data_GU3
# 
_chem_comp.id                                    GU3 
_chem_comp.name                                  "methyl 3-O-methyl-2,6-di-O-sulfo-alpha-D-glucopyranoside" 
_chem_comp.type                                  D-saccharide 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C8 H16 O12 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-06-22 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        368.335 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GU3 
_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        1TB6 
_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 
GU3 O4  O4  O 0 1 N Y N 58.535 -2.222 -21.198 0.699  2.832  -0.363 O4  GU3 1  
GU3 O50 O50 O 0 1 N N N 53.751 -3.478 -24.268 5.452  -1.331 -0.498 O50 GU3 2  
GU3 S6  S6  S 0 1 N N N 54.279 -3.511 -22.865 4.719  -0.378 0.259  S6  GU3 3  
GU3 O51 O51 O 0 1 N N N 53.157 -3.231 -21.909 4.710  -0.883 1.694  O51 GU3 4  
GU3 O52 O52 O 0 1 N N N 54.854 -4.866 -22.578 5.066  0.999  0.320  O52 GU3 5  
GU3 O6  O6  O 0 1 N N N 55.293 -2.511 -22.713 3.285  -0.437 -0.249 O6  GU3 6  
GU3 C6  C6  C 0 1 N N N 56.571 -2.654 -23.338 2.442  0.594  0.269  C6  GU3 7  
GU3 C5  C5  C 0 1 N N R 57.409 -1.384 -23.172 1.033  0.437  -0.306 C5  GU3 8  
GU3 O5  O5  O 0 1 N N N 56.655 -0.284 -23.709 0.462  -0.787 0.161  O5  GU3 9  
GU3 C1  C1  C 0 1 N N S 57.355 0.970  -23.637 -0.851 -1.046 -0.339 C1  GU3 10 
GU3 O1  O1  O 0 1 N N N 58.568 0.945  -24.404 -0.817 -1.089 -1.767 O1  GU3 11 
GU3 C8  C8  C 0 1 N N N 58.264 0.896  -25.801 -0.143 -2.232 -2.298 C8  GU3 12 
GU3 C2  C2  C 0 1 N N R 57.678 1.298  -22.178 -1.798 0.068  0.115  C2  GU3 13 
GU3 O2  O2  O 0 1 N N N 58.405 2.529  -22.123 -3.099 -0.158 -0.431 O2  GU3 14 
GU3 S2  S2  S 0 1 N N N 57.553 3.617  -21.750 -4.043 -0.900 0.503  S2  GU3 15 
GU3 O54 O54 O 0 1 N N N 57.156 3.467  -20.311 -5.200 -1.213 -0.260 O54 GU3 16 
GU3 O55 O55 O 0 1 N N N 56.329 3.624  -22.617 -3.260 -1.883 1.166  O55 GU3 17 
GU3 O53 O53 O 0 1 N N N 58.280 4.918  -21.924 -4.487 0.088  1.572  O53 GU3 18 
GU3 C3  C3  C 0 1 N N S 58.516 0.170  -21.570 -1.262 1.416  -0.379 C3  GU3 19 
GU3 O3  O3  O 0 1 N N N 58.742 0.484  -20.188 -2.099 2.469  0.103  O3  GU3 20 
GU3 C7  C7  C 0 1 N N N 59.912 -0.180 -19.701 -2.155 3.607  -0.758 C7  GU3 21 
GU3 C4  C4  C 0 1 N N R 57.744 -1.137 -21.707 0.162  1.611  0.150  C4  GU3 22 
GU3 HO4 HO4 H 0 1 N Y N 58.710 -2.842 -21.896 1.602  3.017  -0.072 HO4 GU3 23 
GU3 H6  H6  H 0 1 N N N 57.104 -3.497 -22.873 2.402  0.520  1.355  H6  GU3 24 
GU3 H6A H6A H 0 1 N N N 56.418 -2.836 -24.412 2.844  1.568  -0.014 H6A GU3 25 
GU3 H5  H5  H 0 1 N N N 58.363 -1.493 -23.709 1.084  0.424  -1.394 H5  GU3 26 
GU3 H1  H1  H 0 1 N N N 56.701 1.746  -24.061 -1.205 -2.003 0.045  H1  GU3 27 
GU3 H8  H8  H 0 1 N N N 57.173 0.883  -25.939 0.890  -2.237 -1.952 H8  GU3 28 
GU3 H8A H8A H 0 1 N N N 58.686 1.781  -26.299 -0.644 -3.139 -1.961 H8A GU3 29 
GU3 H8B H8B H 0 1 N N N 58.699 -0.014 -26.239 -0.161 -2.191 -3.387 H8B GU3 30 
GU3 H2  H2  H 0 1 N N N 56.744 1.398  -21.605 -1.856 0.075  1.204  H2  GU3 31 
GU3 H3  H3  H 0 1 N N N 59.483 0.064  -22.084 -1.253 1.427  -1.468 H3  GU3 32 
GU3 H7  H7  H 0 1 N N N 60.611 -0.350 -20.533 -1.154 4.022  -0.878 H7  GU3 33 
GU3 H7A H7A H 0 1 N N N 60.397 0.446  -18.937 -2.543 3.308  -1.732 H7A GU3 34 
GU3 H7B H7B H 0 1 N N N 59.627 -1.146 -19.258 -2.811 4.361  -0.322 H7B GU3 35 
GU3 H4  H4  H 0 1 N N N 56.810 -1.070 -21.130 0.145  1.651  1.240  H4  GU3 36 
GU3 H15 H15 H 0 1 N N N 53.501 -3.172 -21.025 5.581  -0.887 2.115  H15 GU3 37 
GU3 H16 H16 H 0 1 N N N 58.434 5.312  -21.073 -5.096 -0.285 2.224  H16 GU3 38 
# 
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 
GU3 O4  C4  SING N N 1  
GU3 O4  HO4 SING N N 2  
GU3 O50 S6  DOUB N N 3  
GU3 S6  O51 SING N N 4  
GU3 S6  O52 DOUB N N 5  
GU3 S6  O6  SING N N 6  
GU3 O6  C6  SING N N 7  
GU3 C6  C5  SING N N 8  
GU3 C6  H6  SING N N 9  
GU3 C6  H6A SING N N 10 
GU3 C5  O5  SING N N 11 
GU3 C5  C4  SING N N 12 
GU3 C5  H5  SING N N 13 
GU3 O5  C1  SING N N 14 
GU3 C1  O1  SING N N 15 
GU3 C1  C2  SING N N 16 
GU3 C1  H1  SING N N 17 
GU3 O1  C8  SING N N 18 
GU3 C8  H8  SING N N 19 
GU3 C8  H8A SING N N 20 
GU3 C8  H8B SING N N 21 
GU3 C2  O2  SING N N 22 
GU3 C2  C3  SING N N 23 
GU3 C2  H2  SING N N 24 
GU3 O2  S2  SING N N 25 
GU3 S2  O54 DOUB N N 26 
GU3 S2  O55 DOUB N N 27 
GU3 S2  O53 SING N N 28 
GU3 C3  O3  SING N N 29 
GU3 C3  C4  SING N N 30 
GU3 C3  H3  SING N N 31 
GU3 O3  C7  SING N N 32 
GU3 C7  H7  SING N N 33 
GU3 C7  H7A SING N N 34 
GU3 C7  H7B SING N N 35 
GU3 C4  H4  SING N N 36 
GU3 O51 H15 SING N N 37 
GU3 O53 H16 SING N N 38 
# 
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 
GU3 SMILES           ACDLabs              10.04 O=S(=O)(O)OCC1OC(OC)C(OS(=O)(=O)O)C(OC)C1O                                                                                                              
GU3 InChI            InChI                1.02b InChI=1/C8H16O12S2/c1-16-6-5(9)4(3-18-21(10,11)12)19-8(17-2)7(6)20-22(13,14)15/h4-9H,3H2,1-2H3,(H,10,11,12)(H,13,14,15)/t4-,5-,6+,7-,8+/m1/s1/f/h10,13H 
GU3 InChIKey         InChI                1.02b GFHCIIGKYHICQU-ZCCMTBNEDP                                                                                                                               
GU3 SMILES_CANONICAL CACTVS               3.341 CO[C@H]1O[C@H](CO[S](O)(=O)=O)[C@@H](O)[C@H](OC)[C@H]1O[S](O)(=O)=O                                                                                     
GU3 SMILES           CACTVS               3.341 CO[CH]1O[CH](CO[S](O)(=O)=O)[CH](O)[CH](OC)[CH]1O[S](O)(=O)=O                                                                                           
GU3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CO[C@H]1[C@@H]([C@H](O[C@@H]([C@@H]1OS(=O)(=O)O)OC)COS(=O)(=O)O)O                                                                                       
GU3 SMILES           "OpenEye OEToolkits" 1.5.0 COC1C(C(OC(C1OS(=O)(=O)O)OC)COS(=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 
GU3 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl 3-O-methyl-2,6-di-O-sulfo-alpha-D-glucopyranoside"                               
GU3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4S,5R,6S)-3-hydroxy-4,6-dimethoxy-5-sulfooxy-oxan-2-yl]methyl hydrogen sulfate" 
# 
