data_BVL # _chem_comp.id BVL _chem_comp.name "(2E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-10-24 _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 338.397 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BVL _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 2ZBH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 BVL C2 C2 C 0 1 Y N N 21.132 4.402 9.267 5.049 1.303 -0.287 C2 BVL 1 BVL C4 C4 C 0 1 Y N N 23.026 5.816 9.705 5.973 -0.845 0.241 C4 BVL 2 BVL C5 C5 C 0 1 Y N N 22.507 6.132 10.951 4.697 -1.356 0.449 C5 BVL 3 BVL C6 C6 C 0 1 Y N N 21.289 5.574 11.349 3.595 -0.544 0.297 C6 BVL 4 BVL O24 O24 O 0 1 N N N 16.624 4.577 13.541 0.327 3.197 -0.550 O24 BVL 5 BVL C9 C9 C 0 1 N N N 16.977 4.530 12.363 0.180 2.032 -0.224 C9 BVL 6 BVL C8 C8 C 0 1 N N N 18.550 4.749 12.374 1.347 1.169 -0.051 C8 BVL 7 BVL C7 C7 C 0 1 N N N 19.201 4.662 11.207 2.589 1.662 -0.252 C7 BVL 8 BVL C1 C1 C 0 1 Y N N 20.587 4.704 10.514 3.762 0.794 -0.078 C1 BVL 9 BVL C3 C3 C 0 1 Y N N 22.346 4.950 8.861 6.144 0.485 -0.127 C3 BVL 10 BVL O25 O25 O 0 1 N N N 24.216 6.366 9.296 7.056 -1.650 0.392 O25 BVL 11 BVL C10 C10 C 0 1 Y N N 15.748 4.439 11.377 -1.174 1.494 -0.004 C10 BVL 12 BVL C11 C11 C 0 1 Y N N 15.828 4.503 9.921 -2.297 2.319 -0.175 C11 BVL 13 BVL O23 O23 O 0 1 N N N 16.923 4.628 9.169 -2.139 3.616 -0.539 O23 BVL 14 BVL C12 C12 C 0 1 Y N N 14.632 4.467 9.240 -3.565 1.804 0.029 C12 BVL 15 BVL C13 C13 C 0 1 Y N N 13.323 4.403 9.764 -3.725 0.477 0.400 C13 BVL 16 BVL O21 O21 O 0 1 N N N 12.483 4.334 8.669 -4.970 -0.024 0.599 O21 BVL 17 BVL C22 C22 C 0 1 N N N 11.188 4.146 8.088 -6.068 0.870 0.407 C22 BVL 18 BVL C14 C14 C 0 1 Y N N 13.017 4.230 11.178 -2.612 -0.343 0.571 C14 BVL 19 BVL C15 C15 C 0 1 Y N N 14.299 4.254 11.939 -1.347 0.157 0.371 C15 BVL 20 BVL C16 C16 C 0 1 N N N 11.453 4.117 11.262 -2.796 -1.783 0.975 C16 BVL 21 BVL C17 C17 C 0 1 N N N 10.963 3.666 12.548 -3.046 -2.621 -0.252 C17 BVL 22 BVL C18 C18 C 0 1 N N N 9.704 3.511 13.026 -2.249 -3.620 -0.537 C18 BVL 23 BVL C20 C20 C 0 1 N N N 8.315 3.839 12.518 -2.572 -4.538 -1.687 C20 BVL 24 BVL C19 C19 C 0 1 N N N 9.948 2.880 14.333 -1.007 -3.851 0.285 C19 BVL 25 BVL H2 H2 H 0 1 N N N 20.604 3.732 8.605 5.183 2.335 -0.577 H2 BVL 26 BVL H5 H5 H 0 1 N N N 23.039 6.804 11.608 4.569 -2.389 0.734 H5 BVL 27 BVL H6 H6 H 0 1 N N N 20.884 5.820 12.319 2.604 -0.942 0.459 H6 BVL 28 BVL H8 H8 H 0 1 N N N 19.077 4.961 13.292 1.217 0.137 0.239 H8 BVL 29 BVL H7 H7 H 0 1 N N N 18.462 4.495 10.438 2.719 2.695 -0.542 H7 BVL 30 BVL H3 H3 H 0 1 N N N 22.756 4.702 7.893 7.138 0.876 -0.287 H3 BVL 31 BVL HO25 HO25 H 0 0 N N N 24.200 6.493 8.355 7.321 -2.109 -0.417 HO25 BVL 32 BVL HO23 HO23 H 0 0 N N N 16.676 4.658 8.252 -2.135 3.759 -1.495 HO23 BVL 33 BVL H12 H12 H 0 1 N N N 14.705 4.491 8.163 -4.432 2.435 -0.102 H12 BVL 34 BVL H22 H22 H 0 1 N N N 10.431 4.098 8.885 -7.003 0.344 0.597 H22 BVL 35 BVL H22A H22A H 0 0 N N N 10.961 4.988 7.418 -5.977 1.710 1.096 H22A BVL 36 BVL H22B H22B H 0 0 N N N 11.176 3.207 7.515 -6.061 1.239 -0.619 H22B BVL 37 BVL H15 H15 H 0 1 N N N 14.218 4.128 13.009 -0.486 -0.483 0.500 H15 BVL 38 BVL H16 H16 H 0 1 N N N 11.030 5.113 11.068 -1.896 -2.136 1.479 H16 BVL 39 BVL H16A H16A H 0 0 N N N 11.145 3.365 10.520 -3.646 -1.865 1.651 H16A BVL 40 BVL H17 H17 H 0 1 N N N 11.740 3.407 13.252 -3.884 -2.398 -0.896 H17 BVL 41 BVL H20 H20 H 0 1 N N N 7.622 3.919 13.369 -2.117 -4.153 -2.599 H20 BVL 42 BVL H20A H20A H 0 0 N N N 8.340 4.795 11.975 -2.181 -5.534 -1.479 H20A BVL 43 BVL H20B H20B H 0 0 N N N 7.974 3.041 11.841 -3.653 -4.593 -1.815 H20B BVL 44 BVL H19 H19 H 0 1 N N N 10.009 1.789 14.208 -1.260 -4.437 1.168 H19 BVL 45 BVL H19A H19A H 0 0 N N N 10.895 3.255 14.750 -0.271 -4.391 -0.311 H19A BVL 46 BVL H19B H19B H 0 0 N N N 9.123 3.125 15.018 -0.591 -2.891 0.592 H19B BVL 47 # # 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 BVL C22 O21 SING N N 1 BVL O21 C13 SING N N 2 BVL C3 C2 DOUB Y N 3 BVL C3 C4 SING Y N 4 BVL O23 C11 SING N N 5 BVL C12 C13 DOUB Y N 6 BVL C12 C11 SING Y N 7 BVL C2 C1 SING Y N 8 BVL O25 C4 SING N N 9 BVL C4 C5 DOUB Y E 10 BVL C13 C14 SING Y N 11 BVL C11 C10 DOUB Y N 12 BVL C1 C7 SING N N 13 BVL C1 C6 DOUB Y N 14 BVL C5 C6 SING Y N 15 BVL C14 C16 SING N N 16 BVL C14 C15 DOUB Y N 17 BVL C7 C8 DOUB N N 18 BVL C16 C17 SING N N 19 BVL C10 C15 SING Y N 20 BVL C10 C9 SING N N 21 BVL C9 C8 SING N N 22 BVL C9 O24 DOUB N N 23 BVL C20 C18 SING N N 24 BVL C17 C18 DOUB N N 25 BVL C18 C19 SING N N 26 BVL C2 H2 SING N N 27 BVL C5 H5 SING N N 28 BVL C6 H6 SING N N 29 BVL C8 H8 SING N N 30 BVL C7 H7 SING N N 31 BVL C3 H3 SING N N 32 BVL O25 HO25 SING N N 33 BVL O23 HO23 SING N N 34 BVL C12 H12 SING N N 35 BVL C22 H22 SING N N 36 BVL C22 H22A SING N N 37 BVL C22 H22B SING N N 38 BVL C15 H15 SING N N 39 BVL C16 H16 SING N N 40 BVL C16 H16A SING N N 41 BVL C17 H17 SING N N 42 BVL C20 H20 SING N N 43 BVL C20 H20A SING N N 44 BVL C20 H20B SING N N 45 BVL C19 H19 SING N N 46 BVL C19 H19A SING N N 47 BVL C19 H19B SING N N 48 # # 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 BVL SMILES ACDLabs 10.04 "O=C(c1c(O)cc(OC)c(c1)C\C=C(/C)C)\C=C\c2ccc(O)cc2" BVL SMILES_CANONICAL CACTVS 3.341 "COc1cc(O)c(cc1CC=C(C)C)C(=O)/C=C/c2ccc(O)cc2" BVL SMILES CACTVS 3.341 "COc1cc(O)c(cc1CC=C(C)C)C(=O)C=Cc2ccc(O)cc2" BVL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=CCc1cc(c(cc1OC)O)C(=O)\C=C\c2ccc(cc2)O)C" BVL SMILES "OpenEye OEToolkits" 1.5.0 "CC(=CCc1cc(c(cc1OC)O)C(=O)C=Cc2ccc(cc2)O)C" BVL InChI InChI 1.03 "InChI=1S/C21H22O4/c1-14(2)4-8-16-12-18(20(24)13-21(16)25-3)19(23)11-7-15-5-9-17(22)10-6-15/h4-7,9-13,22,24H,8H2,1-3H3/b11-7+" BVL InChIKey InChI 1.03 ZUGCRBMNFSAUOC-YRNVUSSQSA-N # # 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 BVL "SYSTEMATIC NAME" ACDLabs 10.04 "(2E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one" BVL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-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 BVL "Create component" 2007-10-24 PDBJ BVL "Modify aromatic_flag" 2011-06-04 RCSB BVL "Modify descriptor" 2011-06-04 RCSB BVL "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BVL _pdbx_chem_comp_synonyms.name "(E)-1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##