data_GSH
# 
_chem_comp.id                                    GSH 
_chem_comp.name                                  GLUTATHIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H17 N3 O6 S" 
_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                    2008-12-05 
_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                        307.323 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GSH 
_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        1DUG 
_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 
GSH N1   N1   N 0 1 N N N 29.428 55.618 21.035 2.182  0.475  4.710  N1   GSH 1  
GSH CA1  CA1  C 0 1 N N S 30.857 55.360 20.819 0.717  0.449  4.806  CA1  GSH 2  
GSH C1   C1   C 0 1 N N N 31.172 53.847 20.706 0.306  -0.374 6.000  C1   GSH 3  
GSH O11  O11  O 0 1 N N N 32.169 53.494 20.068 1.001  -1.291 6.369  O11  GSH 4  
GSH O12  O12  O 0 1 N N N 30.338 53.018 21.309 -0.831 -0.089 6.652  O12  GSH 5  
GSH CB1  CB1  C 0 1 N N N 31.682 56.017 21.948 0.133  -0.169 3.534  CB1  GSH 6  
GSH CG1  CG1  C 0 1 N N N 33.168 56.236 21.535 0.550  0.666  2.323  CG1  GSH 7  
GSH CD1  CD1  C 0 1 N N N 33.943 56.783 22.767 -0.023 0.057  1.070  CD1  GSH 8  
GSH OE1  OE1  O 0 1 N N N 33.375 57.449 23.647 -0.700 -0.947 1.139  OE1  GSH 9  
GSH N2   N2   N 0 1 N N N 35.249 56.484 22.793 0.214  0.628  -0.127 N2   GSH 10 
GSH CA2  CA2  C 0 1 N N R 36.116 57.167 23.759 -0.344 0.035  -1.344 CA2  GSH 11 
GSH C2   C2   C 0 1 N N N 37.346 57.714 23.017 0.569  0.323  -2.508 C2   GSH 12 
GSH O2   O2   O 0 1 N N N 38.471 57.755 23.531 1.586  0.961  -2.336 O2   GSH 13 
GSH CB2  CB2  C 0 1 N N N 36.612 56.159 24.826 -1.724 0.638  -1.618 CB2  GSH 14 
GSH SG2  SG2  S 0 1 N N N 35.267 55.464 25.837 -2.823 0.291  -0.218 SG2  GSH 15 
GSH N3   N3   N 0 1 N N N 37.120 58.164 21.761 0.255  -0.126 -3.739 N3   GSH 16 
GSH CA3  CA3  C 0 1 N N N 38.183 58.698 20.898 1.144  0.153  -4.869 CA3  GSH 17 
GSH C3   C3   C 0 1 N N N 37.907 60.166 20.621 0.569  -0.456 -6.122 C3   GSH 18 
GSH O31  O31  O 0 1 N N N 38.580 60.693 19.719 -0.474 -1.062 -6.075 O31  GSH 19 
GSH O32  O32  O 0 1 N N N 37.037 60.756 21.312 1.217  -0.325 -7.290 O32  GSH 20 
GSH HN11 1HN1 H 0 0 N N N 29.220 56.613 21.109 2.408  0.945  3.847  HN11 GSH 21 
GSH HN12 2HN1 H 0 0 N N N 29.080 55.108 21.847 2.483  -0.482 4.606  HN12 GSH 22 
GSH HA1  HA1  H 0 1 N N N 31.143 55.815 19.842 0.342  1.466  4.920  HA1  GSH 23 
GSH H12  H12  H 0 1 N N N 30.531 52.090 21.239 -1.095 -0.618 7.418  H12  GSH 24 
GSH HB12 2HB1 H 0 0 N N N 31.212 56.969 22.290 0.508  -1.186 3.420  HB12 GSH 25 
GSH HB13 3HB1 H 0 0 N N N 31.607 55.433 22.895 -0.953 -0.189 3.605  HB13 GSH 26 
GSH HG12 2HG1 H 0 0 N N N 33.634 55.317 21.108 0.175  1.683  2.437  HG12 GSH 27 
GSH HG13 3HG1 H 0 0 N N N 33.272 56.889 20.637 1.638  0.686  2.252  HG13 GSH 28 
GSH HN2  HN2  H 0 1 N N N 35.562 55.782 22.121 0.755  1.431  -0.182 HN2  GSH 29 
GSH HA2  HA2  H 0 1 N N N 35.543 57.989 24.248 -0.437 -1.042 -1.214 HA2  GSH 30 
GSH HB22 2HB2 H 0 0 N N N 37.214 55.347 24.355 -1.630 1.716  -1.749 HB22 GSH 31 
GSH HB23 3HB2 H 0 0 N N N 37.396 56.618 25.471 -2.139 0.197  -2.524 HB23 GSH 32 
GSH HSG  HSG  H 0 1 N N N 35.571 54.845 26.491 -3.948 0.889  -0.651 HSG  GSH 33 
GSH HN3  HN3  H 0 1 N N N 36.146 58.100 21.464 -0.558 -0.636 -3.876 HN3  GSH 34 
GSH HA31 1HA3 H 0 0 N N N 39.199 58.530 21.324 1.237  1.231  -5.000 HA31 GSH 35 
GSH HA32 2HA3 H 0 0 N N N 38.306 58.105 19.961 2.126  -0.275 -4.674 HA32 GSH 36 
GSH H32  H32  H 0 1 N N N 36.864 61.674 21.138 0.849  -0.716 -8.094 H32  GSH 37 
# 
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 
GSH N1  CA1  SING N N 1  
GSH N1  HN11 SING N N 2  
GSH N1  HN12 SING N N 3  
GSH CA1 C1   SING N N 4  
GSH CA1 CB1  SING N N 5  
GSH CA1 HA1  SING N N 6  
GSH C1  O11  DOUB N N 7  
GSH C1  O12  SING N N 8  
GSH O12 H12  SING N N 9  
GSH CB1 CG1  SING N N 10 
GSH CB1 HB12 SING N N 11 
GSH CB1 HB13 SING N N 12 
GSH CG1 CD1  SING N N 13 
GSH CG1 HG12 SING N N 14 
GSH CG1 HG13 SING N N 15 
GSH CD1 OE1  DOUB N N 16 
GSH CD1 N2   SING N N 17 
GSH N2  CA2  SING N N 18 
GSH N2  HN2  SING N N 19 
GSH CA2 C2   SING N N 20 
GSH CA2 CB2  SING N N 21 
GSH CA2 HA2  SING N N 22 
GSH C2  O2   DOUB N N 23 
GSH C2  N3   SING N N 24 
GSH CB2 SG2  SING N N 25 
GSH CB2 HB22 SING N N 26 
GSH CB2 HB23 SING N N 27 
GSH SG2 HSG  SING N N 28 
GSH N3  CA3  SING N N 29 
GSH N3  HN3  SING N N 30 
GSH CA3 C3   SING N N 31 
GSH CA3 HA31 SING N N 32 
GSH CA3 HA32 SING N N 33 
GSH C3  O31  DOUB N N 34 
GSH C3  O32  SING N N 35 
GSH O32 H32  SING N N 36 
# 
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 
GSH SMILES           ACDLabs              10.04 O=C(NCC(=O)O)C(NC(=O)CCC(C(=O)O)N)CS                                                                                                                        
GSH InChI            InChI                1.02b InChI=1/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1/f/h12-13,15,18H 
GSH InChIKey         InChI                1.02b RWSXRVCMGQZWBV-VSCBVDDUDG                                                                                                                                   
GSH SMILES_CANONICAL CACTVS               3.341 N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O                                                                                                              
GSH SMILES           CACTVS               3.341 N[CH](CCC(=O)N[CH](CS)C(=O)NCC(O)=O)C(O)=O                                                                                                                  
GSH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C(CC(=O)N[C@@H](CS)C(=O)NCC(=O)O)[C@@H](C(=O)O)N                                                                                                            
GSH SMILES           "OpenEye OEToolkits" 1.5.0 C(CC(=O)NC(CS)C(=O)NCC(=O)O)C(C(=O)O)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 
GSH "SYSTEMATIC NAME" ACDLabs              10.04 L-gamma-glutamyl-L-cysteinylglycine                                                                     
GSH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-sulfanyl-propan-2-yl]amino]-5-oxo-pentanoic acid" 
# 
