data_MUG
# 
_chem_comp.id                                    MUG 
_chem_comp.name                                  4-METHYLUMBELLIFERYL-ALPHA-D-GLUCOSE 
_chem_comp.type                                  D-SACCHARIDE 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C16 H18 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        338.309 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MUG 
_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        1CJP 
_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 
MUG O1     O1     O 0 1 Y N N -19.930 20.259 -3.278 1.058  1.298  3.582  O1     MUG 1  
MUG C2     C2     C 0 1 Y N N -21.207 20.625 -2.850 0.682  1.100  4.855  C2     MUG 2  
MUG O2     O2     O 0 1 N N N -21.801 21.449 -3.480 1.079  1.864  5.717  O2     MUG 3  
MUG C3     C3     C 0 1 Y N N -21.740 20.040 -1.719 -0.158 0.029  5.221  C3     MUG 4  
MUG C4     C4     C 0 1 Y N N -20.997 19.091 -1.007 -0.608 -0.830 4.271  C4     MUG 5  
MUG CM4    CM4    C 0 1 N N N -21.588 18.448 0.243  -1.508 -1.983 4.635  CM4    MUG 6  
MUG C4A    C4A    C 0 1 Y N N -19.730 18.735 -1.438 -0.191 -0.611 2.885  C4A    MUG 7  
MUG C5     C5     C 0 1 Y N N -18.981 17.783 -0.745 -0.625 -1.458 1.859  C5     MUG 8  
MUG C6     C6     C 0 1 Y N N -17.726 17.441 -1.215 -0.225 -1.228 0.575  C6     MUG 9  
MUG C7     C7     C 0 1 Y N N -17.218 18.041 -2.359 0.608  -0.151 0.277  C7     MUG 10 
MUG C8     C8     C 0 1 Y N N -17.974 18.981 -3.028 1.042  0.699  1.279  C8     MUG 11 
MUG C8A    C8A    C 0 1 Y N N -19.210 19.326 -2.575 0.646  0.480  2.590  C8A    MUG 12 
MUG "C1'"  "C1'"  C 0 1 N N R -14.856 18.552 -2.523 0.506  -1.035 -1.775 "C1'"  MUG 13 
MUG "O1'"  "O1'"  O 0 1 N N N -15.927 17.722 -2.861 0.996  0.063  -1.005 "O1'"  MUG 14 
MUG "C2'"  "C2'"  C 0 1 N N R -13.674 18.160 -3.380 1.198  -1.047 -3.141 "C2'"  MUG 15 
MUG "O2'"  "O2'"  O 0 1 N N N -14.072 18.215 -4.738 2.606  -1.209 -2.962 "O2'"  MUG 16 
MUG "C3'"  "C3'"  C 0 1 N N S -13.251 16.731 -3.033 0.921  0.279  -3.854 "C3'"  MUG 17 
MUG "O3'"  "O3'"  O 0 1 N N N -12.078 16.375 -3.762 1.432  0.227  -5.187 "O3'"  MUG 18 
MUG "C4'"  "C4'"  C 0 1 N N S -12.992 16.588 -1.535 -0.594 0.507  -3.893 "C4'"  MUG 19 
MUG "O4'"  "O4'"  O 0 1 N N N -12.791 15.219 -1.227 -0.870 1.806  -4.420 "O4'"  MUG 20 
MUG "C5'"  "C5'"  C 0 1 N N R -14.174 17.113 -0.723 -1.150 0.403  -2.471 "C5'"  MUG 21 
MUG "O5'"  "O5'"  O 0 1 N N N -14.517 18.448 -1.149 -0.902 -0.901 -1.950 "O5'"  MUG 22 
MUG "C6'"  "C6'"  C 0 1 N N N -13.845 17.185 0.750  -2.658 0.662  -2.496 "C6'"  MUG 23 
MUG "O6'"  "O6'"  O 0 1 N N N -12.820 18.139 0.977  -3.179 0.571  -1.168 "O6'"  MUG 24 
MUG H3     H3     H 0 1 N N N -22.751 20.328 -1.386 -0.444 -0.105 6.254  H3     MUG 25 
MUG HM41   1HM4   H 0 0 N N N -20.996 17.692 0.810  -1.696 -1.972 5.709  HM41   MUG 26 
MUG HM42   2HM4   H 0 0 N N N -21.894 19.257 0.946  -2.454 -1.889 4.101  HM42   MUG 27 
MUG HM43   3HM4   H 0 0 N N N -22.573 17.999 -0.022 -1.027 -2.921 4.360  HM43   MUG 28 
MUG H5     H5     H 0 1 N N N -19.377 17.304 0.166  -1.271 -2.294 2.084  H5     MUG 29 
MUG H6     H6     H 0 1 N N N -17.128 16.687 -0.675 -0.556 -1.885 -0.215 H6     MUG 30 
MUG H8     H8     H 0 1 N N N -17.584 19.464 -3.939 1.688  1.532  1.041  H8     MUG 31 
MUG "H1'"  "H1'"  H 0 1 N N N -15.146 19.612 -2.705 0.720  -1.967 -1.253 "H1'"  MUG 32 
MUG "H2'"  "H2'"  H 0 1 N N N -12.818 18.851 -3.200 0.808  -1.871 -3.739 "H2'"  MUG 33 
MUG "HO2'" "'HO2" H 0 0 N N N -13.329 17.968 -5.276 2.735  -2.055 -2.511 "HO2'" MUG 34 
MUG "H3'"  "H3'"  H 0 1 N N N -14.082 16.044 -3.315 1.399  1.094  -3.310 "H3'"  MUG 35 
MUG "HO3'" "'HO3" H 0 0 N N N -11.815 15.487 -3.546 2.386  0.082  -5.115 "HO3'" MUG 36 
MUG "H4'"  "H4'"  H 0 1 N N N -12.087 17.184 -1.273 -1.060 -0.248 -4.524 "H4'"  MUG 37 
MUG "HO4'" "'HO4" H 0 0 N N N -12.629 15.130 -0.295 -0.503 1.829  -5.314 "HO4'" MUG 38 
MUG "H5'"  "H5'"  H 0 1 N N N -15.020 16.406 -0.889 -0.666 1.145  -1.836 "H5'"  MUG 39 
MUG "H6'1" "1H6'" H 0 0 N N N -14.749 17.389 1.369  -2.849 1.658  -2.894 "H6'1" MUG 40 
MUG "H6'2" "2H6'" H 0 0 N N N -13.583 16.184 1.167  -3.144 -0.081 -3.128 "H6'2" MUG 41 
MUG "HO6'" "'HO6" H 0 0 N N N -12.613 18.184 1.903  -4.129 0.741  -1.229 "HO6'" MUG 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 
MUG O1    C2     SING Y N 1  
MUG O1    C8A    SING Y N 2  
MUG C2    O2     DOUB N N 3  
MUG C2    C3     SING Y N 4  
MUG C3    C4     DOUB Y N 5  
MUG C3    H3     SING N N 6  
MUG C4    CM4    SING N N 7  
MUG C4    C4A    SING Y N 8  
MUG CM4   HM41   SING N N 9  
MUG CM4   HM42   SING N N 10 
MUG CM4   HM43   SING N N 11 
MUG C4A   C5     DOUB Y N 12 
MUG C4A   C8A    SING Y N 13 
MUG C5    C6     SING Y N 14 
MUG C5    H5     SING N N 15 
MUG C6    C7     DOUB Y N 16 
MUG C6    H6     SING N N 17 
MUG C7    C8     SING Y N 18 
MUG C7    "O1'"  SING N N 19 
MUG C8    C8A    DOUB Y N 20 
MUG C8    H8     SING N N 21 
MUG "C1'" "O1'"  SING N N 22 
MUG "C1'" "C2'"  SING N N 23 
MUG "C1'" "O5'"  SING N N 24 
MUG "C1'" "H1'"  SING N N 25 
MUG "C2'" "O2'"  SING N N 26 
MUG "C2'" "C3'"  SING N N 27 
MUG "C2'" "H2'"  SING N N 28 
MUG "O2'" "HO2'" SING N N 29 
MUG "C3'" "O3'"  SING N N 30 
MUG "C3'" "C4'"  SING N N 31 
MUG "C3'" "H3'"  SING N N 32 
MUG "O3'" "HO3'" SING N N 33 
MUG "C4'" "O4'"  SING N N 34 
MUG "C4'" "C5'"  SING N N 35 
MUG "C4'" "H4'"  SING N N 36 
MUG "O4'" "HO4'" SING N N 37 
MUG "C5'" "O5'"  SING N N 38 
MUG "C5'" "C6'"  SING N N 39 
MUG "C5'" "H5'"  SING N N 40 
MUG "C6'" "O6'"  SING N N 41 
MUG "C6'" "H6'1" SING N N 42 
MUG "C6'" "H6'2" SING N N 43 
MUG "O6'" "HO6'" 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 
MUG SMILES           ACDLabs              10.04 O=C2Oc3cc(OC1OC(C(O)C(O)C1O)CO)ccc3C(=C2)C                                                                                                       
MUG InChI            InChI                1.02b InChI=1/C16H18O8/c1-7-4-12(18)23-10-5-8(2-3-9(7)10)22-16-15(21)14(20)13(19)11(6-17)24-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16+/m1/s1 
MUG InChIKey         InChI                1.02b YUDPTGPSBJVHCN-JZYAIQKZBA                                                                                                                        
MUG SMILES_CANONICAL CACTVS               3.341 CC1=CC(=O)Oc2cc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)ccc12                                                                                  
MUG SMILES           CACTVS               3.341 CC1=CC(=O)Oc2cc(O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)ccc12                                                                                        
MUG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=CC(=O)Oc2c1ccc(c2)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O                                                                              
MUG SMILES           "OpenEye OEToolkits" 1.5.0 CC1=CC(=O)Oc2c1ccc(c2)OC3C(C(C(C(O3)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 
MUG "SYSTEMATIC NAME" ACDLabs              10.04 "4-methyl-2-oxo-2H-chromen-7-yl alpha-D-glucopyranoside"                                   
MUG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-chromen-2-one 
# 
