data_23Y # _chem_comp.id 23Y _chem_comp.name ;(2S,3S)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-6-yl beta-D-glucopyranoside ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H32 O11" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "POLYPHENOL EPSILON-VINIFERIN GLUCOSIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-27 _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 616.611 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 23Y _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 2M9R _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 23Y CG1 CG1 C 0 1 Y N N 49.669 41.852 1.181 0.651 1.054 -0.060 CG1 23Y 1 23Y CG9 CG9 C 0 1 Y N N 50.436 41.683 0.019 1.722 0.185 0.139 CG9 23Y 2 23Y CG8 CG8 C 0 1 Y N N 50.089 40.718 -0.921 1.500 -1.152 0.429 CG8 23Y 3 23Y OG2 OG2 O 0 1 N N N 49.910 42.755 2.183 0.653 2.382 -0.361 OG2 23Y 4 23Y CG3 CG3 C 0 1 N N S 48.764 42.710 3.078 -0.635 2.940 -0.051 CG3 23Y 5 23Y CG5 CG5 C 0 1 Y N N 48.537 41.021 1.411 -0.641 0.563 0.041 CG5 23Y 6 23Y CG6 CG6 C 0 1 Y N N 48.185 39.992 0.462 -0.873 -0.779 0.332 CG6 23Y 7 23Y CG7 CG7 C 0 1 Y N N 48.975 39.889 -0.698 0.209 -1.643 0.525 CG7 23Y 8 23Y CG4 CG4 C 0 1 N N S 47.966 41.393 2.783 -1.581 1.726 -0.211 CG4 23Y 9 23Y CB1 CB1 C 0 1 Y N N 48.322 43.627 5.420 0.053 2.814 2.351 CB1 23Y 10 23Y CB2 CB2 C 0 1 Y N N 48.676 43.824 6.753 0.026 3.288 3.649 CB2 23Y 11 23Y CB3 CB3 C 0 1 Y N N 49.867 43.295 7.242 -0.729 4.409 3.961 CB3 23Y 12 23Y OB3 OB3 O 0 1 N N N 50.212 43.477 8.554 -0.757 4.877 5.236 OB3 23Y 13 23Y CB4 CB4 C 0 1 Y N N 50.709 42.575 6.400 -1.455 5.051 2.968 CB4 23Y 14 23Y CB5 CB5 C 0 1 Y N N 50.360 42.379 5.066 -1.425 4.573 1.673 CB5 23Y 15 23Y CB6 CB6 C 0 1 Y N N 49.163 42.906 4.561 -0.667 3.459 1.363 CB6 23Y 16 23Y CC1 CC1 C 0 1 Y N N 45.641 42.225 1.994 -3.518 1.603 -1.790 CC1 23Y 17 23Y CC2 CC2 C 0 1 Y N N 44.265 42.337 2.170 -4.044 1.548 -3.073 CC2 23Y 18 23Y OC2 OC2 O 0 1 N N N 43.508 42.977 1.226 -5.389 1.486 -3.254 OC2 23Y 19 23Y CC3 CC3 C 0 1 Y N N 43.662 41.797 3.301 -3.196 1.556 -4.170 CC3 23Y 20 23Y CC4 CC4 C 0 1 Y N N 44.432 41.146 4.258 -1.824 1.620 -3.982 CC4 23Y 21 23Y OC4 OC4 O 0 1 N N N 43.833 40.635 5.375 -0.990 1.629 -5.055 OC4 23Y 22 23Y CC5 CC5 C 0 1 Y N N 45.807 41.024 4.083 -1.303 1.675 -2.697 CC5 23Y 23 23Y CC6 CC6 C 0 1 Y N N 46.428 41.557 2.945 -2.150 1.666 -1.605 CC6 23Y 24 23Y CD1 CD1 C 0 1 N N N 47.007 39.042 0.743 -2.253 -1.287 0.432 CD1 23Y 25 23Y CD2 CD2 C 0 1 N N N 46.510 38.054 -0.029 -2.473 -2.581 0.712 CD2 23Y 26 23Y CE1 CE1 C 0 1 Y N N 43.450 36.365 1.610 -6.222 -2.705 0.710 CE1 23Y 27 23Y CE2 CE2 C 0 1 Y N N 43.152 35.394 0.657 -6.448 -4.044 1.000 CE2 23Y 28 23Y OE2 OE2 O 0 1 N N N 42.100 34.539 0.845 -7.720 -4.512 1.093 OE2 23Y 29 23Y CE3 CE3 C 0 1 Y N N 43.924 35.289 -0.493 -5.376 -4.907 1.196 CE3 23Y 30 23Y CE4 CE4 C 0 1 Y N N 44.999 36.149 -0.696 -4.084 -4.437 1.104 CE4 23Y 31 23Y CE5 CE5 C 0 1 Y N N 45.319 37.130 0.257 -3.853 -3.089 0.812 CE5 23Y 32 23Y CE6 CE6 C 0 1 Y N N 44.528 37.224 1.415 -4.934 -2.226 0.610 CE6 23Y 33 23Y CF5 CF5 C 0 1 N N R 50.794 37.435 -3.880 5.348 -0.366 -1.055 CF5 23Y 34 23Y OF OF O 0 1 N N N 50.854 38.413 -2.802 4.076 -0.979 -0.837 OF 23Y 35 23Y CF1 CF1 C 0 1 N N S 50.799 39.817 -3.191 3.861 -1.417 0.507 CF1 23Y 36 23Y OF1 OF1 O 0 1 N N N 50.947 40.667 -2.023 2.555 -1.986 0.619 OF1 23Y 37 23Y CF2 CF2 C 0 1 N N R 51.969 40.137 -4.163 4.911 -2.469 0.872 CF2 23Y 38 23Y OF2 OF2 O 0 1 N N N 51.825 41.461 -4.678 4.734 -2.868 2.233 OF2 23Y 39 23Y CF3 CF3 C 0 1 N N S 52.034 39.135 -5.342 6.309 -1.870 0.691 CF3 23Y 40 23Y OF3 OF3 O 0 1 N N N 53.247 39.353 -6.060 7.295 -2.868 0.959 OF3 23Y 41 23Y CF4 CF4 C 0 1 N N S 51.974 37.658 -4.873 6.458 -1.377 -0.752 CF4 23Y 42 23Y OF4 OF4 O 0 1 N N N 51.801 36.814 -6.012 7.732 -0.750 -0.913 OF4 23Y 43 23Y CF6 CF6 C 0 1 N N N 50.757 36.026 -3.251 5.454 0.086 -2.513 CF6 23Y 44 23Y OF6 OF6 O 0 1 N N N 51.878 35.781 -2.402 4.493 1.113 -2.764 OF6 23Y 45 23Y HCG9 HCG9 H 0 0 N N N 51.302 42.306 -0.147 2.734 0.556 0.066 HCG9 23Y 46 23Y HCG3 HCG3 H 0 0 N N N 48.098 43.545 2.816 -0.894 3.730 -0.757 HCG3 23Y 47 23Y HCG7 HCG7 H 0 0 N N N 48.717 39.149 -1.441 0.039 -2.686 0.748 HCG7 23Y 48 23Y HCG4 HCG4 H 0 0 N N N 48.299 40.634 3.506 -2.378 1.752 0.532 HCG4 23Y 49 23Y HCB1 HCB1 H 0 0 N N N 47.393 44.032 5.046 0.641 1.941 2.108 HCB1 23Y 50 23Y HCB2 HCB2 H 0 0 N N N 48.026 44.387 7.407 0.592 2.786 4.419 HCB2 23Y 51 23Y HOB3 HOB3 H 0 0 N N N 49.539 43.985 8.991 -0.070 5.529 5.431 HOB3 23Y 52 23Y HCB4 HCB4 H 0 0 N N N 51.634 42.168 6.781 -2.044 5.924 3.209 HCB4 23Y 53 23Y HCB5 HCB5 H 0 0 N N N 51.015 41.818 4.417 -1.991 5.073 0.900 HCB5 23Y 54 23Y HCC1 HCC1 H 0 0 N N N 46.106 42.655 1.120 -4.178 1.601 -0.936 HCC1 23Y 55 23Y HOC2 HOC2 H 0 0 N N N 42.596 42.968 1.492 -5.816 2.351 -3.329 HOC2 23Y 56 23Y HCC3 HCC3 H 0 0 N N N 42.594 41.884 3.436 -3.604 1.513 -5.169 HCC3 23Y 57 23Y HOC4 HOC4 H 0 0 N N N 44.488 40.225 5.927 -0.787 2.514 -5.388 HOC4 23Y 58 23Y HCC5 HCC5 H 0 0 N N N 46.400 40.515 4.829 -0.234 1.724 -2.550 HCC5 23Y 59 23Y HCD1 HCD1 H 0 0 N N N 46.509 39.187 1.690 -3.087 -0.618 0.280 HCD1 23Y 60 23Y HCD2 HCD2 H 0 0 N N N 47.015 37.892 -0.970 -1.639 -3.250 0.864 HCD2 23Y 61 23Y HCE1 HCE1 H 0 0 N N N 42.845 36.452 2.500 -7.058 -2.038 0.559 HCE1 23Y 62 23Y HOE2 HOE2 H 0 0 N N N 41.675 34.736 1.671 -8.081 -4.836 0.256 HOE2 23Y 63 23Y HCE3 HCE3 H 0 0 N N N 43.689 34.537 -1.232 -5.556 -5.948 1.421 HCE3 23Y 64 23Y HCE4 HCE4 H 0 0 N N N 45.592 36.061 -1.594 -3.252 -5.108 1.256 HCE4 23Y 65 23Y HCE6 HCE6 H 0 0 N N N 44.759 37.970 2.161 -4.760 -1.186 0.381 HCE6 23Y 66 23Y HCF5 HCF5 H 0 0 N N N 49.857 37.578 -4.439 5.453 0.497 -0.398 HCF5 23Y 67 23Y HCF1 HCF1 H 0 0 N N N 49.847 40.032 -3.699 3.947 -0.567 1.184 HCF1 23Y 68 23Y HCF2 HCF2 H 0 0 N N N 52.910 40.060 -3.598 4.799 -3.336 0.221 HCF2 23Y 69 23Y HOF2 HOF2 H 0 0 N N N 51.785 42.079 -3.958 3.867 -3.253 2.420 HOF2 23Y 70 23Y HCF3 HCF3 H 0 0 N N N 51.172 39.322 -6.000 6.438 -1.033 1.377 HCF3 23Y 71 23Y HOF3 HOF3 H 0 0 N N N 53.287 40.257 -6.349 7.259 -3.225 1.857 HOF3 23Y 72 23Y HCF4 HCF4 H 0 0 N N N 52.915 37.415 -4.358 6.377 -2.222 -1.436 HCF4 23Y 73 23Y HOF4 HOF4 H 0 0 N N N 51.763 35.907 -5.732 8.482 -1.332 -0.732 HOF4 23Y 74 23Y HF61 HF61 H 0 0 N N N 49.836 35.928 -2.658 6.456 0.472 -2.701 HF61 23Y 75 23Y HF62 HF62 H 0 0 N N N 50.755 35.279 -4.058 5.261 -0.762 -3.171 HF62 23Y 76 23Y HCF6 HCF6 H 0 0 N N N 51.815 34.906 -2.038 4.503 1.448 -3.671 HCF6 23Y 77 # # 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 23Y OF3 CF3 SING N N 1 23Y OF4 CF4 SING N N 2 23Y CF3 CF4 SING N N 3 23Y CF3 CF2 SING N N 4 23Y CF4 CF5 SING N N 5 23Y OF2 CF2 SING N N 6 23Y CF2 CF1 SING N N 7 23Y CF5 CF6 SING N N 8 23Y CF5 OF SING N N 9 23Y CF6 OF6 SING N N 10 23Y CF1 OF SING N N 11 23Y CF1 OF1 SING N N 12 23Y OF1 CG8 SING N N 13 23Y CG8 CG7 DOUB Y N 14 23Y CG8 CG9 SING Y N 15 23Y CG7 CG6 SING Y N 16 23Y CE4 CE3 DOUB Y N 17 23Y CE4 CE5 SING Y N 18 23Y CE3 CE2 SING Y N 19 23Y CD2 CE5 SING N N 20 23Y CD2 CD1 DOUB N E 21 23Y CG9 CG1 DOUB Y N 22 23Y CE5 CE6 DOUB Y N 23 23Y CG6 CD1 SING N N 24 23Y CG6 CG5 DOUB Y N 25 23Y CE2 OE2 SING N N 26 23Y CE2 CE1 DOUB Y N 27 23Y CG1 CG5 SING Y N 28 23Y CG1 OG2 SING N N 29 23Y OC2 CC2 SING N N 30 23Y CG5 CG4 SING N N 31 23Y CE6 CE1 SING Y N 32 23Y CC1 CC2 DOUB Y N 33 23Y CC1 CC6 SING Y N 34 23Y CC2 CC3 SING Y N 35 23Y OG2 CG3 SING N N 36 23Y CG4 CC6 SING N N 37 23Y CG4 CG3 SING N N 38 23Y CC6 CC5 DOUB Y N 39 23Y CG3 CB6 SING N N 40 23Y CC3 CC4 DOUB Y N 41 23Y CC5 CC4 SING Y N 42 23Y CC4 OC4 SING N N 43 23Y CB6 CB5 DOUB Y N 44 23Y CB6 CB1 SING Y N 45 23Y CB5 CB4 SING Y N 46 23Y CB1 CB2 DOUB Y N 47 23Y CB4 CB3 DOUB Y N 48 23Y CB2 CB3 SING Y N 49 23Y CB3 OB3 SING N N 50 23Y CG9 HCG9 SING N N 51 23Y CG3 HCG3 SING N N 52 23Y CG7 HCG7 SING N N 53 23Y CG4 HCG4 SING N N 54 23Y CB1 HCB1 SING N N 55 23Y CB2 HCB2 SING N N 56 23Y OB3 HOB3 SING N N 57 23Y CB4 HCB4 SING N N 58 23Y CB5 HCB5 SING N N 59 23Y CC1 HCC1 SING N N 60 23Y OC2 HOC2 SING N N 61 23Y CC3 HCC3 SING N N 62 23Y OC4 HOC4 SING N N 63 23Y CC5 HCC5 SING N N 64 23Y CD1 HCD1 SING N N 65 23Y CD2 HCD2 SING N N 66 23Y CE1 HCE1 SING N N 67 23Y OE2 HOE2 SING N N 68 23Y CE3 HCE3 SING N N 69 23Y CE4 HCE4 SING N N 70 23Y CE6 HCE6 SING N N 71 23Y CF5 HCF5 SING N N 72 23Y CF1 HCF1 SING N N 73 23Y CF2 HCF2 SING N N 74 23Y OF2 HOF2 SING N N 75 23Y CF3 HCF3 SING N N 76 23Y OF3 HOF3 SING N N 77 23Y CF4 HCF4 SING N N 78 23Y OF4 HOF4 SING N N 79 23Y CF6 HF61 SING N N 80 23Y CF6 HF62 SING N N 81 23Y OF6 HCF6 SING N N 82 # # 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 23Y SMILES ACDLabs 12.01 "O(c4cc5OC(c1ccc(O)cc1)C(c2cc(O)cc(O)c2)c5c(\C=C\c3ccc(O)cc3)c4)C6OC(C(O)C(O)C6O)CO" 23Y InChI InChI 1.03 "InChI=1S/C34H32O11/c35-16-27-30(40)31(41)32(42)34(45-27)43-25-13-19(4-1-17-2-7-21(36)8-3-17)28-26(15-25)44-33(18-5-9-22(37)10-6-18)29(28)20-11-23(38)14-24(39)12-20/h1-15,27,29-42H,16H2/b4-1+/t27-,29+,30-,31+,32-,33-,34-/m1/s1" 23Y InChIKey InChI 1.03 NHYFNLFVNSLRES-YNVKLIFMSA-N 23Y SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](Oc2cc3O[C@@H]([C@@H](c4cc(O)cc(O)c4)c3c(/C=C/c5ccc(O)cc5)c2)c6ccc(O)cc6)[C@H](O)[C@@H](O)[C@@H]1O" 23Y SMILES CACTVS 3.385 "OC[CH]1O[CH](Oc2cc3O[CH]([CH](c4cc(O)cc(O)c4)c3c(C=Cc5ccc(O)cc5)c2)c6ccc(O)cc6)[CH](O)[CH](O)[CH]1O" 23Y SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1/C=C/c2cc(cc3c2[C@@H]([C@H](O3)c4ccc(cc4)O)c5cc(cc(c5)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O" 23Y SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C=Cc2cc(cc3c2C(C(O3)c4ccc(cc4)O)c5cc(cc(c5)O)O)OC6C(C(C(C(O6)CO)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 23Y "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3S)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-6-yl beta-D-glucopyranoside" 23Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R,4S,5S,6R)-2-[[(2S,3S)-3-[3,5-bis(oxidanyl)phenyl]-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-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 23Y "Create component" 2013-08-27 RCSB 23Y "Initial release" 2013-09-11 RCSB 23Y "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 23Y _pdbx_chem_comp_synonyms.name "POLYPHENOL EPSILON-VINIFERIN GLUCOSIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##