data_A86 # _chem_comp.id A86 _chem_comp.name ;(3S,3'S,5R,5'R,6S,6'R,8'R)-3,5'-dihydroxy-8-oxo-6',7'-didehydro-5,5',6,6',7,8-hexahydro-5,6-epoxy-beta,beta-caroten-3'- yl acetate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C42 H58 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Fucoxanthin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-10-17 _chem_comp.pdbx_modified_date 2020-06-17 _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 658.906 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A86 _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 6A2W _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 A86 C C1 C 0 1 N N N -28.344 -19.698 24.273 -2.219 0.709 0.739 C A86 1 A86 O O1 O 0 1 N N N -19.412 -11.012 28.793 9.821 0.717 0.894 O A86 2 A86 C1 C2 C 0 1 N N N -29.358 -18.792 24.902 -2.172 -0.516 -0.139 C1 A86 3 A86 C10 C3 C 0 1 N N N -22.004 -13.000 27.459 7.453 -0.323 0.118 C10 A86 4 A86 C11 C4 C 0 1 N N N -21.407 -11.928 28.030 8.673 -0.861 -0.253 C11 A86 5 A86 C12 C5 C 0 1 N N N -22.230 -10.875 28.725 8.720 -2.085 -1.131 C12 A86 6 A86 C13 C6 C 0 1 N N N -19.952 -11.755 27.992 9.859 -0.271 0.185 C13 A86 7 A86 C14 C7 C 0 1 N N N -19.083 -12.468 26.977 11.187 -0.858 -0.220 C14 A86 8 A86 C15 C8 C 0 1 N N S -17.845 -13.011 27.697 12.316 0.056 0.262 C15 A86 9 A86 C16 C9 C 0 1 N N N -17.726 -14.256 28.579 12.368 1.437 -0.389 C16 A86 10 A86 C17 C10 C 0 1 N N N -16.523 -14.252 29.496 13.777 1.720 -0.910 C17 A86 11 A86 C18 C11 C 0 1 N N S -15.260 -13.753 28.833 14.771 1.536 0.242 C18 A86 12 A86 C19 C12 C 0 1 N N N -15.418 -12.294 28.456 14.937 0.041 0.511 C19 A86 13 A86 C2 C13 C 0 1 N N N -28.996 -17.651 25.517 -0.944 -1.058 -0.513 C2 A86 14 A86 C20 C14 C 0 1 N N R -16.677 -12.026 27.658 13.586 -0.607 0.772 C20 A86 15 A86 C21 C15 C 0 1 N N N -16.640 -10.653 27.004 13.597 -2.137 0.777 C21 A86 16 A86 C22 C16 C 0 1 N N N -17.662 -15.485 27.679 11.990 2.499 0.646 C22 A86 17 A86 C23 C17 C 0 1 N N N -18.945 -14.387 29.486 11.377 1.487 -1.553 C23 A86 18 A86 C24 C18 C 0 1 N N N -30.780 -19.161 24.846 -3.347 -1.100 -0.573 C24 A86 19 A86 C25 C19 C 0 1 N N N -31.198 -20.223 24.171 -4.581 -0.555 -0.198 C25 A86 20 A86 C26 C20 C 0 1 N N N -32.629 -20.497 24.200 -5.740 -1.132 -0.626 C26 A86 21 A86 C27 C21 C 0 1 N N N -33.183 -21.614 23.699 -6.987 -0.582 -0.246 C27 A86 22 A86 C28 C22 C 0 1 N N N -32.349 -22.676 23.046 -7.034 0.642 0.632 C28 A86 23 A86 C29 C23 C 0 1 N N N -34.648 -21.761 23.803 -8.125 -1.148 -0.667 C29 A86 24 A86 C3 C24 C 0 1 N N N -27.592 -17.232 25.616 0.235 -0.471 -0.077 C3 A86 25 A86 C30 C25 C 0 1 N N R -35.284 -22.728 23.307 -9.277 -0.639 -0.316 C30 A86 26 A86 C31 C26 C 0 1 N N N -35.967 -23.665 22.820 -10.428 -0.131 0.035 C31 A86 27 A86 C32 C27 C 0 1 N N N -36.194 -24.873 23.708 -11.125 -0.586 1.298 C32 A86 28 A86 C33 C28 C 0 1 N N N -36.993 -25.977 23.027 -12.568 -0.967 0.949 C33 A86 29 A86 C34 C29 C 0 1 N N S -36.793 -26.020 21.523 -13.247 0.208 0.243 C34 A86 30 A86 C35 C30 C 0 1 N N N -37.322 -24.713 20.955 -12.542 0.493 -1.084 C35 A86 31 A86 C36 C31 C 0 1 N N R -36.534 -23.496 21.421 -11.096 0.933 -0.808 C36 A86 32 A86 C37 C32 C 0 1 N N N -35.408 -23.195 20.433 -10.345 1.088 -2.132 C37 A86 33 A86 C38 C33 C 0 1 N N N -35.189 -27.427 20.404 -15.511 0.899 -0.030 C38 A86 34 A86 C39 C34 C 0 1 N N N -36.300 -28.010 19.579 -16.972 0.635 -0.288 C39 A86 35 A86 C4 C35 C 0 1 N N N -27.265 -16.089 26.220 1.459 -1.012 -0.451 C4 A86 36 A86 C40 C36 C 0 1 N N N -34.833 -25.405 24.147 -10.398 -1.802 1.876 C40 A86 37 A86 C41 C37 C 0 1 N N N -36.949 -24.404 24.945 -11.123 0.549 2.324 C41 A86 38 A86 C5 C38 C 0 1 N N N -25.858 -15.697 26.326 2.642 -0.423 -0.014 C5 A86 39 A86 C6 C39 C 0 1 N N N -25.456 -14.508 26.817 3.864 -0.963 -0.386 C6 A86 40 A86 C7 C40 C 0 1 N N N -26.450 -13.475 27.270 3.911 -2.187 -1.264 C7 A86 41 A86 C8 C41 C 0 1 N N N -24.006 -14.224 26.870 5.048 -0.374 0.052 C8 A86 42 A86 C9 C42 C 0 1 N N N -23.469 -13.176 27.489 6.268 -0.913 -0.320 C9 A86 43 A86 O1 O2 O 0 1 N N N -16.833 -13.066 26.679 12.659 0.007 1.656 O1 A86 44 A86 O2 O3 O 0 1 N N N -14.236 -13.800 29.818 16.033 2.102 -0.119 O2 A86 45 A86 O3 O4 O 0 1 N N N -37.426 -22.374 21.425 -11.098 2.179 -0.109 O3 A86 46 A86 O4 O5 O 0 1 N N N -35.417 -26.222 21.194 -14.638 -0.120 -0.011 O4 A86 47 A86 O5 O6 O 0 1 N N N -34.076 -27.928 20.435 -15.125 2.029 0.160 O5 A86 48 A86 H1 H1 H 0 1 N N N -27.338 -19.273 24.407 -2.220 1.603 0.116 H1 A86 49 A86 H2 H2 H 0 1 N N N -28.390 -20.688 24.751 -3.125 0.687 1.344 H2 A86 50 A86 H3 H3 H 0 1 N N N -28.559 -19.799 23.199 -1.346 0.721 1.391 H3 A86 51 A86 H4 H4 H 0 1 N N N -21.394 -13.745 26.970 7.420 0.554 0.747 H4 A86 52 A86 H5 H5 H 0 1 N N N -21.566 -10.092 29.120 8.741 -1.781 -2.178 H5 A86 53 A86 H6 H6 H 0 1 N N N -22.936 -10.430 28.009 9.615 -2.663 -0.902 H6 A86 54 A86 H7 H7 H 0 1 N N N -22.789 -11.334 29.553 7.836 -2.697 -0.949 H7 A86 55 A86 H8 H8 H 0 1 N N N -18.776 -11.763 26.190 11.301 -1.844 0.230 H8 A86 56 A86 H9 H9 H 0 1 N N N -19.645 -13.299 26.526 11.229 -0.946 -1.305 H9 A86 57 A86 H10 H10 H 0 1 N N N -16.744 -13.604 30.357 14.016 1.024 -1.714 H10 A86 58 A86 H11 H11 H 0 1 N N N -16.349 -15.280 29.846 13.830 2.742 -1.284 H11 A86 59 A86 H12 H12 H 0 1 N N N -15.015 -14.360 27.949 14.391 2.031 1.136 H12 A86 60 A86 H13 H13 H 0 1 N N N -14.549 -11.991 27.854 15.401 -0.431 -0.355 H13 A86 61 A86 H14 H14 H 0 1 N N N -15.452 -11.695 29.378 15.576 -0.099 1.382 H14 A86 62 A86 H15 H15 H 0 1 N N N -29.761 -17.024 25.951 -0.910 -1.935 -1.143 H15 A86 63 A86 H16 H16 H 0 1 N N N -16.520 -9.881 27.778 13.454 -2.504 -0.240 H16 A86 64 A86 H17 H17 H 0 1 N N N -15.794 -10.604 26.303 14.553 -2.492 1.161 H17 A86 65 A86 H18 H18 H 0 1 N N N -17.579 -10.482 26.458 12.791 -2.504 1.412 H18 A86 66 A86 H19 H19 H 0 1 N N N -17.576 -16.390 28.299 12.611 2.378 1.534 H19 A86 67 A86 H20 H20 H 0 1 N N N -18.577 -15.542 27.071 12.151 3.491 0.223 H20 A86 68 A86 H21 H21 H 0 1 N N N -16.787 -15.410 27.017 10.941 2.385 0.917 H21 A86 69 A86 H22 H22 H 0 1 N N N -19.009 -13.508 30.144 10.359 1.418 -1.167 H22 A86 70 A86 H23 H23 H 0 1 N N N -19.855 -14.451 28.871 11.498 2.426 -2.093 H23 A86 71 A86 H24 H24 H 0 1 N N N -18.851 -15.297 30.097 11.566 0.652 -2.228 H24 A86 72 A86 H25 H25 H 0 1 N N N -31.503 -18.551 25.368 -3.313 -1.977 -1.203 H25 A86 73 A86 H26 H26 H 0 1 N N N -30.511 -20.854 23.626 -4.615 0.322 0.432 H26 A86 74 A86 H27 H27 H 0 1 N N N -33.280 -19.762 24.649 -5.707 -2.009 -1.255 H27 A86 75 A86 H28 H28 H 0 1 N N N -31.290 -22.378 23.070 -7.056 0.338 1.678 H28 A86 76 A86 H29 H29 H 0 1 N N N -32.475 -23.625 23.587 -6.151 1.254 0.449 H29 A86 77 A86 H30 H30 H 0 1 N N N -32.670 -22.804 22.002 -7.930 1.220 0.403 H30 A86 78 A86 H31 H31 H 0 1 N N N -35.203 -21.000 24.332 -8.091 -2.025 -1.296 H31 A86 79 A86 H32 H32 H 0 1 N N N -26.817 -17.856 25.196 0.201 0.406 0.552 H32 A86 80 A86 H33 H33 H 0 1 N N N -38.061 -25.813 23.233 -12.565 -1.834 0.289 H33 A86 81 A86 H34 H34 H 0 1 N N N -36.682 -26.944 23.449 -13.112 -1.206 1.862 H34 A86 82 A86 H35 H35 H 0 1 N N N -37.395 -26.845 21.115 -13.193 1.092 0.879 H35 A86 83 A86 H36 H36 H 0 1 N N N -38.369 -24.593 21.269 -12.537 -0.407 -1.699 H36 A86 84 A86 H37 H37 H 0 1 N N N -37.272 -24.763 19.857 -13.070 1.289 -1.610 H37 A86 85 A86 H38 H38 H 0 1 N N N -34.844 -22.315 20.776 -10.841 1.840 -2.746 H38 A86 86 A86 H39 H39 H 0 1 N N N -34.733 -24.062 20.371 -9.319 1.400 -1.934 H39 A86 87 A86 H40 H40 H 0 1 N N N -35.836 -22.992 19.440 -10.339 0.135 -2.661 H40 A86 88 A86 H41 H41 H 0 1 N N N -35.936 -28.905 19.053 -17.167 0.687 -1.359 H41 A86 89 A86 H42 H42 H 0 1 N N N -37.138 -28.286 20.236 -17.233 -0.357 0.081 H42 A86 90 A86 H43 H43 H 0 1 N N N -36.640 -27.266 18.844 -17.573 1.384 0.228 H43 A86 91 A86 H44 H44 H 0 1 N N N -28.036 -15.454 26.630 1.493 -1.889 -1.080 H44 A86 92 A86 H45 H45 H 0 1 N N N -34.973 -26.284 24.794 -9.368 -1.533 2.108 H45 A86 93 A86 H46 H46 H 0 1 N N N -34.248 -25.692 23.261 -10.902 -2.128 2.786 H46 A86 94 A86 H47 H47 H 0 1 N N N -34.296 -24.623 24.703 -10.407 -2.612 1.146 H47 A86 95 A86 H48 H48 H 0 1 N N N -37.130 -25.260 25.612 -11.647 1.412 1.912 H48 A86 96 A86 H49 H49 H 0 1 N N N -36.351 -23.647 25.474 -11.625 0.218 3.233 H49 A86 97 A86 H50 H50 H 0 1 N N N -37.911 -23.965 24.643 -10.095 0.826 2.557 H50 A86 98 A86 H51 H51 H 0 1 N N N -25.105 -16.396 25.994 2.608 0.454 0.616 H51 A86 99 A86 H52 H52 H 0 1 N N N -25.915 -12.585 27.633 3.932 -1.883 -2.310 H52 A86 100 A86 H53 H53 H 0 1 N N N -27.098 -13.195 26.426 4.806 -2.764 -1.035 H53 A86 101 A86 H54 H54 H 0 1 N N N -27.065 -13.890 28.082 3.027 -2.799 -1.082 H54 A86 102 A86 H55 H55 H 0 1 N N N -23.339 -14.913 26.373 5.014 0.503 0.681 H55 A86 103 A86 H56 H56 H 0 1 N N N -24.096 -12.464 28.006 6.302 -1.790 -0.949 H56 A86 104 A86 H57 H57 H 0 1 N N N -14.098 -14.700 30.089 16.711 2.021 0.566 H57 A86 105 A86 H58 H58 H 0 1 N N N -38.137 -22.537 22.033 -11.527 2.900 -0.590 H58 A86 106 # # 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 A86 C39 C38 SING N N 1 A86 C38 O5 DOUB N N 2 A86 C38 O4 SING N N 3 A86 C37 C36 SING N N 4 A86 C35 C36 SING N N 5 A86 C35 C34 SING N N 6 A86 O4 C34 SING N N 7 A86 C36 O3 SING N N 8 A86 C36 C31 SING N N 9 A86 C34 C33 SING N N 10 A86 C31 C30 DOUB N N 11 A86 C31 C32 SING N N 12 A86 C33 C32 SING N N 13 A86 C28 C27 SING N N 14 A86 C30 C29 DOUB N N 15 A86 C27 C29 SING N N 16 A86 C27 C26 DOUB N E 17 A86 C32 C40 SING N N 18 A86 C32 C41 SING N N 19 A86 C25 C26 SING N N 20 A86 C25 C24 DOUB N E 21 A86 C C1 SING N N 22 A86 C24 C1 SING N N 23 A86 C1 C2 DOUB N E 24 A86 C2 C3 SING N N 25 A86 C3 C4 DOUB N E 26 A86 C4 C5 SING N N 27 A86 C5 C6 DOUB N E 28 A86 O1 C20 SING N N 29 A86 O1 C15 SING N N 30 A86 C6 C8 SING N N 31 A86 C6 C7 SING N N 32 A86 C8 C9 DOUB N E 33 A86 C14 C15 SING N N 34 A86 C14 C13 SING N N 35 A86 C21 C20 SING N N 36 A86 C10 C9 SING N N 37 A86 C10 C11 DOUB N E 38 A86 C20 C15 SING N N 39 A86 C20 C19 SING N N 40 A86 C22 C16 SING N N 41 A86 C15 C16 SING N N 42 A86 C13 C11 SING N N 43 A86 C13 O DOUB N N 44 A86 C11 C12 SING N N 45 A86 C19 C18 SING N N 46 A86 C16 C23 SING N N 47 A86 C16 C17 SING N N 48 A86 C18 C17 SING N N 49 A86 C18 O2 SING N N 50 A86 C H1 SING N N 51 A86 C H2 SING N N 52 A86 C H3 SING N N 53 A86 C10 H4 SING N N 54 A86 C12 H5 SING N N 55 A86 C12 H6 SING N N 56 A86 C12 H7 SING N N 57 A86 C14 H8 SING N N 58 A86 C14 H9 SING N N 59 A86 C17 H10 SING N N 60 A86 C17 H11 SING N N 61 A86 C18 H12 SING N N 62 A86 C19 H13 SING N N 63 A86 C19 H14 SING N N 64 A86 C2 H15 SING N N 65 A86 C21 H16 SING N N 66 A86 C21 H17 SING N N 67 A86 C21 H18 SING N N 68 A86 C22 H19 SING N N 69 A86 C22 H20 SING N N 70 A86 C22 H21 SING N N 71 A86 C23 H22 SING N N 72 A86 C23 H23 SING N N 73 A86 C23 H24 SING N N 74 A86 C24 H25 SING N N 75 A86 C25 H26 SING N N 76 A86 C26 H27 SING N N 77 A86 C28 H28 SING N N 78 A86 C28 H29 SING N N 79 A86 C28 H30 SING N N 80 A86 C29 H31 SING N N 81 A86 C3 H32 SING N N 82 A86 C33 H33 SING N N 83 A86 C33 H34 SING N N 84 A86 C34 H35 SING N N 85 A86 C35 H36 SING N N 86 A86 C35 H37 SING N N 87 A86 C37 H38 SING N N 88 A86 C37 H39 SING N N 89 A86 C37 H40 SING N N 90 A86 C39 H41 SING N N 91 A86 C39 H42 SING N N 92 A86 C39 H43 SING N N 93 A86 C4 H44 SING N N 94 A86 C40 H45 SING N N 95 A86 C40 H46 SING N N 96 A86 C40 H47 SING N N 97 A86 C41 H48 SING N N 98 A86 C41 H49 SING N N 99 A86 C41 H50 SING N N 100 A86 C5 H51 SING N N 101 A86 C7 H52 SING N N 102 A86 C7 H53 SING N N 103 A86 C7 H54 SING N N 104 A86 C8 H55 SING N N 105 A86 C9 H56 SING N N 106 A86 O2 H57 SING N N 107 A86 O3 H58 SING N N 108 # # 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 A86 SMILES ACDLabs 12.01 "C\C(=C/C=C/C=C(/C=C/C=C(\C)C(=O)CC12C(C)(CC(O)CC1(C)O2)C)C)[C@H]=C[C@H]=C([C@H]=C=C3\C(C)(C)CC(CC3(O)C)OC(=O)C)C" A86 InChI InChI 1.03 "InChI=1S/C42H58O6/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(47-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42-39(8,9)24-34(44)25-41(42,11)48-42/h12-22,34-35,44,46H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23-,34-,35-,40+,41+,42-/m0/s1" A86 InChIKey InChI 1.03 SJWWTRQNNRNTPU-XJUZQKKNSA-N A86 SMILES_CANONICAL CACTVS 3.385 "CC(=O)O[C@H]1CC(C)(C)[C](=[C@@]=[CH]C(\C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)C[C@@]23O[C@]2(C)C[C@@H](O)CC3(C)C)[C@](C)(O)C1" A86 SMILES CACTVS 3.385 "CC(=O)O[CH]1CC(C)(C)[C](=[C]=[CH]C(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C(=O)C[C]23O[C]2(C)C[CH](O)CC3(C)C)[C](C)(O)C1" A86 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C(=O)C[C@]12[C@](O1)(C[C@H](CC2(C)C)O)C)/C=C/C=C(\C)/C=C=C3[C@](C[C@H](CC3(C)C)OC(=O)C)(C)O" A86 SMILES "OpenEye OEToolkits" 2.0.6 "CC(=CC=CC=C(C)C=CC=C(C)C(=O)CC12C(CC(CC1(O2)C)O)(C)C)C=CC=C(C)C=C=C3C(CC(CC3(C)O)OC(=O)C)(C)C" # # 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 A86 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,3'S,5R,5'R,6S,6'R,8'R)-3,5'-dihydroxy-8-oxo-6',7'-didehydro-5,5',6,6',7,8-hexahydro-5,6-epoxy-beta,beta-caroten-3'-yl acetate" A86 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(1~{S},5~{R})-3,3,5-trimethyl-5-oxidanyl-4-[(3~{E},5~{E},7~{E},9~{E},11~{E},13~{E},15~{E})-3,7,12,16-tetramethyl-17-oxidanylidene-18-[(1~{S},4~{S},6~{R})-2,2,6-trimethyl-4-oxidanyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15-octaenylidene]cyclohexyl] ethanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A86 "Create component" 2018-10-17 PDBJ A86 "Initial release" 2019-02-06 RCSB A86 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id A86 _pdbx_chem_comp_synonyms.name Fucoxanthin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##