data_28E
#

_chem_comp.id                                   28E
_chem_comp.name                                 "(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H14 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Epicatechin
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-09-09
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       290.268
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    28E
_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       4MA6
_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
28E  OAB  OAB  O  0  1  N  N  N  15.559   1.220  14.580   4.852  -2.544   0.339  OAB  28E   1  
28E  CAT  CAT  C  0  1  Y  N  N  14.274   0.773  14.490   4.033  -1.463   0.255  CAT  28E   2  
28E  CAK  CAK  C  0  1  Y  N  N  13.948  -0.172  13.548   4.572  -0.190   0.145  CAK  28E   3  
28E  CAY  CAY  C  0  1  Y  N  N  12.658  -0.645  13.448   3.733   0.910   0.061  CAY  28E   4  
28E  OAG  OAG  O  0  1  N  N  N  12.425  -1.563  12.500   4.262   2.157  -0.046  OAG  28E   5  
28E  CBD  CBD  C  0  1  Y  N  N  11.652  -0.211  14.281   2.353   0.742   0.087  CBD  28E   6  
28E  CAP  CAP  C  0  1  N  N  N  10.221  -0.722  14.145   1.474   1.964   0.004  CAP  28E   7  
28E  CAN  CAN  C  0  1  Y  N  N  13.284   1.241  15.331   2.658  -1.631   0.273  CAN  28E   8  
28E  CBC  CBC  C  0  1  Y  N  N  11.980   0.754  15.224   1.815  -0.528   0.192  CBC  28E   9  
28E  OAR  OAR  O  0  1  N  N  N  11.041   1.243  16.080   0.473  -0.737   0.209  OAR  28E  10  
28E  CBF  CBF  C  0  1  N  N  R   9.662   0.783  16.050  -0.373   0.377   0.498  CBF  28E  11  
28E  CBE  CBE  C  0  1  N  N  R   9.268   0.392  14.624   0.054   1.551  -0.392  CBE  28E  12  
28E  OAQ  OAQ  O  0  1  N  N  N   7.847   0.117  14.561   0.034   1.148  -1.763  OAQ  28E  13  
28E  CBA  CBA  C  0  1  Y  N  N   9.462  -0.282  17.084  -1.806   0.015   0.208  CBA  28E  14  
28E  CAO  CAO  C  0  1  Y  N  N   8.261  -0.267  17.796  -2.821   0.527   0.996  CAO  28E  15  
28E  CAV  CAV  C  0  1  Y  N  N   8.007  -1.182  18.799  -4.139   0.196   0.730  CAV  28E  16  
28E  OAD  OAD  O  0  1  N  N  N   6.816  -1.138  19.468  -5.138   0.700   1.504  OAD  28E  17  
28E  CAU  CAU  C  0  1  Y  N  N   8.961  -2.117  19.107  -4.440  -0.654  -0.330  CAU  28E  18  
28E  OAC  OAC  O  0  1  N  N  N   8.666  -2.990  20.085  -5.733  -0.982  -0.595  OAC  28E  19  
28E  CAI  CAI  C  0  1  Y  N  N  10.173  -2.179  18.399  -3.419  -1.164  -1.116  CAI  28E  20  
28E  CAJ  CAJ  C  0  1  Y  N  N  10.411  -1.240  17.394  -2.105  -0.825  -0.849  CAJ  28E  21  
28E  H1   H1   H  0  1  N  N  N  15.622   1.866  15.274   5.086  -2.927  -0.518  H1   28E  22  
28E  H2   H2   H  0  1  N  N  N  14.709  -0.547  12.880   5.643  -0.055   0.125  H2   28E  23  
28E  H3   H3   H  0  1  N  N  N  11.510  -1.816  12.522   4.407   2.445  -0.958  H3   28E  24  
28E  H4   H4   H  0  1  N  N  N  10.011  -0.966  13.093   1.450   2.460   0.974  H4   28E  25  
28E  H5   H5   H  0  1  N  N  N  10.085  -1.621  14.764   1.874   2.649  -0.744  H5   28E  26  
28E  H6   H6   H  0  1  N  N  N  13.520   1.987  16.075   2.239  -2.623   0.353  H6   28E  27  
28E  H7   H7   H  0  1  N  N  N   9.022   1.632  16.333  -0.269   0.654   1.547  H7   28E  28  
28E  H8   H8   H  0  1  N  N  N   9.467   1.269  13.990  -0.627   2.390  -0.245  H8   28E  29  
28E  H9   H9   H  0  1  N  N  N   7.364   0.870  14.880   0.310   1.840  -2.380  H9   28E  30  
28E  H10  H10  H  0  1  N  N  N   7.515   0.476  17.557  -2.585   1.186   1.819  H10  28E  31  
28E  H11  H11  H  0  1  N  N  N   6.794  -1.827  20.122  -5.493   1.542   1.189  H11  28E  32  
28E  H12  H12  H  0  1  N  N  N   7.809  -2.788  20.442  -6.173  -0.380  -1.211  H12  28E  33  
28E  H13  H13  H  0  1  N  N  N  10.906  -2.938  18.628  -3.650  -1.824  -1.939  H13  28E  34  
28E  H14  H14  H  0  1  N  N  N  11.345  -1.261  16.853  -1.311  -1.220  -1.464  H14  28E  35  
#   #
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
28E  OAG  CAY  SING  N  N   1  
28E  CAY  CAK  DOUB  Y  N   2  
28E  CAY  CBD  SING  Y  N   3  
28E  CAK  CAT  SING  Y  N   4  
28E  CAP  CBD  SING  N  N   5  
28E  CAP  CBE  SING  N  N   6  
28E  CBD  CBC  DOUB  Y  N   7  
28E  CAT  OAB  SING  N  N   8  
28E  CAT  CAN  DOUB  Y  N   9  
28E  OAQ  CBE  SING  N  N  10  
28E  CBE  CBF  SING  N  N  11  
28E  CBC  CAN  SING  Y  N  12  
28E  CBC  OAR  SING  N  N  13  
28E  CBF  OAR  SING  N  N  14  
28E  CBF  CBA  SING  N  N  15  
28E  CBA  CAJ  DOUB  Y  N  16  
28E  CBA  CAO  SING  Y  N  17  
28E  CAJ  CAI  SING  Y  N  18  
28E  CAO  CAV  DOUB  Y  N  19  
28E  CAI  CAU  DOUB  Y  N  20  
28E  CAV  CAU  SING  Y  N  21  
28E  CAV  OAD  SING  N  N  22  
28E  CAU  OAC  SING  N  N  23  
28E  OAB  H1   SING  N  N  24  
28E  CAK  H2   SING  N  N  25  
28E  OAG  H3   SING  N  N  26  
28E  CAP  H4   SING  N  N  27  
28E  CAP  H5   SING  N  N  28  
28E  CAN  H6   SING  N  N  29  
28E  CBF  H7   SING  N  N  30  
28E  CBE  H8   SING  N  N  31  
28E  OAQ  H9   SING  N  N  32  
28E  CAO  H10  SING  N  N  33  
28E  OAD  H11  SING  N  N  34  
28E  OAC  H12  SING  N  N  35  
28E  CAI  H13  SING  N  N  36  
28E  CAJ  H14  SING  N  N  37  
#   #
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
28E  SMILES            ACDLabs               12.01  "Oc1ccc(cc1O)C3Oc2cc(O)cc(O)c2CC3O"  
28E  InChI             InChI                 1.03   "InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1"  
28E  InChIKey          InChI                 1.03   PFTAWBLQPZVEMU-UKRRQHHQSA-N  
28E  SMILES_CANONICAL  CACTVS                3.385  "O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3ccc(O)c(O)c3"  
28E  SMILES            CACTVS                3.385  "O[CH]1Cc2c(O)cc(O)cc2O[CH]1c3ccc(O)c(O)c3"  
28E  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "c1cc(c(cc1[C@@H]2[C@@H](Cc3c(cc(cc3O2)O)O)O)O)O"  
28E  SMILES            "OpenEye OEToolkits"  1.7.6  "c1cc(c(cc1C2C(Cc3c(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
28E  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol"  
28E  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(2R,3R)-2-[3,4-bis(oxidanyl)phenyl]-3,4-dihydro-2H-chromene-3,5,7-triol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
28E  "Create component"  2013-09-09  RCSB  
28E  "Initial release"   2013-11-27  RCSB  
28E  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     28E
_pdbx_chem_comp_synonyms.name        Epicatechin
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
