data_RUT # _chem_comp.id RUT _chem_comp.name RUTIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 O16" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-CHROMEN-3-YL 6-O-(6-DEOXY-ALPHA-L-MANNOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-01-06 _chem_comp.pdbx_modified_date 2021-03-13 _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 610.517 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RUT _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 1RY8 _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 RUT O1 O1 O 0 1 Y N N -3.202 -23.826 10.351 -0.939 -2.543 1.156 O1 RUT 1 RUT C1 C1 C 0 1 Y N N -3.061 -22.523 9.816 -1.741 -1.546 0.745 C1 RUT 2 RUT C2 C2 C 0 1 Y N N -1.856 -22.096 9.261 -1.984 -1.300 -0.573 C2 RUT 3 RUT O2 O2 O 0 1 N N N -1.732 -20.822 8.727 -2.804 -0.277 -0.940 O2 RUT 4 RUT C3 C3 C 0 1 Y N N -0.686 -23.063 9.219 -1.381 -2.122 -1.559 C3 RUT 5 RUT O3 O3 O 0 1 N N N 0.424 -22.721 8.705 -1.580 -1.935 -2.749 O3 RUT 6 RUT C4 C4 C 0 1 Y N N 0.112 -25.533 9.815 0.139 -4.063 -1.997 C4 RUT 7 RUT O4 O4 O 0 1 N N N 1.340 -25.209 9.254 -0.038 -3.902 -3.333 O4 RUT 8 RUT C5 C5 C 0 1 Y N N -0.167 -26.791 10.353 0.952 -5.073 -1.518 C5 RUT 9 RUT C6 C6 C 0 1 Y N N -1.516 -27.009 10.911 1.132 -5.235 -0.149 C6 RUT 10 RUT O5 O5 O 0 1 N N N -1.832 -28.235 11.450 1.934 -6.231 0.310 O5 RUT 11 RUT C7 C7 C 0 1 Y N N -2.608 -26.074 10.967 0.502 -4.392 0.752 C7 RUT 12 RUT C8 C8 C 0 1 Y N N -2.180 -24.790 10.359 -0.318 -3.372 0.292 C8 RUT 13 RUT C9 C9 C 0 1 Y N N -0.907 -24.430 9.786 -0.502 -3.206 -1.092 C9 RUT 14 RUT C10 C10 C 0 1 Y N N -4.418 -21.833 9.957 -2.381 -0.686 1.758 C10 RUT 15 RUT C11 C11 C 0 1 Y N N -5.519 -22.637 9.850 -1.624 -0.157 2.807 C11 RUT 16 RUT C12 C12 C 0 1 Y N N -6.787 -22.093 9.903 -2.228 0.653 3.750 C12 RUT 17 RUT O6 O6 O 0 1 N N N -7.861 -22.881 9.801 -1.493 1.173 4.769 O6 RUT 18 RUT C13 C13 C 0 1 Y N N -6.975 -20.724 10.062 -3.591 0.931 3.660 C13 RUT 19 RUT O7 O7 O 0 1 N N N -8.245 -20.237 10.088 -4.183 1.722 4.592 O7 RUT 20 RUT C14 C14 C 0 1 Y N N -5.904 -19.887 10.178 -4.344 0.401 2.622 C14 RUT 21 RUT C15 C15 C 0 1 Y N N -4.544 -20.333 10.141 -3.747 -0.403 1.674 C15 RUT 22 RUT C16 C16 C 0 1 N N S -0.972 -19.828 9.514 -1.985 0.694 -1.595 C16 RUT 23 RUT C17 C17 C 0 1 N N R -0.089 -19.026 8.520 -2.877 1.743 -2.262 C17 RUT 24 RUT O8 O8 O 0 1 N N N 0.812 -19.968 7.856 -3.746 1.105 -3.201 O8 RUT 25 RUT C18 C18 C 0 1 N N S 0.694 -17.915 9.405 -1.992 2.761 -2.990 C18 RUT 26 RUT O9 O9 O 0 1 N N N 1.526 -17.172 8.538 -2.801 3.827 -3.492 O9 RUT 27 RUT C19 C19 C 0 1 N N S -0.320 -17.070 10.052 -0.965 3.315 -1.996 C19 RUT 28 RUT O10 O10 O 0 1 N N N 0.294 -16.061 10.835 -0.037 4.155 -2.686 O10 RUT 29 RUT C20 C20 C 0 1 N N R -1.285 -17.917 11.012 -0.216 2.147 -1.350 C20 RUT 30 RUT C21 C21 C 0 1 N N N -2.359 -17.086 11.702 0.836 2.691 -0.382 C21 RUT 31 RUT O11 O11 O 0 1 N N N -1.924 -18.965 10.201 -1.135 1.321 -0.637 O11 RUT 32 RUT C22 C22 C 0 1 N N R -4.472 -17.407 12.842 2.488 2.162 1.121 C22 RUT 33 RUT O12 O12 O 0 1 N N N -3.199 -18.000 12.505 1.607 1.607 0.142 O12 RUT 34 RUT C23 C23 C 0 1 N N R -5.343 -18.459 13.625 3.133 1.029 1.922 C23 RUT 35 RUT O13 O13 O 0 1 N N N -6.595 -17.819 13.879 4.037 1.578 2.884 O13 RUT 36 RUT C24 C24 C 0 1 N N R -4.746 -18.841 15.006 3.898 0.111 0.962 C24 RUT 37 RUT O14 O14 O 0 1 N N N -5.575 -19.807 15.677 4.627 -0.865 1.710 O14 RUT 38 RUT C25 C25 C 0 1 N N R -4.565 -17.540 15.893 4.870 0.964 0.140 C25 RUT 39 RUT O15 O15 O 0 1 N N N -4.026 -17.879 17.155 5.487 0.154 -0.863 O15 RUT 40 RUT C26 C26 C 0 1 N N S -3.632 -16.548 15.037 4.093 2.101 -0.528 C26 RUT 41 RUT C27 C27 C 0 1 N N N -3.454 -15.202 15.870 5.048 2.938 -1.381 C27 RUT 42 RUT O16 O16 O 0 1 N N N -4.272 -16.235 13.721 3.498 2.929 0.469 O16 RUT 43 RUT HO4 HO4 H 0 1 N N N 1.530 -24.353 8.888 -0.801 -4.442 -3.581 HO4 RUT 44 RUT H5 H5 H 0 1 N N N 0.624 -27.560 10.338 1.450 -5.737 -2.210 H5 RUT 45 RUT HO5 HO5 H 0 1 N N N -2.700 -28.375 11.809 1.372 -7.008 0.432 HO5 RUT 46 RUT H7 H7 H 0 1 N N N -3.597 -26.301 11.399 0.649 -4.528 1.813 H7 RUT 47 RUT H11 H11 H 0 1 N N N -5.384 -23.724 9.721 -0.568 -0.373 2.875 H11 RUT 48 RUT HO6 HO6 H 0 1 N N N -8.733 -22.507 9.838 -1.462 0.501 5.463 HO6 RUT 49 RUT HO7 HO7 H 0 1 N N N -8.373 -19.302 10.197 -4.421 1.150 5.335 HO7 RUT 50 RUT H2 H2 H 0 1 N N N -6.145 -18.818 10.306 -5.399 0.619 2.556 H2 RUT 51 RUT H1 H1 H 0 1 N N N -3.709 -19.620 10.241 -4.336 -0.813 0.867 H1 RUT 52 RUT H16 H16 H 0 1 N N N -0.317 -20.305 10.280 -1.375 0.202 -2.353 H16 RUT 53 RUT H17 H17 H 0 1 N N N -0.668 -18.507 7.721 -3.471 2.252 -1.504 H17 RUT 54 RUT HO8 HO8 H 0 1 N N N 1.352 -19.477 7.248 -4.278 0.470 -2.702 HO8 RUT 55 RUT H18 H18 H 0 1 N N N 1.335 -18.372 10.195 -1.476 2.273 -3.817 H18 RUT 56 RUT HO9 HO9 H 0 1 N N N 1.985 -16.521 9.056 -3.438 3.431 -4.102 HO9 RUT 57 RUT H19 H19 H 0 1 N N N -0.922 -16.618 9.230 -1.477 3.892 -1.226 H19 RUT 58 RUT H10 H10 H 0 1 N N N -0.361 -15.515 11.253 -0.550 4.871 -3.083 H10 RUT 59 RUT H20 H20 H 0 1 N N N -0.655 -18.341 11.829 0.274 1.558 -2.125 H20 RUT 60 RUT H211 1H21 H 0 0 N N N -2.953 -16.470 10.987 0.342 3.213 0.436 H211 RUT 61 RUT H212 2H21 H 0 0 N N N -1.936 -16.249 12.304 1.493 3.381 -0.910 H212 RUT 62 RUT H22 H22 H 0 1 N N N -4.980 -17.093 11.901 1.922 2.805 1.794 H22 RUT 63 RUT H23 H23 H 0 1 N N N -5.409 -19.390 13.015 2.359 0.457 2.434 H23 RUT 64 RUT H13 H13 H 0 1 N N N -7.121 -18.454 14.352 3.515 2.152 3.461 H13 RUT 65 RUT H24 H24 H 0 1 N N N -3.746 -19.308 14.845 3.195 -0.389 0.296 H24 RUT 66 RUT H14 H14 H 0 1 N N N -5.210 -20.041 16.522 3.978 -1.368 2.221 H14 RUT 67 RUT H25 H25 H 0 1 N N N -5.532 -17.033 16.120 5.635 1.380 0.795 H25 RUT 68 RUT H15 H15 H 0 1 N N N -3.917 -17.099 17.687 6.089 0.729 -1.355 H15 RUT 69 RUT H26 H26 H 0 1 N N N -2.645 -17.030 14.844 3.313 1.682 -1.164 H26 RUT 70 RUT H271 1H27 H 0 0 N N N -3.065 -15.380 16.900 5.829 3.358 -0.746 H271 RUT 71 RUT H272 2H27 H 0 0 N N N -2.807 -14.514 15.277 5.502 2.307 -2.145 H272 RUT 72 RUT H273 3H27 H 0 0 N N N -4.427 -14.740 16.157 4.495 3.747 -1.859 H273 RUT 73 # # 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 RUT O1 C1 SING Y N 1 RUT O1 C8 SING Y N 2 RUT C1 C2 DOUB Y N 3 RUT C1 C10 SING Y N 4 RUT C2 O2 SING N N 5 RUT C2 C3 SING Y N 6 RUT O2 C16 SING N N 7 RUT C3 O3 DOUB N N 8 RUT C3 C9 SING Y N 9 RUT C4 O4 SING N N 10 RUT C4 C5 DOUB Y N 11 RUT C4 C9 SING Y N 12 RUT O4 HO4 SING N N 13 RUT C5 C6 SING Y N 14 RUT C5 H5 SING N N 15 RUT C6 O5 SING N N 16 RUT C6 C7 DOUB Y N 17 RUT O5 HO5 SING N N 18 RUT C7 C8 SING Y N 19 RUT C7 H7 SING N N 20 RUT C8 C9 DOUB Y N 21 RUT C10 C11 DOUB Y N 22 RUT C10 C15 SING Y N 23 RUT C11 C12 SING Y N 24 RUT C11 H11 SING N N 25 RUT C12 O6 SING N N 26 RUT C12 C13 DOUB Y N 27 RUT O6 HO6 SING N N 28 RUT C13 O7 SING N N 29 RUT C13 C14 SING Y N 30 RUT O7 HO7 SING N N 31 RUT C14 C15 DOUB Y N 32 RUT C14 H2 SING N N 33 RUT C15 H1 SING N N 34 RUT C16 C17 SING N N 35 RUT C16 O11 SING N N 36 RUT C16 H16 SING N N 37 RUT C17 O8 SING N N 38 RUT C17 C18 SING N N 39 RUT C17 H17 SING N N 40 RUT O8 HO8 SING N N 41 RUT C18 O9 SING N N 42 RUT C18 C19 SING N N 43 RUT C18 H18 SING N N 44 RUT O9 HO9 SING N N 45 RUT C19 O10 SING N N 46 RUT C19 C20 SING N N 47 RUT C19 H19 SING N N 48 RUT O10 H10 SING N N 49 RUT C20 C21 SING N N 50 RUT C20 O11 SING N N 51 RUT C20 H20 SING N N 52 RUT C21 O12 SING N N 53 RUT C21 H211 SING N N 54 RUT C21 H212 SING N N 55 RUT C22 O12 SING N N 56 RUT C22 C23 SING N N 57 RUT C22 O16 SING N N 58 RUT C22 H22 SING N N 59 RUT C23 O13 SING N N 60 RUT C23 C24 SING N N 61 RUT C23 H23 SING N N 62 RUT O13 H13 SING N N 63 RUT C24 O14 SING N N 64 RUT C24 C25 SING N N 65 RUT C24 H24 SING N N 66 RUT O14 H14 SING N N 67 RUT C25 O15 SING N N 68 RUT C25 C26 SING N N 69 RUT C25 H25 SING N N 70 RUT O15 H15 SING N N 71 RUT C26 C27 SING N N 72 RUT C26 O16 SING N N 73 RUT C26 H26 SING N N 74 RUT C27 H271 SING N N 75 RUT C27 H272 SING N N 76 RUT C27 H273 SING N N 77 # # 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 RUT SMILES ACDLabs 10.04 "O=C3C(OC1OC(C(O)C(O)C1O)COC2OC(C)C(O)C(O)C2O)=C(Oc4cc(O)cc(O)c34)c5ccc(O)c(O)c5" RUT SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O" RUT SMILES CACTVS 3.341 "C[CH]1O[CH](OC[CH]2O[CH](OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)[CH](O)[CH](O)[CH]2O)[CH](O)[CH](O)[CH]1O" RUT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(Oc4cc(cc(c4C3=O)O)O)c5ccc(c(c5)O)O)O)O)O)O)O)O" RUT SMILES "OpenEye OEToolkits" 1.5.0 "CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(Oc4cc(cc(c4C3=O)O)O)c5ccc(c(c5)O)O)O)O)O)O)O)O" RUT InChI InChI 1.03 "InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1" RUT InChIKey InChI 1.03 IKGXIBQEEMLURG-NVPNHPEKSA-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 RUT "SYSTEMATIC NAME" ACDLabs 10.04 "2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside" RUT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxymethyl]oxan-2-yl]oxy-chromen-4-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 RUT "Create component" 2004-01-06 RCSB RUT "Modify aromatic_flag" 2011-06-04 RCSB RUT "Modify descriptor" 2011-06-04 RCSB RUT "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id RUT _pdbx_chem_comp_synonyms.name "2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-CHROMEN-3-YL 6-O-(6-DEOXY-ALPHA-L-MANNOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##