1 N N R 32.746 3.394 18.613 -0.968 -0.424 -0.027 C18 F24 21 F24 C20 C20 C 0 1 N N N 32.527 2.105 17.759 0.357 -1.116 -0.354 C20 F24 22 F24 C21 C21 C 0 1 N N N 36.755 5.646 22.524 -5.769 1.967 -0.552 C21 F24 23 F24 H1 H1 H 0 1 N N N 30.368 -1.125 13.953 6.377 0.146 1.587 H1 F24 24 F24 H2 H2 H 0 1 N N N 33.327 -1.125 14.556 5.338 -1.745 0.364 H2 F24 25 F24 H4 H4 H 0 1 N N N 32.207 0.218 12.711 7.786 -1.651 0.537 H4 F24 26 F24 H4A H4A H 0 1 N N N 32.773 -1.351 12.046 7.970 -0.618 -0.901 H4A F24 27 F24 HO4 HO4 H 0 1 N N N 34.406 8.436 24.374 -9.552 -0.335 0.804 HO4 F24 28 F24 H5 H5 H 0 1 N N N 30.812 -0.344 16.144 3.935 0.102 1.331 H5 F24 29 F24 H5A H5A H 0 1 N N N 32.476 -0.285 16.816 3.965 0.909 -0.255 H5A F24 30 F24 HO5 HO5 H 0 1 N N N 31.133 -0.359 10.734 9.759 -0.309 0.651 HO5 F24 31 F24 H6 H6 H 0 1 N N N 35.437 7.701 20.533 -6.164 -1.390 0.211 H6 F24 32 F24 HO6 HO6 H 0 1 N N N 32.829 -2.435 16.425 5.484 0.008 -1.946 HO6 F24 33 F24 H7 H7 H 0 1 N N N 33.922 6.199 18.017 -4.528 -1.791 1.538 H7 F24 34 F24 H7A H7A H 0 1 N N N 33.241 6.660 19.614 -3.055 -0.993 2.138 H7A F24 35 F24 H7B H7B H 0 1 N N N 34.953 7.040 19.224 -4.501 -0.026 1.762 H7B F24 36 F24 H8 H8 H 0 1 N N N 32.103 -3.588 13.133 6.584 1.574 -1.167 H8 F24 37 F24 H10 H10 H 0 1 N N N 33.070 1.329 14.959 2.917 -1.087 -1.290 H10 F24 38 F24 H10A H10A H 0 0 N N N 31.326 1.373 14.529 2.888 -1.893 0.296 H10A F24 39 F24 H11 H11 H 0 1 N N N 32.173 3.290 15.990 1.447 -0.083 1.190 H11 F24 40 F24 H11A H11A H 0 0 N N N 30.732 2.407 16.598 1.477 0.724 -0.396 H11A F24 41 F24 H12 H12 H 0 1 N N N 34.605 4.030 21.486 -3.761 0.185 -1.804 H12 F24 42 F24 H13 H13 H 0 1 N N N 31.031 2.926 19.843 -2.026 1.360 -0.606 H13 F24 43 F24 H13A H13A H 0 0 N N N 32.604 2.378 20.516 -0.255 1.530 -0.587 H13A F24 44 F24 H13B H13B H 0 0 N N N 32.164 4.119 20.564 -1.049 0.632 -1.903 H13B F24 45 F24 H16 H16 H 0 1 N N N 34.699 3.902 17.846 -2.000 -2.308 0.130 H16 F24 46 F24 H16A H16A H 0 0 N N N 34.719 2.913 19.345 -2.149 -1.518 -1.458 H16A F24 47 F24 H18 H18 H 0 1 N N N 32.252 4.235 18.105 -1.002 -0.189 1.036 H18 F24 48 F24 H20 H20 H 0 1 N N N 31.921 1.402 18.349 0.430 -1.272 -1.431 H20 F24 49 F24 H20A H20A H 0 0 N N N 33.511 1.659 17.554 0.400 -2.079 0.155 H20A F24 50 F24 H21 H21 H 0 1 N N N 36.845 4.552 22.596 -6.081 2.355 0.418 H21 F24 51 F24 H21A H21A H 0 0 N N N 37.654 6.056 22.040 -4.876 2.496 -0.884 H21A F24 52 F24 H21B H21B H 0 0 N N N 36.654 6.073 23.533 -6.569 2.114 -1.277 H21B F24 53 # # 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 F24 C1 C2 SING N N 1 F24 O1 C3 DOUB N N 2 F24 C2 O6 SING N N 3 F24 C2 C5 SING N N 4 F24 O2 C8 DOUB N N 5 F24 C3 O4 SING N N 6 F24 C4 C1 SING N N 7 F24 O5 C4 SING N N 8 F24 C6 C3 SING N N 9 F24 C6 C9 DOUB N E 10 F24 C7 C14 SING N N 11 F24 C8 C1 SING N N 12 F24 C9 C21 SING N N 13 F24 C10 C5 SING N N 14 F24 C10 C11 SING N N 15 F24 C11 C20 SING N N 16 F24 C12 C9 SING N N 17 F24 C14 C12 DOUB N E 18 F24 C16 C14 SING N N 19 F24 C18 C13 SING N N 20 F24 C18 C16 SING N N 21 F24 C20 C18 SING N N 22 F24 C1 H1 SING N N 23 F24 C2 H2 SING N N 24 F24 C4 H4 SING N N 25 F24 C4 H4A SING N N 26 F24 O4 HO4 SING N N 27 F24 C5 H5 SING N N 28 F24 C5 H5A SING N N 29 F24 O5 HO5 SING N N 30 F24 C6 H6 SING N N 31 F24 O6 HO6 SING N N 32 F24 C7 H7 SING N N 33 F24 C7 H7A SING N N 34 F24 C7 H7B SING N N 35 F24 C8 H8 SING N N 36 F24 C10 H10 SING N N 37 F24 C10 H10A SING N N 38 F24 C11 H11 SING N N 39 F24 C11 H11A SING N N 40 F24 C12 H12 SING N N 41 F24 C13 H13 SING N N 42 F24 C13 H13A SING N N 43 F24 C13 H13B SING N N 44 F24 C16 H16 SING N N 45 F24 C16 H16A SING N N 46 F24 C18 H18 SING N N 47 F24 C20 H20 SING N N 48 F24 C20 H20A SING N N 49 F24 C21 H21 SING N N 50 F24 C21 H21A SING N N 51 F24 C21 H21B SING N N 52 # # 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 F24 SMILES ACDLabs 12.01 "O=C(O)\C=C(\C=C(/C)CC(CCCCC(O)C(C=O)CO)C)C" F24 InChI InChI 1.03 "InChI=1S/C18H30O5/c1-13(8-14(2)9-15(3)10-18(22)23)6-4-5-7-17(21)16(11-19)12-20/h9-11,13,16-17,20-21H,4-8,12H2,1-3H3,(H,22,23)/b14-9+,15-10?/t13-,16-,17-/m1/s1" F24 InChIKey InChI 1.03 CJCDMTWCUXKYGF-QPILVHKNSA-N F24 SMILES_CANONICAL CACTVS 3.370 "C[C@H](CCCC[C@@H](O)[C@@H](CO)C=O)CC(/C)=C/C(C)=C/C(O)=O" F24 SMILES CACTVS 3.370 "C[CH](CCCC[CH](O)[CH](CO)C=O)CC(C)=CC(C)=CC(O)=O" F24 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](CCCC[C@H]([C@@H](CO)C=O)O)CC(=CC(=CC(=O)O)C)C" F24 SMILES "OpenEye OEToolkits" 1.7.6 "CC(CCCCC(C(CO)C=O)O)CC(=CC(=CC(=O)O)C)C" # # 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 F24 "SYSTEMATIC NAME" ACDLabs 12.01 "(2E,4E,7R,12R,13R)-13-formyl-12,14-dihydroxy-3,5,7-trimethyltetradeca-2,4-dienoic acid" F24 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(7R,12R,13R)-13-(hydroxymethyl)-3,5,7-trimethyl-12-oxidanyl-14-oxidanylidene-tetradeca-2,4-dienoic 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 F24 "Create component" 2005-12-23 RCSB F24 "Modify descriptor" 2011-06-04 RCSB F24 "Modify name" 2012-03-13 RCSB F24 "Modify formula" 2012-03-13 RCSB F24 "Modify synonyms" 2012-03-13 RCSB F24 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id F24 _pdbx_chem_comp_synonyms.name "Antibiotic 1233A, Bound Form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##