data_149
#

_chem_comp.id                                   149
_chem_comp.name                                 D-galactonolactone
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C6 H10 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-one"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2001-10-02
_chem_comp.pdbx_modified_date                   2020-07-17
_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                       178.140
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    149
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1JZ5
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     149
_pdbx_chem_comp_synonyms.name        "(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-one"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
#   #
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
149  C1   C1   C  0  1  N  N  N  -10.469  -28.097  -26.540   0.484   1.379   0.222  C1   149   1  
149  C2   C2   C  0  1  N  N  R   -9.443  -29.046  -25.996   1.551   0.310   0.312  C2   149   2  
149  C3   C3   C  0  1  N  N  S   -8.512  -29.613  -27.087   1.142  -0.858  -0.594  C3   149   3  
149  C4   C4   C  0  1  N  N  R   -9.379  -30.087  -28.293  -0.283  -1.291  -0.236  C4   149   4  
149  C5   C5   C  0  1  N  N  R   -9.851  -28.751  -28.882  -1.239  -0.112  -0.444  C5   149   5  
149  C6   C6   C  0  1  N  N  N  -11.024  -29.004  -29.816  -2.655  -0.525  -0.038  C6   149   6  
149  O1   O1   O  0  1  N  N  N  -11.076  -27.361  -25.751   0.778   2.534   0.018  O1   149   7  
149  O2   O2   O  0  1  N  N  N   -8.629  -28.454  -24.892   2.804   0.842  -0.124  O2   149   8  
149  O3   O3   O  0  1  N  N  N   -7.925  -30.780  -26.501   2.039  -1.953  -0.396  O3   149   9  
149  O4   O4   O  0  1  N  N  N  -10.482  -30.853  -27.726  -0.327  -1.704   1.131  O4   149  10  
149  O5   O5   O  0  1  N  N  N  -10.655  -28.020  -27.942  -0.804   1.006   0.371  O5   149  11  
149  O6   O6   O  0  1  N  N  N  -10.549  -29.813  -30.880  -3.565   0.534  -0.341  O6   149  12  
149  H2   H2   H  0  1  N  N  N  -10.028  -29.879  -25.579   1.637  -0.037   1.342  H2   149  13  
149  H3   H3   H  0  1  N  N  N   -7.773  -28.872  -27.425   1.176  -0.540  -1.636  H3   149  14  
149  H4   H4   H  0  1  N  N  N   -8.886  -30.717  -29.048  -0.583  -2.120  -0.877  H4   149  15  
149  H5   H5   H  0  1  N  N  N   -8.934  -28.277  -29.262  -1.232   0.181  -1.494  H5   149  16  
149  H61  H61  H  0  1  N  N  N  -11.833  -29.520  -29.278  -2.944  -1.421  -0.587  H61  149  17  
149  H62  H62  H  0  1  N  N  N  -11.411  -28.051  -30.207  -2.680  -0.730   1.032  H62  149  18  
149  HO2  HO2  H  0  1  N  Y  N   -9.068  -27.682  -24.553   3.114   1.595   0.397  HO2  149  19  
149  HO3  HO3  H  0  1  N  Y  N   -7.333  -31.185  -27.125   2.962  -1.747  -0.597  HO3  149  20  
149  HO4  HO4  H  0  1  N  N  N  -11.043  -31.166  -28.426   0.257  -2.447   1.336  HO4  149  21  
149  HO6  HO6  H  0  1  N  N  N  -11.260  -29.991  -31.485  -4.484   0.342  -0.109  HO6  149  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
149  C1  C2   SING  N  N   1  
149  C1  O1   DOUB  N  N   2  
149  C1  O5   SING  N  N   3  
149  C2  C3   SING  N  N   4  
149  C2  O2   SING  N  N   5  
149  C2  H2   SING  N  N   6  
149  C3  C4   SING  N  N   7  
149  C3  O3   SING  N  N   8  
149  C3  H3   SING  N  N   9  
149  C4  C5   SING  N  N  10  
149  C4  O4   SING  N  N  11  
149  C4  H4   SING  N  N  12  
149  C5  C6   SING  N  N  13  
149  C5  O5   SING  N  N  14  
149  C5  H5   SING  N  N  15  
149  C6  O6   SING  N  N  16  
149  C6  H61  SING  N  N  17  
149  C6  H62  SING  N  N  18  
149  O2  HO2  SING  N  N  19  
149  O3  HO3  SING  N  N  20  
149  O4  HO4  SING  N  N  21  
149  O6  HO6  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
149  SMILES            ACDLabs               10.04  "O=C1OC(CO)C(O)C(O)C1O"  
149  SMILES_CANONICAL  CACTVS                3.352  "OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@H]1O"  
149  SMILES            CACTVS                3.352  "OC[CH]1OC(=O)[CH](O)[CH](O)[CH]1O"  
149  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "C([C@@H]1[C@@H]([C@@H]([C@H](C(=O)O1)O)O)O)O"  
149  SMILES            "OpenEye OEToolkits"  1.7.0  "C(C1C(C(C(C(=O)O1)O)O)O)O"  
149  InChI             InChI                 1.03   "InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-5,7-10H,1H2/t2-,3+,4+,5-/m1/s1"  
149  InChIKey          InChI                 1.03   PHOQVHQSTUBQQK-MGCNEYSASA-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
149  "SYSTEMATIC NAME"  ACDLabs               10.04  "(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one (non-preferred name)"  
149  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.6.1  "(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-one"  
#   #
loop_
_pdbx_chem_comp_feature.comp_id
_pdbx_chem_comp_feature.type
_pdbx_chem_comp_feature.value
_pdbx_chem_comp_feature.source
_pdbx_chem_comp_feature.support
149  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
149  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
149  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  aldose    PDB  ?  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
149  "Create component"          2001-10-02  RCSB  
149  "Modify descriptor"         2011-06-04  RCSB  
149  "Other modification"        2020-07-03  RCSB  
149  "Modify linking type"       2020-07-17  RCSB  
149  "Modify leaving atom flag"  2020-07-17  RCSB  
##
