data_XIA # _chem_comp.id XIA _chem_comp.name "(2R,3S)-2-methyl-2-(4-methylpent-3-enyl)-3-oxidanyl-3,4-dihydrochromene-6-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H22 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "xiamenmycin B" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-22 _chem_comp.pdbx_modified_date 2020-06-17 _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 290.354 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 6ISL _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 XIA O39 O1 O 0 1 N N N 32.210 37.885 64.450 5.793 -0.248 0.005 O39 XIA 1 XIA C11 C1 C 0 1 N N N 31.210 38.551 64.272 5.095 0.747 -0.005 C11 XIA 2 XIA O13 O2 O 0 1 N N N 30.890 39.578 65.076 5.662 1.968 -0.059 O13 XIA 3 XIA C6 C2 C 0 1 Y N N 30.195 37.979 63.380 3.626 0.618 0.037 C6 XIA 4 XIA C5 C3 C 0 1 Y N N 30.391 36.698 62.817 3.034 -0.646 0.087 C5 XIA 5 XIA C4 C4 C 0 1 Y N N 29.350 36.136 62.049 1.660 -0.768 0.127 C4 XIA 6 XIA C7 C5 C 0 1 N N N 29.443 34.770 61.403 1.058 -2.150 0.176 C7 XIA 7 XIA C8 C6 C 0 1 N N S 28.051 34.178 61.497 -0.395 -2.063 0.648 C8 XIA 8 XIA O16 O3 O 0 1 N N N 27.989 32.847 60.944 -1.049 -3.314 0.430 O16 XIA 9 XIA C9 C7 C 0 1 N N R 27.037 35.087 60.788 -1.098 -0.963 -0.158 C9 XIA 10 XIA C15 C8 C 0 1 N N N 27.454 35.304 59.296 -0.945 -1.242 -1.654 C15 XIA 11 XIA O10 O4 O 0 1 N N N 27.041 36.390 61.308 -0.491 0.289 0.162 O10 XIA 12 XIA C3 C9 C 0 1 Y N N 28.110 36.909 61.942 0.863 0.367 0.119 C3 XIA 13 XIA C2 C10 C 0 1 Y N N 27.986 38.167 62.502 1.452 1.630 0.066 C2 XIA 14 XIA C1 C11 C 0 1 Y N N 29.015 38.701 63.252 2.820 1.760 0.031 C1 XIA 15 XIA C17 C12 C 0 1 N N N 25.619 34.551 60.916 -2.583 -0.925 0.209 C17 XIA 16 XIA C18 C13 C 0 1 N N N 25.119 34.318 62.374 -3.299 0.105 -0.667 C18 XIA 17 XIA C19 C14 C 0 1 N N N 23.824 33.490 62.275 -4.761 0.144 -0.305 C19 XIA 18 XIA C21 C15 C 0 1 N N N 22.956 33.326 63.306 -5.307 1.263 0.100 C21 XIA 19 XIA C23 C16 C 0 1 N N N 23.035 33.974 64.661 -4.448 2.480 0.331 C23 XIA 20 XIA C22 C17 C 0 1 N N N 21.769 32.459 63.107 -6.794 1.336 0.334 C22 XIA 21 XIA H1 H1 H 0 1 N N N 31.550 39.668 65.753 6.628 2.002 -0.089 H1 XIA 22 XIA H2 H2 H 0 1 N N N 31.316 36.162 62.971 3.654 -1.531 0.095 H2 XIA 23 XIA H3 H3 H 0 1 N N N 30.166 34.139 61.942 1.090 -2.595 -0.819 H3 XIA 24 XIA H4 H4 H 0 1 N N N 29.750 34.863 60.351 1.628 -2.770 0.868 H4 XIA 25 XIA H5 H5 H 0 1 N N N 27.773 34.134 62.560 -0.422 -1.814 1.709 H5 XIA 26 XIA H6 H6 H 0 1 N N N 28.618 32.290 61.387 -0.643 -4.057 0.898 H6 XIA 27 XIA H7 H7 H 0 1 N N N 28.483 35.691 59.255 -1.438 -0.454 -2.224 H7 XIA 28 XIA H8 H8 H 0 1 N N N 27.401 34.346 58.758 0.114 -1.269 -1.912 H8 XIA 29 XIA H9 H9 H 0 1 N N N 26.771 36.027 58.826 -1.401 -2.203 -1.893 H9 XIA 30 XIA H10 H10 H 0 1 N N N 27.080 38.735 62.352 0.829 2.513 0.058 H10 XIA 31 XIA H11 H11 H 0 1 N N N 28.905 39.663 63.731 3.270 2.740 -0.009 H11 XIA 32 XIA H12 H12 H 0 1 N N N 24.940 35.271 60.436 -3.023 -1.908 0.047 H12 XIA 33 XIA H13 H13 H 0 1 N N N 25.571 33.590 60.383 -2.691 -0.647 1.258 H13 XIA 34 XIA H14 H14 H 0 1 N N N 25.877 33.768 62.951 -2.858 1.089 -0.504 H14 XIA 35 XIA H15 H15 H 0 1 N N N 24.915 35.282 62.863 -3.191 -0.172 -1.716 H15 XIA 36 XIA H16 H16 H 0 1 N N N 23.594 33.014 61.333 -5.359 -0.752 -0.380 H16 XIA 37 XIA H17 H17 H 0 1 N N N 22.186 33.642 65.277 -4.305 3.008 -0.612 H17 XIA 38 XIA H18 H18 H 0 1 N N N 23.977 33.687 65.150 -4.937 3.140 1.046 H18 XIA 39 XIA H19 H19 H 0 1 N N N 23.000 35.068 64.547 -3.479 2.171 0.725 H19 XIA 40 XIA H20 H20 H 0 1 N N N 21.174 32.433 64.032 -7.243 0.367 0.116 H20 XIA 41 XIA H21 H21 H 0 1 N N N 21.155 32.860 62.287 -6.985 1.599 1.374 H21 XIA 42 XIA H22 H22 H 0 1 N N N 22.098 31.440 62.854 -7.228 2.093 -0.319 H22 XIA 43 # # 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 XIA C15 C9 SING N N 1 XIA C9 C17 SING N N 2 XIA C9 O10 SING N N 3 XIA C9 C8 SING N N 4 XIA C17 C18 SING N N 5 XIA O16 C8 SING N N 6 XIA O10 C3 SING N N 7 XIA C7 C8 SING N N 8 XIA C7 C4 SING N N 9 XIA C3 C4 DOUB Y N 10 XIA C3 C2 SING Y N 11 XIA C4 C5 SING Y N 12 XIA C19 C18 SING N N 13 XIA C19 C21 DOUB N N 14 XIA C2 C1 DOUB Y N 15 XIA C5 C6 DOUB Y N 16 XIA C22 C21 SING N N 17 XIA C1 C6 SING Y N 18 XIA C21 C23 SING N N 19 XIA C6 C11 SING N N 20 XIA C11 O39 DOUB N N 21 XIA C11 O13 SING N N 22 XIA O13 H1 SING N N 23 XIA C5 H2 SING N N 24 XIA C7 H3 SING N N 25 XIA C7 H4 SING N N 26 XIA C8 H5 SING N N 27 XIA O16 H6 SING N N 28 XIA C15 H7 SING N N 29 XIA C15 H8 SING N N 30 XIA C15 H9 SING N N 31 XIA C2 H10 SING N N 32 XIA C1 H11 SING N N 33 XIA C17 H12 SING N N 34 XIA C17 H13 SING N N 35 XIA C18 H14 SING N N 36 XIA C18 H15 SING N N 37 XIA C19 H16 SING N N 38 XIA C23 H17 SING N N 39 XIA C23 H18 SING N N 40 XIA C23 H19 SING N N 41 XIA C22 H20 SING N N 42 XIA C22 H21 SING N N 43 XIA C22 H22 SING N N 44 # # 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 XIA InChI InChI 1.03 "InChI=1S/C17H22O4/c1-11(2)5-4-8-17(3)15(18)10-13-9-12(16(19)20)6-7-14(13)21-17/h5-7,9,15,18H,4,8,10H2,1-3H3,(H,19,20)/t15-,17+/m0/s1" XIA InChIKey InChI 1.03 ZBMFQFAGMKFJIS-DOTOQJQBSA-N XIA SMILES_CANONICAL CACTVS 3.385 "CC(C)=CCC[C@@]1(C)Oc2ccc(cc2C[C@@H]1O)C(O)=O" XIA SMILES CACTVS 3.385 "CC(C)=CCC[C]1(C)Oc2ccc(cc2C[CH]1O)C(O)=O" XIA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=CCC[C@@]1([C@H](Cc2cc(ccc2O1)C(=O)O)O)C)C" XIA SMILES "OpenEye OEToolkits" 2.0.6 "CC(=CCCC1(C(Cc2cc(ccc2O1)C(=O)O)O)C)C" # _pdbx_chem_comp_identifier.comp_id XIA _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(2~{R},3~{S})-2-methyl-2-(4-methylpent-3-enyl)-3-oxidanyl-3,4-dihydrochromene-6-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XIA "Create component" 2018-11-22 PDBJ XIA "Initial release" 2019-11-20 RCSB XIA "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id XIA _pdbx_chem_comp_synonyms.name "xiamenmycin B" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##