data_A1H6W
# 
_chem_comp.id                                    A1H6W 
_chem_comp.name                                  Puerarin 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H20 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Daidzein-8-C-glucoside; Kakonein; 8-[(2S,3R,4R,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-3-(4-hydroxyphenyl)-7-oxidanyl-chromen-4-one" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-26 
_chem_comp.pdbx_modified_date                    2024-09-13 
_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                        416.378 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H6W 
_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        9EQG 
_chem_comp.pdbx_subcomponent_list                "ZF1 GLC" 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1H6W O29 O7  O 0 1 N N N N N N 237.787 211.728 242.571 2.944  2.316  -1.046 O1   ZF1 1  
A1H6W C16 C14 C 0 1 Y N N N N N 237.555 213.004 242.957 1.623  2.119  -0.801 C1   ZF1 2  
A1H6W C15 C13 C 0 1 Y N N N N N 237.195 213.259 244.275 0.706  3.118  -1.119 C2   ZF1 3  
A1H6W C14 C12 C 0 1 Y N N N N N 236.991 214.555 244.709 -0.627 2.930  -0.882 C3   ZF1 4  
A1H6W C11 C10 C 0 1 Y N N N N N 237.134 215.614 243.815 -1.066 1.732  -0.319 C4   ZF1 5  
A1H6W C10 C6  C 0 1 Y N N N N N 237.510 215.331 242.505 -0.149 0.719  0.013  C5   ZF1 6  
A1H6W C17 C15 C 0 1 Y N N N N N 237.680 214.042 242.028 1.201  0.924  -0.244 C6   ZF1 7  
A1H6W O9  O9  O 0 1 N N N N N N 237.750 216.339 241.604 -0.571 -0.430 0.573  O2   ZF1 8  
A1H6W C8  C9  C 0 1 N N N N N N 237.576 217.614 241.998 -1.857 -0.781 0.551  C7   ZF1 9  
A1H6W C7  C8  C 0 1 N N N N N N 237.198 218.017 243.221 -2.859 0.091  0.265  C8   ZF1 10 
A1H6W C12 C11 C 0 1 N N N N N N 236.919 217.006 244.238 -2.496 1.485  -0.055 C9   ZF1 11 
A1H6W O13 O1  O 0 1 N N N N N N 236.465 217.282 245.336 -3.326 2.377  -0.098 O3   ZF1 12 
A1H6W C6  C5  C 0 1 Y N N N N N 237.068 219.466 243.489 -4.276 -0.346 0.273  C10  ZF1 13 
A1H6W C1  C7  C 0 1 Y N N N N N 235.944 219.969 244.131 -4.872 -0.762 1.463  C11  ZF1 14 
A1H6W C2  C1  C 0 1 Y N N N N N 235.720 221.331 244.204 -6.190 -1.168 1.467  C12  ZF1 15 
A1H6W C3  C2  C 0 1 Y N N N N N 236.625 222.211 243.634 -6.923 -1.163 0.289  C13  ZF1 16 
A1H6W O30 O8  O 0 1 N N N N N N 236.382 223.545 243.641 -8.222 -1.563 0.296  O4   ZF1 17 
A1H6W C4  C3  C 0 1 Y N N N N N 237.753 221.723 242.996 -6.333 -0.749 -0.898 C14  ZF1 18 
A1H6W C5  C4  C 0 1 Y N N N N N 237.971 220.360 242.927 -5.016 -0.337 -0.908 C15  ZF1 19 
A1H6W C18 C16 C 0 1 N N S N N N 237.766 213.898 240.525 2.205  -0.148 0.094  C1   GLC 20 
A1H6W C19 C17 C 0 1 N N R N N N 239.063 213.425 239.890 2.663  -0.843 -1.191 C2   GLC 21 
A1H6W C20 C18 C 0 1 N N R N N N 238.903 213.682 238.401 3.727  -1.889 -0.846 C3   GLC 22 
A1H6W C21 C19 C 0 1 N N S N N N 237.680 212.945 237.873 4.884  -1.202 -0.114 C4   GLC 23 
A1H6W C22 C20 C 0 1 N N R N N N 236.447 213.303 238.699 4.340  -0.494 1.130  C5   GLC 24 
A1H6W C24 C21 C 0 1 N N N N N N 235.220 212.508 238.326 5.480  0.245  1.835  C6   GLC 25 
A1H6W O28 O6  O 0 1 N N N N N N 240.166 214.156 240.409 1.546  -1.484 -1.811 O2   GLC 26 
A1H6W O27 O5  O 0 1 N N N N N N 240.067 213.291 237.684 4.211  -2.493 -2.048 O3   GLC 27 
A1H6W O26 O4  O 0 1 N N N N N N 237.454 213.317 236.520 5.849  -2.181 0.277  O4   GLC 28 
A1H6W O23 O2  O 0 1 N N N N N N 236.710 213.035 240.082 3.333  0.443  0.742  O5   GLC 29 
A1H6W O25 O3  O 0 1 N N N N N N 234.041 213.301 238.355 4.998  0.809  3.057  O6   GLC 30 
A1H6W H19 H19 H 0 1 N N N N N N 237.662 211.145 243.311 3.424  2.720  -0.310 H1O  ZF1 31 
A1H6W H7  H7  H 0 1 N N N N N N 237.074 212.438 244.966 1.049  4.045  -1.554 H21  ZF1 32 
A1H6W H6  H6  H 0 1 N N N N N N 236.722 214.746 245.737 -1.336 3.705  -1.129 H31  ZF1 33 
A1H6W H5  H5  H 0 1 N N N N N N 237.757 218.384 241.262 -2.114 -1.806 0.771  H71  ZF1 34 
A1H6W H4  H4  H 0 1 N N N N N N 235.236 219.287 244.579 -4.302 -0.767 2.380  H111 ZF1 35 
A1H6W H1  H1  H 0 1 N N N N N N 234.841 221.708 244.705 -6.652 -1.490 2.388  H121 ZF1 36 
A1H6W H20 H20 H 0 1 N N N N N N 235.577 223.718 244.115 -8.853 -0.849 0.460  H4O  ZF1 37 
A1H6W H2  H2  H 0 1 N N N N N N 238.462 222.407 242.553 -6.906 -0.746 -1.813 H141 ZF1 38 
A1H6W H3  H3  H 0 1 N N N N N N 238.854 219.985 242.430 -4.558 -0.015 -1.831 H151 ZF1 39 
A1H6W H8  H8  H 0 1 N N N N N N 237.567 214.896 240.108 1.746  -0.880 0.759  H12  GLC 40 
A1H6W H9  H9  H 0 1 N N N N N N 239.187 212.346 240.066 3.084  -0.105 -1.874 H2   GLC 41 
A1H6W H10 H10 H 0 1 N N N N N N 238.736 214.760 238.259 3.291  -2.654 -0.204 H3   GLC 42 
A1H6W H11 H11 H 0 1 N N N N N N 237.856 211.862 237.947 5.351  -0.472 -0.774 H4   GLC 43 
A1H6W H12 H12 H 0 1 N N N N N N 236.232 214.373 238.561 3.909  -1.230 1.809  H5   GLC 44 
A1H6W H13 H13 H 0 1 N N N N N N 235.106 211.677 239.037 6.287  -0.455 2.051  H61  GLC 45 
A1H6W H14 H14 H 0 1 N N N N N N 235.353 212.106 237.311 5.852  1.040  1.189  H62  GLC 46 
A1H6W H18 H18 H 0 1 N N N N N N 240.251 213.984 241.339 1.763  -1.945 -2.633 HO2  GLC 47 
A1H6W H17 H17 H 0 1 N N N N N N 240.821 213.758 238.024 4.889  -3.167 -1.904 HO3  GLC 48 
A1H6W H16 H16 H 0 1 N N N N N N 236.691 212.858 236.188 6.232  -2.672 -0.462 HO4  GLC 49 
A1H6W H15 H15 H 0 1 N N N N N N 233.293 212.766 238.115 5.669  1.293  3.558  HO6  GLC 50 
# 
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 
A1H6W O26 C21 SING N N 1  
A1H6W O27 C20 SING N N 2  
A1H6W C21 C20 SING N N 3  
A1H6W C21 C22 SING N N 4  
A1H6W C24 O25 SING N N 5  
A1H6W C24 C22 SING N N 6  
A1H6W C20 C19 SING N N 7  
A1H6W C22 O23 SING N N 8  
A1H6W C19 O28 SING N N 9  
A1H6W C19 C18 SING N N 10 
A1H6W O23 C18 SING N N 11 
A1H6W C18 C17 SING N N 12 
A1H6W O9  C8  SING N N 13 
A1H6W O9  C10 SING N N 14 
A1H6W C8  C7  DOUB N N 15 
A1H6W C17 C10 DOUB Y N 16 
A1H6W C17 C16 SING Y N 17 
A1H6W C10 C11 SING Y N 18 
A1H6W O29 C16 SING N N 19 
A1H6W C5  C4  DOUB Y N 20 
A1H6W C5  C6  SING Y N 21 
A1H6W C16 C15 DOUB Y N 22 
A1H6W C4  C3  SING Y N 23 
A1H6W C7  C6  SING N N 24 
A1H6W C7  C12 SING N N 25 
A1H6W C6  C1  DOUB Y N 26 
A1H6W C3  O30 SING N N 27 
A1H6W C3  C2  DOUB Y N 28 
A1H6W C11 C12 SING N N 29 
A1H6W C11 C14 DOUB Y N 30 
A1H6W C1  C2  SING Y N 31 
A1H6W C12 O13 DOUB N N 32 
A1H6W C15 C14 SING Y N 33 
A1H6W C2  H1  SING N N 34 
A1H6W C4  H2  SING N N 35 
A1H6W C5  H3  SING N N 36 
A1H6W C1  H4  SING N N 37 
A1H6W C8  H5  SING N N 38 
A1H6W C14 H6  SING N N 39 
A1H6W C15 H7  SING N N 40 
A1H6W C18 H8  SING N N 41 
A1H6W C19 H9  SING N N 42 
A1H6W C20 H10 SING N N 43 
A1H6W C21 H11 SING N N 44 
A1H6W C22 H12 SING N N 45 
A1H6W C24 H13 SING N N 46 
A1H6W C24 H14 SING N N 47 
A1H6W O25 H15 SING N N 48 
A1H6W O26 H16 SING N N 49 
A1H6W O27 H17 SING N N 50 
A1H6W O28 H18 SING N N 51 
A1H6W O29 H19 SING N N 52 
A1H6W O30 H20 SING N N 53 
# 
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 
A1H6W InChI            InChI                1.06  "InChI=1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1" 
A1H6W InChIKey         InChI                1.06  HKEAFJYKMMKDOR-VPRICQMDSA-N                                                                                                                                                  
A1H6W SMILES_CANONICAL CACTVS               3.385 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2c(O)ccc3C(=O)C(=COc23)c4ccc(O)cc4"                                                                                               
A1H6W SMILES           CACTVS               3.385 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)c2c(O)ccc3C(=O)C(=COc23)c4ccc(O)cc4"                                                                                                      
A1H6W SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C2=COc3c(ccc(c3[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C2=O)O"                                                                                               
A1H6W SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C2=COc3c(ccc(c3C4C(C(C(C(O4)CO)O)O)O)O)C2=O)O"                                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           A1H6W 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "8-[(2~{S},3~{R},4~{R},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-3-(4-hydroxyphenyl)-7-oxidanyl-chromen-4-one" 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 A1H6W Daidzein-8-C-glucoside                                                                                              PUBCHEM ? 
2 A1H6W Kakonein                                                                                                            PUBCHEM ? 
3 A1H6W "8-[(2S,3R,4R,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-3-(4-hydroxyphenyl)-7-oxidanyl-chromen-4-one" PDB     ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H6W "Create component" 2024-03-26 PDBE 
A1H6W "Initial release"  2024-09-18 RCSB 
# 
