data_DXA # _chem_comp.id DXA _chem_comp.name "1,2-HYDRO-1-OXY-3,4-HYDRO-3-(1-METHOXY-2-OXY-3,4-DIHYDROXYPENTYL)-8,9-DIHYDROXY-7-(SEC-BUTYL)-ANTHRACENE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H30 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 430.491 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DXA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1CP8 _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 DXA C1 C1 C 0 1 N N N 8.609 -2.559 -4.732 -2.105 -0.572 -0.621 C1 DXA 1 DXA O1 O1 O 0 1 N N N 7.781 -3.114 -4.072 -3.199 -0.934 -0.239 O1 DXA 2 DXA C9A C9A C 0 1 Y N N 8.362 -1.212 -5.293 -1.075 -0.134 0.329 C9A DXA 3 DXA C2 C2 C 0 1 N N N 9.962 -3.247 -5.023 -1.756 -0.557 -2.095 C2 DXA 4 DXA C3 C3 C 0 1 N N R 10.441 -2.904 -6.449 -1.003 0.749 -2.375 C3 DXA 5 DXA C4 C4 C 0 1 N N N 10.572 -1.377 -6.636 0.314 0.749 -1.606 C4 DXA 6 DXA C4A C4A C 0 1 Y N N 9.311 -0.630 -6.258 0.089 0.508 -0.137 C4A DXA 7 DXA C10 C10 C 0 1 Y N N 9.034 0.683 -6.822 1.038 0.923 0.743 C10 DXA 8 DXA C5A C5A C 0 1 Y N N 7.847 1.392 -6.425 0.877 0.714 2.126 C5A DXA 9 DXA C5 C5 C 0 1 Y N N 7.598 2.677 -7.005 1.854 1.141 3.038 C5 DXA 10 DXA C6 C6 C 0 1 Y N N 6.397 3.422 -6.632 1.683 0.924 4.373 C6 DXA 11 DXA C7 C7 C 0 1 Y N N 5.457 2.863 -5.654 0.549 0.281 4.856 C7 DXA 12 DXA C8 C8 C 0 1 Y N N 5.720 1.545 -5.095 -0.432 -0.156 3.993 C8 DXA 13 DXA O8 O8 O 0 1 N N N 4.770 0.949 -4.298 -1.534 -0.786 4.472 O8 DXA 14 DXA C8A C8A C 0 1 Y N N 6.917 0.819 -5.475 -0.283 0.061 2.608 C8A DXA 15 DXA C9 C9 C 0 1 Y N N 7.167 -0.485 -4.905 -1.265 -0.362 1.695 C9 DXA 16 DXA O9 O9 O 0 1 N N N 6.370 -0.972 -4.120 -2.384 -0.984 2.135 O9 DXA 17 DXA CME CME C 0 1 N N N 11.137 -5.601 -7.774 -2.246 2.381 -4.670 CME DXA 18 DXA "C6'" "C6'" C 0 1 N N R 4.313 3.706 -5.121 0.394 0.056 6.338 "C6'" DXA 19 DXA "C1'" "C1'" C 0 1 N N S 11.780 -3.585 -6.741 -0.720 0.864 -3.874 "C1'" DXA 20 DXA "O1'" "O1'" O 0 1 N N N 11.647 -4.985 -6.612 -1.954 0.985 -4.584 "O1'" DXA 21 DXA "C2'" "C2'" C 0 1 N N N 12.831 -3.090 -5.745 0.011 -0.366 -4.343 "C2'" DXA 22 DXA "O2'" "O2'" O 0 1 N N N 12.895 -3.527 -4.636 -0.610 -1.323 -4.739 "O2'" DXA 23 DXA "C3'" "C3'" C 0 1 N N S 13.797 -2.010 -6.235 1.517 -0.404 -4.317 "C3'" DXA 24 DXA "O3'" "O3'" O 0 1 N N N 13.626 -0.845 -5.468 1.956 -1.748 -4.114 "O3'" DXA 25 DXA "C4'" "C4'" C 0 1 N N R 15.239 -2.500 -6.104 2.063 0.114 -5.649 "C4'" DXA 26 DXA "O4'" "O4'" O 0 1 N N N 16.100 -1.510 -6.605 1.584 -0.709 -6.714 "O4'" DXA 27 DXA "C5'" "C5'" C 0 1 N N N 15.474 -3.796 -6.881 3.592 0.076 -5.623 "C5'" DXA 28 DXA "C7'" "C7'" C 0 1 N N N 3.376 4.157 -6.245 0.397 1.404 7.062 "C7'" DXA 29 DXA "C8'" "C8'" C 0 1 N N N 4.882 4.918 -4.372 1.554 -0.799 6.848 "C8'" DXA 30 DXA "C9'" "C9'" C 0 1 N N N 3.781 5.884 -3.934 1.397 -1.028 8.353 "C9'" DXA 31 DXA H21 1H2 H 0 1 N N N 10.693 -2.904 -4.288 -2.667 -0.594 -2.692 H21 DXA 32 DXA H22 2H2 H 0 1 N N N 9.913 -4.348 -4.854 -1.120 -1.409 -2.334 H22 DXA 33 DXA H3 H3 H 0 1 N N N 9.702 -3.274 -7.158 -1.611 1.595 -2.054 H3 DXA 34 DXA H4A H4A H 0 1 N N N 11.395 -0.999 -6.029 0.805 1.713 -1.739 H4A DXA 35 DXA H4E H4E H 0 1 N N N 10.813 -1.151 -7.675 0.958 -0.035 -2.002 H4E DXA 36 DXA H10 H10 H 0 1 N N N 9.707 1.121 -7.548 1.925 1.419 0.377 H10 DXA 37 DXA H5 H5 H 0 1 N N N 8.297 3.095 -7.709 2.742 1.643 2.682 H5 DXA 38 DXA H6 H6 H 0 1 N N N 6.200 4.406 -7.088 2.441 1.257 5.066 H6 DXA 39 DXA HO8 HO8 H 0 1 N N N 5.182 0.312 -3.756 -1.330 -1.731 4.489 HO8 DXA 40 DXA HO9 HO9 H 0 1 N N N 5.587 -0.496 -3.866 -2.191 -1.931 2.148 HO9 DXA 41 DXA H11 1H1 H 0 1 N N N 11.908 -5.653 -8.543 -3.222 2.520 -5.135 H11 DXA 42 DXA H12 2H1 H 0 1 N N N 10.802 -6.614 -7.549 -2.256 2.812 -3.669 H12 DXA 43 DXA H13 3H1 H 0 1 N N N 10.293 -5.035 -8.165 -1.483 2.876 -5.271 H13 DXA 44 DXA "H6'" "H6'" H 0 1 N N N 3.744 3.098 -4.417 -0.548 -0.456 6.531 "H6'" DXA 45 DXA "H1'" "H1'" H 0 1 N N N 12.118 -3.343 -7.750 -0.105 1.745 -4.061 "H1'" DXA 46 DXA "H3'" "H3'" H 0 1 N N N 13.564 -1.769 -7.272 1.882 0.224 -3.505 "H3'" DXA 47 DXA HO3 HO3 H 0 1 N N N 13.086 -0.258 -5.981 1.613 -2.269 -4.852 HO3 DXA 48 DXA "H4'" "H4'" H 0 1 N N N 15.489 -2.646 -5.053 1.728 1.140 -5.804 "H4'" DXA 49 DXA HO4 HO4 H 0 1 N N N 16.984 -1.816 -6.453 1.902 -1.605 -6.538 HO4 DXA 50 DXA H51 1H5 H 0 1 N N N 14.828 -4.593 -6.513 3.981 0.446 -6.572 H51 DXA 51 DXA H52 2H5 H 0 1 N N N 15.266 -3.656 -7.942 3.957 0.705 -4.811 H52 DXA 52 DXA H53 3H5 H 0 1 N N N 16.508 -4.127 -6.781 3.927 -0.949 -5.468 H53 DXA 53 DXA H71 1H7 H 0 1 N N N 2.432 4.521 -5.839 1.339 1.917 6.869 H71 DXA 54 DXA H72 2H7 H 0 1 N N N 3.151 3.333 -6.921 -0.429 2.014 6.699 H72 DXA 55 DXA H73 3H7 H 0 1 N N N 3.823 4.960 -6.828 0.285 1.241 8.134 H73 DXA 56 DXA H81 1H8 H 0 1 N N N 5.592 5.444 -5.009 2.496 -0.286 6.656 H81 DXA 57 DXA H82 2H8 H 0 1 N N N 5.438 4.578 -3.498 1.552 -1.759 6.333 H82 DXA 58 DXA H91 1H9 H 0 1 N N N 3.124 5.420 -3.200 2.224 -1.638 8.716 H91 DXA 59 DXA H92 2H9 H 0 1 N N N 3.173 6.193 -4.784 1.399 -0.068 8.869 H92 DXA 60 DXA H93 3H9 H 0 1 N N N 4.209 6.781 -3.484 0.454 -1.541 8.545 H93 DXA 61 # 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 DXA C1 O1 DOUB N N 1 DXA C1 C9A SING N N 2 DXA C1 C2 SING N N 3 DXA C9A C4A DOUB Y N 4 DXA C9A C9 SING Y N 5 DXA C2 C3 SING N N 6 DXA C2 H21 SING N N 7 DXA C2 H22 SING N N 8 DXA C3 C4 SING N N 9 DXA C3 "C1'" SING N N 10 DXA C3 H3 SING N N 11 DXA C4 C4A SING N N 12 DXA C4 H4A SING N N 13 DXA C4 H4E SING N N 14 DXA C4A C10 SING Y N 15 DXA C10 C5A DOUB Y N 16 DXA C10 H10 SING N N 17 DXA C5A C5 SING Y N 18 DXA C5A C8A SING Y N 19 DXA C5 C6 DOUB Y N 20 DXA C5 H5 SING N N 21 DXA C6 C7 SING Y N 22 DXA C6 H6 SING N N 23 DXA C7 C8 DOUB Y N 24 DXA C7 "C6'" SING N N 25 DXA C8 O8 SING N N 26 DXA C8 C8A SING Y N 27 DXA O8 HO8 SING N N 28 DXA C8A C9 DOUB Y N 29 DXA C9 O9 SING N N 30 DXA O9 HO9 SING N N 31 DXA CME "O1'" SING N N 32 DXA CME H11 SING N N 33 DXA CME H12 SING N N 34 DXA CME H13 SING N N 35 DXA "C6'" "C7'" SING N N 36 DXA "C6'" "C8'" SING N N 37 DXA "C6'" "H6'" SING N N 38 DXA "C1'" "O1'" SING N N 39 DXA "C1'" "C2'" SING N N 40 DXA "C1'" "H1'" SING N N 41 DXA "C2'" "O2'" DOUB N N 42 DXA "C2'" "C3'" SING N N 43 DXA "C3'" "O3'" SING N N 44 DXA "C3'" "C4'" SING N N 45 DXA "C3'" "H3'" SING N N 46 DXA "O3'" HO3 SING N N 47 DXA "C4'" "O4'" SING N N 48 DXA "C4'" "C5'" SING N N 49 DXA "C4'" "H4'" SING N N 50 DXA "O4'" HO4 SING N N 51 DXA "C5'" H51 SING N N 52 DXA "C5'" H52 SING N N 53 DXA "C5'" H53 SING N N 54 DXA "C7'" H71 SING N N 55 DXA "C7'" H72 SING N N 56 DXA "C7'" H73 SING N N 57 DXA "C8'" "C9'" SING N N 58 DXA "C8'" H81 SING N N 59 DXA "C8'" H82 SING N N 60 DXA "C9'" H91 SING N N 61 DXA "C9'" H92 SING N N 62 DXA "C9'" H93 SING N N 63 # 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 DXA SMILES ACDLabs 10.04 "O=C(C(O)C(O)C)C(OC)C3CC(=O)c2c(cc1ccc(c(O)c1c2O)C(C)CC)C3" DXA SMILES_CANONICAL CACTVS 3.341 "CC[C@@H](C)c1ccc2cc3C[C@H](CC(=O)c3c(O)c2c1O)[C@H](OC)C(=O)[C@@H](O)[C@@H](C)O" DXA SMILES CACTVS 3.341 "CC[CH](C)c1ccc2cc3C[CH](CC(=O)c3c(O)c2c1O)[CH](OC)C(=O)[CH](O)[CH](C)O" DXA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@@H](C)c1ccc2cc3c(c(c2c1O)O)C(=O)C[C@@H](C3)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC" DXA SMILES "OpenEye OEToolkits" 1.5.0 "CCC(C)c1ccc2cc3c(c(c2c1O)O)C(=O)CC(C3)C(C(=O)C(C(C)O)O)OC" DXA InChI InChI 1.03 "InChI=1S/C24H30O7/c1-5-11(2)16-7-6-13-8-14-9-15(24(31-4)23(30)20(27)12(3)25)10-17(26)18(14)22(29)19(13)21(16)28/h6-8,11-12,15,20,24-25,27-29H,5,9-10H2,1-4H3/t11-,12-,15-,20+,24+/m1/s1" DXA InChIKey InChI 1.03 XGORHSPGULYMCV-HHYQQTLHSA-N # 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 DXA "SYSTEMATIC NAME" ACDLabs 10.04 "(1S)-5-deoxy-1-C-{(2R)-5,10-dihydroxy-6-[(1R)-1-methylpropyl]-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl}-1-O-methyl-D-xylulose" DXA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R)-7-[(2R)-butan-2-yl]-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxo-pentyl]-8,9-dihydroxy-3,4-dihydro-2H-anthracen-1-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 DXA "Create component" 1999-07-08 RCSB DXA "Modify descriptor" 2011-06-04 RCSB #