data_XXT # _chem_comp.id XXT _chem_comp.name "[(3aS,5R,5aS,6S,8S,8aS,9S,9aR)-9-acetyloxy-8-hydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H26 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Britannin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-28 _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 366.406 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XXT _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 5GIT _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 XXT C2 C1 C 0 1 N N N -3.417 -7.597 7.695 2.304 1.800 -0.589 C2 XXT 1 XXT C1 C2 C 0 1 N N S -2.926 -6.405 6.882 2.605 0.439 0.089 C1 XXT 2 XXT O7 O1 O 0 1 N N N 0.810 -7.489 7.820 -3.642 0.819 1.151 O7 XXT 3 XXT C6 C3 C 0 1 N N S -0.726 -6.203 10.062 -1.120 0.560 0.499 C6 XXT 4 XXT C5 C4 C 0 1 N N S -1.878 -5.673 7.738 1.247 -0.183 0.361 C5 XXT 5 XXT C3 C5 C 0 1 N N S -2.527 -7.654 8.926 0.759 1.947 -0.613 C3 XXT 6 XXT C4 C6 C 0 1 N N S -2.015 -6.219 9.180 0.302 1.051 0.541 C4 XXT 7 XXT C18 C7 C 0 1 N N N 0.912 -7.879 8.977 -3.249 1.617 0.334 C18 XXT 8 XXT C19 C8 C 0 1 N N N 2.040 -8.786 9.365 -4.193 2.652 -0.222 C19 XXT 9 XXT O6 O2 O 0 1 N N N -0.062 -7.498 10.023 -1.972 1.583 -0.079 O6 XXT 10 XXT C15 C9 C 0 1 N N N -3.132 -5.481 9.934 0.588 1.736 1.878 C15 XXT 11 XXT O2 O3 O 0 1 N N N -3.246 -8.241 10.018 0.378 3.305 -0.378 O2 XXT 12 XXT C7 C10 C 0 1 N N R 0.315 -5.079 9.840 -1.173 -0.703 -0.360 C7 XXT 13 XXT C11 C11 C 0 1 N N N 1.140 -4.745 11.095 -2.506 -0.863 -1.055 C11 XXT 14 XXT C14 C12 C 0 1 N N N 2.256 -5.719 11.478 -3.098 0.011 -1.865 C14 XXT 15 XXT C12 C13 C 0 1 N N N 1.674 -3.396 10.701 -3.015 -2.189 -0.650 C12 XXT 16 XXT O3 O4 O 0 1 N N N 2.709 -2.869 11.113 -4.117 -2.624 -0.919 O3 XXT 17 XXT O1 O5 O 0 1 N N N 0.828 -2.759 9.711 -2.073 -2.848 0.064 O1 XXT 18 XXT C8 C14 C 0 1 N N S -0.200 -3.703 9.387 -1.197 -1.865 0.667 C8 XXT 19 XXT C9 C15 C 0 1 N N N -0.513 -3.589 7.897 0.208 -2.357 0.918 C9 XXT 20 XXT C10 C16 C 0 1 N N R -1.895 -4.143 7.563 1.121 -1.214 1.441 C10 XXT 21 XXT C13 C17 C 0 1 N N N -2.298 -3.677 6.163 2.503 -1.773 1.785 C13 XXT 22 XXT O4 O6 O 0 1 N N N -2.329 -6.819 5.644 3.377 -0.408 -0.803 O4 XXT 23 XXT C16 C18 C 0 1 N N N -3.212 -7.429 4.644 4.714 -0.337 -0.706 C16 XXT 24 XXT O5 O7 O 0 1 N N N -4.308 -6.935 4.432 5.222 0.408 0.098 O5 XXT 25 XXT C17 C19 C 0 1 N N N -2.750 -8.644 3.888 5.580 -1.186 -1.599 C17 XXT 26 XXT H1 H1 H 0 1 N N N -4.468 -7.454 7.988 2.748 2.611 -0.012 H1 XXT 27 XXT H2 H2 H 0 1 N N N -3.322 -8.524 7.111 2.697 1.806 -1.606 H2 XXT 28 XXT H3 H3 H 0 1 N N N -3.770 -5.726 6.692 3.144 0.594 1.024 H3 XXT 29 XXT H4 H4 H 0 1 N N N -1.084 -6.069 11.094 -1.458 0.330 1.510 H4 XXT 30 XXT H5 H5 H 0 1 N N N -0.896 -6.012 7.376 0.939 -0.671 -0.564 H5 XXT 31 XXT H6 H6 H 0 1 N N N -1.656 -8.283 8.688 0.353 1.592 -1.560 H6 XXT 32 XXT H7 H7 H 0 1 N N N 2.667 -8.989 8.484 -5.178 2.524 0.227 H7 XXT 33 XXT H8 H8 H 0 1 N N N 2.648 -8.303 10.144 -3.816 3.649 0.007 H8 XXT 34 XXT H9 H9 H 0 1 N N N 1.633 -9.732 9.752 -4.269 2.532 -1.303 H9 XXT 35 XXT H10 H10 H 0 1 N N N -3.213 -5.883 10.955 1.625 2.072 1.900 H10 XXT 36 XXT H11 H11 H 0 1 N N N -2.896 -4.408 9.980 -0.074 2.594 1.996 H11 XXT 37 XXT H12 H12 H 0 1 N N N -4.087 -5.624 9.407 0.417 1.031 2.692 H12 XXT 38 XXT H13 H13 H 0 1 N N N -2.686 -8.275 10.785 0.705 3.926 -1.043 H13 XXT 39 XXT H14 H14 H 0 1 N N N 1.018 -5.434 9.072 -0.336 -0.764 -1.055 H14 XXT 40 XXT H16 H16 H 0 1 N N N 3.287 -5.399 11.444 -2.620 0.954 -2.084 H16 XXT 41 XXT H17 H17 H 0 1 N N N 2.013 -6.726 11.782 -4.058 -0.223 -2.302 H17 XXT 42 XXT H19 H19 H 0 1 N N N -1.113 -3.470 9.955 -1.628 -1.515 1.605 H19 XXT 43 XXT H20 H20 H 0 1 N N N 0.243 -4.153 7.330 0.179 -3.158 1.657 H20 XXT 44 XXT H21 H21 H 0 1 N N N -0.475 -2.529 7.605 0.621 -2.745 -0.013 H21 XXT 45 XXT H22 H22 H 0 1 N N N -2.615 -3.726 8.283 0.675 -0.764 2.329 H22 XXT 46 XXT H23 H23 H 0 1 N N N -2.285 -2.578 6.124 3.147 -0.964 2.130 H23 XXT 47 XXT H24 H24 H 0 1 N N N -1.589 -4.079 5.425 2.407 -2.522 2.571 H24 XXT 48 XXT H25 H25 H 0 1 N N N -3.311 -4.040 5.933 2.940 -2.231 0.897 H25 XXT 49 XXT H26 H26 H 0 1 N N N -3.532 -8.955 3.180 4.948 -1.788 -2.252 H26 XXT 50 XXT H27 H27 H 0 1 N N N -1.830 -8.404 3.336 6.219 -0.543 -2.204 H27 XXT 51 XXT H28 H28 H 0 1 N N N -2.550 -9.462 4.596 6.200 -1.842 -0.988 H28 XXT 52 # # 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 XXT C17 C16 SING N N 1 XXT O5 C16 DOUB N N 2 XXT C16 O4 SING N N 3 XXT O4 C1 SING N N 4 XXT C13 C10 SING N N 5 XXT C1 C2 SING N N 6 XXT C1 C5 SING N N 7 XXT C10 C5 SING N N 8 XXT C10 C9 SING N N 9 XXT C2 C3 SING N N 10 XXT C5 C4 SING N N 11 XXT O7 C18 DOUB N N 12 XXT C9 C8 SING N N 13 XXT C3 C4 SING N N 14 XXT C3 O2 SING N N 15 XXT C18 C19 SING N N 16 XXT C18 O6 SING N N 17 XXT C4 C15 SING N N 18 XXT C4 C6 SING N N 19 XXT C8 O1 SING N N 20 XXT C8 C7 SING N N 21 XXT O1 C12 SING N N 22 XXT C7 C6 SING N N 23 XXT C7 C11 SING N N 24 XXT O6 C6 SING N N 25 XXT C12 C11 SING N N 26 XXT C12 O3 DOUB N N 27 XXT C11 C14 DOUB N N 28 XXT C2 H1 SING N N 29 XXT C2 H2 SING N N 30 XXT C1 H3 SING N N 31 XXT C6 H4 SING N N 32 XXT C5 H5 SING N N 33 XXT C3 H6 SING N N 34 XXT C19 H7 SING N N 35 XXT C19 H8 SING N N 36 XXT C19 H9 SING N N 37 XXT C15 H10 SING N N 38 XXT C15 H11 SING N N 39 XXT C15 H12 SING N N 40 XXT O2 H13 SING N N 41 XXT C7 H14 SING N N 42 XXT C14 H16 SING N N 43 XXT C14 H17 SING N N 44 XXT C8 H19 SING N N 45 XXT C9 H20 SING N N 46 XXT C9 H21 SING N N 47 XXT C10 H22 SING N N 48 XXT C13 H23 SING N N 49 XXT C13 H24 SING N N 50 XXT C13 H25 SING N N 51 XXT C17 H26 SING N N 52 XXT C17 H27 SING N N 53 XXT C17 H28 SING N N 54 # # 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 XXT InChI InChI 1.03 "InChI=1S/C19H26O7/c1-8-6-12-15(9(2)18(23)26-12)17(25-11(4)21)19(5)14(22)7-13(16(8)19)24-10(3)20/h8,12-17,22H,2,6-7H2,1,3-5H3/t8-,12+,13+,14+,15-,16-,17+,19-/m1/s1" XXT InChIKey InChI 1.03 JXEGMONJOSAULB-IZZBGLMFSA-N XXT SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1C[C@@H]2OC(=O)C(=C)[C@H]2[C@H](OC(C)=O)[C@]3(C)[C@@H](O)C[C@H](OC(C)=O)[C@@H]13" XXT SMILES CACTVS 3.385 "C[CH]1C[CH]2OC(=O)C(=C)[CH]2[CH](OC(C)=O)[C]3(C)[CH](O)C[CH](OC(C)=O)[CH]13" XXT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "C[C@@H]1C[C@H]2[C@H]([C@@H]([C@]3([C@H]1[C@H](C[C@@H]3O)OC(=O)C)C)OC(=O)C)C(=C)C(=O)O2" XXT SMILES "OpenEye OEToolkits" 2.0.5 "CC1CC2C(C(C3(C1C(CC3O)OC(=O)C)C)OC(=O)C)C(=C)C(=O)O2" # _pdbx_chem_comp_identifier.comp_id XXT _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.5 _pdbx_chem_comp_identifier.identifier "[(3~{a}~{S},5~{R},5~{a}~{S},6~{S},8~{S},8~{a}~{S},9~{S},9~{a}~{R})-9-acetyloxy-5,8~{a}-dimethyl-1-methylidene-8-oxidanyl-2-oxidanylidene-4,5,5~{a},6,7,8,9,9~{a}-octahydro-3~{a}~{H}-azuleno[6,5-b]furan-6-yl] ethanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XXT "Create component" 2016-06-28 PDBJ XXT "Initial release" 2017-06-28 RCSB XXT "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id XXT _pdbx_chem_comp_synonyms.name Britannin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##