data_TOH
# 
_chem_comp.id                                    TOH 
_chem_comp.name                                  "(3E)-4-(2-HYDROXYPHENYL)-2-OXOBUT-3-ENOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H8 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-12-11 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        192.168 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TOH 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_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                  EBI 
# 
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 
TOH O8   O8   O 0 1 N N N 27.138 36.353 27.291 6.098  -3.464 4.236  O8   TOH 1  
TOH C9   C9   C 0 1 N N N 26.288 37.242 27.332 5.793  -3.882 3.130  C9   TOH 2  
TOH C10  C10  C 0 1 N N N 26.316 38.296 26.323 6.548  -5.060 2.556  C10  TOH 3  
TOH O11  O11  O 0 1 N N N 27.420 38.784 25.989 7.486  -5.466 3.425  O11  TOH 4  
TOH O10  O10  O 0 1 N N N 25.243 38.677 25.815 6.313  -5.538 1.464  O10  TOH 5  
TOH C8   C8   C 0 1 N N N 25.218 37.299 28.415 4.707  -3.321 2.288  C8   TOH 6  
TOH C7   C7   C 0 1 N N N 24.899 36.104 28.928 3.972  -2.279 2.732  C7   TOH 7  
TOH C1   C1   C 0 1 Y N N 25.746 35.436 29.942 2.878  -1.652 2.002  C1   TOH 8  
TOH C6   C6   C 0 1 Y N N 26.912 36.038 30.415 2.921  -1.631 0.608  C6   TOH 9  
TOH C5   C5   C 0 1 Y N N 27.697 35.385 31.359 1.885  -1.036 -0.112 C5   TOH 10 
TOH C4   C4   C 0 1 Y N N 27.314 34.131 31.836 0.807  -0.463 0.561  C4   TOH 11 
TOH C3   C3   C 0 1 Y N N 26.151 33.529 31.366 0.764  -0.484 1.955  C3   TOH 12 
TOH C2   C2   C 0 1 Y N N 25.372 34.189 30.423 1.800  -1.079 2.676  C2   TOH 13 
TOH O2   O2   O 0 1 N N N 24.241 33.605 29.965 1.733  -1.085 4.038  O2   TOH 14 
TOH HO11 HO11 H 0 0 N N N 27.285 39.449 25.324 8.000  -6.229 3.086  HO11 TOH 15 
TOH H81  1H8  H 0 1 N N N 24.758 38.221 28.740 4.522  -3.782 1.325  H81  TOH 16 
TOH H71  1H7  H 0 1 N N N 23.997 35.613 28.592 4.187  -1.866 3.723  H71  TOH 17 
TOH H6   H6   H 0 1 N N N 27.205 37.011 30.048 3.755  -2.073 0.068  H6   TOH 18 
TOH H5   H5   H 0 1 N N N 28.602 35.848 31.723 1.918  -1.020 -1.198 H5   TOH 19 
TOH H4   H4   H 0 1 N N N 27.922 33.626 32.572 0.000  -0.000 -0.000 H4   TOH 20 
TOH H3   H3   H 0 1 N N N 25.856 32.556 31.731 -0.080 -0.036 2.473  H3   TOH 21 
TOH HO2  HO2  H 0 1 N N N 23.640 33.468 30.688 1.035  -0.485 4.341  HO2  TOH 22 
# 
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 
TOH O8  C9   DOUB N N 1  
TOH C9  C10  SING N N 2  
TOH C9  C8   SING N N 3  
TOH C10 O10  DOUB N N 4  
TOH C10 O11  SING N N 5  
TOH O11 HO11 SING N N 6  
TOH C8  C7   DOUB N N 7  
TOH C8  H81  SING N N 8  
TOH C7  C1   SING N N 9  
TOH C7  H71  SING N N 10 
TOH C1  C6   DOUB Y N 11 
TOH C1  C2   SING Y N 12 
TOH C6  C5   SING Y N 13 
TOH C6  H6   SING N N 14 
TOH C5  C4   DOUB Y N 15 
TOH C5  H5   SING N N 16 
TOH C4  C3   SING Y N 17 
TOH C4  H4   SING N N 18 
TOH C3  C2   DOUB Y N 19 
TOH C3  H3   SING N N 20 
TOH C2  O2   SING N N 21 
TOH O2  HO2  SING N N 22 
# 
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 
TOH SMILES           ACDLabs              10.04 O=C(O)C(=O)/C=C\c1ccccc1O                                                     
TOH InChI            InChI                1.02b InChI=1/C10H8O4/c11-8-4-2-1-3-7(8)5-6-9(12)10(13)14/h1-6,11H,(H,13,14)/f/h13H 
TOH InChIKey         InChI                1.02b HMXOGGUFCBUALL-NDKGDYFDCA                                                     
TOH SMILES_CANONICAL CACTVS               3.341 OC(=O)C(=O)\C=C/c1ccccc1O                                                     
TOH SMILES           CACTVS               3.341 OC(=O)C(=O)C=Cc1ccccc1O                                                       
TOH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C=CC(=O)C(=O)O)O                                                   
TOH SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C=CC(=O)C(=O)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 
TOH "SYSTEMATIC NAME" ACDLabs              10.04 "(3Z)-4-(2-hydroxyphenyl)-2-oxobut-3-enoic acid" 
TOH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-(2-hydroxyphenyl)-2-oxo-but-3-enoic acid"     
# 
