data_923 # _chem_comp.id 923 _chem_comp.name "(5Z)-4-hydroxy-3-[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-5-{[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methylidene}furan-2(5H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H28 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Aspulvinone J-CR" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-28 _chem_comp.pdbx_modified_date 2021-03-01 _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 464.507 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 923 _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 3RIX _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 923 C1 C1 C 0 1 Y N N -28.479 0.247 -9.229 3.513 -0.550 0.060 C1 923 1 923 C2 C2 C 0 1 Y N N -28.275 0.888 -10.457 3.220 -1.882 0.383 C2 923 2 923 C3 C3 C 0 1 Y N N -27.791 0.186 -11.567 4.250 -2.728 0.817 C3 923 3 923 C4 C4 C 0 1 Y N N -27.561 -1.183 -11.483 5.535 -2.253 0.919 C4 923 4 923 C5 C5 C 0 1 Y N N -27.819 -1.815 -10.279 5.829 -0.927 0.594 C5 923 5 923 C6 C6 C 0 1 Y N N -28.262 -1.122 -9.190 4.801 -0.089 0.170 C6 923 6 923 C7 C7 C 0 1 N N N -28.430 -2.057 -8.020 5.416 1.274 -0.083 C7 923 7 923 C8 C8 C 0 1 N N R -28.153 -3.403 -8.709 6.784 1.145 0.629 C8 923 8 923 O9 O9 O 0 1 N N N -27.660 -3.159 -10.049 7.021 -0.273 0.609 O9 923 9 923 C10 C10 C 0 1 N N N -28.451 2.339 -10.659 1.846 -2.387 0.269 C10 923 10 923 C11 C11 C 0 1 N N N -28.648 3.310 -9.583 0.831 -1.533 -0.030 C11 923 11 923 O12 O12 O 0 1 N N N -28.714 3.110 -8.335 0.964 -0.221 -0.343 O12 923 12 923 C13 C13 C 0 1 N N N -28.874 4.237 -7.761 -0.250 0.311 -0.581 C13 923 13 923 C14 C14 C 0 1 N N N -28.934 5.317 -8.657 -1.225 -0.700 -0.415 C14 923 14 923 C15 C15 C 0 1 N N N -28.781 4.641 -9.835 -0.545 -1.864 -0.073 C15 923 15 923 C16 C16 C 0 1 Y N N -29.099 6.771 -8.413 -2.689 -0.550 -0.581 C16 923 16 923 C17 C17 C 0 1 Y N N -29.228 7.667 -9.479 -3.413 0.276 0.281 C17 923 17 923 C18 C18 C 0 1 Y N N -29.379 9.012 -9.174 -4.772 0.410 0.121 C18 923 18 923 C19 C19 C 0 1 Y N N -29.375 9.481 -7.891 -5.443 -0.273 -0.887 C19 923 19 923 C20 C20 C 0 1 Y N N -29.240 8.610 -6.822 -4.718 -1.093 -1.749 C20 923 20 923 C21 C21 C 0 1 Y N N -29.104 7.249 -7.092 -3.355 -1.227 -1.602 C21 923 21 923 C22 C22 C 0 1 N N N -29.532 10.193 -10.084 -5.808 1.228 0.868 C22 923 22 923 C23 C23 C 0 1 N N R -29.522 11.396 -9.139 -7.008 1.195 -0.107 C23 923 23 923 O24 O24 O 0 1 N N N -29.508 10.837 -7.799 -6.780 -0.014 -0.851 O24 923 24 923 C25 C25 C 0 1 N N N -28.336 12.326 -9.371 -8.329 1.118 0.661 C25 923 25 923 C26 C26 C 0 1 N N N -28.524 13.083 -10.685 -9.494 1.087 -0.330 C26 923 26 923 O27 O27 O 0 1 N N N -27.127 11.560 -9.455 -8.349 -0.068 1.457 O27 923 27 923 C28 C28 C 0 1 N N N -28.235 13.342 -8.240 -8.463 2.343 1.568 C28 923 28 923 C29 C29 C 0 1 N N N -27.120 -4.235 -7.970 7.872 1.889 -0.148 C29 923 29 923 O30 O30 O 0 1 N N N -27.624 -4.566 -6.666 7.903 1.415 -1.495 O30 923 30 923 C31 C31 C 0 1 N N N -25.810 -3.451 -7.894 7.568 3.388 -0.141 C31 923 31 923 C32 C32 C 0 1 N N N -26.908 -5.546 -8.720 9.229 1.640 0.512 C32 923 32 923 O33 O33 O 0 1 N N N -28.969 4.349 -6.491 -0.471 1.469 -0.886 O33 923 33 923 O34 O34 O 0 1 N N N -28.722 5.241 -11.183 -1.093 -3.078 0.172 O34 923 34 923 H1 H1 H 0 1 N N N -28.791 0.794 -8.352 2.728 0.110 -0.279 H1 923 35 923 H3 H3 H 0 1 N N N -27.596 0.709 -12.491 4.033 -3.755 1.071 H3 923 36 923 H4 H4 H 0 1 N N N -27.192 -1.737 -12.333 6.324 -2.910 1.253 H4 923 37 923 H7 H7 H 0 1 N N N -27.700 -1.849 -7.223 5.548 1.450 -1.150 H7 923 38 923 H7A H7A H 0 1 N N N -29.448 -2.013 -7.606 4.815 2.063 0.370 H7A 923 39 923 H8 H8 H 0 1 N N N -29.094 -3.970 -8.758 6.721 1.510 1.654 H8 923 40 923 H10 H10 H 0 1 N N N -28.433 2.710 -11.673 1.642 -3.436 0.423 H10 923 41 923 H17 H17 H 0 1 N N N -29.211 7.324 -10.503 -2.907 0.808 1.073 H17 923 42 923 H20 H20 H 0 1 N N N -29.240 8.976 -5.806 -5.227 -1.625 -2.540 H20 923 43 923 H21 H21 H 0 1 N N N -29.001 6.552 -6.274 -2.801 -1.862 -2.277 H21 923 44 923 H22 H22 H 0 1 N N N -28.695 10.249 -10.796 -6.064 0.758 1.818 H22 923 45 923 H22A H22A H 0 0 N N N -30.481 10.139 -10.637 -5.460 2.250 1.023 H22A 923 46 923 H23 H23 H 0 1 N N N -30.450 11.967 -9.290 -6.993 2.063 -0.767 H23 923 47 923 H26 H26 H 0 1 N N N -27.667 13.753 -10.849 -9.398 0.215 -0.976 H26 923 48 923 H26A H26A H 0 0 N N N -28.592 12.365 -11.515 -10.435 1.033 0.217 H26A 923 49 923 H26B H26B H 0 0 N N N -29.449 13.677 -10.637 -9.479 1.992 -0.937 H26B 923 50 923 HO27 HO27 H 0 0 N N N -26.391 12.143 -9.599 -7.636 -0.116 2.109 HO27 923 51 923 H28 H28 H 0 1 N N N -27.377 14.006 -8.419 -8.448 3.248 0.961 H28 923 52 923 H28A H28A H 0 0 N N N -29.158 13.939 -8.200 -9.405 2.289 2.115 H28A 923 53 923 H28B H28B H 0 0 N N N -28.098 12.814 -7.285 -7.633 2.365 2.274 H28B 923 54 923 HO30 HO30 H 0 0 N N N -26.980 -5.087 -6.200 8.091 0.469 -1.576 HO30 923 55 923 H31 H31 H 0 1 N N N -25.056 -4.047 -7.360 7.544 3.750 0.887 H31 923 56 923 H31A H31A H 0 0 N N N -25.453 -3.235 -8.912 8.343 3.918 -0.695 H31A 923 57 923 H31B H31B H 0 0 N N N -25.979 -2.506 -7.356 6.601 3.565 -0.612 H31B 923 58 923 H32 H32 H 0 1 N N N -26.160 -6.155 -8.191 9.406 0.567 0.587 H32 923 59 923 H32A H32A H 0 0 N N N -27.859 -6.096 -8.772 10.015 2.097 -0.090 H32A 923 60 923 H32B H32B H 0 0 N N N -26.552 -5.332 -9.739 9.235 2.080 1.510 H32B 923 61 923 HO34 HO34 H 0 0 N N N -28.839 6.181 -11.117 -0.448 -3.762 0.398 HO34 923 62 # # 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 923 C1 C2 DOUB Y N 1 923 C1 C6 SING Y N 2 923 C1 H1 SING N N 3 923 C2 C3 SING Y N 4 923 C2 C10 SING N N 5 923 C3 C4 DOUB Y N 6 923 C3 H3 SING N N 7 923 C4 C5 SING Y N 8 923 C4 H4 SING N N 9 923 C5 C6 DOUB Y N 10 923 C5 O9 SING N N 11 923 C6 C7 SING N N 12 923 C7 C8 SING N N 13 923 C7 H7 SING N N 14 923 C7 H7A SING N N 15 923 C8 O9 SING N N 16 923 C8 C29 SING N N 17 923 C8 H8 SING N N 18 923 C10 C11 DOUB N Z 19 923 C10 H10 SING N N 20 923 C11 O12 SING N N 21 923 C11 C15 SING N N 22 923 O12 C13 SING N N 23 923 C13 C14 SING N N 24 923 C13 O33 DOUB N N 25 923 C14 C15 DOUB N N 26 923 C14 C16 SING N N 27 923 C15 O34 SING N N 28 923 C16 C17 DOUB Y N 29 923 C16 C21 SING Y N 30 923 C17 C18 SING Y N 31 923 C17 H17 SING N N 32 923 C18 C19 DOUB Y N 33 923 C18 C22 SING N N 34 923 C19 C20 SING Y N 35 923 C19 O24 SING N N 36 923 C20 C21 DOUB Y N 37 923 C20 H20 SING N N 38 923 C21 H21 SING N N 39 923 C22 C23 SING N N 40 923 C22 H22 SING N N 41 923 C22 H22A SING N N 42 923 C23 O24 SING N N 43 923 C23 C25 SING N N 44 923 C23 H23 SING N N 45 923 C25 C26 SING N N 46 923 C25 O27 SING N N 47 923 C25 C28 SING N N 48 923 C26 H26 SING N N 49 923 C26 H26A SING N N 50 923 C26 H26B SING N N 51 923 O27 HO27 SING N N 52 923 C28 H28 SING N N 53 923 C28 H28A SING N N 54 923 C28 H28B SING N N 55 923 C29 O30 SING N N 56 923 C29 C31 SING N N 57 923 C29 C32 SING N N 58 923 O30 HO30 SING N N 59 923 C31 H31 SING N N 60 923 C31 H31A SING N N 61 923 C31 H31B SING N N 62 923 C32 H32 SING N N 63 923 C32 H32A SING N N 64 923 C32 H32B SING N N 65 923 O34 HO34 SING N N 66 # # 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 923 SMILES ACDLabs 12.01 "O=C3O/C(C(O)=C3c2cc1c(OC(C(O)(C)C)C1)cc2)=C\c5ccc4OC(C(O)(C)C)Cc4c5" 923 InChI InChI 1.03 "InChI=1S/C27H28O7/c1-26(2,30)21-12-16-9-14(5-7-18(16)32-21)10-20-24(28)23(25(29)34-20)15-6-8-19-17(11-15)13-22(33-19)27(3,4)31/h5-11,21-22,28,30-31H,12-13H2,1-4H3/b20-10-/t21-,22-/m1/s1" 923 InChIKey InChI 1.03 YPXKKOMPEGAWMY-JQOCIHOLSA-N 923 SMILES_CANONICAL CACTVS 3.370 "CC(C)(O)[C@H]1Cc2cc(ccc2O1)\C=C3/OC(=O)C(=C3O)c4ccc5O[C@H](Cc5c4)C(C)(C)O" 923 SMILES CACTVS 3.370 "CC(C)(O)[CH]1Cc2cc(ccc2O1)C=C3OC(=O)C(=C3O)c4ccc5O[CH](Cc5c4)C(C)(C)O" 923 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)([C@H]1Cc2cc(ccc2O1)/C=C\3/C(=C(C(=O)O3)c4ccc5c(c4)C[C@@H](O5)C(C)(C)O)O)O" 923 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C1Cc2cc(ccc2O1)C=C3C(=C(C(=O)O3)c4ccc5c(c4)CC(O5)C(C)(C)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 923 "SYSTEMATIC NAME" ACDLabs 12.01 "(5Z)-4-hydroxy-3-[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-5-{[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methylidene}furan-2(5H)-one" 923 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(5Z)-4-oxidanyl-3-[(2R)-2-(2-oxidanylpropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-5-[[(2R)-2-(2-oxidanylpropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methylidene]furan-2-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 923 "Create component" 2011-04-28 RCSB 923 "Modify descriptor" 2011-06-04 RCSB 923 "Modify synonyms" 2012-11-26 RCSB 923 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 923 _pdbx_chem_comp_synonyms.name "Aspulvinone J-CR" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##