data_F24
# 
_chem_comp.id                                    F24 
_chem_comp.name                                  "(3R,5S,7R,12S,13R)-13-FORMYL-12,14-DIHYDROXY-3,5,7-TRIMETHYLTETRADECANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H34 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-23 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        330.460 
_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        ? 
_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 O4   O4   O 0 1 N N N 33.401 -4.610 14.117 -9.426  -0.578 -0.141 O4   F24 1  
F24 C3   C3   C 0 1 N N N 32.532 -4.245 14.942 -8.210  -0.074 0.123  C3   F24 2  
F24 O1   O1   O 0 1 N N N 32.148 -3.049 15.038 -8.102  0.918  0.804  O1   F24 3  
F24 C6   C6   C 0 1 N N N 31.956 -5.335 15.820 -6.980  -0.745 -0.431 C6   F24 4  
F24 C9   C9   C 0 1 N N R 31.040 -4.849 16.932 -5.735  0.024  0.014  C9   F24 5  
F24 C21  C21  C 0 1 N N N 29.639 -5.288 16.482 -5.748  1.421  -0.609 C21  F24 6  
F24 C12  C12  C 0 1 N N N 31.310 -3.343 17.262 -4.482  -0.726 -0.443 C12  F24 7  
F24 C14  C14  C 0 1 N N S 30.829 -2.709 18.614 -3.238  -0.024 0.109  C14  F24 8  
F24 C7   C7   C 0 1 N N N 30.734 -3.790 19.687 -3.234  -0.121 1.636  C7   F24 9  
F24 C16  C16  C 0 1 N N N 31.619 -1.486 19.182 -1.983  -0.699 -0.449 C16  F24 10 
F24 C18  C18  C 0 1 N N R 30.942 -0.104 19.182 -0.744  0.078  0.002  C18  F24 11 
F24 C13  C13  C 0 1 N N N 31.946 1.062  19.352 -0.764  1.475  -0.621 C13  F24 12 
F24 C20  C20  C 0 1 N N N 29.877 -0.058 20.264 0.515   -0.664 -0.450 C20  F24 13 
F24 C11  C11  C 0 1 N N N 28.757 0.942  19.978 1.752   0.044  0.107  C11  F24 14 
F24 C10  C10  C 0 1 N N N 28.575 1.882  21.150 3.011   -0.698 -0.345 C10  F24 15 
F24 C5   C5   C 0 1 N N N 27.127 2.347  21.280 4.248   0.010  0.212  C5   F24 16 
F24 C2   C2   C 0 1 N N S 26.874 3.896  21.286 5.507   -0.732 -0.240 C2   F24 17 
F24 O6   O6   O 0 1 N N N 27.194 4.550  20.077 5.525   -2.037 0.342  O6   F24 18 
F24 C1   C1   C 0 1 N N R 27.261 4.726  22.531 6.746   0.045  0.211  C1   F24 19 
F24 C4   C4   C 0 1 N N N 27.921 6.108  22.345 8.005   -0.697 -0.241 C4   F24 20 
F24 O5   O5   O 0 1 N N N 27.443 7.040  23.350 9.160   -0.036 0.279  O5   F24 21 
F24 C8   C8   C 0 1 N N N 25.856 4.894  23.068 6.727   1.421  -0.403 C8   F24 22 
F24 O2   O2   O 0 1 N N N 25.396 4.159  24.170 6.714   2.398  0.306  O2   F24 23 
F24 HO4  HO4  H 0 1 N N N 33.694 -3.860 13.612 -10.215 -0.147 0.215  HO4  F24 24 
F24 H61  1H6  H 0 1 N N N 32.811 -5.821 16.313 -7.031  -0.756 -1.520 H61  F24 25 
F24 H62  2H6  H 0 1 N N N 31.371 -6.008 15.176 -6.927  -1.769 -0.061 H62  F24 26 
F24 H9   H9   H 0 1 N N N 31.208 -5.285 17.928 -5.730  0.111  1.101  H9   F24 27 
F24 H211 1H21 H 0 0 N N N 29.708 -6.254 15.960 -6.641  1.955  -0.284 H211 F24 28 
F24 H212 2H21 H 0 0 N N N 29.219 -4.532 15.802 -4.861  1.969  -0.292 H212 F24 29 
F24 H213 3H21 H 0 0 N N N 28.987 -5.393 17.362 -5.753  1.335  -1.696 H213 F24 30 
F24 H121 1H12 H 0 0 N N N 30.706 -2.813 16.511 -4.440  -0.735 -1.532 H121 F24 31 
F24 H122 2H12 H 0 0 N N N 32.404 -3.226 17.250 -4.515  -1.750 -0.071 H122 F24 32 
F24 H14  H14  H 0 1 N N N 29.852 -2.279 18.347 -3.251  1.024  -0.189 H14  F24 33 
F24 H71  1H7  H 0 1 N N N 29.815 -3.645 20.273 -2.348  0.379  2.028  H71  F24 34 
F24 H72  2H7  H 0 1 N N N 31.608 -3.724 20.352 -4.128  0.360  2.033  H72  F24 35 
F24 H73  3H7  H 0 1 N N N 30.711 -4.781 19.209 -3.222  -1.169 1.934  H73  F24 36 
F24 H161 1H16 H 0 0 N N N 32.473 -1.371 18.498 -2.029  -0.709 -1.538 H161 F24 37 
F24 H162 2H16 H 0 0 N N N 31.848 -1.722 20.232 -1.925  -1.722 -0.078 H162 F24 38 
F24 H18  H18  H 0 1 N N N 30.477 0.034  18.195 -0.745  0.165  1.088  H18  F24 39 
F24 H131 1H13 H 0 0 N N N 31.500 1.989  18.963 0.119   2.028  -0.300 H131 F24 40 
F24 H132 2H13 H 0 0 N N N 32.867 0.836  18.795 -0.763  1.388  -1.708 H132 F24 41 
F24 H133 3H13 H 0 0 N N N 32.184 1.189  20.418 -1.661  2.004  -0.300 H133 F24 42 
F24 H201 1H20 H 0 0 N N N 30.371 0.264  21.193 0.486   -1.689 -0.079 H201 F24 43 
F24 H202 2H20 H 0 0 N N N 29.429 -1.059 20.346 0.561   -0.673 -1.539 H202 F24 44 
F24 H111 1H11 H 0 0 N N N 27.820 0.390  19.814 1.781   1.069  -0.264 H111 F24 45 
F24 H112 2H11 H 0 0 N N N 29.016 1.527  19.083 1.706   0.053  1.196  H112 F24 46 
F24 H101 1H10 H 0 0 N N N 29.207 2.767  20.983 2.982   -1.723 0.026  H101 F24 47 
F24 H102 2H10 H 0 0 N N N 28.862 1.356  22.073 3.057   -0.707 -1.434 H102 F24 48 
F24 H51  1H5  H 0 1 N N N 26.797 1.995  22.269 4.277   1.035  -0.159 H51  F24 49 
F24 H52  2H5  H 0 1 N N N 26.578 1.934  20.421 4.202   0.020  1.301  H52  F24 50 
F24 H2   H2   H 0 1 N N N 25.778 3.873  21.380 5.508   -0.818 -1.326 H2   F24 51 
F24 HO6  HO6  H 0 1 N N N 27.266 5.485  20.231 5.524   -1.915 1.301  HO6  F24 52 
F24 H1   H1   H 0 1 N N N 28.045 4.236  23.127 6.745   0.132  1.297  H1   F24 53 
F24 H41  1H4  H 0 1 N N N 27.662 6.495  21.349 7.976   -1.722 0.130  H41  F24 54 
F24 H42  2H4  H 0 1 N N N 29.012 6.002  22.441 8.051   -0.706 -1.330 H42  F24 55 
F24 HO5  HO5  H 0 1 N N N 27.339 6.587  24.178 9.930   -0.534 -0.028 HO5  F24 56 
F24 H8   H8   H 0 1 N N N 25.191 5.598  22.590 6.725   1.533  -1.477 H8   F24 57 
# 
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 O4  C3   SING N N 1  
F24 O4  HO4  SING N N 2  
F24 C3  O1   DOUB N N 3  
F24 C3  C6   SING N N 4  
F24 C6  C9   SING N N 5  
F24 C6  H61  SING N N 6  
F24 C6  H62  SING N N 7  
F24 C9  C21  SING N N 8  
F24 C9  C12  SING N N 9  
F24 C9  H9   SING N N 10 
F24 C21 H211 SING N N 11 
F24 C21 H212 SING N N 12 
F24 C21 H213 SING N N 13 
F24 C12 C14  SING N N 14 
F24 C12 H121 SING N N 15 
F24 C12 H122 SING N N 16 
F24 C14 C7   SING N N 17 
F24 C14 C16  SING N N 18 
F24 C14 H14  SING N N 19 
F24 C7  H71  SING N N 20 
F24 C7  H72  SING N N 21 
F24 C7  H73  SING N N 22 
F24 C16 C18  SING N N 23 
F24 C16 H161 SING N N 24 
F24 C16 H162 SING N N 25 
F24 C18 C13  SING N N 26 
F24 C18 C20  SING N N 27 
F24 C18 H18  SING N N 28 
F24 C13 H131 SING N N 29 
F24 C13 H132 SING N N 30 
F24 C13 H133 SING N N 31 
F24 C20 C11  SING N N 32 
F24 C20 H201 SING N N 33 
F24 C20 H202 SING N N 34 
F24 C11 C10  SING N N 35 
F24 C11 H111 SING N N 36 
F24 C11 H112 SING N N 37 
F24 C10 C5   SING N N 38 
F24 C10 H101 SING N N 39 
F24 C10 H102 SING N N 40 
F24 C5  C2   SING N N 41 
F24 C5  H51  SING N N 42 
F24 C5  H52  SING N N 43 
F24 C2  O6   SING N N 44 
F24 C2  C1   SING N N 45 
F24 C2  H2   SING N N 46 
F24 O6  HO6  SING N N 47 
F24 C1  C4   SING N N 48 
F24 C1  C8   SING N N 49 
F24 C1  H1   SING N N 50 
F24 C4  O5   SING N N 51 
F24 C4  H41  SING N N 52 
F24 C4  H42  SING N N 53 
F24 O5  HO5  SING N N 54 
F24 C8  O2   DOUB N N 55 
F24 C8  H8   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 
F24 SMILES           ACDLabs              10.04 O=CC(C(O)CCCCC(CC(C)CC(CC(=O)O)C)C)CO                                                                                                                      
F24 InChI            InChI                1.02b InChI=1/C18H34O5/c1-13(8-14(2)9-15(3)10-18(22)23)6-4-5-7-17(21)16(11-19)12-20/h11,13-17,20-21H,4-10,12H2,1-3H3,(H,22,23)/t13-,14+,15-,16-,17+/m1/s1/f/h22H 
F24 InChIKey         InChI                1.02b IXYKBBOQNSGWJZ-OEGKFVKVDL                                                                                                                                  
F24 SMILES_CANONICAL CACTVS               3.341 C[C@H](CCCC[C@H](O)[C@@H](CO)C=O)C[C@H](C)C[C@@H](C)CC(O)=O                                                                                                
F24 SMILES           CACTVS               3.341 C[CH](CCCC[CH](O)[CH](CO)C=O)C[CH](C)C[CH](C)CC(O)=O                                                                                                       
F24 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](CCCC[C@@H]([C@@H](CO)C=O)O)C[C@H](C)C[C@@H](C)CC(=O)O                                                                                               
F24 SMILES           "OpenEye OEToolkits" 1.5.0 CC(CCCCC(C(CO)C=O)O)CC(C)CC(C)CC(=O)O                                                                                                                      
# 
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              10.04 "(3R,5S,7R,12S,13R)-13-formyl-12,14-dihydroxy-3,5,7-trimethyltetradecanoic acid"             
F24 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,5S,7R,12S,13R)-12-hydroxy-13-(hydroxymethyl)-3,5,7-trimethyl-14-oxo-tetradecanoic acid" 
# 
