data_MKU # _chem_comp.id MKU _chem_comp.name "5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H,6H-pyrano[3,2-b]xanthen-6-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 3-isomangostin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-02 _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 MKU _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 4Y9G _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 MKU CAB C1 C 0 1 N N N -21.928 0.485 -10.542 -5.609 -2.457 -0.715 CAB MKU 1 MKU CAR C2 C 0 1 N N N -21.676 1.666 -9.622 -4.737 -2.422 0.513 CAR MKU 2 MKU CAC C3 C 0 1 N N N -21.439 3.048 -10.219 -5.231 -3.022 1.805 CAC MKU 3 MKU CAK C4 C 0 1 N N N -21.605 1.479 -8.102 -3.550 -1.871 0.458 CAK MKU 4 MKU CAN C5 C 0 1 N N N -21.906 0.078 -7.565 -3.109 -1.153 -0.791 CAN MKU 5 MKU CAW C6 C 0 1 Y N N -21.176 -0.201 -6.408 -2.646 0.236 -0.436 CAW MKU 6 MKU CBC C7 C 0 1 Y N N -21.543 0.143 -5.074 -1.309 0.469 -0.112 CBC MKU 7 MKU CAY C8 C 0 1 N N N -22.716 0.844 -4.746 -0.322 -0.631 -0.122 CAY MKU 8 MKU OAF O1 O 0 1 N N N -23.351 1.418 -5.628 -0.658 -1.801 -0.178 OAF MKU 9 MKU CBB C9 C 0 1 Y N N -23.122 0.927 -3.406 1.094 -0.226 -0.059 CBB MKU 10 MKU CAT C10 C 0 1 Y N N -24.390 1.403 -3.038 2.120 -1.138 -0.328 CAT MKU 11 MKU OAH O2 O 0 1 N N N -25.258 1.799 -4.004 1.823 -2.426 -0.637 OAH MKU 12 MKU CAV C11 C 0 1 Y N N -24.821 1.509 -1.720 3.442 -0.723 -0.278 CAV MKU 13 MKU CAI C12 C 0 1 N N N -26.179 1.601 -1.480 4.525 -1.729 -0.573 CAI MKU 14 MKU CAJ C13 C 0 1 N N N -26.639 1.349 -0.197 5.831 -0.999 -0.896 CAJ MKU 15 MKU CBD C14 C 0 1 N N N -25.770 1.533 0.893 6.067 0.066 0.183 CBD MKU 16 MKU CAD C15 C 0 1 N N N -26.274 0.645 2.034 7.422 0.739 -0.044 CAD MKU 17 MKU CAE C16 C 0 1 N N N -25.807 2.995 1.387 6.041 -0.588 1.566 CAE MKU 18 MKU OAP O3 O 0 1 N N N -24.367 1.203 0.585 5.025 1.038 0.091 OAP MKU 19 MKU CAU C17 C 0 1 Y N N -23.938 1.120 -0.716 3.742 0.594 0.041 CAU MKU 20 MKU CAM C18 C 0 1 Y N N -22.660 0.630 -1.036 2.724 1.500 0.318 CAM MKU 21 MKU CBA C19 C 0 1 Y N N -22.263 0.536 -2.379 1.396 1.105 0.275 CBA MKU 22 MKU OAQ O4 O 0 1 N N N -21.006 0.088 -2.728 0.419 1.991 0.556 OAQ MKU 23 MKU CAZ C20 C 0 1 Y N N -20.680 -0.234 -4.020 -0.869 1.759 0.226 CAZ MKU 24 MKU CAL C21 C 0 1 Y N N -19.499 -0.932 -4.269 -1.783 2.806 0.225 CAL MKU 25 MKU CAS C22 C 0 1 Y N N -19.162 -1.269 -5.578 -3.107 2.571 -0.099 CAS MKU 26 MKU OAG O5 O 0 1 N N N -18.029 -1.953 -5.920 -3.992 3.601 -0.097 OAG MKU 27 MKU CAX C23 C 0 1 Y N N -19.996 -0.901 -6.619 -3.541 1.286 -0.433 CAX MKU 28 MKU OAO O6 O 0 1 N N N -19.647 -1.223 -7.906 -4.846 1.069 -0.751 OAO MKU 29 MKU CAA C24 C 0 1 N N N -19.753 -0.012 -8.659 -5.729 0.741 0.323 CAA MKU 30 MKU H1 H1 H 0 1 N N N -22.077 -0.424 -9.940 -5.065 -2.929 -1.534 H1 MKU 31 MKU H2 H2 H 0 1 N N N -22.827 0.676 -11.146 -6.513 -3.029 -0.503 H2 MKU 32 MKU H3 H3 H 0 1 N N N -21.063 0.347 -11.207 -5.880 -1.440 -0.998 H3 MKU 33 MKU H4 H4 H 0 1 N N N -21.276 3.775 -9.409 -4.942 -4.071 1.852 H4 MKU 34 MKU H5 H5 H 0 1 N N N -20.553 3.019 -10.870 -4.791 -2.485 2.646 H5 MKU 35 MKU H6 H6 H 0 1 N N N -22.318 3.348 -10.809 -6.317 -2.941 1.851 H6 MKU 36 MKU H7 H7 H 0 1 N N N -21.355 2.296 -7.442 -2.887 -1.931 1.309 H7 MKU 37 MKU H8 H8 H 0 1 N N N -22.979 0.008 -7.335 -2.290 -1.702 -1.255 H8 MKU 38 MKU H9 H9 H 0 1 N N N -21.647 -0.662 -8.336 -3.945 -1.091 -1.488 H9 MKU 39 MKU H10 H10 H 0 1 N N N -24.825 1.775 -4.849 1.702 -2.586 -1.583 H10 MKU 40 MKU H11 H11 H 0 1 N N N -26.487 2.624 -1.741 4.673 -2.368 0.297 H11 MKU 41 MKU H12 H12 H 0 1 N N N -26.677 0.886 -2.151 4.231 -2.340 -1.426 H12 MKU 42 MKU H13 H13 H 0 1 N N N -27.505 2.006 -0.032 6.659 -1.709 -0.898 H13 MKU 43 MKU H14 H14 H 0 1 N N N -26.966 0.299 -0.173 5.754 -0.521 -1.873 H14 MKU 44 MKU H15 H15 H 0 1 N N N -25.617 0.762 2.908 7.433 1.211 -1.027 H15 MKU 45 MKU H16 H16 H 0 1 N N N -27.299 0.941 2.303 7.585 1.495 0.724 H16 MKU 46 MKU H17 H17 H 0 1 N N N -26.269 -0.406 1.710 8.212 -0.009 0.008 H17 MKU 47 MKU H18 H18 H 0 1 N N N -25.120 3.112 2.238 6.826 -1.342 1.626 H18 MKU 48 MKU H19 H19 H 0 1 N N N -25.498 3.665 0.571 6.209 0.172 2.330 H19 MKU 49 MKU H20 H20 H 0 1 N N N -26.829 3.249 1.703 5.071 -1.058 1.728 H20 MKU 50 MKU H21 H21 H 0 1 N N N -21.985 0.326 -0.250 2.970 2.521 0.570 H21 MKU 51 MKU H22 H22 H 0 1 N N N -18.849 -1.210 -3.452 -1.458 3.804 0.477 H22 MKU 52 MKU H23 H23 H 0 1 N N N -17.532 -2.155 -5.136 -4.069 4.056 -0.947 H23 MKU 53 MKU H24 H24 H 0 1 N N N -19.484 -0.207 -9.708 -6.736 0.594 -0.068 H24 MKU 54 MKU H25 H25 H 0 1 N N N -20.787 0.361 -8.609 -5.390 -0.176 0.805 H25 MKU 55 MKU H26 H26 H 0 1 N N N -19.070 0.742 -8.239 -5.736 1.553 1.049 H26 MKU 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 MKU CAB CAR SING N N 1 MKU CAC CAR SING N N 2 MKU CAR CAK DOUB N N 3 MKU CAA OAO SING N N 4 MKU CAK CAN SING N N 5 MKU OAO CAX SING N N 6 MKU CAN CAW SING N N 7 MKU CAX CAW DOUB Y N 8 MKU CAX CAS SING Y N 9 MKU CAW CBC SING Y N 10 MKU OAG CAS SING N N 11 MKU OAF CAY DOUB N N 12 MKU CAS CAL DOUB Y N 13 MKU CBC CAY SING N N 14 MKU CBC CAZ DOUB Y N 15 MKU CAY CBB SING N N 16 MKU CAL CAZ SING Y N 17 MKU CAZ OAQ SING N N 18 MKU OAH CAT SING N N 19 MKU CBB CAT SING Y N 20 MKU CBB CBA DOUB Y N 21 MKU CAT CAV DOUB Y N 22 MKU OAQ CBA SING N N 23 MKU CBA CAM SING Y N 24 MKU CAV CAI SING N N 25 MKU CAV CAU SING Y N 26 MKU CAI CAJ SING N N 27 MKU CAM CAU DOUB Y N 28 MKU CAU OAP SING N N 29 MKU CAJ CBD SING N N 30 MKU OAP CBD SING N N 31 MKU CBD CAE SING N N 32 MKU CBD CAD SING N N 33 MKU CAB H1 SING N N 34 MKU CAB H2 SING N N 35 MKU CAB H3 SING N N 36 MKU CAC H4 SING N N 37 MKU CAC H5 SING N N 38 MKU CAC H6 SING N N 39 MKU CAK H7 SING N N 40 MKU CAN H8 SING N N 41 MKU CAN H9 SING N N 42 MKU OAH H10 SING N N 43 MKU CAI H11 SING N N 44 MKU CAI H12 SING N N 45 MKU CAJ H13 SING N N 46 MKU CAJ H14 SING N N 47 MKU CAD H15 SING N N 48 MKU CAD H16 SING N N 49 MKU CAD H17 SING N N 50 MKU CAE H18 SING N N 51 MKU CAE H19 SING N N 52 MKU CAE H20 SING N N 53 MKU CAM H21 SING N N 54 MKU CAL H22 SING N N 55 MKU OAG H23 SING N N 56 MKU CAA H24 SING N N 57 MKU CAA H25 SING N N 58 MKU CAA H26 SING N N 59 # # 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 MKU SMILES ACDLabs 12.01 "C\C(=C/Cc4c3C(c2c(c1CCC(C)(C)Oc1cc2Oc3cc(O)c4OC)O)=O)C" MKU InChI InChI 1.03 "InChI=1S/C24H26O6/c1-12(2)6-7-14-19-17(10-15(25)23(14)28-5)29-18-11-16-13(8-9-24(3,4)30-16)21(26)20(18)22(19)27/h6,10-11,25-26H,7-9H2,1-5H3" MKU InChIKey InChI 1.03 KJCDBAVVDILRMP-UHFFFAOYSA-N MKU SMILES_CANONICAL CACTVS 3.385 "COc1c(O)cc2Oc3cc4OC(C)(C)CCc4c(O)c3C(=O)c2c1CC=C(C)C" MKU SMILES CACTVS 3.385 "COc1c(O)cc2Oc3cc4OC(C)(C)CCc4c(O)c3C(=O)c2c1CC=C(C)C" MKU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=CCc1c2c(cc(c1OC)O)Oc3cc4c(c(c3C2=O)O)CCC(O4)(C)C)C" MKU SMILES "OpenEye OEToolkits" 1.9.2 "CC(=CCc1c2c(cc(c1OC)O)Oc3cc4c(c(c3C2=O)O)CCC(O4)(C)C)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 MKU "SYSTEMATIC NAME" ACDLabs 12.01 "5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H,6H-pyrano[3,2-b]xanthen-6-one" MKU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)-5,9-bis(oxidanyl)-3,4-dihydropyrano[3,2-b]xanthen-6-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 MKU "Create component" 2015-03-02 PDBJ MKU "Initial release" 2015-09-09 RCSB MKU "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MKU _pdbx_chem_comp_synonyms.name 3-isomangostin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##