data_MKS # _chem_comp.id MKS _chem_comp.name "1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms alpha-Mangostin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-26 _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 410.460 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MKS _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 4Y9B _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 MKS CAD C1 C 0 1 N N N -22.035 0.122 -10.972 -5.256 2.854 0.884 CAD MKS 1 MKS CAS C2 C 0 1 N N N -22.261 1.313 -10.017 -4.576 2.626 -0.442 CAS MKS 2 MKS CAE C3 C 0 1 N N N -22.230 2.720 -10.575 -5.202 3.149 -1.709 CAE MKS 3 MKS CAK C4 C 0 1 N N N -22.596 1.125 -8.542 -3.441 1.975 -0.492 CAK MKS 4 MKS CAO C5 C 0 1 N N N -22.675 -0.293 -7.952 -2.886 1.330 0.752 CAO MKS 5 MKS CAX C6 C 0 1 Y N N -21.866 -0.466 -6.817 -2.605 -0.125 0.481 CAX MKS 6 MKS CBD C7 C 0 1 Y N N -22.208 -0.063 -5.499 -1.355 -0.522 0.001 CBD MKS 7 MKS CAZ C8 C 0 1 N N N -23.411 0.599 -5.151 -0.286 0.468 -0.240 CAZ MKS 8 MKS OAF O1 O 0 1 N N N -24.205 0.997 -6.004 -0.505 1.666 -0.257 OAF MKS 9 MKS CBC C9 C 0 1 Y N N -23.714 0.860 -3.806 1.064 -0.083 -0.459 CBC MKS 10 MKS CAV C10 C 0 1 Y N N -24.932 1.440 -3.401 2.194 0.745 -0.434 CAV MKS 11 MKS OAI O2 O 0 1 N N N -25.860 1.755 -4.355 2.060 2.078 -0.218 OAI MKS 12 MKS CAW C11 C 0 1 Y N N -25.230 1.739 -2.057 3.447 0.193 -0.630 CAW MKS 13 MKS CAN C12 C 0 1 N N N -26.475 2.279 -1.632 4.670 1.072 -0.601 CAN MKS 14 MKS CAJ C13 C 0 1 N N N -27.397 1.094 -1.159 5.201 1.148 0.807 CAJ MKS 15 MKS CAR C14 C 0 1 N N N -28.441 1.266 -0.037 6.461 0.879 1.048 CAR MKS 16 MKS CAC C15 C 0 1 N N N -28.660 2.618 0.644 6.952 0.779 2.469 CAC MKS 17 MKS CAB C16 C 0 1 N N N -29.314 0.073 0.367 7.419 0.671 -0.097 CAB MKS 18 MKS CAT C17 C 0 1 Y N N -24.233 1.438 -1.131 3.577 -1.173 -0.853 CAT MKS 19 MKS OAG O3 O 0 1 N N N -24.474 1.728 0.163 4.811 -1.708 -1.040 OAG MKS 20 MKS CAL C18 C 0 1 Y N N -23.017 0.880 -1.501 2.462 -1.996 -0.885 CAL MKS 21 MKS CBA C19 C 0 1 Y N N -22.757 0.597 -2.833 1.195 -1.463 -0.693 CBA MKS 22 MKS OAQ O4 O 0 1 N N N -21.557 0.049 -3.184 0.113 -2.266 -0.739 OAQ MKS 23 MKS CBB C20 C 0 1 Y N N -21.286 -0.365 -4.470 -1.086 -1.875 -0.260 CBB MKS 24 MKS CAM C21 C 0 1 Y N N -20.065 -1.004 -4.700 -2.079 -2.819 -0.023 CAM MKS 25 MKS CAU C22 C 0 1 Y N N -19.754 -1.403 -5.995 -3.315 -2.422 0.454 CAU MKS 26 MKS OAH O5 O 0 1 N N N -18.606 -2.051 -6.317 -4.278 -3.352 0.681 OAH MKS 27 MKS CAY C23 C 0 1 Y N N -20.648 -1.127 -7.022 -3.579 -1.074 0.711 CAY MKS 28 MKS OAP O6 O 0 1 N N N -20.348 -1.515 -8.313 -4.799 -0.698 1.182 OAP MKS 29 MKS CAA C24 C 0 1 N N N -19.350 -0.647 -8.890 -5.798 -0.378 0.212 CAA MKS 30 MKS H1 H1 H 0 1 N N N -22.090 -0.819 -10.405 -4.563 3.345 1.568 H1 MKS 31 MKS H2 H2 H 0 1 N N N -22.810 0.126 -11.752 -6.133 3.485 0.740 H2 MKS 32 MKS H3 H3 H 0 1 N N N -21.043 0.210 -11.440 -5.563 1.896 1.304 H3 MKS 33 MKS H4 H4 H 0 1 N N N -22.408 3.441 -9.763 -6.135 3.659 -1.469 H4 MKS 34 MKS H5 H5 H 0 1 N N N -21.246 2.913 -11.028 -4.519 3.848 -2.190 H5 MKS 35 MKS H6 H6 H 0 1 N N N -23.013 2.828 -11.340 -5.406 2.317 -2.383 H6 MKS 36 MKS H7 H7 H 0 1 N N N -22.777 1.984 -7.914 -2.903 1.899 -1.426 H7 MKS 37 MKS H8 H8 H 0 1 N N N -23.719 -0.497 -7.672 -1.961 1.831 1.039 H8 MKS 38 MKS H9 H9 H 0 1 N N N -22.355 -1.010 -8.722 -3.612 1.416 1.560 H9 MKS 39 MKS H10 H10 H 0 1 N N N -25.507 1.564 -5.216 2.099 2.331 0.715 H10 MKS 40 MKS H11 H11 H 0 1 N N N -26.311 2.978 -0.798 5.435 0.653 -1.255 H11 MKS 41 MKS H12 H12 H 0 1 N N N -26.954 2.811 -2.468 4.407 2.073 -0.945 H12 MKS 42 MKS H13 H13 H 0 1 N N N -27.295 0.130 -1.635 4.544 1.425 1.618 H13 MKS 43 MKS H14 H14 H 0 1 N N N -29.444 2.521 1.410 6.855 -0.251 2.815 H14 MKS 44 MKS H15 H15 H 0 1 N N N -27.723 2.946 1.118 7.998 1.080 2.514 H15 MKS 45 MKS H16 H16 H 0 1 N N N -28.970 3.360 -0.106 6.357 1.433 3.106 H16 MKS 46 MKS H17 H17 H 0 1 N N N -29.996 0.374 1.176 6.911 0.880 -1.038 H17 MKS 47 MKS H18 H18 H 0 1 N N N -29.900 -0.263 -0.501 8.269 1.344 0.014 H18 MKS 48 MKS H19 H19 H 0 1 N N N -28.672 -0.749 0.716 7.769 -0.361 -0.094 H19 MKS 49 MKS H20 H20 H 0 1 N N N -23.724 1.477 0.689 5.242 -1.997 -0.225 H20 MKS 50 MKS H21 H21 H 0 1 N N N -22.272 0.666 -0.749 2.579 -3.055 -1.061 H21 MKS 51 MKS H22 H22 H 0 1 N N N -19.376 -1.184 -3.888 -1.884 -3.864 -0.213 H22 MKS 52 MKS H23 H23 H 0 1 N N N -18.084 -2.179 -5.534 -4.268 -3.718 1.576 H23 MKS 53 MKS H24 H24 H 0 1 N N N -19.127 -0.975 -9.916 -6.720 -0.095 0.720 H24 MKS 54 MKS H25 H25 H 0 1 N N N -19.729 0.385 -8.909 -5.454 0.451 -0.405 H25 MKS 55 MKS H26 H26 H 0 1 N N N -18.433 -0.690 -8.284 -5.984 -1.248 -0.419 H26 MKS 56 # # 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 MKS CAD CAS SING N N 1 MKS CAE CAS SING N N 2 MKS CAS CAK DOUB N N 3 MKS CAA OAP SING N N 4 MKS CAK CAO SING N N 5 MKS OAP CAY SING N N 6 MKS CAO CAX SING N N 7 MKS CAY CAX DOUB Y N 8 MKS CAY CAU SING Y N 9 MKS CAX CBD SING Y N 10 MKS OAH CAU SING N N 11 MKS OAF CAZ DOUB N N 12 MKS CAU CAM DOUB Y N 13 MKS CBD CAZ SING N N 14 MKS CBD CBB DOUB Y N 15 MKS CAZ CBC SING N N 16 MKS CAM CBB SING Y N 17 MKS CBB OAQ SING N N 18 MKS OAI CAV SING N N 19 MKS CBC CAV SING Y N 20 MKS CBC CBA DOUB Y N 21 MKS CAV CAW DOUB Y N 22 MKS OAQ CBA SING N N 23 MKS CBA CAL SING Y N 24 MKS CAW CAN SING N N 25 MKS CAW CAT SING Y N 26 MKS CAN CAJ SING N N 27 MKS CAL CAT DOUB Y N 28 MKS CAJ CAR DOUB N N 29 MKS CAT OAG SING N N 30 MKS CAR CAB SING N N 31 MKS CAR CAC SING N N 32 MKS CAD H1 SING N N 33 MKS CAD H2 SING N N 34 MKS CAD H3 SING N N 35 MKS CAE H4 SING N N 36 MKS CAE H5 SING N N 37 MKS CAE H6 SING N N 38 MKS CAK H7 SING N N 39 MKS CAO H8 SING N N 40 MKS CAO H9 SING N N 41 MKS OAI H10 SING N N 42 MKS CAN H11 SING N N 43 MKS CAN H12 SING N N 44 MKS CAJ H13 SING N N 45 MKS CAC H14 SING N N 46 MKS CAC H15 SING N N 47 MKS CAC H16 SING N N 48 MKS CAB H17 SING N N 49 MKS CAB H18 SING N N 50 MKS CAB H19 SING N N 51 MKS OAG H20 SING N N 52 MKS CAL H21 SING N N 53 MKS CAM H22 SING N N 54 MKS OAH H23 SING N N 55 MKS CAA H24 SING N N 56 MKS CAA H25 SING N N 57 MKS CAA H26 SING N N 58 # # 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 MKS SMILES ACDLabs 12.01 "C\C(=C/Cc3c2C(c1c(c(C\C=C(\C)C)c(O)cc1Oc2cc(O)c3OC)O)=O)C" MKS InChI InChI 1.03 "InChI=1S/C24H26O6/c1-12(2)6-8-14-16(25)10-19-21(22(14)27)23(28)20-15(9-7-13(3)4)24(29-5)17(26)11-18(20)30-19/h6-7,10-11,25-27H,8-9H2,1-5H3" MKS InChIKey InChI 1.03 GNRIZKKCNOBBMO-UHFFFAOYSA-N MKS SMILES_CANONICAL CACTVS 3.385 "COc1c(O)cc2Oc3cc(O)c(CC=C(C)C)c(O)c3C(=O)c2c1CC=C(C)C" MKS SMILES CACTVS 3.385 "COc1c(O)cc2Oc3cc(O)c(CC=C(C)C)c(O)c3C(=O)c2c1CC=C(C)C" MKS SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=CCc1c(cc2c(c1O)C(=O)c3c(cc(c(c3CC=C(C)C)OC)O)O2)O)C" MKS SMILES "OpenEye OEToolkits" 1.9.2 "CC(=CCc1c(cc2c(c1O)C(=O)c3c(cc(c(c3CC=C(C)C)OC)O)O2)O)C" # # 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 MKS "SYSTEMATIC NAME" ACDLabs 12.01 "1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one" MKS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-methoxy-1,7-bis(3-methylbut-2-enyl)-3,6,8-tris(oxidanyl)xanthen-9-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 MKS "Create component" 2015-02-26 PDBJ MKS "Initial release" 2015-09-09 RCSB MKS "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MKS _pdbx_chem_comp_synonyms.name alpha-Mangostin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##