data_DQH
# 
_chem_comp.id                                    DQH 
_chem_comp.name                                  (2R,3R)-2-(3,4-DIHYDROXYPHENYL)-3,5,7-TRIHYDROXY-2,3-DIHYDRO-4H-CHROMEN-4-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H12 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (2R,3R)-TRANS-DIHYDROQUERCETIN 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-10-30 
_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                        304.252 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DQH 
_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        1GP5 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
DQH C1  C1  C 0 1 Y N N 18.076 30.474 0.913  -0.503 0.267  4.486  C1  DQH 1  
DQH C2  C2  C 0 1 Y N N 18.313 29.351 1.723  0.615  0.048  3.704  C2  DQH 2  
DQH C3  C3  C 0 1 Y N N 17.222 28.625 2.352  0.470  -0.116 2.317  C3  DQH 3  
DQH C4  C4  C 0 1 Y N N 15.871 29.107 2.081  -0.802 -0.097 1.723  C4  DQH 4  
DQH C5  C5  C 0 1 Y N N 15.648 30.228 1.273  -1.910 0.131  2.530  C5  DQH 5  
DQH C6  C6  C 0 1 Y N N 16.737 30.897 0.703  -1.760 0.313  3.896  C6  DQH 6  
DQH C9  C9  C 0 1 N N N 17.404 27.455 3.218  1.659  -0.297 1.469  C9  DQH 7  
DQH C10 C10 C 0 1 N N R 16.152 26.813 3.828  1.371  -0.615 0.010  C10 DQH 8  
DQH C11 C11 C 0 1 N N R 14.933 27.036 2.931  0.107  0.178  -0.355 C11 DQH 9  
DQH C14 C14 C 0 1 Y N N 13.593 26.347 3.214  -0.186 0.003  -1.823 C14 DQH 10 
DQH C15 C15 C 0 1 Y N N 12.366 27.060 3.147  -0.994 -1.034 -2.246 C15 DQH 11 
DQH C16 C16 C 0 1 Y N N 11.112 26.421 3.350  -1.266 -1.199 -3.592 C16 DQH 12 
DQH C17 C17 C 0 1 Y N N 11.087 25.045 3.631  -0.729 -0.321 -4.519 C17 DQH 13 
DQH C18 C18 C 0 1 Y N N 12.301 24.319 3.710  0.084  0.724  -4.093 C18 DQH 14 
DQH C19 C19 C 0 1 Y N N 13.534 24.958 3.501  0.349  0.886  -2.743 C19 DQH 15 
DQH O12 O12 O 0 1 N N N 14.756 28.467 2.615  -0.995 -0.293 0.403  O12 DQH 16 
DQH O13 O13 O 0 1 N N N 18.546 26.983 3.479  2.788  -0.198 1.903  O13 DQH 17 
DQH O23 O23 O 0 1 N N N 12.267 22.967 3.991  0.614  1.588  -5.000 O23 DQH 18 
DQH O24 O24 O 0 1 N N N 9.916  24.345 3.835  -0.996 -0.481 -5.843 O24 DQH 19 
DQH O27 O27 O 0 1 N N N 16.381 25.452 4.132  2.466  -0.202 -0.809 O27 DQH 20 
DQH O29 O29 O 0 1 N N N 16.540 31.990 -0.082 -2.854 0.539  4.666  O29 DQH 21 
DQH O30 O30 O 0 1 N N N 19.592 28.965 1.916  1.845  -0.007 4.273  O30 DQH 22 
DQH H1  H1  H 0 1 N N N 18.916 31.018 0.448  -0.400 0.402  5.553  H1  DQH 23 
DQH H5  H5  H 0 1 N N N 14.620 30.582 1.087  -2.895 0.167  2.089  H5  DQH 24 
DQH H10 H10 H 0 1 N N N 15.951 27.336 4.792  1.192  -1.683 -0.113 H10 DQH 25 
DQH H11 H11 H 0 1 N N N 15.247 26.439 2.043  0.268  1.234  -0.141 H11 DQH 26 
DQH H15 H15 H 0 1 N N N 12.387 28.142 2.931  -1.414 -1.719 -1.524 H15 DQH 27 
DQH H16 H16 H 0 1 N N N 10.173 26.997 3.288  -1.897 -2.011 -3.920 H16 DQH 28 
DQH H19 H19 H 0 1 N N N 14.468 24.374 3.561  0.980  1.696  -2.410 H19 DQH 29 
DQH H23 H23 H 0 1 N N N 11.433 22.535 4.132  -0.020 2.310  -5.102 H23 DQH 30 
DQH H24 H24 H 0 1 N N N 9.899  23.414 4.025  -1.794 0.030  -6.031 H24 DQH 31 
DQH H27 H27 H 0 1 N N N 15.605 25.054 4.510  3.237  -0.710 -0.522 H27 DQH 32 
DQH H29 H29 H 0 1 N N N 15.644 32.273 -0.222 -3.175 -0.325 4.957  H29 DQH 33 
DQH H30 H30 H 0 1 N N N 19.752 28.206 2.464  2.003  -0.932 4.508  H30 DQH 34 
# 
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 
DQH C1  C2  DOUB Y N 1  
DQH C1  C6  SING Y N 2  
DQH C1  H1  SING N N 3  
DQH C2  C3  SING Y N 4  
DQH C2  O30 SING N N 5  
DQH C3  C4  DOUB Y N 6  
DQH C3  C9  SING N N 7  
DQH C4  C5  SING Y N 8  
DQH C4  O12 SING N N 9  
DQH C5  C6  DOUB Y N 10 
DQH C5  H5  SING N N 11 
DQH C6  O29 SING N N 12 
DQH C9  C10 SING N N 13 
DQH C9  O13 DOUB N N 14 
DQH C10 C11 SING N N 15 
DQH C10 O27 SING N N 16 
DQH C10 H10 SING N N 17 
DQH C11 C14 SING N N 18 
DQH C11 O12 SING N N 19 
DQH C11 H11 SING N N 20 
DQH C14 C15 DOUB Y N 21 
DQH C14 C19 SING Y N 22 
DQH C15 C16 SING Y N 23 
DQH C15 H15 SING N N 24 
DQH C16 C17 DOUB Y N 25 
DQH C16 H16 SING N N 26 
DQH C17 C18 SING Y N 27 
DQH C17 O24 SING N N 28 
DQH C18 C19 DOUB Y N 29 
DQH C18 O23 SING N N 30 
DQH C19 H19 SING N N 31 
DQH O23 H23 SING N N 32 
DQH O24 H24 SING N N 33 
DQH O27 H27 SING N N 34 
DQH O29 H29 SING N N 35 
DQH O30 H30 SING N N 36 
# 
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 
DQH SMILES           ACDLabs              10.04 O=C2c3c(OC(c1ccc(O)c(O)c1)C2O)cc(O)cc3O                                                                         
DQH InChI            InChI                1.02b InChI=1/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1 
DQH InChIKey         InChI                1.02b CXQWRCVTCMQVQX-LSDHHAIUBE                                                                                       
DQH SMILES_CANONICAL CACTVS               3.341 O[C@@H]1[C@H](Oc2cc(O)cc(O)c2C1=O)c3ccc(O)c(O)c3                                                                
DQH SMILES           CACTVS               3.341 O[CH]1[CH](Oc2cc(O)cc(O)c2C1=O)c3ccc(O)c(O)c3                                                                   
DQH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1[C@@H]2[C@H](C(=O)c3c(cc(cc3O2)O)O)O)O)O                                                              
DQH SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1C2C(C(=O)c3c(cc(cc3O2)O)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 
DQH "SYSTEMATIC NAME" ACDLabs              10.04 (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one 
DQH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-one                
# 
