data_89O # _chem_comp.id 89O _chem_comp.name "(5S,5aR,8aR,9R)-9-(3,5-dimethoxy-4-oxidanyl-phenyl)-5-oxidanyl-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H20 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-22 _chem_comp.pdbx_modified_date 2017-09-22 _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 400.379 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 89O _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 5XLT _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 89O C10 C1 C 0 1 Y N N 17.467 -63.558 -43.525 -1.911 -0.775 1.432 C10 89O 1 89O C15 C2 C 0 1 Y N N 17.356 -65.462 -40.019 0.774 -0.776 -0.735 C15 89O 2 89O C17 C3 C 0 1 Y N N 15.035 -66.126 -39.734 2.901 -1.891 -0.642 C17 89O 3 89O C21 C4 C 0 1 N N N 13.396 -66.436 -43.002 4.511 -0.908 2.502 C21 89O 4 89O C24 C5 C 0 1 N N N 16.467 -66.590 -37.016 0.202 -1.905 -3.124 C24 89O 5 89O C28 C6 C 0 1 N N N 19.545 -68.760 -43.626 0.631 3.391 -1.372 C28 89O 6 89O C01 C7 C 0 1 N N S 18.966 -66.976 -45.119 -1.574 2.083 -1.092 C01 89O 7 89O C02 C8 C 0 1 N N R 18.898 -67.728 -43.762 -0.062 2.084 -0.958 C02 89O 8 89O C03 C9 C 0 1 N N R 19.411 -66.668 -42.356 0.223 2.148 0.577 C03 89O 9 89O C04 C10 C 0 1 N N R 18.497 -65.446 -42.172 0.015 0.743 1.102 C04 89O 10 89O C05 C11 C 0 1 Y N N 18.044 -64.794 -43.624 -1.386 0.301 0.714 C05 89O 11 89O C06 C12 C 0 1 Y N N 18.274 -65.523 -45.053 -2.114 0.920 -0.279 C06 89O 12 89O C07 C13 C 0 1 Y N N 17.860 -64.871 -46.231 -3.407 0.498 -0.595 C07 89O 13 89O C08 C14 C 0 1 Y N N 17.207 -63.488 -46.110 -3.935 -0.568 0.113 C08 89O 14 89O C09 C15 C 0 1 Y N N 17.013 -62.852 -44.841 -3.188 -1.206 1.116 C09 89O 15 89O O11 O1 O 0 1 N N N 16.400 -61.595 -45.061 -3.930 -2.207 1.641 O11 89O 16 89O C12 C16 C 0 1 N N N 16.580 -61.352 -46.503 -4.994 -2.437 0.694 C12 89O 17 89O O13 O2 O 0 1 N N N 16.726 -62.653 -47.134 -5.140 -1.174 0.015 O13 89O 18 89O C14 C17 C 0 1 Y N N 17.289 -65.703 -41.349 1.030 -0.186 0.489 C14 89O 19 89O C16 C18 C 0 1 Y N N 16.221 -65.678 -39.179 1.706 -1.632 -1.302 C16 89O 20 89O C18 C19 C 0 1 Y N N 14.951 -66.359 -41.080 3.153 -1.300 0.590 C18 89O 21 89O C19 C20 C 0 1 Y N N 16.090 -66.145 -41.909 2.216 -0.445 1.151 C19 89O 22 89O O20 O3 O 0 1 N N N 13.727 -66.825 -41.635 4.321 -1.550 1.240 O20 89O 23 89O O22 O4 O 0 1 N N N 13.883 -66.344 -38.876 3.819 -2.730 -1.196 O22 89O 24 89O O23 O5 O 0 1 N N N 16.315 -65.427 -37.801 1.451 -2.217 -2.503 O23 89O 25 89O C25 C21 C 0 1 N N N 19.597 -67.397 -41.419 1.626 2.677 0.603 C25 89O 26 89O O26 O6 O 0 1 N N N 19.841 -67.091 -40.255 2.443 2.473 1.470 O26 89O 27 89O O27 O7 O 0 1 N N N 19.498 -68.973 -42.094 1.821 3.421 -0.511 O27 89O 28 89O O29 O8 O 0 1 N N N 20.250 -66.806 -45.484 -2.105 3.311 -0.591 O29 89O 29 89O H101 H1 H 0 0 N N N 17.329 -63.084 -42.564 -1.336 -1.260 2.207 H101 89O 30 89O H151 H2 H 0 0 N N N 18.278 -65.102 -39.588 -0.155 -0.575 -1.247 H151 89O 31 89O H213 H3 H 0 0 N N N 12.426 -66.872 -43.283 5.481 -1.193 2.912 H213 89O 32 89O H211 H4 H 0 0 N N N 13.337 -65.339 -43.067 4.476 0.173 2.369 H211 89O 33 89O H212 H5 H 0 0 N N N 14.175 -66.803 -43.686 3.723 -1.215 3.189 H212 89O 34 89O H242 H6 H 0 0 N N N 16.533 -66.310 -35.954 0.126 -2.436 -4.073 H242 89O 35 89O H243 H7 H 0 0 N N N 15.601 -67.251 -37.168 -0.615 -2.210 -2.470 H243 89O 36 89O H241 H8 H 0 0 N N N 17.386 -67.116 -37.314 0.143 -0.832 -3.303 H241 89O 37 89O H281 H9 H 0 0 N N N 19.075 -69.599 -44.160 0.917 3.359 -2.424 H281 89O 38 89O H282 H10 H 0 0 N N N 20.579 -68.633 -43.980 -0.010 4.250 -1.174 H282 89O 39 89O H011 H11 H 0 0 N N N 18.418 -67.569 -45.866 -1.851 1.961 -2.139 H011 89O 40 89O H021 H12 H 0 0 N N N 17.831 -67.913 -43.569 0.387 1.214 -1.436 H021 89O 41 89O H031 H13 H 0 0 N N N 20.372 -66.259 -42.701 -0.464 2.840 1.064 H031 89O 42 89O H041 H14 H 0 0 N N N 19.090 -64.670 -41.665 0.117 0.736 2.187 H041 89O 43 89O H071 H15 H 0 0 N N N 17.999 -65.334 -47.197 -3.980 0.991 -1.367 H071 89O 44 89O H121 H16 H 0 0 N N N 17.481 -60.745 -46.675 -4.713 -3.217 -0.014 H121 89O 45 89O H122 H17 H 0 0 N N N 15.702 -60.830 -46.911 -5.915 -2.706 1.211 H122 89O 46 89O H191 H18 H 0 0 N N N 16.025 -66.325 -42.972 2.412 0.018 2.107 H191 89O 47 89O H221 H19 H 0 0 N N N 14.113 -66.136 -37.978 4.460 -2.289 -1.769 H221 89O 48 89O H291 H20 H 0 0 N N N 20.681 -67.651 -45.530 -3.069 3.366 -0.626 H291 89O 49 # 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 89O O13 C12 SING N N 1 89O O13 C08 SING N N 2 89O C12 O11 SING N N 3 89O C07 C08 DOUB Y N 4 89O C07 C06 SING Y N 5 89O C08 C09 SING Y N 6 89O O29 C01 SING N N 7 89O C01 C06 SING N N 8 89O C01 C02 SING N N 9 89O O11 C09 SING N N 10 89O C06 C05 DOUB Y N 11 89O C09 C10 DOUB Y N 12 89O C02 C28 SING N N 13 89O C02 C03 SING N N 14 89O C28 O27 SING N N 15 89O C05 C10 SING Y N 16 89O C05 C04 SING N N 17 89O C21 O20 SING N N 18 89O C03 C04 SING N N 19 89O C03 C25 SING N N 20 89O C04 C14 SING N N 21 89O O27 C25 SING N N 22 89O C19 C14 DOUB Y N 23 89O C19 C18 SING Y N 24 89O O20 C18 SING N N 25 89O C25 O26 DOUB N N 26 89O C14 C15 SING Y N 27 89O C18 C17 DOUB Y N 28 89O C15 C16 DOUB Y N 29 89O C17 C16 SING Y N 30 89O C17 O22 SING N N 31 89O C16 O23 SING N N 32 89O O23 C24 SING N N 33 89O C10 H101 SING N N 34 89O C15 H151 SING N N 35 89O C21 H213 SING N N 36 89O C21 H211 SING N N 37 89O C21 H212 SING N N 38 89O C24 H242 SING N N 39 89O C24 H243 SING N N 40 89O C24 H241 SING N N 41 89O C28 H281 SING N N 42 89O C28 H282 SING N N 43 89O C01 H011 SING N N 44 89O C02 H021 SING N N 45 89O C03 H031 SING N N 46 89O C04 H041 SING N N 47 89O C07 H071 SING N N 48 89O C12 H121 SING N N 49 89O C12 H122 SING N N 50 89O C19 H191 SING N N 51 89O O22 H221 SING N N 52 89O O29 H291 SING N N 53 # 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 89O InChI InChI 1.03 "InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19+/m0/s1" 89O InChIKey InChI 1.03 YVCVYCSAAZQOJI-JHQYFNNDSA-N 89O SMILES_CANONICAL CACTVS 3.385 "COc1cc(cc(OC)c1O)[C@H]2[C@@H]3[C@H](COC3=O)[C@H](O)c4cc5OCOc5cc24" 89O SMILES CACTVS 3.385 "COc1cc(cc(OC)c1O)[CH]2[CH]3[CH](COC3=O)[CH](O)c4cc5OCOc5cc24" 89O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1cc(cc(c1O)OC)[C@@H]2c3cc4c(cc3[C@H]([C@@H]5[C@@H]2C(=O)OC5)O)OCO4" 89O SMILES "OpenEye OEToolkits" 2.0.6 "COc1cc(cc(c1O)OC)C2c3cc4c(cc3C(C5C2C(=O)OC5)O)OCO4" # 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 89O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(5~{S},5~{a}~{R},8~{a}~{R},9~{R})-9-(3,5-dimethoxy-4-oxidanyl-phenyl)-5-oxidanyl-5~{a},6,8~{a},9-tetrahydro-5~{H}-[2]benzofuro[6,5-f][1,3]benzodioxol-8-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 89O "Create component" 2017-05-22 PDBJ 89O "Initial release" 2017-09-27 RCSB #