data_ZH1 # _chem_comp.id ZH1 _chem_comp.name ;methyl 4'-(alpha-D-mannopyranosyloxy)biphenyl-3-carboxylate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-12 _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 390.384 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZH1 _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 3MCY _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 ZH1 C1 C1 C 0 1 Y N N -53.290 49.656 13.265 5.046 2.234 1.116 C1 ZH1 1 ZH1 C2 C2 C 0 1 Y N N -52.948 48.345 13.092 3.680 2.236 0.915 C2 ZH1 2 ZH1 C3 C3 C 0 1 Y N N -52.818 45.458 12.723 0.830 2.244 0.497 C3 ZH1 3 ZH1 C4 C4 C 0 1 Y N N -52.222 45.315 15.029 0.979 0.087 -0.571 C4 ZH1 4 ZH1 C5 C5 C 0 1 Y N N -53.727 50.100 14.483 5.811 1.167 0.691 C5 ZH1 5 ZH1 C6 C6 C 0 1 Y N N -52.518 44.119 12.574 -0.534 2.249 0.291 C6 ZH1 6 ZH1 C7 C7 C 0 1 Y N N -51.916 43.982 14.873 -0.385 0.099 -0.779 C7 ZH1 7 ZH1 C8 C8 C 0 1 Y N N -53.479 47.909 15.365 3.826 0.079 -0.153 C8 ZH1 8 ZH1 C9 C9 C 0 1 Y N N -52.666 46.062 13.954 1.595 1.163 0.064 C9 ZH1 9 ZH1 C10 C10 C 0 1 Y N N -53.017 47.461 14.134 3.063 1.158 0.279 C10 ZH1 10 ZH1 C11 C11 C 0 1 Y N N -53.831 49.224 15.536 5.205 0.079 0.057 C11 ZH1 11 ZH1 C12 C12 C 0 1 Y N N -52.063 43.381 13.651 -1.145 1.177 -0.347 C12 ZH1 12 ZH1 C13 C13 C 0 1 N N N -54.319 49.660 16.820 6.024 -1.062 -0.399 C13 ZH1 13 ZH1 C14 C14 C 0 1 N N S -52.958 39.433 13.247 -5.308 0.570 -0.283 C14 ZH1 14 ZH1 C15 C15 C 0 1 N N S -54.190 39.673 14.109 -5.165 -0.659 0.619 C15 ZH1 15 ZH1 C16 C16 C 0 1 N N S -51.722 39.784 14.079 -4.510 0.340 -1.570 C16 ZH1 16 ZH1 C17 C17 C 0 1 N N R -54.125 41.105 14.609 -3.680 -0.911 0.894 C17 ZH1 17 ZH1 C18 C18 C 0 1 N N R -51.792 41.187 14.578 -3.050 0.050 -1.211 C18 ZH1 18 ZH1 C19 C19 C 0 1 N N N -55.297 51.494 18.026 8.098 -2.211 -0.678 C19 ZH1 19 ZH1 C20 C20 C 0 1 N N N -55.282 41.405 15.565 -3.526 -2.172 1.746 C20 ZH1 20 ZH1 O21 O21 O 0 1 N N N -54.340 48.952 17.803 5.496 -2.007 -0.950 O21 ZH1 21 ZH1 O22 O22 O 0 1 N N N -52.938 41.327 15.343 -2.991 -1.086 -0.346 O22 ZH1 22 ZH1 O23 O23 O 0 1 N N N -52.902 38.074 12.777 -6.687 0.769 -0.605 O23 ZH1 23 ZH1 O24 O24 O 0 1 N N N -55.374 39.448 13.341 -5.846 -0.427 1.854 O24 ZH1 24 ZH1 O25 O25 O 0 1 N N N -51.651 39.028 15.255 -5.058 -0.773 -2.280 O25 ZH1 25 ZH1 O26 O26 O 0 1 N N N -55.276 40.419 16.596 -2.151 -2.343 2.099 O26 ZH1 26 ZH1 O27 O27 O 0 1 N N N -51.746 42.069 13.484 -2.488 1.184 -0.549 O27 ZH1 27 ZH1 O28 O28 O 0 1 N N N -54.778 50.940 16.802 7.357 -1.056 -0.204 O28 ZH1 28 ZH1 H1 H1 H 0 1 N N N -53.215 50.345 12.437 5.518 3.073 1.605 H1 ZH1 29 ZH1 H2 H2 H 0 1 N N N -52.619 48.002 12.122 3.087 3.074 1.250 H2 ZH1 30 ZH1 H3 H3 H 0 1 N N N -53.171 46.031 11.878 1.304 3.080 0.990 H3 ZH1 31 ZH1 H4 H4 H 0 1 N N N -52.114 45.780 15.998 1.569 -0.753 -0.908 H4 ZH1 32 ZH1 H5 H5 H 0 1 N N N -53.990 51.139 14.617 6.879 1.173 0.848 H5 ZH1 33 ZH1 H6 H6 H 0 1 N N N -52.639 43.645 11.611 -1.128 3.086 0.627 H6 ZH1 34 ZH1 H7 H7 H 0 1 N N N -51.559 43.409 15.716 -0.862 -0.731 -1.279 H7 ZH1 35 ZH1 H8 H8 H 0 1 N N N -53.562 47.219 16.192 3.353 -0.759 -0.642 H8 ZH1 36 ZH1 H14 H14 H 0 1 N N N -53.001 40.070 12.352 -4.923 1.449 0.233 H14 ZH1 37 ZH1 H15 H15 H 0 1 N N N -54.216 38.980 14.963 -5.596 -1.528 0.122 H15 ZH1 38 ZH1 H16 H16 H 0 1 N N N -50.869 39.602 13.409 -4.561 1.232 -2.195 H16 ZH1 39 ZH1 H17 H17 H 0 1 N N N -54.170 41.750 13.719 -3.260 -0.058 1.427 H17 ZH1 40 ZH1 H18 H18 H 0 1 N N N -50.934 41.431 15.221 -2.487 -0.156 -2.121 H18 ZH1 41 ZH1 H19 H19 H 0 1 N N N -55.626 52.529 17.850 7.734 -3.107 -0.177 H19 ZH1 42 ZH1 H19A H19A H 0 0 N N N -56.151 50.891 18.368 7.960 -2.315 -1.754 H19A ZH1 43 ZH1 H19B H19B H 0 0 N N N -54.510 51.485 18.795 9.158 -2.078 -0.459 H19B ZH1 44 ZH1 H20 H20 H 0 1 N N N -55.155 42.406 16.004 -4.124 -2.075 2.651 H20 ZH1 45 ZH1 H20A H20A H 0 0 N N N -56.237 41.370 15.020 -3.865 -3.039 1.177 H20A ZH1 46 ZH1 HO23 HO23 H 0 0 N N N -53.679 37.883 12.265 -6.850 1.528 -1.181 HO23 ZH1 47 ZH1 HO24 HO24 H 0 0 N N N -56.138 39.599 13.885 -6.793 -0.255 1.755 HO24 ZH1 48 ZH1 HO25 HO25 H 0 0 N N N -50.874 39.273 15.743 -4.600 -0.975 -3.107 HO25 ZH1 49 ZH1 HO26 HO26 H 0 0 N N N -55.989 40.588 17.201 -1.979 -3.125 2.641 HO26 ZH1 50 # 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 ZH1 C2 C1 DOUB Y N 1 ZH1 C1 C5 SING Y N 2 ZH1 C1 H1 SING N N 3 ZH1 C2 C10 SING Y N 4 ZH1 C2 H2 SING N N 5 ZH1 C6 C3 DOUB Y N 6 ZH1 C3 C9 SING Y N 7 ZH1 C3 H3 SING N N 8 ZH1 C9 C4 DOUB Y N 9 ZH1 C7 C4 SING Y N 10 ZH1 C4 H4 SING N N 11 ZH1 C5 C11 DOUB Y N 12 ZH1 C5 H5 SING N N 13 ZH1 C6 C12 SING Y N 14 ZH1 C6 H6 SING N N 15 ZH1 C12 C7 DOUB Y N 16 ZH1 C7 H7 SING N N 17 ZH1 C10 C8 DOUB Y N 18 ZH1 C8 C11 SING Y N 19 ZH1 C8 H8 SING N N 20 ZH1 C9 C10 SING Y N 21 ZH1 C11 C13 SING N N 22 ZH1 O27 C12 SING N N 23 ZH1 O28 C13 SING N N 24 ZH1 C13 O21 DOUB N N 25 ZH1 O23 C14 SING N N 26 ZH1 C14 C16 SING N N 27 ZH1 C14 C15 SING N N 28 ZH1 C14 H14 SING N N 29 ZH1 O24 C15 SING N N 30 ZH1 C15 C17 SING N N 31 ZH1 C15 H15 SING N N 32 ZH1 C16 C18 SING N N 33 ZH1 C16 O25 SING N N 34 ZH1 C16 H16 SING N N 35 ZH1 C17 O22 SING N N 36 ZH1 C17 C20 SING N N 37 ZH1 C17 H17 SING N N 38 ZH1 O27 C18 SING N N 39 ZH1 C18 O22 SING N N 40 ZH1 C18 H18 SING N N 41 ZH1 O28 C19 SING N N 42 ZH1 C19 H19 SING N N 43 ZH1 C19 H19A SING N N 44 ZH1 C19 H19B SING N N 45 ZH1 C20 O26 SING N N 46 ZH1 C20 H20 SING N N 47 ZH1 C20 H20A SING N N 48 ZH1 O23 HO23 SING N N 49 ZH1 O24 HO24 SING N N 50 ZH1 O25 HO25 SING N N 51 ZH1 O26 HO26 SING N N 52 # 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 ZH1 SMILES ACDLabs 12.01 "O=C(OC)c1cccc(c1)c3ccc(OC2OC(C(O)C(O)C2O)CO)cc3" ZH1 SMILES_CANONICAL CACTVS 3.370 "COC(=O)c1cccc(c1)c2ccc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)cc2" ZH1 SMILES CACTVS 3.370 "COC(=O)c1cccc(c1)c2ccc(O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)cc2" ZH1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COC(=O)c1cccc(c1)c2ccc(cc2)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" ZH1 SMILES "OpenEye OEToolkits" 1.7.0 "COC(=O)c1cccc(c1)c2ccc(cc2)OC3C(C(C(C(O3)CO)O)O)O" ZH1 InChI InChI 1.03 "InChI=1S/C20H22O8/c1-26-19(25)13-4-2-3-12(9-13)11-5-7-14(8-6-11)27-20-18(24)17(23)16(22)15(10-21)28-20/h2-9,15-18,20-24H,10H2,1H3/t15-,16-,17+,18+,20+/m1/s1" ZH1 InChIKey InChI 1.03 GDSLRMGPZWIAEZ-JGLNRKDHSA-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 ZH1 "SYSTEMATIC NAME" ACDLabs 12.01 ;methyl 4'-(alpha-D-mannopyranosyloxy)biphenyl-3-carboxylate ; ZH1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "methyl 3-[4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZH1 "Create component" 2010-04-12 RCSB ZH1 "Modify aromatic_flag" 2011-06-04 RCSB ZH1 "Modify descriptor" 2011-06-04 RCSB #