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                    2008-10-14 
_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 N 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 InChI            InChI                1.02b 
InChI=1/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                1.02b IKGXIBQEEMLURG-NVPNHPEKBW 
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 
# 
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 
# 
