data_TSA
# 
_chem_comp.id                                    TSA 
_chem_comp.name                                  "8-HYDROXY-2-OXA-BICYCLO[3.3.1]NON-6-ENE-3,5-DICARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H12 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2011-06-04 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         BAR 
_chem_comp.formula_weight                        228.199 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TSA 
_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        1ECM 
_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 
TSA C1  C1  C 0 1 N N S 27.499 17.712 49.922 0.083  0.140  -1.107 C1  TSA 1  
TSA C2  C2  C 0 1 N N N 27.291 18.473 51.273 -0.327 -1.087 -0.332 C2  TSA 2  
TSA C3  C3  C 0 1 N N N 26.516 18.006 52.302 0.058  -1.311 0.882  C3  TSA 3  
TSA C4  C4  C 0 1 N N R 25.668 16.741 52.215 0.973  -0.423 1.669  C4  TSA 4  
TSA O5  O5  O 0 1 N N N 24.332 17.134 52.236 2.218  -1.094 1.867  O5  TSA 5  
TSA C5  C5  C 0 1 N N R 25.887 16.000 50.885 1.228  0.894  0.952  C5  TSA 6  
TSA C6  C6  C 0 1 N N N 26.161 16.967 49.675 1.421  0.645  -0.541 C6  TSA 7  
TSA O7  O7  O 0 1 N N N 26.983 15.121 50.989 0.210  1.841  1.203  O7  TSA 8  
TSA C8  C8  C 0 1 N N S 28.366 15.517 50.926 -1.036 1.359  0.718  C8  TSA 9  
TSA C9  C9  C 0 1 N N N 28.645 16.655 49.896 -0.966 1.230  -0.808 C9  TSA 10 
TSA C10 C10 C 0 1 N N N 27.907 18.692 48.796 0.189  -0.153 -2.581 C10 TSA 11 
TSA O1  O1  O 0 1 N N N 27.378 18.557 47.682 1.242  0.001  -3.153 O1  TSA 12 
TSA O2  O2  O 0 1 N N N 28.806 19.528 49.004 -0.885 -0.588 -3.258 O2  TSA 13 
TSA C11 C11 C 0 1 N N N 28.945 15.838 52.336 -1.339 0.027  1.355  C11 TSA 14 
TSA O3  O3  O 0 1 N N N 29.998 16.499 52.405 -0.975 -0.198 2.484  O3  TSA 15 
TSA O4  O4  O 0 1 N N N 28.322 15.475 53.352 -2.015 -0.906 0.667  O4  TSA 16 
TSA H2  H2  H 0 1 N N N 27.740 19.447 51.528 -0.971 -1.810 -0.811 H2  TSA 17 
TSA H3  H3  H 0 1 N N N 26.574 18.646 53.198 -0.305 -2.206 1.364  H3  TSA 18 
TSA H4  H4  H 0 1 N N N 25.946 16.069 53.060 0.521  -0.218 2.639  H4  TSA 19 
TSA HO5 HO5 H 0 1 N N N 23.803 16.346 52.181 2.021  -1.916 2.338  HO5 TSA 20 
TSA H5  H5  H 0 1 N N N 24.939 15.447 50.686 2.161  1.302  1.340  H5  TSA 21 
TSA H61 1H6 H 0 1 N N N 25.312 17.666 49.488 2.194  -0.107 -0.693 H61 TSA 22 
TSA H62 2H6 H 0 1 N N N 26.143 16.437 48.694 1.706  1.573  -1.037 H62 TSA 23 
TSA H8  H8  H 0 1 N N N 28.917 14.628 50.537 -1.823 2.069  0.972  H8  TSA 24 
TSA H91 1H9 H 0 1 N N N 28.813 16.252 48.870 -0.691 2.189  -1.248 H91 TSA 25 
TSA H92 2H9 H 0 1 N N N 29.643 17.123 50.057 -1.931 0.905  -1.197 H92 TSA 26 
TSA HO2 HO2 H 0 1 N N N 29.056 20.129 48.312 -0.816 -0.777 -4.204 HO2 TSA 27 
TSA HO4 HO4 H 0 1 N N N 28.675 15.670 54.211 -2.209 -1.761 1.076  HO4 TSA 28 
# 
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 
TSA C1  C2  SING N N 1  
TSA C1  C6  SING N N 2  
TSA C1  C9  SING N N 3  
TSA C1  C10 SING N N 4  
TSA C2  C3  DOUB N N 5  
TSA C2  H2  SING N N 6  
TSA C3  C4  SING N N 7  
TSA C3  H3  SING N N 8  
TSA C4  O5  SING N N 9  
TSA C4  C5  SING N N 10 
TSA C4  H4  SING N N 11 
TSA O5  HO5 SING N N 12 
TSA C5  C6  SING N N 13 
TSA C5  O7  SING N N 14 
TSA C5  H5  SING N N 15 
TSA C6  H61 SING N N 16 
TSA C6  H62 SING N N 17 
TSA O7  C8  SING N N 18 
TSA C8  C9  SING N N 19 
TSA C8  C11 SING N N 20 
TSA C8  H8  SING N N 21 
TSA C9  H91 SING N N 22 
TSA C9  H92 SING N N 23 
TSA C10 O1  DOUB N N 24 
TSA C10 O2  SING N N 25 
TSA O2  HO2 SING N N 26 
TSA C11 O3  DOUB N N 27 
TSA C11 O4  SING N N 28 
TSA O4  HO4 SING N N 29 
# 
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 
TSA SMILES           ACDLabs              10.04 "O=C(O)C1OC2C(O)C=CC(C(=O)O)(C1)C2"                                                                                        
TSA SMILES_CANONICAL CACTVS               3.341 "O[C@@H]1C=C[C@@]2(C[C@H]1O[C@@H](C2)C(O)=O)C(O)=O"                                                                        
TSA SMILES           CACTVS               3.341 "O[CH]1C=C[C]2(C[CH]1O[CH](C2)C(O)=O)C(O)=O"                                                                               
TSA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]2[C@@H](C=C[C@]1(C[C@H](O2)C(=O)O)C(=O)O)O"                                                                       
TSA SMILES           "OpenEye OEToolkits" 1.5.0 "C1C2C(C=CC1(CC(O2)C(=O)O)C(=O)O)O"                                                                                        
TSA InChI            InChI                1.03  "InChI=1S/C10H12O6/c11-5-1-2-10(9(14)15)3-6(5)16-7(4-10)8(12)13/h1-2,5-7,11H,3-4H2,(H,12,13)(H,14,15)/t5-,6-,7+,10+/m1/s1" 
TSA InChIKey         InChI                1.03  KRZHNRULRHECRF-JQCUSGDOSA-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 
TSA "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,3S,5S,8R)-8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid" 
TSA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,3S,5R,6R)-6-hydroxy-4-oxabicyclo[3.3.1]non-7-ene-1,3-dicarboxylic 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 
TSA "Create component"  1999-07-08 EBI  
TSA "Modify descriptor" 2011-06-04 RCSB 
# 
