data_3L9 # _chem_comp.id 3L9 _chem_comp.name "Montbretin A" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C53 H64 O33" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-(4-{[4-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-xylopyranosyl]oxy}-3,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucopyranosyl-(1->2)-6-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranosyl-(1->2)-6-deoxy-alpha-L-mannopyranoside" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-12 _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 1229.055 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3L9 _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 4W93 _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 3L9 C1 C1 C 0 1 Y N N -3.321 6.203 -19.099 -2.647 4.135 5.840 C1 3L9 1 3L9 C2 C2 C 0 1 Y N N -3.942 5.636 -20.162 -2.891 3.507 4.633 C2 3L9 2 3L9 C3 C3 C 0 1 Y N N -5.243 5.778 -20.413 -1.882 2.738 4.038 C3 3L9 3 3L9 C4 C4 C 0 1 Y N N -6.015 6.529 -19.493 -0.631 2.605 4.666 C4 3L9 4 3L9 C2F C5 C 0 1 Y N N -6.757 9.203 -21.734 -5.248 8.292 -2.068 C2F 3L9 5 3L9 C3F C6 C 0 1 Y N N -7.032 9.911 -20.551 -4.369 9.356 -2.101 C3F 3L9 6 3L9 O3F O1 O 0 1 N N N -8.304 10.175 -20.302 -4.829 10.625 -1.931 O3F 3L9 7 3L9 C4F C7 C 0 1 Y N N -6.001 10.235 -19.708 -3.008 9.131 -2.309 C4F 3L9 8 3L9 O4F O2 O 0 1 N N N -6.265 10.891 -18.599 -2.145 10.179 -2.341 O4F 3L9 9 3L9 C5F C8 C 0 1 Y N N -4.771 9.920 -20.058 -2.533 7.838 -2.483 C5F 3L9 10 3L9 C6F C9 C 0 1 Y N N -4.501 9.243 -21.210 -3.404 6.770 -2.452 C6F 3L9 11 3L9 C1F C10 C 0 1 Y N N -5.489 8.858 -22.110 -4.770 6.988 -2.238 C1F 3L9 12 3L9 C7F C11 C 0 1 N N N -5.185 8.130 -23.409 -5.701 5.851 -2.203 C7F 3L9 13 3L9 C8F C12 C 0 1 N N N -4.116 7.278 -23.600 -5.237 4.593 -2.368 C8F 3L9 14 3L9 C9F C13 C 0 1 N N N -4.056 6.736 -25.027 -6.135 3.497 -2.335 C9F 3L9 15 3L9 O9F O3 O 0 1 N N N -4.857 6.977 -25.832 -7.323 3.688 -2.157 O9F 3L9 16 3L9 O6D O4 O 0 1 N N N -3.060 5.827 -25.116 -5.671 2.240 -2.499 O6D 3L9 17 3L9 C6D C14 C 0 1 N N N -3.017 5.105 -26.386 -6.632 1.183 -2.454 C6D 3L9 18 3L9 C5D C15 C 0 1 N N R -3.845 3.831 -26.374 -5.925 -0.158 -2.658 C5D 3L9 19 3L9 O5D O5 O 0 1 N N N -5.223 3.948 -26.048 -5.042 -0.403 -1.562 O5D 3L9 20 3L9 C4D C16 C 0 1 N N S -3.644 3.037 -27.658 -6.966 -1.278 -2.733 C4D 3L9 21 3L9 O4D O6 O 0 1 N N N -2.281 2.849 -27.838 -7.815 -1.066 -3.863 O4D 3L9 22 3L9 C3D C17 C 0 1 N N S -4.358 1.682 -27.524 -6.248 -2.623 -2.878 C3D 3L9 23 3L9 O3D O7 O 0 1 N N N -4.384 1.112 -28.795 -7.209 -3.681 -2.874 O3D 3L9 24 3L9 C2D C18 C 0 1 N N R -5.907 1.816 -27.159 -5.284 -2.804 -1.701 C2D 3L9 25 3L9 O2D O8 O 0 1 N N N -6.388 0.592 -26.762 -4.555 -4.022 -1.863 O2D 3L9 26 3L9 C1E C19 C 0 1 N N S -7.279 -0.087 -27.438 -5.113 -5.131 -1.156 C1E 3L9 27 3L9 O5E O9 O 0 1 N N N -8.566 0.387 -27.108 -5.021 -4.894 0.251 O5E 3L9 28 3L9 C5E C20 C 0 1 N N R -9.624 -0.208 -27.813 -5.576 -5.936 1.056 C5E 3L9 29 3L9 C6E C21 C 0 1 N N N -10.887 0.568 -27.533 -5.448 -5.562 2.534 C6E 3L9 30 3L9 O6E O10 O 0 1 N N N -10.919 1.734 -28.297 -6.259 -4.417 2.807 O6E 3L9 31 3L9 C4E C22 C 0 1 N N S -9.714 -1.674 -27.506 -4.820 -7.240 0.792 C4E 3L9 32 3L9 O4E O11 O 0 1 N N N -10.600 -2.218 -28.297 -5.409 -8.296 1.554 O4E 3L9 33 3L9 C3E C23 C 0 1 N N S -8.306 -2.309 -27.801 -4.902 -7.576 -0.700 C3E 3L9 34 3L9 O3E O12 O 0 1 N N N -8.238 -3.624 -27.383 -4.137 -8.753 -0.968 O3E 3L9 35 3L9 C2E C24 C 0 1 N N R -7.254 -1.550 -27.002 -4.338 -6.404 -1.508 C2E 3L9 36 3L9 O2E O13 O 0 1 N N N -5.998 -2.088 -27.035 -4.476 -6.675 -2.904 O2E 3L9 37 3L9 C1D C25 C 0 1 N N S -6.110 2.865 -26.024 -4.307 -1.625 -1.666 C1D 3L9 38 3L9 O2C O14 O 0 1 N N N -7.349 3.122 -25.634 -3.440 -1.757 -0.538 O2C 3L9 39 3L9 C2C C26 C 0 1 N N R -7.719 3.046 -24.313 -2.412 -0.767 -0.476 C2C 3L9 40 3L9 C3C C27 C 0 1 N N R -8.881 2.106 -23.876 -1.125 -1.325 -1.089 C3C 3L9 41 3L9 O3C O15 O 0 1 N N N -8.617 0.856 -24.219 -1.378 -1.744 -2.432 O3C 3L9 42 3L9 C4C C28 C 0 1 N N R -10.219 2.613 -24.430 -0.653 -2.522 -0.257 C4C 3L9 43 3L9 O4C O16 O 0 1 N N N -11.196 1.799 -23.870 0.586 -3.007 -0.777 O4C 3L9 44 3L9 C5C C29 C 0 1 N N S -10.366 4.112 -24.044 -0.460 -2.079 1.195 C5C 3L9 45 3L9 C6C C30 C 0 1 N N N -11.551 4.811 -24.666 -0.047 -3.283 2.045 C6C 3L9 46 3L9 O5C O17 O 0 1 N N N -9.211 4.844 -24.289 -1.686 -1.542 1.695 O5C 3L9 47 3L9 C1C C31 C 0 1 N N S -8.048 4.396 -23.773 -2.151 -0.392 0.985 C1C 3L9 48 3L9 O27 O18 O 0 1 N N N -8.108 4.391 -22.368 -1.161 0.637 1.044 O27 3L9 49 3L9 C10 C32 C 0 1 N N N -7.383 5.381 -21.706 -1.023 1.295 2.227 C10 3L9 50 3L9 C9 C33 C 0 1 N N N -5.967 5.170 -21.482 -2.100 2.053 2.754 C9 3L9 51 3L9 O13 O19 O 0 1 N N N -5.374 4.479 -22.373 -3.167 2.133 2.166 O13 3L9 52 3L9 O30 O20 O 0 1 N N N -3.221 4.957 -21.048 -4.099 3.635 4.028 O30 3L9 53 3L9 C6 C34 C 0 1 Y N N -4.057 6.971 -18.195 -1.408 4.002 6.458 C6 3L9 54 3L9 O29 O21 O 0 1 N N N -3.459 7.523 -17.196 -1.178 4.627 7.641 O29 3L9 55 3L9 C5 C35 C 0 1 Y N N -5.418 7.115 -18.387 -0.405 3.243 5.876 C5 3L9 56 3L9 O12 O22 O 0 1 N N N -7.312 6.687 -19.700 0.335 1.861 4.088 O12 3L9 57 3L9 C11 C36 C 0 1 N N N -8.082 5.961 -20.540 0.151 1.229 2.916 C11 3L9 58 3L9 C14 C37 C 0 1 Y N N -9.514 6.219 -20.595 1.261 0.437 2.354 C14 3L9 59 3L9 C15 C38 C 0 1 Y N N -10.216 6.751 -21.638 1.631 0.601 1.017 C15 3L9 60 3L9 C16 C39 C 0 1 Y N N -11.616 6.976 -21.621 2.672 -0.142 0.493 C16 3L9 61 3L9 O25 O23 O 0 1 N N N -12.145 7.504 -22.672 3.033 0.017 -0.809 O25 3L9 62 3L9 C19 C40 C 0 1 Y N N -10.299 5.890 -19.504 1.948 -0.475 3.160 C19 3L9 63 3L9 C18 C41 C 0 1 Y N N -11.661 6.066 -19.442 2.989 -1.215 2.630 C18 3L9 64 3L9 O23 O24 O 0 1 N N N -12.365 5.778 -18.381 3.658 -2.103 3.414 O23 3L9 65 3L9 C17 C42 C 0 1 Y N N -12.393 6.636 -20.512 3.352 -1.053 1.296 C17 3L9 66 3L9 O24 O25 O 0 1 N N N -13.620 6.825 -20.456 4.376 -1.783 0.778 O24 3L9 67 3L9 C1A C43 C 0 1 N N S -14.414 5.710 -20.532 5.686 -1.219 0.870 C1A 3L9 68 3L9 C2A C44 C 0 1 N N R -15.832 6.129 -20.100 6.713 -2.229 0.352 C2A 3L9 69 3L9 O2A O26 O 0 1 N N N -15.779 6.401 -18.781 6.693 -3.396 1.176 O2A 3L9 70 3L9 C3A C45 C 0 1 N N R -16.766 4.972 -20.255 8.107 -1.595 0.397 C3A 3L9 71 3L9 O3A O27 O 0 1 N N N -18.048 5.428 -20.106 9.063 -2.504 -0.153 O3A 3L9 72 3L9 O5A O28 O 0 1 N N N -14.443 5.253 -21.838 5.749 -0.030 0.080 O5A 3L9 73 3L9 C5A C46 C 0 1 N N N -15.282 4.130 -22.042 7.015 0.632 0.121 C5A 3L9 74 3L9 C4A C47 C 0 1 N N R -16.711 4.431 -21.710 8.096 -0.304 -0.426 C4A 3L9 75 3L9 O4A O29 O 0 1 N N N -17.434 3.301 -21.903 9.371 0.334 -0.332 O4A 3L9 76 3L9 C1B C48 C 0 1 N N S -17.898 2.843 -23.142 9.725 1.100 -1.486 C1B 3L9 77 3L9 O5B O30 O 0 1 N N N -18.702 3.621 -23.644 9.879 0.228 -2.608 O5B 3L9 78 3L9 C5B C49 C 0 1 N N S -19.904 3.927 -22.992 10.871 -0.784 -2.428 C5B 3L9 79 3L9 C6B C50 C 0 1 N N N -20.701 4.902 -23.841 10.928 -1.670 -3.674 C6B 3L9 80 3L9 C4B C51 C 0 1 N N R -20.695 2.663 -22.595 12.236 -0.126 -2.207 C4B 3L9 81 3L9 O4B O31 O 0 1 N N N -21.619 3.021 -21.724 13.220 -1.134 -1.970 O4B 3L9 82 3L9 C3B C52 C 0 1 N N R -19.731 1.593 -22.017 12.154 0.805 -0.994 C3B 3L9 83 3L9 O3B O32 O 0 1 N N N -20.316 0.356 -21.898 13.402 1.480 -0.824 O3B 3L9 84 3L9 C2B C53 C 0 1 N N R -18.505 1.451 -22.914 11.043 1.834 -1.227 C2B 3L9 85 3L9 O2B O33 O 0 1 N N N -18.790 0.903 -24.056 11.370 2.642 -2.359 O2B 3L9 86 3L9 H1 H1 H 0 1 N N N -2.261 6.061 -18.952 -3.418 4.733 6.302 H1 3L9 87 3L9 H2 H2 H 0 1 N N N -7.581 8.920 -22.372 -6.302 8.466 -1.906 H2 3L9 88 3L9 H3 H3 H 0 1 N N N -8.374 10.653 -19.484 -4.841 10.918 -1.009 H3 3L9 89 3L9 H4 H4 H 0 1 N N N -5.458 11.043 -18.121 -1.774 10.409 -1.478 H4 3L9 90 3L9 H5 H5 H 0 1 N N N -3.953 10.206 -19.414 -1.479 7.668 -2.643 H5 3L9 91 3L9 H6 H6 H 0 1 N N N -3.474 8.995 -21.434 -3.032 5.766 -2.588 H6 3L9 92 3L9 H7 H7 H 0 1 N N N -5.853 8.291 -24.242 -6.755 6.022 -2.046 H7 3L9 93 3L9 H9 H9 H 0 1 N N N -3.404 7.024 -22.829 -4.182 4.423 -2.526 H9 3L9 94 3L9 H11 H11 H 0 1 N N N -1.972 4.841 -26.604 -7.131 1.187 -1.485 H11 3L9 95 3L9 H12 H12 H 0 1 N N N -3.401 5.765 -27.178 -7.370 1.329 -3.243 H12 3L9 96 3L9 H13 H13 H 0 1 N N N -3.398 3.210 -25.584 -5.354 -0.130 -3.586 H13 3L9 97 3L9 H14 H14 H 0 1 N N N -4.083 3.592 -28.500 -7.564 -1.281 -1.822 H14 3L9 98 3L9 H15 H15 H 0 1 N N N -1.852 3.693 -27.919 -8.302 -0.231 -3.838 H15 3L9 99 3L9 H16 H16 H 0 1 N N N -3.852 1.048 -26.781 -5.689 -2.640 -3.813 H16 3L9 100 3L9 H17 H17 H 0 1 N N N -4.819 0.269 -28.755 -7.857 -3.626 -3.590 H17 3L9 101 3L9 H18 H18 H 0 1 N N N -6.435 2.172 -28.056 -5.848 -2.838 -0.769 H18 3L9 102 3L9 H19 H19 H 0 1 N N N -7.112 -0.033 -28.524 -6.159 -5.253 -1.436 H19 3L9 103 3L9 H20 H20 H 0 1 N N N -9.420 -0.114 -28.890 -6.628 -6.068 0.804 H20 3L9 104 3L9 H21 H21 H 0 1 N N N -10.921 0.833 -26.466 -5.780 -6.397 3.150 H21 3L9 105 3L9 H22 H22 H 0 1 N N N -11.758 -0.054 -27.784 -4.407 -5.333 2.762 H22 3L9 106 3L9 H23 H23 H 0 1 N N N -11.718 2.213 -28.112 -6.286 -4.169 3.742 H23 3L9 107 3L9 H24 H24 H 0 1 N N N -9.950 -1.816 -26.441 -3.776 -7.121 1.082 H24 3L9 108 3L9 H25 H25 H 0 1 N N N -10.664 -3.147 -28.110 -4.979 -9.154 1.435 H25 3L9 109 3L9 H26 H26 H 0 1 N N N -8.091 -2.214 -28.876 -5.942 -7.746 -0.979 H26 3L9 110 3L9 H27 H27 H 0 1 N N N -7.376 -3.974 -27.576 -4.145 -9.025 -1.896 H27 3L9 111 3L9 H28 H28 H 0 1 N N N -7.600 -1.561 -25.958 -3.284 -6.268 -1.265 H28 3L9 112 3L9 H29 H29 H 0 1 N N N -5.410 -1.554 -26.513 -4.142 -5.971 -3.477 H29 3L9 113 3L9 H30 H30 H 0 1 N N N -5.721 2.294 -25.168 -3.715 -1.616 -2.581 H30 3L9 114 3L9 H31 H31 H 0 1 N N N -6.841 2.701 -23.747 -2.726 0.118 -1.030 H31 3L9 115 3L9 H32 H32 H 0 1 N N N -8.945 2.179 -22.780 -0.355 -0.554 -1.087 H32 3L9 116 3L9 H33 H33 H 0 1 N N N -7.781 0.596 -23.851 -0.604 -2.110 -2.882 H33 3L9 117 3L9 H34 H34 H 0 1 N N N -10.210 2.527 -25.527 -1.402 -3.313 -0.301 H34 3L9 118 3L9 H35 H35 H 0 1 N N N -11.053 0.900 -24.141 0.901 -3.817 -0.353 H35 3L9 119 3L9 H36 H36 H 0 1 N N N -10.541 4.122 -22.958 0.317 -1.317 1.243 H36 3L9 120 3L9 H37 H37 H 0 1 N N N -11.572 5.860 -24.337 0.934 -3.633 1.726 H37 3L9 121 3L9 H38 H38 H 0 1 N N N -11.466 4.772 -25.762 -0.004 -2.990 3.094 H38 3L9 122 3L9 H39 H39 H 0 1 N N N -12.478 4.310 -24.352 -0.777 -4.083 1.921 H39 3L9 123 3L9 H40 H40 H 0 1 N N N -7.237 5.073 -24.079 -3.075 -0.033 1.439 H40 3L9 124 3L9 H42 H42 H 0 1 N N N -3.791 4.621 -21.730 -4.158 4.386 3.422 H42 3L9 125 3L9 H43 H43 H 0 1 N N N -4.090 8.008 -16.677 -1.403 4.097 8.417 H43 3L9 126 3L9 H44 H44 H 0 1 N N N -6.011 7.679 -17.682 0.553 3.148 6.366 H44 3L9 127 3L9 H46 H46 H 0 1 N N N -9.671 7.017 -22.532 1.103 1.308 0.393 H46 3L9 128 3L9 H47 H47 H 0 1 N N N -13.080 7.604 -22.540 3.646 0.749 -0.961 H47 3L9 129 3L9 H48 H48 H 0 1 N N N -9.807 5.465 -18.641 1.668 -0.600 4.195 H48 3L9 130 3L9 H49 H49 H 0 1 N N N -11.799 5.403 -17.717 3.283 -2.994 3.408 H49 3L9 131 3L9 H50 H50 H 0 1 N N N -14.057 4.924 -19.850 5.905 -0.977 1.909 H50 3L9 132 3L9 H51 H51 H 0 1 N N N -16.171 6.985 -20.702 6.470 -2.503 -0.674 H51 3L9 133 3L9 H52 H52 H 0 1 N N N -16.640 6.664 -18.477 5.837 -3.846 1.198 H52 3L9 134 3L9 H53 H53 H 0 1 N N N -16.514 4.169 -19.546 8.372 -1.369 1.430 H53 3L9 135 3L9 H54 H54 H 0 1 N N N -18.160 5.778 -19.230 9.119 -3.348 0.316 H54 3L9 136 3L9 H55 H55 H 0 1 N N N -15.219 3.826 -23.097 6.973 1.535 -0.487 H55 3L9 137 3L9 H56 H56 H 0 1 N N N -14.934 3.306 -21.402 7.252 0.898 1.151 H56 3L9 138 3L9 H57 H57 H 0 1 N N N -17.062 5.231 -22.379 7.881 -0.538 -1.469 H57 3L9 139 3L9 H58 H58 H 0 1 N N N -17.029 2.700 -23.801 8.939 1.826 -1.695 H58 3L9 140 3L9 H59 H59 H 0 1 N N N -19.662 4.449 -22.055 10.617 -1.393 -1.561 H59 3L9 141 3L9 H60 H60 H 0 1 N N N -21.646 5.145 -23.332 11.183 -1.061 -4.542 H60 3L9 142 3L9 H61 H61 H 0 1 N N N -20.117 5.822 -23.988 11.685 -2.442 -3.537 H61 3L9 143 3L9 H62 H62 H 0 1 N N N -20.918 4.445 -24.818 9.956 -2.138 -3.832 H62 3L9 144 3L9 H63 H63 H 0 1 N N N -21.150 2.248 -23.507 12.509 0.451 -3.091 H63 3L9 145 3L9 H64 H64 H 0 1 N N N -22.121 2.258 -21.463 13.321 -1.763 -2.697 H64 3L9 146 3L9 H65 H65 H 0 1 N N N -19.392 1.946 -21.032 11.930 0.222 -0.101 H65 3L9 147 3L9 H66 H66 H 0 1 N N N -21.084 0.420 -21.342 13.422 2.088 -0.072 H66 3L9 148 3L9 H67 H67 H 0 1 N N N -17.761 0.852 -22.368 10.941 2.466 -0.345 H67 3L9 149 3L9 H68 H68 H 0 1 N N N -19.165 0.042 -23.910 10.706 3.313 -2.569 H68 3L9 150 # # 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 3L9 O3D C3D SING N N 1 3L9 O4E C4E SING N N 2 3L9 O6E C6E SING N N 3 3L9 O4D C4D SING N N 4 3L9 C5E C6E SING N N 5 3L9 C5E C4E SING N N 6 3L9 C5E O5E SING N N 7 3L9 C3E C4E SING N N 8 3L9 C3E O3E SING N N 9 3L9 C3E C2E SING N N 10 3L9 C4D C3D SING N N 11 3L9 C4D C5D SING N N 12 3L9 C3D C2D SING N N 13 3L9 C1E O5E SING N N 14 3L9 C1E C2E SING N N 15 3L9 C1E O2D SING N N 16 3L9 C2D O2D SING N N 17 3L9 C2D C1D SING N N 18 3L9 O2E C2E SING N N 19 3L9 C6D C5D SING N N 20 3L9 C6D O6D SING N N 21 3L9 C5D O5D SING N N 22 3L9 O5D C1D SING N N 23 3L9 C1D O2C SING N N 24 3L9 O9F C9F DOUB N N 25 3L9 O2C C2C SING N N 26 3L9 O6D C9F SING N N 27 3L9 C9F C8F SING N N 28 3L9 C6C C5C SING N N 29 3L9 C4C C5C SING N N 30 3L9 C4C C3C SING N N 31 3L9 C4C O4C SING N N 32 3L9 C2C C3C SING N N 33 3L9 C2C C1C SING N N 34 3L9 O5C C5C SING N N 35 3L9 O5C C1C SING N N 36 3L9 O3C C3C SING N N 37 3L9 O2B C2B SING N N 38 3L9 C6B C5B SING N N 39 3L9 C1C O27 SING N N 40 3L9 O5B C1B SING N N 41 3L9 O5B C5B SING N N 42 3L9 C8F C7F DOUB N E 43 3L9 C7F C1F SING N N 44 3L9 C1B C2B SING N N 45 3L9 C1B O4A SING N N 46 3L9 C5B C4B SING N N 47 3L9 C2B C3B SING N N 48 3L9 O25 C16 SING N N 49 3L9 C4B C3B SING N N 50 3L9 C4B O4B SING N N 51 3L9 O13 C9 DOUB N N 52 3L9 O27 C10 SING N N 53 3L9 C1F C2F DOUB Y N 54 3L9 C1F C6F SING Y N 55 3L9 C5A O5A SING N N 56 3L9 C5A C4A SING N N 57 3L9 C3B O3B SING N N 58 3L9 O4A C4A SING N N 59 3L9 O5A C1A SING N N 60 3L9 C2F C3F SING Y N 61 3L9 C4A C3A SING N N 62 3L9 C10 C9 SING N N 63 3L9 C10 C11 DOUB N N 64 3L9 C15 C16 DOUB Y N 65 3L9 C15 C14 SING Y N 66 3L9 C16 C17 SING Y N 67 3L9 C9 C3 SING N N 68 3L9 C6F C5F DOUB Y N 69 3L9 O30 C2 SING N N 70 3L9 C14 C11 SING N N 71 3L9 C14 C19 DOUB Y N 72 3L9 C3F O3F SING N N 73 3L9 C3F C4F DOUB Y N 74 3L9 C11 O12 SING N N 75 3L9 C1A O24 SING N N 76 3L9 C1A C2A SING N N 77 3L9 C17 O24 SING N N 78 3L9 C17 C18 DOUB Y N 79 3L9 C3 C2 DOUB Y N 80 3L9 C3 C4 SING Y N 81 3L9 C3A O3A SING N N 82 3L9 C3A C2A SING N N 83 3L9 C2 C1 SING Y N 84 3L9 C2A O2A SING N N 85 3L9 C5F C4F SING Y N 86 3L9 C4F O4F SING N N 87 3L9 O12 C4 SING N N 88 3L9 C19 C18 SING Y N 89 3L9 C4 C5 DOUB Y N 90 3L9 C18 O23 SING N N 91 3L9 C1 C6 DOUB Y N 92 3L9 C5 C6 SING Y N 93 3L9 C6 O29 SING N N 94 3L9 C1 H1 SING N N 95 3L9 C2F H2 SING N N 96 3L9 O3F H3 SING N N 97 3L9 O4F H4 SING N N 98 3L9 C5F H5 SING N N 99 3L9 C6F H6 SING N N 100 3L9 C7F H7 SING N N 101 3L9 C8F H9 SING N N 102 3L9 C6D H11 SING N N 103 3L9 C6D H12 SING N N 104 3L9 C5D H13 SING N N 105 3L9 C4D H14 SING N N 106 3L9 O4D H15 SING N N 107 3L9 C3D H16 SING N N 108 3L9 O3D H17 SING N N 109 3L9 C2D H18 SING N N 110 3L9 C1E H19 SING N N 111 3L9 C5E H20 SING N N 112 3L9 C6E H21 SING N N 113 3L9 C6E H22 SING N N 114 3L9 O6E H23 SING N N 115 3L9 C4E H24 SING N N 116 3L9 O4E H25 SING N N 117 3L9 C3E H26 SING N N 118 3L9 O3E H27 SING N N 119 3L9 C2E H28 SING N N 120 3L9 O2E H29 SING N N 121 3L9 C1D H30 SING N N 122 3L9 C2C H31 SING N N 123 3L9 C3C H32 SING N N 124 3L9 O3C H33 SING N N 125 3L9 C4C H34 SING N N 126 3L9 O4C H35 SING N N 127 3L9 C5C H36 SING N N 128 3L9 C6C H37 SING N N 129 3L9 C6C H38 SING N N 130 3L9 C6C H39 SING N N 131 3L9 C1C H40 SING N N 132 3L9 O30 H42 SING N N 133 3L9 O29 H43 SING N N 134 3L9 C5 H44 SING N N 135 3L9 C15 H46 SING N N 136 3L9 O25 H47 SING N N 137 3L9 C19 H48 SING N N 138 3L9 O23 H49 SING N N 139 3L9 C1A H50 SING N N 140 3L9 C2A H51 SING N N 141 3L9 O2A H52 SING N N 142 3L9 C3A H53 SING N N 143 3L9 O3A H54 SING N N 144 3L9 C5A H55 SING N N 145 3L9 C5A H56 SING N N 146 3L9 C4A H57 SING N N 147 3L9 C1B H58 SING N N 148 3L9 C5B H59 SING N N 149 3L9 C6B H60 SING N N 150 3L9 C6B H61 SING N N 151 3L9 C6B H62 SING N N 152 3L9 C4B H63 SING N N 153 3L9 O4B H64 SING N N 154 3L9 C3B H65 SING N N 155 3L9 O3B H66 SING N N 156 3L9 C2B H67 SING N N 157 3L9 O2B H68 SING N N 158 # # 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 3L9 SMILES ACDLabs 12.01 "O=C(OCC8OC(OC6C(O)C(O)C(OC6OC=1C(=O)c5c(O)cc(O)cc5OC=1c4cc(O)c(OC3OCC(OC2OC(C)C(O)C(O)C2O)C(O)C3O)c(O)c4)C)C(OC7OC(CO)C(O)C(O)C7O)C(O)C8O)\C=C\c9ccc(O)c(O)c9" 3L9 InChI InChI 1.03 "InChI=1S/C53H64O33/c1-15-31(62)37(68)42(73)50(77-15)81-28-14-76-49(41(72)35(28)66)83-45-23(59)8-18(9-24(45)60)44-46(36(67)30-22(58)10-19(55)11-25(30)79-44)84-52-47(39(70)32(63)16(2)78-52)86-53-48(85-51-43(74)38(69)33(64)26(12-54)80-51)40(71)34(65)27(82-53)13-75-29(61)6-4-17-3-5-20(56)21(57)7-17/h3-11,15-16,26-28,31-35,37-43,47-60,62-66,68-74H,12-14H2,1-2H3/b6-4+/t15-,16-,26+,27+,28+,31-,32-,33+,34+,35-,37+,38-,39+,40-,41+,42+,43+,47+,48+,49-,50-,51-,52-,53-/m0/s1" 3L9 InChIKey InChI 1.03 FHVDXUPJFGRQLV-OWPXYNISSA-N 3L9 SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1O[C@@H](O[C@@H]2CO[C@@H](Oc3c(O)cc(cc3O)C4=C(O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O[C@@H]6O[C@H](COC(=O)\C=C\c7ccc(O)c(O)c7)[C@@H](O)[C@H](O)[C@H]6O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)C(=O)c9c(O)cc(O)cc9O4)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O" 3L9 SMILES CACTVS 3.385 "C[CH]1O[CH](O[CH]2CO[CH](Oc3c(O)cc(cc3O)C4=C(O[CH]5O[CH](C)[CH](O)[CH](O)[CH]5O[CH]6O[CH](COC(=O)C=Cc7ccc(O)c(O)c7)[CH](O)[CH](O)[CH]6O[CH]8O[CH](CO)[CH](O)[CH](O)[CH]8O)C(=O)c9c(O)cc(O)cc9O4)[CH](O)[CH]2O)[CH](O)[CH](O)[CH]1O" 3L9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2CO[C@H]([C@@H]([C@H]2O)O)Oc3c(cc(cc3O)C4=C(C(=O)c5c(cc(cc5O4)O)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)COC(=O)/C=C/c8ccc(c(c8)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)O" 3L9 SMILES "OpenEye OEToolkits" 1.9.2 "CC1C(C(C(C(O1)OC2COC(C(C2O)O)Oc3c(cc(cc3O)C4=C(C(=O)c5c(cc(cc5O4)O)O)OC6C(C(C(C(O6)C)O)O)OC7C(C(C(C(O7)COC(=O)C=Cc8ccc(c(c8)O)O)O)O)OC9C(C(C(C(O9)CO)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 3L9 "SYSTEMATIC NAME" ACDLabs 12.01 "2-(4-{[4-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-xylopyranosyl]oxy}-3,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucopyranosyl-(1->2)-6-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranosyl-(1->2)-6-deoxy-alpha-L-mannopyranoside" 3L9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3S,4S,5R,6S)-5-[(2S,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-6-[(2S,3R,4R,5R,6S)-6-methyl-2-[2-[4-[(2S,3R,4R,5R)-5-[(2S,3R,4R,5R,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-3,4-bis(oxidanyl)oxan-2-yl]oxy-3,5-bis(oxidanyl)phenyl]-5,7-bis(oxidanyl)-4-oxidanylidene-chromen-3-yl]oxy-4,5-bis(oxidanyl)oxan-3-yl]oxy-3,4-bis(oxidanyl)oxan-2-yl]methyl (E)-3-[3,4-bis(oxidanyl)phenyl]prop-2-enoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3L9 "Create component" 2014-09-12 RCSB 3L9 "Initial release" 2015-07-15 RCSB 3L9 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3L9 _pdbx_chem_comp_synonyms.name "2-(4-{[4-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-xylopyranosyl]oxy}-3,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucopyranosyl-(1->2)-6-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranosyl-(1->2)-6-deoxy-alpha-L-mannopyranoside" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##