data_SGS
# 
_chem_comp.id                                    SGS 
_chem_comp.name                                  "(E)-(2S,3R,4S,5S,6R)-TETRAHYDRO-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)-2H-PYRAN-2-YL 3-(4-HYDROXY-3,5-DIMETHOXYPHENYL)ACRYLATE" 
_chem_comp.type                                  D-SACCHARIDE 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C17 H22 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         1-O-SINAPOYL-BETA-D-GLUCOSE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-13 
_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                        386.351 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SGS 
_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        ? 
_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 
SGS O5  O5  O 0 1 N N N 7.536  3.637  3.205  -3.142 0.528  0.626  O5  SGS 1  
SGS C1  C1  C 0 1 N N S 7.396  2.311  2.701  -2.890 -0.508 -0.322 C1  SGS 2  
SGS O1  O1  O 0 1 N N N 7.633  1.362  3.776  -1.607 -1.083 -0.066 O1  SGS 3  
SGS C13 C13 C 0 1 N N N 7.052  1.396  5.008  -0.693 -0.117 -0.296 C13 SGS 4  
SGS O32 O32 O 0 1 N N N 6.307  2.289  5.382  -1.054 0.990  -0.650 O32 SGS 5  
SGS C21 C21 C 0 1 N N N 7.351  0.292  5.901  0.687  -0.391 -0.124 C21 SGS 6  
SGS C25 C25 C 0 1 N N N 6.579  -0.032 6.970  1.602  0.577  -0.353 C25 SGS 7  
SGS C26 C26 C 0 1 Y N N 6.772  -1.192 7.821  3.032  0.293  -0.175 C26 SGS 8  
SGS C27 C27 C 0 1 Y N N 5.649  -1.727 8.468  3.981  1.294  -0.413 C27 SGS 9  
SGS C28 C28 C 0 1 Y N N 5.746  -2.853 9.301  5.326  1.023  -0.244 C28 SGS 10 
SGS O5A O5A O 0 1 N N N 4.594  -3.380 9.847  6.248  1.995  -0.475 O5A SGS 11 
SGS C7  C7  C 0 1 N N N 4.314  -2.723 11.062 5.527  3.163  -0.872 C7  SGS 12 
SGS C29 C29 C 0 1 Y N N 7.006  -3.468 9.493  5.737  -0.246 0.156  C29 SGS 13 
SGS O35 O35 O 0 1 N N N 7.147  -4.654 10.264 7.061  -0.509 0.320  O35 SGS 14 
SGS C30 C30 C 0 1 Y N N 8.156  -2.892 8.907  4.796  -1.243 0.398  C30 SGS 15 
SGS O37 O37 O 0 1 N N N 9.401  -3.456 9.093  5.202  -2.479 0.794  O37 SGS 16 
SGS C38 C38 C 0 1 N N N 10.016 -2.854 10.212 4.023  -3.270 0.953  C38 SGS 17 
SGS C31 C31 C 0 1 Y N N 8.028  -1.783 8.052  3.450  -0.980 0.232  C31 SGS 18 
SGS C2  C2  C 0 1 N N R 5.993  2.100  2.084  -3.965 -1.590 -0.203 C2  SGS 19 
SGS O13 O13 O 0 1 N N N 5.923  0.831  1.439  -3.692 -2.639 -1.135 O13 SGS 20 
SGS C3  C3  C 0 1 N N S 5.649  3.220  1.083  -5.333 -0.971 -0.514 C3  SGS 21 
SGS O3  O3  O 0 1 N N N 4.264  3.161  0.766  -6.364 -1.929 -0.264 O3  SGS 22 
SGS C4  C4  C 0 1 N N S 6.009  4.630  1.602  -5.534 0.250  0.391  C4  SGS 23 
SGS O4  O4  O 0 1 N N N 5.850  5.595  0.557  -6.735 0.930  0.019  O4  SGS 24 
SGS C5  C5  C 0 1 N N R 7.452  4.624  2.176  -4.340 1.193  0.229  C5  SGS 25 
SGS C6  C6  C 0 1 N N N 7.914  5.987  2.786  -4.549 2.430  1.105  C6  SGS 26 
SGS O6  O6  O 0 1 N N N 8.228  6.942  1.774  -3.498 3.368  0.863  O6  SGS 27 
SGS H18 H18 H 0 1 N N N 8.137  2.149  1.904  -2.905 -0.090 -1.328 H18 SGS 28 
SGS H1  H1  H 0 1 N N N 8.232  -0.302 5.706  1.007  -1.373 0.191  H1  SGS 29 
SGS H2  H2  H 0 1 N N N 5.756  0.626  7.206  1.281  1.559  -0.668 H2  SGS 30 
SGS H3  H3  H 0 1 N N N 4.686  -1.261 8.322  3.663  2.277  -0.727 H3  SGS 31 
SGS H7  H7  H 0 1 N N N 4.241  -3.464 11.872 4.846  3.458  -0.073 H7  SGS 32 
SGS H6  H6  H 0 1 N N N 5.121  -2.011 11.288 4.957  2.949  -1.775 H6  SGS 33 
SGS H5  H5  H 0 1 N N N 3.361  -2.181 10.974 6.229  3.974  -1.069 H5  SGS 34 
SGS H9  H9  H 0 1 N N N 7.178  -5.407 9.685  7.389  -0.831 -0.531 H9  SGS 35 
SGS H10 H10 H 0 1 N N N 9.906  -3.510 11.088 3.379  -2.815 1.706  H10 SGS 36 
SGS H11 H11 H 0 1 N N N 9.537  -1.885 10.417 3.490  -3.323 0.004  H11 SGS 37 
SGS H12 H12 H 0 1 N N N 11.085 -2.697 10.004 4.300  -4.275 1.271  H12 SGS 38 
SGS H4  H4  H 0 1 N N N 8.904  -1.380 7.567  2.720  -1.754 0.417  H4  SGS 39 
SGS H17 H17 H 0 1 N N N 5.256  2.132  2.900  -3.969 -1.993 0.809  H17 SGS 40 
SGS H22 H22 H 0 1 N N N 5.907  0.954  0.497  -2.825 -2.999 -0.903 H22 SGS 41 
SGS H16 H16 H 0 1 N N N 6.259  3.050  0.184  -5.366 -0.661 -1.559 H16 SGS 42 
SGS H20 H20 H 0 1 N N N 3.755  3.148  1.568  -6.198 -2.677 -0.853 H20 SGS 43 
SGS H15 H15 H 0 1 N N N 5.325  4.913  2.416  -5.605 -0.074 1.430  H15 SGS 44 
SGS H19 H19 H 0 1 N N N 5.815  6.467  0.933  -7.460 0.301  0.136  H19 SGS 45 
SGS H31 H31 H 0 1 N N N 8.113  4.411  1.323  -4.258 1.497  -0.814 H31 SGS 46 
SGS H32 H32 H 0 1 N N N 8.822  5.806  3.380  -5.508 2.889  0.863  H32 SGS 47 
SGS H33 H33 H 0 1 N N N 7.101  6.388  3.409  -4.540 2.138  2.155  H33 SGS 48 
SGS H34 H34 H 0 1 N N N 8.298  7.806  2.164  -3.667 4.130  1.433  H34 SGS 49 
# 
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 
SGS O5  C1  SING N N 1  
SGS O5  C5  SING N N 2  
SGS C1  O1  SING N N 3  
SGS C1  C2  SING N N 4  
SGS C1  H18 SING N N 5  
SGS O1  C13 SING N N 6  
SGS C13 O32 DOUB N N 7  
SGS C13 C21 SING N N 8  
SGS C21 C25 DOUB N E 9  
SGS C21 H1  SING N N 10 
SGS C25 C26 SING N N 11 
SGS C25 H2  SING N N 12 
SGS C26 C27 SING Y N 13 
SGS C26 C31 DOUB Y N 14 
SGS C27 C28 DOUB Y N 15 
SGS C27 H3  SING N N 16 
SGS C28 O5A SING N N 17 
SGS C28 C29 SING Y N 18 
SGS O5A C7  SING N N 19 
SGS C7  H7  SING N N 20 
SGS C7  H6  SING N N 21 
SGS C7  H5  SING N N 22 
SGS C29 O35 SING N N 23 
SGS C29 C30 DOUB Y N 24 
SGS O35 H9  SING N N 25 
SGS C30 O37 SING N N 26 
SGS C30 C31 SING Y N 27 
SGS O37 C38 SING N N 28 
SGS C38 H10 SING N N 29 
SGS C38 H11 SING N N 30 
SGS C38 H12 SING N N 31 
SGS C31 H4  SING N N 32 
SGS C2  O13 SING N N 33 
SGS C2  C3  SING N N 34 
SGS C2  H17 SING N N 35 
SGS O13 H22 SING N N 36 
SGS C3  O3  SING N N 37 
SGS C3  C4  SING N N 38 
SGS C3  H16 SING N N 39 
SGS O3  H20 SING N N 40 
SGS C4  O4  SING N N 41 
SGS C4  C5  SING N N 42 
SGS C4  H15 SING N N 43 
SGS O4  H19 SING N N 44 
SGS C5  C6  SING N N 45 
SGS C5  H31 SING N N 46 
SGS C6  O6  SING N N 47 
SGS C6  H32 SING N N 48 
SGS C6  H33 SING N N 49 
SGS O6  H34 SING N N 50 
# 
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 
SGS SMILES           ACDLabs              10.04 O=C(OC1OC(C(O)C(O)C1O)CO)\C=C\c2cc(OC)c(O)c(OC)c2                                                                                                               
SGS InChI            InChI                1.02b InChI=1/C17H22O10/c1-24-9-5-8(6-10(25-2)13(9)20)3-4-12(19)27-17-16(23)15(22)14(21)11(7-18)26-17/h3-6,11,14-18,20-23H,7H2,1-2H3/b4-3+/t11-,14-,15+,16-,17+/m1/s1 
SGS InChIKey         InChI                1.02b XRKBRPFTFKKHEF-DGDBGZAXBB                                                                                                                                       
SGS SMILES_CANONICAL CACTVS               3.341 COc1cc(/C=C/C(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(OC)c1O                                                                                           
SGS SMILES           CACTVS               3.341 COc1cc(C=CC(=O)O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O)cc(OC)c1O                                                                                                    
SGS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cc(cc(c1O)OC)\C=C\C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O                                                                                         
SGS SMILES           "OpenEye OEToolkits" 1.5.0 COc1cc(cc(c1O)OC)C=CC(=O)OC2C(C(C(C(O2)CO)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 
SGS "SYSTEMATIC NAME" ACDLabs              10.04 1-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-beta-D-glucopyranose                                        
SGS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoate" 
# 
