data_ISD
# 
_chem_comp.id                                    ISD 
_chem_comp.name                                  (5R)-5-[(1R)-1,2-DIHYDROXYETHYL]-3,4-DIHYDROXYFURAN-2(5H)-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C6 H8 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ISOASCORBIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-24 
_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                        176.124 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ISD 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_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 
ISD O6   O6   O 0 1 N N N -15.462 -47.803 2.637 2.275  -2.118 -0.164 O6   ISD 1  
ISD C5   C5   C 0 1 N N N -15.851 -46.826 3.228 1.531  -1.184 0.069  C5   ISD 2  
ISD C4   C4   C 0 1 N N N -15.792 -46.772 4.489 1.869  0.222  -0.121 C4   ISD 3  
ISD O8   O8   O 0 1 N N N -16.203 -47.832 5.200 3.060  0.695  -0.583 O8   ISD 4  
ISD C3   C3   C 0 1 N N N -15.349 -45.514 4.770 0.811  0.976  0.235  C3   ISD 5  
ISD O7   O7   O 0 1 N N N -14.485 -45.157 5.744 0.733  2.324  0.202  O7   ISD 6  
ISD O1   O1   O 0 1 N N N -16.298 -45.525 2.746 0.272  -1.297 0.534  O1   ISD 7  
ISD C2   C2   C 0 1 N N R -15.898 -44.531 3.734 -0.271 0.020  0.680  C2   ISD 8  
ISD C9   C9   C 0 1 N N R -14.992 -43.364 3.158 -1.506 0.175  -0.209 C9   ISD 9  
ISD O11  O11  O 0 1 N N N -13.860 -42.986 3.967 -1.997 1.513  -0.114 O11  ISD 10 
ISD C13  C13  C 0 1 N N N -15.724 -42.041 2.860 -2.592 -0.800 0.252  C13  ISD 11 
ISD O14  O14  O 0 1 N N N -16.047 -41.813 1.473 -3.701 -0.738 -0.647 O14  ISD 12 
ISD HO8  HO8  H 0 1 N N N -16.300 -48.582 4.624 3.705  0.004  -0.790 HO8  ISD 13 
ISD HO7  HO7  H 0 1 N N N -13.612 -45.073 5.379 1.537  2.757  -0.116 HO7  ISD 14 
ISD H2   H2   H 0 1 N N N -16.655 -43.852 4.154 -0.532 0.207  1.721  H2   ISD 15 
ISD H9   H9   H 0 1 N N N -14.660 -43.852 2.230 -1.240 -0.042 -1.243 H9   ISD 16 
ISD HO11 HO11 H 0 0 N N N -13.090 -42.903 3.416 -2.254 1.776  0.780  HO11 ISD 17 
ISD H131 1H13 H 0 0 N N N -16.669 -42.050 3.424 -2.190 -1.813 0.265  H131 ISD 18 
ISD H132 2H13 H 0 0 N N N -15.033 -41.236 3.151 -2.922 -0.528 1.255  H132 ISD 19 
ISD HO14 HO14 H 0 0 N N N -16.990 -41.763 1.371 -4.429 -1.332 -0.415 HO14 ISD 20 
# 
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 
ISD O6  C5   DOUB N N 1  
ISD C5  C4   SING N N 2  
ISD C5  O1   SING N N 3  
ISD C4  O8   SING N N 4  
ISD C4  C3   DOUB N N 5  
ISD O8  HO8  SING N N 6  
ISD C3  O7   SING N N 7  
ISD C3  C2   SING N N 8  
ISD O7  HO7  SING N N 9  
ISD O1  C2   SING N N 10 
ISD C2  C9   SING N N 11 
ISD C2  H2   SING N N 12 
ISD C9  O11  SING N N 13 
ISD C9  C13  SING N N 14 
ISD C9  H9   SING N N 15 
ISD O11 HO11 SING N N 16 
ISD C13 O14  SING N N 17 
ISD C13 H131 SING N N 18 
ISD C13 H132 SING N N 19 
ISD O14 HO14 SING N N 20 
# 
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 
ISD SMILES           ACDLabs              10.04 O=C1OC(C(O)=C1O)C(O)CO                                                   
ISD InChI            InChI                1.02b InChI=1/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1 
ISD InChIKey         InChI                1.02b CIWBSHSKHKDKBQ-DUZGATOHBV                                                
ISD SMILES_CANONICAL CACTVS               3.341 OC[C@@H](O)[C@H]1OC(=O)C(=C1O)O                                          
ISD SMILES           CACTVS               3.341 OC[CH](O)[CH]1OC(=O)C(=C1O)O                                             
ISD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C([C@H]([C@@H]1C(=C(C(=O)O1)O)O)O)O                                      
ISD SMILES           "OpenEye OEToolkits" 1.5.0 C(C(C1C(=C(C(=O)O1)O)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 
ISD "SYSTEMATIC NAME" ACDLabs              10.04 "(5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one (non-preferred name)" 
ISD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-5H-furan-2-one                        
# 
