data_BRZ # _chem_comp.id BRZ _chem_comp.name "6-(1,1-DIMETHYLALLYL)-2-(1-HYDROXY-1-METHYLETHYL)-2,3-DIHYDRO-7H-FURO[3,2-G]CHROMEN-7-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-10-16 _chem_comp.pdbx_modified_date 2011-06-04 _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 314.376 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BRZ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1K3T _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 BRZ C1 C1 C 0 1 Y N N 26.460 9.693 7.810 0.690 -0.313 0.017 C1 BRZ 1 BRZ C2 C2 C 0 1 Y N N 27.825 9.862 7.986 -0.410 -1.179 0.029 C2 BRZ 2 BRZ C3 C3 C 0 1 Y N N 28.122 10.825 8.956 -1.670 -0.672 -0.063 C3 BRZ 3 BRZ C4 C4 C 0 1 Y N N 27.121 11.502 9.620 -1.891 0.702 -0.163 C4 BRZ 4 BRZ C5 C5 C 0 1 Y N N 25.747 11.307 9.413 -0.805 1.571 -0.180 C5 BRZ 5 BRZ C6 C6 C 0 1 Y N N 25.384 10.352 8.459 0.485 1.076 -0.091 C6 BRZ 6 BRZ O7 O7 O 0 1 Y N N 24.014 10.093 8.185 1.547 1.910 -0.106 O7 BRZ 7 BRZ C8 C8 C 0 1 Y N N 23.504 9.144 7.260 2.804 1.447 -0.017 C8 BRZ 8 BRZ C9 C9 C 0 1 Y N N 24.727 8.485 6.579 3.080 0.069 0.095 C9 BRZ 9 BRZ C10 C10 C 0 1 Y N N 26.038 8.672 6.780 2.057 -0.825 0.114 C10 BRZ 10 BRZ O11 O11 O 0 1 N N N 27.597 12.424 10.522 -3.224 0.982 -0.224 O11 BRZ 11 BRZ C12 C12 C 0 1 N N S 29.037 12.326 10.519 -3.939 -0.205 -0.605 C12 BRZ 12 BRZ C13 C13 C 0 1 N N N 29.466 11.292 9.428 -3.031 -1.343 -0.083 C13 BRZ 13 BRZ O14 O14 O 0 1 N N N 22.314 8.824 6.900 3.730 2.238 -0.033 O14 BRZ 14 BRZ C15 C15 C 0 1 N N N 24.357 7.397 5.523 4.505 -0.411 0.193 C15 BRZ 15 BRZ C16 C16 C 0 1 N N N 25.525 6.403 5.182 5.275 0.019 -1.058 C16 BRZ 16 BRZ C17 C17 C 0 1 N N N 24.113 8.188 4.243 5.164 0.199 1.432 C17 BRZ 17 BRZ C18 C18 C 0 1 N N N 23.390 6.573 6.338 4.523 -1.914 0.303 C18 BRZ 18 BRZ C19 C19 C 0 1 N N N 23.080 6.346 7.607 5.141 -2.629 -0.604 C19 BRZ 19 BRZ C20 C20 C 0 1 N N N 29.900 13.587 10.753 -5.310 -0.253 0.072 C20 BRZ 20 BRZ O21 O21 O 0 1 N N N 29.460 14.907 10.437 -5.960 -1.483 -0.253 O21 BRZ 21 BRZ C22 C22 C 0 1 N N N 30.394 13.695 12.208 -6.163 0.919 -0.419 C22 BRZ 22 BRZ C23 C23 C 0 1 N N N 31.144 13.252 9.887 -5.134 -0.155 1.589 C23 BRZ 23 BRZ HC2 HC2 H 0 1 N N N 28.574 9.312 7.436 -0.259 -2.245 0.111 HC2 BRZ 24 BRZ HC5 HC5 H 0 1 N N N 25.006 11.867 9.964 -0.968 2.635 -0.263 HC5 BRZ 25 BRZ HC10 HC10 H 0 0 N N N 26.772 8.109 6.222 2.248 -1.885 0.199 HC10 BRZ 26 BRZ HC12 HC12 H 0 0 N N N 29.334 11.926 11.500 -4.044 -0.261 -1.689 HC12 BRZ 27 BRZ HC11 1HC1 H 0 0 N N N 30.110 11.704 8.637 -3.328 -1.650 0.919 HC11 BRZ 28 BRZ HC1A 2HC1 H 0 0 N N N 30.078 10.475 9.837 -3.037 -2.191 -0.767 HC1A BRZ 29 BRZ HC61 1HC6 H 0 0 N N N 25.397 5.476 5.759 5.262 1.106 -1.137 HC61 BRZ 30 BRZ HC62 2HC6 H 0 0 N N N 26.488 6.867 5.441 6.306 -0.328 -0.986 HC62 BRZ 31 BRZ HC63 3HC6 H 0 0 N N N 25.507 6.171 4.107 4.806 -0.416 -1.940 HC63 BRZ 32 BRZ HC71 1HC7 H 0 0 N N N 23.168 7.862 3.785 4.616 -0.107 2.323 HC71 BRZ 33 BRZ HC72 2HC7 H 0 0 N N N 24.941 8.013 3.540 6.195 -0.148 1.503 HC72 BRZ 34 BRZ HC73 3HC7 H 0 0 N N N 24.054 9.261 4.480 5.151 1.286 1.353 HC73 BRZ 35 BRZ HC18 HC18 H 0 0 N N N 22.756 5.989 5.688 4.027 -2.401 1.129 HC18 BRZ 36 BRZ HC91 1HC9 H 0 0 N N N 23.587 6.824 8.432 5.154 -3.706 -0.526 HC91 BRZ 37 BRZ HC92 2HC9 H 0 0 N N N 22.274 5.639 7.742 5.638 -2.142 -1.430 HC92 BRZ 38 BRZ HO21 HO21 H 0 0 N N N 29.362 15.409 11.238 -5.391 -2.194 0.073 HO21 BRZ 39 BRZ HC21 1HC2 H 0 0 N N N 30.041 12.825 12.780 -5.667 1.858 -0.171 HC21 BRZ 40 BRZ HC22 2HC2 H 0 0 N N N 30.000 14.617 12.661 -6.289 0.849 -1.499 HC22 BRZ 41 BRZ HC23 3HC2 H 0 0 N N N 31.494 13.721 12.221 -7.140 0.885 0.064 HC23 BRZ 42 BRZ HC31 1HC3 H 0 0 N N N 31.575 12.296 10.219 -6.110 -0.189 2.071 HC31 BRZ 43 BRZ HC32 2HC3 H 0 0 N N N 31.893 14.050 9.997 -4.526 -0.990 1.938 HC32 BRZ 44 BRZ HC33 3HC3 H 0 0 N N N 30.846 13.173 8.831 -4.638 0.784 1.837 HC33 BRZ 45 # 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 BRZ C1 C2 DOUB Y N 1 BRZ C1 C6 SING Y N 2 BRZ C1 C10 SING Y N 3 BRZ C2 C3 SING Y N 4 BRZ C2 HC2 SING N N 5 BRZ C3 C4 DOUB Y N 6 BRZ C3 C13 SING N N 7 BRZ C4 C5 SING Y N 8 BRZ C4 O11 SING N N 9 BRZ C5 C6 DOUB Y N 10 BRZ C5 HC5 SING N N 11 BRZ C6 O7 SING Y N 12 BRZ O7 C8 SING Y N 13 BRZ C8 C9 SING Y N 14 BRZ C8 O14 DOUB N N 15 BRZ C9 C10 DOUB Y N 16 BRZ C9 C15 SING N N 17 BRZ C10 HC10 SING N N 18 BRZ O11 C12 SING N N 19 BRZ C12 C13 SING N N 20 BRZ C12 C20 SING N N 21 BRZ C12 HC12 SING N N 22 BRZ C13 HC11 SING N N 23 BRZ C13 HC1A SING N N 24 BRZ C15 C16 SING N N 25 BRZ C15 C17 SING N N 26 BRZ C15 C18 SING N N 27 BRZ C16 HC61 SING N N 28 BRZ C16 HC62 SING N N 29 BRZ C16 HC63 SING N N 30 BRZ C17 HC71 SING N N 31 BRZ C17 HC72 SING N N 32 BRZ C17 HC73 SING N N 33 BRZ C18 C19 DOUB N N 34 BRZ C18 HC18 SING N N 35 BRZ C19 HC91 SING N N 36 BRZ C19 HC92 SING N N 37 BRZ C20 O21 SING N N 38 BRZ C20 C22 SING N N 39 BRZ C20 C23 SING N N 40 BRZ O21 HO21 SING N N 41 BRZ C22 HC21 SING N N 42 BRZ C22 HC22 SING N N 43 BRZ C22 HC23 SING N N 44 BRZ C23 HC31 SING N N 45 BRZ C23 HC32 SING N N 46 BRZ C23 HC33 SING N N 47 # 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 BRZ SMILES ACDLabs 10.04 "O=C3Oc2cc1OC(Cc1cc2C=C3C(\C=C)(C)C)C(O)(C)C" BRZ SMILES_CANONICAL CACTVS 3.341 "CC(C)(O)[C@@H]1Cc2cc3C=C(C(=O)Oc3cc2O1)C(C)(C)C=C" BRZ SMILES CACTVS 3.341 "CC(C)(O)[CH]1Cc2cc3C=C(C(=O)Oc3cc2O1)C(C)(C)C=C" BRZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C=C)C1=Cc2cc3c(cc2OC1=O)O[C@@H](C3)C(C)(C)O" BRZ SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C=C)C1=Cc2cc3c(cc2OC1=O)OC(C3)C(C)(C)O" BRZ InChI InChI 1.03 "InChI=1S/C19H22O4/c1-6-18(2,3)13-8-11-7-12-9-16(19(4,5)21)22-14(12)10-15(11)23-17(13)20/h6-8,10,16,21H,1,9H2,2-5H3/t16-/m0/s1" BRZ InChIKey InChI 1.03 JCDLLLXYAICSQV-INIZCTEOSA-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 BRZ "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-6-(1,1-dimethylprop-2-en-1-yl)-2-(1-hydroxy-1-methylethyl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one" BRZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(2-hydroxypropan-2-yl)-6-(2-methylbut-3-en-2-yl)-2,3-dihydropyrano[5,6-f][1]benzoxol-7-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 BRZ "Create component" 2001-10-16 RCSB BRZ "Modify descriptor" 2011-06-04 RCSB #