data_9F3
#

_chem_comp.id                                   9F3
_chem_comp.name                                 
;(2R,3'S,4'S,4aR,5'R,6R,7R,7aS)-4a,5',6-tris(hydroxymethyl)spiro[3,6,7,7a-tetrahydrofuro[2,3-b][1,4]dioxine-2,2'-oxolane
]-3',4',7-triol
;

_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H20 O10"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "Beta-2,1'-alpha-2',3-Difructofuranose anhydride"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-04-04
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       324.281
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9F3
_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       5ZKU
_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
9F3  C1   C1   C  0  1  N  N  S  28.249  -0.256  31.839   0.879   0.266   0.902  C1   9F3   1  
9F3  C2   C2   C  0  1  N  N  R  29.328   0.632  31.182   1.646   0.845  -0.304  C2   9F3   2  
9F3  C3   C3   C  0  1  N  N  R  27.263  -0.546  30.704   1.914  -0.726   1.501  C3   9F3   3  
9F3  C4   C4   C  0  1  N  N  S  26.635   2.303  34.241  -1.743   1.348   0.189  C4   9F3   4  
9F3  C5   C5   C  0  1  N  N  N  28.643   2.507  32.576  -0.300   0.580  -1.691  C5   9F3   5  
9F3  C6   C6   C  0  1  N  N  R  28.025  -0.190  29.411   2.868  -1.026   0.329  C6   9F3   6  
9F3  O1   O1   O  0  1  N  N  N  29.006   2.036  31.266   0.781   1.415  -1.266  O1   9F3   7  
9F3  C9   C7   C  0  1  N  N  N  30.765   0.369  31.683   2.640   1.902   0.182  C9   9F3   8  
9F3  O7   O2   O  0  1  N  N  N  31.159  -1.011  31.529   3.397   2.390  -0.928  O7   9F3   9  
9F3  O2   O3   O  0  1  N  N  N  29.339   0.272  29.806   2.376  -0.274  -0.830  O2   9F3  10  
9F3  C10  C8   C  0  1  N  N  N  27.264   0.892  28.629   2.869  -2.524   0.015  C10  9F3  11  
9F3  O8   O4   O  0  1  N  N  N  27.929   1.307  27.419   3.831  -2.796  -1.006  O8   9F3  12  
9F3  O4   O5   O  0  1  N  N  N  26.864  -1.930  30.725   2.624  -0.116   2.581  O4   9F3  13  
9F3  O    O6   O  0  1  N  N  N  27.526   0.369  32.932  -0.234  -0.513   0.451  O    9F3  14  
9F3  C    C9   C  0  1  N  N  R  27.323   1.854  32.893  -1.080   0.134  -0.489  C    9F3  15  
9F3  O3   O7   O  0  1  N  N  N  26.407   2.339  31.859  -2.163  -0.722  -0.889  O3   9F3  16  
9F3  C8   C10  C  0  1  N  N  R  25.117   2.437  32.475  -3.115  -0.666   0.198  C8   9F3  17  
9F3  C11  C11  C  0  1  N  N  N  24.210   3.214  31.516  -4.505  -1.078  -0.290  C11  9F3  18  
9F3  O9   O8   O  0  1  N  N  N  24.817   4.497  31.267  -4.491  -2.459  -0.658  O9   9F3  19  
9F3  C7   C12  C  0  1  N  N  S  25.472   3.135  33.787  -3.119   0.812   0.647  C7   9F3  20  
9F3  O6   O9   O  0  1  N  N  N  24.461   3.064  34.799  -3.244   0.904   2.067  O6   9F3  21  
9F3  O5   O10  O  0  1  N  N  N  27.390   3.119  35.136  -1.906   2.416  -0.746  O5   9F3  22  
9F3  H1   H1   H  0  1  N  N  N  28.709  -1.198  32.172   0.581   1.036   1.613  H1   9F3  23  
9F3  H2   H2   H  0  1  N  N  N  26.388   0.113  30.803   1.420  -1.637   1.837  H2   9F3  24  
9F3  H3   H3   H  0  1  N  N  N  26.264   1.406  34.758  -1.154   1.677   1.045  H3   9F3  25  
9F3  H4   H4   H  0  1  N  N  N  29.404   2.212  33.314  -0.953   1.124  -2.373  H4   9F3  26  
9F3  H5   H5   H  0  1  N  N  N  28.539   3.602  32.574   0.120  -0.289  -2.199  H5   9F3  27  
9F3  H6   H6   H  0  1  N  N  N  28.110  -1.091  28.786   3.877  -0.699   0.582  H6   9F3  28  
9F3  H7   H7   H  0  1  N  N  N  31.460   1.001  31.110   2.097   2.727   0.642  H7   9F3  29  
9F3  H8   H8   H  0  1  N  N  N  30.822   0.635  32.749   3.315   1.458   0.914  H8   9F3  30  
9F3  H9   H9   H  0  1  N  N  N  32.046  -1.125  31.849   4.049   3.065  -0.694  H9   9F3  31  
9F3  H10  H10  H  0  1  N  N  N  27.145   1.771  29.279   3.125  -3.083   0.914  H10  9F3  32  
9F3  H11  H11  H  0  1  N  N  N  26.273   0.496  28.362   1.879  -2.823  -0.329  H11  9F3  33  
9F3  H12  H12  H  0  1  N  N  N  27.410   1.974  26.985   3.885  -3.729  -1.256  H12  9F3  34  
9F3  H13  H13  H  0  1  N  N  N  26.399  -2.114  31.533   3.284  -0.691   2.992  H13  9F3  35  
9F3  H14  H14  H  0  1  N  N  N  24.690   1.444  32.678  -2.793  -1.310   1.016  H14  9F3  36  
9F3  H15  H15  H  0  1  N  N  N  23.218   3.353  31.971  -5.231  -0.922   0.507  H15  9F3  37  
9F3  H16  H16  H  0  1  N  N  N  24.106   2.661  30.571  -4.780  -0.475  -1.156  H16  9F3  38  
9F3  H17  H17  H  0  1  N  N  N  24.270   4.997  30.673  -5.342  -2.789  -0.978  H17  9F3  39  
9F3  H18  H18  H  0  1  N  N  N  25.786   4.172  33.596  -3.924   1.358   0.155  H18  9F3  40  
9F3  H19  H19  H  0  1  N  N  N  24.759   3.520  35.578  -4.064   0.527   2.415  H19  9F3  41  
9F3  H20  H20  H  0  1  N  N  N  26.866   3.318  35.903  -2.347   3.195  -0.380  H20  9F3  42  
#   #
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
9F3  O8   C10  SING  N  N   1  
9F3  C10  C6   SING  N  N   2  
9F3  C6   O2   SING  N  N   3  
9F3  C6   C3   SING  N  N   4  
9F3  O2   C2   SING  N  N   5  
9F3  C3   O4   SING  N  N   6  
9F3  C3   C1   SING  N  N   7  
9F3  C2   O1   SING  N  N   8  
9F3  C2   C9   SING  N  N   9  
9F3  C2   C1   SING  N  N  10  
9F3  O1   C5   SING  N  N  11  
9F3  O9   C11  SING  N  N  12  
9F3  C11  C8   SING  N  N  13  
9F3  O7   C9   SING  N  N  14  
9F3  C1   O    SING  N  N  15  
9F3  O3   C8   SING  N  N  16  
9F3  O3   C    SING  N  N  17  
9F3  C8   C7   SING  N  N  18  
9F3  C5   C    SING  N  N  19  
9F3  C    O    SING  N  N  20  
9F3  C    C4   SING  N  N  21  
9F3  C7   C4   SING  N  N  22  
9F3  C7   O6   SING  N  N  23  
9F3  C4   O5   SING  N  N  24  
9F3  C1   H1   SING  N  N  25  
9F3  C3   H2   SING  N  N  26  
9F3  C4   H3   SING  N  N  27  
9F3  C5   H4   SING  N  N  28  
9F3  C5   H5   SING  N  N  29  
9F3  C6   H6   SING  N  N  30  
9F3  C9   H7   SING  N  N  31  
9F3  C9   H8   SING  N  N  32  
9F3  O7   H9   SING  N  N  33  
9F3  C10  H10  SING  N  N  34  
9F3  C10  H11  SING  N  N  35  
9F3  O8   H12  SING  N  N  36  
9F3  O4   H13  SING  N  N  37  
9F3  C8   H14  SING  N  N  38  
9F3  C11  H15  SING  N  N  39  
9F3  C11  H16  SING  N  N  40  
9F3  O9   H17  SING  N  N  41  
9F3  C7   H18  SING  N  N  42  
9F3  O6   H19  SING  N  N  43  
9F3  O5   H20  SING  N  N  44  
#   #
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
9F3  InChI             InChI                 1.03   "InChI=1S/C12H20O10/c13-1-5-7(16)9(18)12(21-5)4-19-11(3-15)10(22-12)8(17)6(2-14)20-11/h5-10,13-18H,1-4H2/t5-,6-,7-,8-,9+,10+,11-,12-/m1/s1"  
9F3  InChIKey          InChI                 1.03   KSRQDWNGXKYIDO-TWOHWVPZSA-N  
9F3  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1O[C@@]2(CO[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3O2)[C@@H](O)[C@@H]1O"  
9F3  SMILES            CACTVS                3.385  "OC[CH]1O[C]2(CO[C]3(CO)O[CH](CO)[CH](O)[CH]3O2)[CH](O)[CH]1O"  
9F3  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "C1[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@H]3[C@@H]([C@H](O[C@]3(O1)CO)CO)O"  
9F3  SMILES            "OpenEye OEToolkits"  2.0.6  "C1C2(C(C(C(O2)CO)O)O)OC3C(C(OC3(O1)CO)CO)O"  
#
_pdbx_chem_comp_identifier.comp_id          9F3
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "(2~{R},3'~{S},4'~{S},4~{a}~{R},5'~{R},6~{R},7~{R},7~{a}~{S})-4~{a},5',6-tris(hydroxymethyl)spiro[3,6,7,7~{a}-tetrahydrofuro[2,3-b][1,4]dioxine-2,2'-oxolane]-3',4',7-triol"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
9F3  "Create component"  2018-04-04  PDBJ  
9F3  "Initial release"   2018-12-19  RCSB  
9F3  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     9F3
_pdbx_chem_comp_synonyms.name        "Beta-2,1'-alpha-2',3-Difructofuranose anhydride"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
