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                    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                        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 
_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 
F24 C1   C1   C 0 1 N N R N N N 31.357 -1.537 13.704 6.490  0.070  0.505  C1   F24 1  
F24 O1   O1   O 0 1 N N N 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 N N N 32.310 -1.331 14.921 5.332  -0.746 -0.073 C2   F24 3  
F24 O2   O2   O 0 1 N N N 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 N N N 32.746 3.394  18.613 -0.968 -0.424 -0.027 C18  F24 21 
F24 C20  C20  C 0 1 N N N 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 
F24 "Modify PCM"        2024-09-27 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         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            F24 
_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               C8 
_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      ? 
# 
