data_A1EO9
# 
_chem_comp.id                                    A1EO9 
_chem_comp.name                                  "Forsythiaside A " 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H36 O15" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "[(2R,3S,4R,5R,6R)-6-[2-[3,4-bis(oxidanyl)phenyl]ethoxy]-2-[[(2R,3R,4R,5R,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxymethyl]-4,5-bis(oxidanyl)oxan-3-yl] (E)-3-[3,4-bis(oxidanyl)phenyl]prop-2-enoate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-04-17 
_chem_comp.pdbx_modified_date                    2025-10-03 
_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                        624.587 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EO9 
_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        9UFI 
_chem_comp.pdbx_subcomponent_list                "BGC 975 RAM DHC" 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1EO9 C43 C29 C 0 1 N N R N N N 0.660  -12.218 11.618 -0.601  -3.610 0.241  C2    BGC 1  
A1EO9 C02 C1  C 0 1 N N R N N N 2.008  -11.846 12.170 0.740   -2.999 0.660  C3    BGC 2  
A1EO9 C03 C2  C 0 1 N N S N N N 2.291  -10.403 12.010 0.989   -1.730 -0.162 C4    BGC 3  
A1EO9 C17 C12 C 0 1 N N R N N N 1.185  -9.540  12.602 -0.179  -0.762 0.042  C5    BGC 4  
A1EO9 C18 C13 C 0 1 N N N N N N 1.417  -8.094  12.244 0.033   0.483  -0.822 C6    BGC 5  
A1EO9 C31 C20 C 0 1 N N R N N N -0.435 -11.361 12.202 -1.708  -2.569 0.429  C1    BGC 6  
A1EO9 O44 O15 O 0 1 N N N N N N 0.347  -13.602 11.928 -0.878  -4.754 1.051  O2    BGC 7  
A1EO9 O01 O1  O 0 1 N N N N N N 3.031  -12.609 11.461 1.789   -3.939 0.420  O3    BGC 8  
A1EO9 O04 O2  O 0 1 N N N N N N 3.579  -10.091 12.671 2.202   -1.112 0.271  O4    BGC 9  
A1EO9 O30 O11 O 0 1 N N N N N N -0.155 -9.923  12.067 -1.399  -1.403 -0.337 O5    BGC 10 
A1EO9 O19 O6  O 0 1 N N N N N N 1.526  -8.025  10.822 -0.996  1.435  -0.545 O6    BGC 11 
A1EO9 C42 C28 C 0 1 Y N N N N N -4.248 -9.828  9.872  -6.916  -1.126 -0.995 CAF   975 12 
A1EO9 C40 C27 C 0 1 Y N N N N N -4.773 -9.848  8.572  -8.008  -0.303 -0.769 CAJ   975 13 
A1EO9 O41 O14 O 0 1 N N N N N N -4.655 -8.724  7.757  -8.387  0.600  -1.712 OAC   975 14 
A1EO9 C38 C26 C 0 1 Y N N N N N -5.417 -10.987 8.087  -8.716  -0.404 0.425  CAI   975 15 
A1EO9 O39 O13 O 0 1 N N N N N N -5.948 -11.002 6.766  -9.789  0.401  0.651  OAB   975 16 
A1EO9 C37 C25 C 0 1 Y N N N N N -5.537 -12.142 8.913  -8.326  -1.327 1.382  CAD   975 17 
A1EO9 C36 C24 C 0 1 Y N N N N N -5.009 -12.123 10.222 -7.236  -2.145 1.151  CAE   975 18 
A1EO9 C35 C23 C 0 1 Y N N N N N -4.374 -10.987 10.707 -6.533  -2.045 -0.035 CAK   975 19 
A1EO9 C34 C22 C 0 1 N N N N N N -3.810 -10.974 12.137 -5.348  -2.943 -0.285 CAH   975 20 
A1EO9 C33 C21 C 0 1 N N N N N N -2.657 -12.051 12.345 -4.076  -2.262 0.224  CAG   975 21 
A1EO9 O32 O12 O 0 1 N N N N N N -1.590 -11.659 11.519 -2.953  -3.114 -0.012 OAA   975 22 
A1EO9 C20 C14 C 0 1 N N R N N N 0.902  -6.937  10.224 -0.890  2.642  -1.304 C1    RAM 23 
A1EO9 C28 C19 C 0 1 N N R N N N 1.806  -6.447  9.094  -2.103  3.531  -1.020 C2    RAM 24 
A1EO9 C26 C18 C 0 1 N N R N N N 2.171  -7.609  8.274  -2.111  3.914  0.463  C3    RAM 25 
A1EO9 C24 C17 C 0 1 N N R N N N 0.976  -8.201  7.637  -0.789  4.607  0.807  C4    RAM 26 
A1EO9 C22 C15 C 0 1 N N S N N N -0.246 -8.384  8.585  0.374   3.676  0.452  C5    RAM 27 
A1EO9 C23 C16 C 0 1 N N N N N N -1.493 -8.307  7.734  1.700   4.385  0.737  C6    RAM 28 
A1EO9 O29 O10 O 0 1 N N N N N N 1.081  -5.504  8.272  -2.026  4.713  -1.819 O2    RAM 29 
A1EO9 O27 O9  O 0 1 N N N N N N 3.141  -7.190  7.242  -3.200  4.802  0.722  O3    RAM 30 
A1EO9 O25 O8  O 0 1 N N N N N N 1.333  -9.470  7.102  -0.754  4.904  2.204  O4    RAM 31 
A1EO9 O21 O7  O 0 1 N N N N N N -0.383 -7.398  9.664  0.304   3.334  -0.934 O5    RAM 32 
A1EO9 C05 C3  C 0 1 N N N N N N 4.536  -9.491  11.825 3.339   -1.490 -0.351 C1    DHC 33 
A1EO9 O16 O5  O 0 1 N N N N N N 4.522  -9.716  10.658 3.299   -2.323 -1.237 O1    DHC 34 
A1EO9 C06 C4  C 0 1 N N N N N N 5.577  -8.518  12.418 4.579   -0.917 0.028  C2    DHC 35 
A1EO9 C07 C5  C 0 1 N N N N N N 6.077  -8.982  13.552 5.716   -1.296 -0.595 C3    DHC 36 
A1EO9 C08 C6  C 0 1 Y N N N N N 7.117  -8.017  14.188 7.002   -0.702 -0.202 "C1'" DHC 37 
A1EO9 C09 C7  C 0 1 Y N N N N N 7.717  -8.380  15.399 8.182   -1.093 -0.846 "C2'" DHC 38 
A1EO9 C10 C8  C 0 1 Y N N N N N 8.659  -7.520  16.000 9.386   -0.531 -0.472 "C3'" DHC 39 
A1EO9 C12 C9  C 0 1 Y N N N N N 8.995  -6.312  15.392 9.426   0.424  0.544  "C4'" DHC 40 
A1EO9 C14 C10 C 0 1 Y N N N N N 8.398  -5.947  14.180 8.256   0.812  1.183  "C5'" DHC 41 
A1EO9 C15 C11 C 0 1 Y N N N N N 7.445  -6.815  13.574 7.049   0.261  0.813  "C6'" DHC 42 
A1EO9 O13 O4  O 0 1 N N N N N N 9.953  -5.446  16.008 10.612  0.975  0.909  "O4'" DHC 43 
A1EO9 O11 O3  O 0 1 N N N N N N 9.243  -7.908  17.194 10.535  -0.908 -1.095 "O3'" DHC 44 
A1EO9 H29 H29 H 0 1 N N N N N N 0.673  -12.080 10.527 -0.554  -3.908 -0.807 H2    BGC 45 
A1EO9 H1  H1  H 0 1 N N N N N N 2.036  -12.103 13.239 0.711   -2.747 1.720  H3    BGC 46 
A1EO9 H2  H2  H 0 1 N N N N N N 2.375  -10.172 10.938 1.068   -1.989 -1.218 H4    BGC 47 
A1EO9 H10 H10 H 0 1 N N N N N N 1.189  -9.649  13.697 -0.232  -0.472 1.091  H5    BGC 48 
A1EO9 H11 H11 H 0 1 N N N N N N 2.345  -7.734  12.711 1.005   0.921  -0.595 H61   BGC 49 
A1EO9 H12 H12 H 0 1 N N N N N N 0.571  -7.480  12.588 -0.003  0.205  -1.875 H62   BGC 50 
A1EO9 H21 H21 H 0 1 N N N N N N -0.543 -11.608 13.268 -1.781  -2.303 1.483  H1    BGC 51 
A1EO9 H38 H38 H 0 1 N N N N N N -0.506 -13.821 11.573 -1.714  -5.192 0.840  HO2   BGC 52 
A1EO9 H30 H30 H 0 1 N N N N N N 3.888  -12.382 11.801 1.691   -4.770 0.905  HO3   BGC 53 
A1EO9 H28 H28 H 0 1 N N N N N N -3.751 -8.944  10.243 -6.367  -1.053 -1.922 H1    975 54 
A1EO9 H37 H37 H 0 1 N N N N N N -4.196 -8.038  8.227  -9.027  0.258  -2.350 H2    975 55 
A1EO9 H36 H36 H 0 1 N N N N N N -6.350 -11.846 6.595  -10.629 0.030  0.350  H3    975 56 
A1EO9 H27 H27 H 0 1 N N N N N N -6.030 -13.028 8.539  -8.874  -1.407 2.309  H4    975 57 
A1EO9 H26 H26 H 0 1 N N N N N N -5.099 -12.997 10.850 -6.933  -2.863 1.898  H5    975 58 
A1EO9 H24 H24 H 0 1 N N N N N N -3.401 -9.974  12.346 -5.491  -3.887 0.241  H6    975 59 
A1EO9 H25 H25 H 0 1 N N N N N N -4.627 -11.191 12.841 -5.256  -3.133 -1.354 H7    975 60 
A1EO9 H22 H22 H 0 1 N N N N N N -3.014 -13.050 12.056 -3.934  -1.318 -0.301 H8    975 61 
A1EO9 H23 H23 H 0 1 N N N N N N -2.337 -12.066 13.397 -4.169  -2.072 1.294  H9    975 62 
A1EO9 H13 H13 H 0 1 N N N N N N 0.734  -6.121  10.942 -0.856  2.401  -2.366 H1    RAM 63 
A1EO9 H20 H20 H 0 1 N N N N N N 2.707  -5.980  9.519  -3.017  2.988  -1.261 H2    RAM 64 
A1EO9 H19 H19 H 0 1 N N N N N N 2.642  -8.367  8.918  -2.220  3.016  1.071  H3    RAM 65 
A1EO9 H18 H18 H 0 1 N N N N N N 0.659  -7.541  6.816  -0.702  5.531  0.235  H4    RAM 66 
A1EO9 H14 H14 H 0 1 N N N N N N -0.186 -9.391  9.024  0.310   2.769  1.054  H5    RAM 67 
A1EO9 H15 H15 H 0 1 N N N N N N -2.381 -8.432  8.371  1.753   4.646  1.794  H61   RAM 68 
A1EO9 H16 H16 H 0 1 N N N N N N -1.536 -7.328  7.234  2.527   3.721  0.485  H62   RAM 69 
A1EO9 H17 H17 H 0 1 N N N N N N -1.470 -9.104  6.977  1.764   5.291  0.135  H63   RAM 70 
A1EO9 H35 H35 H 0 1 N N N N N N 0.840  -4.748  8.794  -2.013  4.544  -2.772 HO2   RAM 71 
A1EO9 H34 H34 H 0 1 N N N N N N 3.905  -6.811  7.660  -4.068  4.429  0.520  HO3   RAM 72 
A1EO9 H33 H33 H 0 1 N N N N N N 0.574  -9.865  6.688  0.057   5.345  2.493  HO4   RAM 73 
A1EO9 H3  H3  H 0 1 N N N N N N 5.861  -7.579  11.966 4.614   -0.177 0.814  HC2   DHC 74 
A1EO9 H5  H5  H 0 1 N N N N N N 5.793  -9.928  13.988 5.681   -2.035 -1.381 HC3   DHC 75 
A1EO9 H7  H7  H 0 1 N N N N N N 7.459  -9.316  15.872 8.150   -1.833 -1.632 "H2'" DHC 76 
A1EO9 H8  H8  H 0 1 N N N N N N 8.659  -5.012  13.707 8.292   1.551  1.970  "H5'" DHC 77 
A1EO9 H9  H9  H 0 1 N N N N N N 6.979  -6.539  12.640 6.141   0.565  1.312  "H6'" DHC 78 
A1EO9 H32 H32 H 0 1 N N N N N N 10.260 -5.837  16.817 10.842  1.775  0.417  "H4'" DHC 79 
A1EO9 H31 H31 H 0 1 N N N N N N 8.896  -8.752  17.457 10.753  -0.377 -1.873 "H3'" DHC 80 
# 
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 
A1EO9 O39 C38 SING N N 1  
A1EO9 O25 C24 SING N N 2  
A1EO9 O27 C26 SING N N 3  
A1EO9 C24 C26 SING N N 4  
A1EO9 C24 C22 SING N N 5  
A1EO9 C23 C22 SING N N 6  
A1EO9 O41 C40 SING N N 7  
A1EO9 C38 C40 DOUB Y N 8  
A1EO9 C38 C37 SING Y N 9  
A1EO9 O29 C28 SING N N 10 
A1EO9 C26 C28 SING N N 11 
A1EO9 C40 C42 SING Y N 12 
A1EO9 C22 O21 SING N N 13 
A1EO9 C37 C36 DOUB Y N 14 
A1EO9 C28 C20 SING N N 15 
A1EO9 O21 C20 SING N N 16 
A1EO9 C42 C35 DOUB Y N 17 
A1EO9 C36 C35 SING Y N 18 
A1EO9 C20 O19 SING N N 19 
A1EO9 O16 C05 DOUB N N 20 
A1EO9 C35 C34 SING N N 21 
A1EO9 O19 C18 SING N N 22 
A1EO9 O01 C02 SING N N 23 
A1EO9 O32 C31 SING N N 24 
A1EO9 O32 C33 SING N N 25 
A1EO9 C43 O44 SING N N 26 
A1EO9 C43 C02 SING N N 27 
A1EO9 C43 C31 SING N N 28 
A1EO9 C05 C06 SING N N 29 
A1EO9 C05 O04 SING N N 30 
A1EO9 C03 C02 SING N N 31 
A1EO9 C03 C17 SING N N 32 
A1EO9 C03 O04 SING N N 33 
A1EO9 O30 C31 SING N N 34 
A1EO9 O30 C17 SING N N 35 
A1EO9 C34 C33 SING N N 36 
A1EO9 C18 C17 SING N N 37 
A1EO9 C06 C07 DOUB N E 38 
A1EO9 C07 C08 SING N N 39 
A1EO9 C15 C14 DOUB Y N 40 
A1EO9 C15 C08 SING Y N 41 
A1EO9 C14 C12 SING Y N 42 
A1EO9 C08 C09 DOUB Y N 43 
A1EO9 C12 C10 DOUB Y N 44 
A1EO9 C12 O13 SING N N 45 
A1EO9 C09 C10 SING Y N 46 
A1EO9 C10 O11 SING N N 47 
A1EO9 C02 H1  SING N N 48 
A1EO9 C03 H2  SING N N 49 
A1EO9 C06 H3  SING N N 50 
A1EO9 C07 H5  SING N N 51 
A1EO9 C09 H7  SING N N 52 
A1EO9 C14 H8  SING N N 53 
A1EO9 C15 H9  SING N N 54 
A1EO9 C17 H10 SING N N 55 
A1EO9 C18 H11 SING N N 56 
A1EO9 C18 H12 SING N N 57 
A1EO9 C20 H13 SING N N 58 
A1EO9 C22 H14 SING N N 59 
A1EO9 C23 H15 SING N N 60 
A1EO9 C23 H16 SING N N 61 
A1EO9 C23 H17 SING N N 62 
A1EO9 C24 H18 SING N N 63 
A1EO9 C26 H19 SING N N 64 
A1EO9 C28 H20 SING N N 65 
A1EO9 C31 H21 SING N N 66 
A1EO9 C33 H22 SING N N 67 
A1EO9 C33 H23 SING N N 68 
A1EO9 C34 H24 SING N N 69 
A1EO9 C34 H25 SING N N 70 
A1EO9 C36 H26 SING N N 71 
A1EO9 C37 H27 SING N N 72 
A1EO9 C42 H28 SING N N 73 
A1EO9 C43 H29 SING N N 74 
A1EO9 O01 H30 SING N N 75 
A1EO9 O11 H31 SING N N 76 
A1EO9 O13 H32 SING N N 77 
A1EO9 O25 H33 SING N N 78 
A1EO9 O27 H34 SING N N 79 
A1EO9 O29 H35 SING N N 80 
A1EO9 O39 H36 SING N N 81 
A1EO9 O41 H37 SING N N 82 
A1EO9 O44 H38 SING N N 83 
# 
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 
A1EO9 InChI            InChI                1.06  "InChI=1S/C29H36O15/c1-13-22(35)23(36)25(38)29(42-13)41-12-20-27(44-21(34)7-4-14-2-5-16(30)18(32)10-14)24(37)26(39)28(43-20)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29+/m0/s1" 
A1EO9 InChIKey         InChI                1.06  DTOUWTJYUCZJQD-UJERWXFOSA-N                                                                                                                                                                                                                                  
A1EO9 SMILES_CANONICAL CACTVS               3.385 "C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OCCc3ccc(O)c(O)c3)[C@H](O)[C@@H](O)[C@@H]2OC(=O)\C=C\c4ccc(O)c(O)c4)[C@H](O)[C@H](O)[C@H]1O"                                                                                                                                
A1EO9 SMILES           CACTVS               3.385 "C[CH]1O[CH](OC[CH]2O[CH](OCCc3ccc(O)c(O)c3)[CH](O)[CH](O)[CH]2OC(=O)C=Cc4ccc(O)c(O)c4)[CH](O)[CH](O)[CH]1O"                                                                                                                                                 
A1EO9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OCCc3ccc(c(c3)O)O)O)O)OC(=O)/C=C/c4ccc(c(c4)O)O)O)O)O"                                                                                                                            
A1EO9 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCCc3ccc(c(c3)O)O)O)O)OC(=O)C=Cc4ccc(c(c4)O)O)O)O)O"                                                                                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           A1EO9 
_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        "[(2~{R},3~{S},4~{R},5~{R},6~{R})-6-[2-[3,4-bis(oxidanyl)phenyl]ethoxy]-2-[[(2~{R},3~{R},4~{R},5~{R},6~{S})-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxymethyl]-4,5-bis(oxidanyl)oxan-3-yl] (~{E})-3-[3,4-bis(oxidanyl)phenyl]prop-2-enoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1EO9 "Create component"   2025-04-17 PDBC 
A1EO9 "Other modification" 2025-09-17 PDBC 
A1EO9 "Initial release"    2025-10-08 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1EO9 
_pdbx_chem_comp_synonyms.name         "[(2R,3S,4R,5R,6R)-6-[2-[3,4-bis(oxidanyl)phenyl]ethoxy]-2-[[(2R,3R,4R,5R,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxymethyl]-4,5-bis(oxidanyl)oxan-3-yl] (E)-3-[3,4-bis(oxidanyl)phenyl]prop-2-enoate" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
