data_CPH # _chem_comp.id CPH _chem_comp.name "(1S)-5-deoxy-1-O-methyl-1-C-[(2R,3S)-3,5,7,10-tetrahydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl]-D-xylulose" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms None _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2021-05-11 _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 420.410 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CPH _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 4LAI _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 CPH C1 C1 C 0 1 N N N -0.792 17.340 62.783 -0.255 2.327 -0.143 C1 CPH 1 CPH O1 O1 O 0 1 N N N -0.739 16.239 62.220 -0.055 3.140 0.735 O1 CPH 2 CPH C2 C2 C 0 1 N N S 0.107 17.476 63.975 -1.476 2.421 -1.034 C2 CPH 3 CPH C3 C3 C 0 1 N N R 0.733 18.837 64.034 -2.040 1.003 -1.191 C3 CPH 4 CPH C4 C4 C 0 1 N N N -0.342 19.935 64.043 -1.022 0.132 -1.923 C4 CPH 5 CPH C5 C5 C 0 1 Y N N -3.926 21.855 61.284 3.330 -1.955 -1.039 C5 CPH 6 CPH C6 C6 C 0 1 Y N N -4.970 21.717 60.438 4.564 -1.955 -0.422 C6 CPH 7 CPH C7 C7 C 0 1 Y N N -5.387 20.493 59.864 4.942 -0.908 0.420 C7 CPH 8 CPH C8 C8 C 0 1 Y N N -4.617 19.356 60.187 4.095 0.157 0.645 C8 CPH 9 CPH O8 O8 O 0 1 N N N -4.929 18.198 59.628 4.475 1.169 1.466 O8 CPH 10 CPH C9 C9 C 0 1 Y N N -2.630 18.339 61.370 1.931 1.237 0.249 C9 CPH 11 CPH O9 O9 O 0 1 N N N -2.900 17.185 60.732 2.271 2.260 1.067 O9 CPH 12 CPH "C1'" "C1'" C 0 1 N N S 1.711 19.035 65.254 -2.320 0.409 0.191 "C1'" CPH 13 CPH "O1'" "O1'" O 0 1 N N N 0.860 19.066 66.407 -1.087 0.228 0.890 "O1'" CPH 14 CPH C10 C10 C 0 1 Y N N -2.119 20.851 62.586 1.176 -0.874 -1.442 C10 CPH 15 CPH "C2'" "C2'" C 0 1 N N N 2.533 20.225 65.108 -3.009 -0.922 0.035 "C2'" CPH 16 CPH "O2'" "O2'" O 0 1 N N N 3.178 20.410 64.089 -2.399 -1.945 0.234 "O2'" CPH 17 CPH "C3'" "C3'" C 0 1 N N S 2.621 21.255 66.248 -4.460 -0.976 -0.369 "C3'" CPH 18 CPH "O3'" "O3'" O 0 1 N N N 3.861 22.006 66.088 -4.793 -2.306 -0.773 "O3'" CPH 19 CPH "C4'" "C4'" C 0 1 N N R 1.386 22.116 66.348 -5.336 -0.570 0.818 "C4'" CPH 20 CPH "O4'" "O4'" O 0 1 N N N 1.283 22.802 65.053 -5.026 -1.396 1.943 "O4'" CPH 21 CPH C4A C4A C 0 1 Y N N -1.399 19.758 62.984 0.315 0.156 -1.230 C4A CPH 22 CPH "C5'" "C5'" C 0 1 N N N 1.544 23.021 67.509 -6.810 -0.744 0.448 "C5'" CPH 23 CPH C5A C5A C 0 1 Y N N -3.172 20.767 61.667 2.440 -0.894 -0.821 C5A CPH 24 CPH C8A C8A C 0 1 Y N N -3.442 19.450 61.061 2.828 0.178 0.026 C8A CPH 25 CPH C9A C9A C 0 1 Y N N -1.608 18.449 62.325 0.683 1.222 -0.382 C9A CPH 26 CPH CC7 CC7 C 0 1 N N N -6.587 20.381 58.985 6.296 -0.933 1.082 CC7 CPH 27 CPH O6 O6 O 0 1 N N N -5.792 22.785 60.074 5.421 -2.985 -0.637 O6 CPH 28 CPH O2 O2 O 0 1 N N N 1.134 16.516 63.981 -1.105 2.941 -2.312 O2 CPH 29 CPH CME CME C 0 1 N N N 1.338 18.177 67.501 -1.202 0.341 2.310 CME CPH 30 CPH H2 H2 H 0 1 N N N -0.509 17.349 64.878 -2.221 3.069 -0.573 H2 CPH 31 CPH H3 H3 H 0 1 N N N 1.331 18.971 63.120 -2.965 1.041 -1.765 H3 CPH 32 CPH H4 H4 H 0 1 N N N -0.833 19.932 65.027 -1.389 -0.894 -1.956 H4 CPH 33 CPH H4A H4A H 0 1 N N N 0.151 20.905 63.882 -0.902 0.502 -2.941 H4A CPH 34 CPH H5 H5 H 0 1 N N N -3.678 22.834 61.667 3.051 -2.771 -1.689 H5 CPH 35 CPH HO8 HO8 H 0 1 N N N -4.331 17.526 59.935 4.938 1.888 1.015 HO8 CPH 36 CPH HO9 HO9 H 0 1 N N N -2.286 16.516 61.013 2.027 2.122 1.992 HO9 CPH 37 CPH "H1'" "H1'" H 0 1 N N N 2.363 18.150 65.304 -2.961 1.087 0.754 "H1'" CPH 38 CPH H10 H10 H 0 1 N N N -1.865 21.817 62.997 0.887 -1.686 -2.093 H10 CPH 39 CPH "H3'" "H3'" H 0 1 N N N 2.694 20.685 67.186 -4.632 -0.290 -1.198 "H3'" CPH 40 CPH "HO3'" "HO3'" H 0 0 N N N 4.253 21.796 65.248 -4.664 -2.971 -0.083 "HO3'" CPH 41 CPH "H4'" "H4'" H 0 1 N N N 0.507 21.472 66.499 -5.145 0.473 1.070 "H4'" CPH 42 CPH "HO4'" "HO4'" H 0 0 N N N 0.518 23.365 65.052 -5.172 -2.339 1.790 "HO4'" CPH 43 CPH "H5'" "H5'" H 0 1 N N N 0.653 23.659 67.601 -7.000 -1.788 0.196 "H5'" CPH 44 CPH "H5'A" "H5'A" H 0 0 N N N 1.664 22.424 68.425 -7.434 -0.455 1.294 "H5'A" CPH 45 CPH "H5'B" "H5'B" H 0 0 N N N 2.433 23.652 67.364 -7.046 -0.115 -0.410 "H5'B" CPH 46 CPH HC7 HC7 H 0 1 N N N -6.289 20.530 57.937 7.023 -0.438 0.439 HC7 CPH 47 CPH HC7A HC7A H 0 0 N N N -7.034 19.383 59.101 6.243 -0.414 2.038 HC7A CPH 48 CPH HC7B HC7B H 0 0 N N N -7.323 21.147 59.270 6.600 -1.967 1.246 HC7B CPH 49 CPH HO6 HO6 H 0 1 N N N -6.463 22.479 59.475 6.015 -2.853 -1.390 HO6 CPH 50 CPH HO2 HO2 H 0 1 N N N 0.973 15.876 63.298 -0.712 3.824 -2.279 HO2 CPH 51 CPH HME HME H 0 1 N N N 0.648 18.242 68.355 -0.224 0.191 2.767 HME CPH 52 CPH HMEA HMEA H 0 0 N N N 1.376 17.139 67.139 -1.574 1.332 2.567 HMEA CPH 53 CPH HMEB HMEB H 0 0 N N N 2.343 18.492 67.817 -1.895 -0.415 2.680 HMEB CPH 54 # # 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 CPH O1 C1 DOUB N N 1 CPH C9A C1 SING N N 2 CPH C1 C2 SING N N 3 CPH C2 O2 SING N N 4 CPH C2 C3 SING N N 5 CPH C2 H2 SING N N 6 CPH C3 C4 SING N N 7 CPH C3 "C1'" SING N N 8 CPH C3 H3 SING N N 9 CPH C4A C4 SING N N 10 CPH C4 H4 SING N N 11 CPH C4 H4A SING N N 12 CPH C6 C5 DOUB Y N 13 CPH C5 C5A SING Y N 14 CPH C5 H5 SING N N 15 CPH C7 C6 SING Y N 16 CPH O6 C6 SING N N 17 CPH CC7 C7 SING N N 18 CPH C7 C8 DOUB Y N 19 CPH O8 C8 SING N N 20 CPH C8 C8A SING Y N 21 CPH O8 HO8 SING N N 22 CPH O9 C9 SING N N 23 CPH C8A C9 DOUB Y N 24 CPH C9 C9A SING Y N 25 CPH O9 HO9 SING N N 26 CPH "C2'" "C1'" SING N N 27 CPH "C1'" "O1'" SING N N 28 CPH "C1'" "H1'" SING N N 29 CPH "O1'" CME SING N N 30 CPH C5A C10 DOUB Y N 31 CPH C10 C4A SING Y N 32 CPH C10 H10 SING N N 33 CPH "O2'" "C2'" DOUB N N 34 CPH "C2'" "C3'" SING N N 35 CPH "O3'" "C3'" SING N N 36 CPH "C3'" "C4'" SING N N 37 CPH "C3'" "H3'" SING N N 38 CPH "O3'" "HO3'" SING N N 39 CPH "O4'" "C4'" SING N N 40 CPH "C4'" "C5'" SING N N 41 CPH "C4'" "H4'" SING N N 42 CPH "O4'" "HO4'" SING N N 43 CPH C9A C4A DOUB Y N 44 CPH "C5'" "H5'" SING N N 45 CPH "C5'" "H5'A" SING N N 46 CPH "C5'" "H5'B" SING N N 47 CPH C8A C5A SING Y N 48 CPH CC7 HC7 SING N N 49 CPH CC7 HC7A SING N N 50 CPH CC7 HC7B SING N N 51 CPH O6 HO6 SING N N 52 CPH O2 HO2 SING N N 53 CPH CME HME SING N N 54 CPH CME HMEA SING N N 55 CPH CME HMEB SING N N 56 # # 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 CPH SMILES ACDLabs 12.01 "CC(O)C(O)C(=O)C(OC)C1Cc2cc3cc(O)c(C)c(O)c3c(O)c2C(=O)C1O" CPH InChI InChI 1.03 "InChI=1S/C21H24O9/c1-7-12(23)6-10-4-9-5-11(21(30-3)20(29)16(25)8(2)22)17(26)19(28)14(9)18(27)13(10)15(7)24/h4,6,8,11,16-17,21-27H,5H2,1-3H3/t8-,11-,16+,17+,21+/m1/s1" CPH InChIKey InChI 1.03 AOCJXLJIUYHXRS-PKRZCTMMSA-N CPH SMILES_CANONICAL CACTVS 3.385 "CO[C@@H]([C@@H]1Cc2cc3cc(O)c(C)c(O)c3c(O)c2C(=O)[C@H]1O)C(=O)[C@@H](O)[C@@H](C)O" CPH SMILES CACTVS 3.385 "CO[CH]([CH]1Cc2cc3cc(O)c(C)c(O)c3c(O)c2C(=O)[CH]1O)C(=O)[CH](O)[CH](C)O" CPH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(cc2cc3c(c(c2c1O)O)C(=O)[C@H]([C@@H](C3)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)O)O" CPH SMILES "OpenEye OEToolkits" 2.0.7 "Cc1c(cc2cc3c(c(c2c1O)O)C(=O)C(C(C3)C(C(=O)C(C(C)O)O)OC)O)O" # # 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 CPH "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-5-deoxy-1-O-methyl-1-C-[(2R,3S)-3,5,7,10-tetrahydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl]-D-xylulose" CPH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S},3~{R})-3-[(1~{S},3~{S},4~{R})-1-methoxy-3,4-bis(oxidanyl)-2-oxidanylidene-pentyl]-7-methyl-2,6,8,9-tetrakis(oxidanyl)-3,4-dihydro-2~{H}-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 CPH "Create component" 1999-07-08 RCSB CPH "Modify descriptor" 2011-06-04 RCSB CPH "Other modification" 2013-07-25 RCSB CPH "Modify synonyms" 2021-03-01 PDBE CPH "Modify synonyms" 2021-05-11 RCSB ##