data_AQ9 # _chem_comp.id AQ9 _chem_comp.name "1-O-[(8alpha,9beta,10alpha,13alpha)-13-(beta-D-glucopyranosyloxy)-18-oxokaur-16-en-18-yl]-beta-D-glucopyranose" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H50 O13" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Rubusoside _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-15 _chem_comp.pdbx_modified_date 2021-03-01 _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 642.732 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AQ9 _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 6INH _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 AQ9 C19 C1 C 0 1 N N N 47.373 22.644 24.182 5.903 -2.809 -0.177 C19 AQ9 1 AQ9 C18 C2 C 0 1 N N S 48.920 20.669 24.152 3.916 -1.253 0.001 C18 AQ9 2 AQ9 C17 C3 C 0 1 N N N 46.514 20.342 23.737 3.601 -3.467 -0.989 C17 AQ9 3 AQ9 C1 C4 C 0 1 N N S 49.741 13.514 24.005 -4.299 0.039 -0.386 C1 AQ9 4 AQ9 C3 C5 C 0 1 N N S 51.051 13.267 26.119 -6.250 1.593 -0.484 C3 AQ9 5 AQ9 C5 C6 C 0 1 N N R 50.481 11.310 24.661 -4.063 2.244 0.527 C5 AQ9 6 AQ9 C15 C7 C 0 1 N N N 48.439 14.260 22.061 -2.578 -1.608 -0.305 C15 AQ9 7 AQ9 C14 C8 C 0 1 N N N 46.052 14.067 21.904 -2.782 -3.892 -1.177 C14 AQ9 8 AQ9 C7 C9 C 0 1 N N N 46.400 17.890 24.025 1.287 -3.092 -1.932 C7 AQ9 9 AQ9 C6 C10 C 0 1 N N N 50.026 9.856 24.567 -3.390 3.022 1.659 C6 AQ9 10 AQ9 C9 C11 C 0 1 N N R 47.294 19.031 23.557 2.245 -2.739 -0.813 C9 AQ9 11 AQ9 C10 C12 C 0 1 N N N 48.527 19.226 24.441 2.662 -1.255 -0.917 C10 AQ9 12 AQ9 C12 C13 C 0 1 N N N 49.572 20.689 22.776 3.398 -1.364 1.441 C12 AQ9 13 AQ9 C11 C14 C 0 1 N N S 49.424 21.354 26.488 4.083 1.136 0.096 C11 AQ9 14 AQ9 O6 O1 O 0 1 N N N 50.067 9.436 23.199 -1.971 2.952 1.508 O6 AQ9 15 AQ9 C4 C15 C 0 1 N N S 50.694 11.782 26.102 -5.581 2.422 0.616 C4 AQ9 16 AQ9 O4 O2 O 0 1 N N N 51.747 11.037 26.722 -5.911 3.802 0.441 O4 AQ9 17 AQ9 O3 O3 O 0 1 N N N 51.165 13.767 27.453 -7.670 1.695 -0.363 O3 AQ9 18 AQ9 O5 O4 O 0 1 N N N 49.483 12.111 24.020 -3.739 0.857 0.644 O5 AQ9 19 AQ9 O1 O5 O 0 1 N N N 48.570 14.146 23.504 -3.887 -1.339 -0.186 O1 AQ9 20 AQ9 C2 C16 C 0 1 N N R 49.970 14.059 25.404 -5.826 0.128 -0.333 C2 AQ9 21 AQ9 O2 O6 O 0 1 N N N 50.331 15.445 25.343 -6.387 -0.643 -1.398 O2 AQ9 22 AQ9 O61 O7 O 0 1 N N N 46.537 24.189 27.673 0.453 1.817 -1.867 O61 AQ9 23 AQ9 C61 C17 C 0 1 N N N 47.823 24.153 28.309 1.433 2.856 -1.885 C61 AQ9 24 AQ9 C51 C18 C 0 1 N N R 48.431 22.764 28.126 2.417 2.649 -0.732 C51 AQ9 25 AQ9 C71 C19 C 0 1 N N S 49.485 22.431 29.182 3.392 3.829 -0.675 C41 AQ9 26 AQ9 O41 O8 O 0 1 N N N 48.842 22.310 30.456 2.669 5.033 -0.408 O41 AQ9 27 AQ9 C31 C20 C 0 1 N N S 50.229 21.126 28.870 4.411 3.586 0.442 C31 AQ9 28 AQ9 O31 O9 O 0 1 N N N 51.427 21.073 29.654 5.368 4.646 0.455 O31 AQ9 29 AQ9 O51 O10 O 0 1 N N N 49.016 22.681 26.820 3.148 1.439 -0.942 O51 AQ9 30 AQ9 C21 C21 C 0 1 N N R 50.593 20.970 27.390 5.124 2.254 0.186 C21 AQ9 31 AQ9 O21 O11 O 0 1 N N N 50.958 19.612 27.118 6.026 1.982 1.261 O21 AQ9 32 AQ9 O O12 O 0 1 N N N 49.274 13.752 21.316 -1.801 -0.720 -0.568 O AQ9 33 AQ9 C42 C22 C 0 1 N N R 47.221 15.001 21.545 -2.076 -3.015 -0.112 C211 AQ9 34 AQ9 C41 C23 C 0 1 N N N 47.198 15.075 20.021 -2.529 -3.547 1.246 C111 AQ9 35 AQ9 C43 C24 C 0 1 N N S 47.107 16.441 22.123 -0.584 -3.140 -0.314 C511 AQ9 36 AQ9 C33 C25 C 0 1 N N N 46.982 16.537 23.655 -0.102 -2.509 -1.619 C611 AQ9 37 AQ9 C46 C26 C 0 1 N N N 47.590 21.346 24.053 4.633 -2.545 -0.364 C112 AQ9 38 AQ9 C39 C27 C 0 1 N N N 48.700 20.063 21.663 2.708 -2.704 1.664 C13 AQ9 39 AQ9 C8 C28 C 0 1 N N R 47.732 18.899 22.062 1.724 -3.085 0.570 C8 AQ9 40 AQ9 C44 C29 C 0 1 N N S 48.162 17.466 21.604 0.286 -2.675 0.849 C411 AQ9 41 AQ9 C16 C30 C 0 1 N N N 49.615 17.118 22.035 0.185 -1.175 1.097 C16 AQ9 42 AQ9 C45 C31 C 0 1 N N N 48.158 17.429 20.071 -0.185 -3.405 2.119 C311 AQ9 43 AQ9 C40 C32 C 0 1 N N N 48.225 16.042 19.436 -1.648 -3.067 2.390 C AQ9 44 AQ9 O19 O13 O 0 1 N N N 49.817 21.253 25.109 4.736 -0.101 -0.198 O19 AQ9 45 AQ9 H1 H1 H 0 1 N N N 48.198 23.313 24.377 6.288 -3.792 -0.405 H1 AQ9 46 AQ9 H2 H2 H 0 1 N N N 46.370 23.035 24.093 6.564 -2.044 0.201 H2 AQ9 47 AQ9 H3 H3 H 0 1 N N N 45.981 20.613 22.814 3.572 -4.420 -0.468 H3 AQ9 48 AQ9 H4 H4 H 0 1 N N N 45.795 20.262 24.565 3.802 -3.610 -2.047 H4 AQ9 49 AQ9 H5 H5 H 0 1 N N N 50.612 13.745 23.374 -3.948 0.386 -1.357 H5 AQ9 50 AQ9 H6 H6 H 0 1 N N N 52.002 13.405 25.584 -5.940 1.963 -1.462 H6 AQ9 51 AQ9 H7 H7 H 0 1 N N N 51.435 11.409 24.122 -3.708 2.620 -0.433 H7 AQ9 52 AQ9 H8 H8 H 0 1 N N N 45.993 13.955 22.997 -2.532 -3.526 -2.173 H8 AQ9 53 AQ9 H9 H9 H 0 1 N N N 45.111 14.496 21.528 -2.449 -4.925 -1.076 H9 AQ9 54 AQ9 H10 H10 H 0 1 N N N 46.215 13.082 21.443 -3.861 -3.842 -1.032 H10 AQ9 55 AQ9 H11 H11 H 0 1 N N N 46.293 17.946 25.118 1.651 -2.670 -2.869 H11 AQ9 56 AQ9 H12 H12 H 0 1 N N N 45.412 17.994 23.554 1.212 -4.175 -2.020 H12 AQ9 57 AQ9 H13 H13 H 0 1 N N N 48.998 9.767 24.948 -3.708 4.064 1.623 H13 AQ9 58 AQ9 H14 H14 H 0 1 N N N 50.696 9.222 25.167 -3.676 2.588 2.618 H14 AQ9 59 AQ9 H15 H15 H 0 1 N N N 48.279 19.087 25.504 1.907 -0.561 -0.585 H15 AQ9 60 AQ9 H16 H16 H 0 1 N N N 49.332 18.531 24.158 2.951 -1.014 -1.952 H16 AQ9 61 AQ9 H17 H17 H 0 1 N N N 50.517 20.129 22.832 4.250 -1.287 2.127 H17 AQ9 62 AQ9 H18 H18 H 0 1 N N N 49.781 21.735 22.506 2.717 -0.543 1.651 H18 AQ9 63 AQ9 H19 H19 H 0 1 N N N 48.596 20.656 26.683 3.556 1.051 1.046 H19 AQ9 64 AQ9 H20 H20 H 0 1 N N N 49.784 8.531 23.136 -1.479 3.425 2.194 H20 AQ9 65 AQ9 H21 H21 H 0 1 N N N 49.756 11.640 26.659 -5.930 2.084 1.591 H21 AQ9 66 AQ9 H22 H22 H 0 1 N N N 51.867 11.340 27.614 -6.858 3.988 0.486 H22 AQ9 67 AQ9 H23 H23 H 0 1 N N N 51.838 13.283 27.917 -8.159 1.189 -1.027 H23 AQ9 68 AQ9 H24 H24 H 0 1 N N N 49.034 13.952 25.972 -6.181 -0.257 0.623 H24 AQ9 69 AQ9 H25 H25 H 0 1 N N N 50.472 15.775 26.223 -6.155 -1.582 -1.367 H25 AQ9 70 AQ9 H26 H26 H 0 1 N N N 46.153 25.051 27.783 -0.206 1.884 -2.572 H26 AQ9 71 AQ9 H27 H27 H 0 1 N N N 48.481 24.907 27.852 1.972 2.832 -2.832 H27 AQ9 72 AQ9 H28 H28 H 0 1 N N N 47.710 24.367 29.382 0.940 3.822 -1.773 H28 AQ9 73 AQ9 H29 H29 H 0 1 N N N 47.621 22.024 28.209 1.869 2.585 0.207 H29 AQ9 74 AQ9 H30 H30 H 0 1 N N N 50.219 23.250 29.212 3.911 3.920 -1.629 H30 AQ9 75 AQ9 H31 H31 H 0 1 N N N 49.489 22.103 31.120 3.225 5.822 -0.358 H31 AQ9 76 AQ9 H32 H32 H 0 1 N N N 49.575 20.287 29.149 3.897 3.547 1.403 H32 AQ9 77 AQ9 H33 H33 H 0 1 N N N 51.209 21.169 30.574 6.045 4.556 1.140 H33 AQ9 78 AQ9 H34 H34 H 0 1 N N N 51.440 21.635 27.167 5.679 2.312 -0.750 H34 AQ9 79 AQ9 H35 H35 H 0 1 N N N 51.686 19.362 27.675 6.714 2.651 1.377 H35 AQ9 80 AQ9 H36 H36 H 0 1 N N N 46.196 15.400 19.705 -3.560 -3.220 1.427 H36 AQ9 81 AQ9 H37 H37 H 0 1 N N N 47.401 14.070 19.622 -2.524 -4.642 1.219 H37 AQ9 82 AQ9 H38 H38 H 0 1 N N N 46.147 16.817 21.741 -0.377 -4.236 -0.423 H38 AQ9 83 AQ9 H39 H39 H 0 1 N N N 46.319 15.739 24.021 -0.027 -1.430 -1.527 H39 AQ9 84 AQ9 H40 H40 H 0 1 N N N 47.976 16.427 24.113 -0.775 -2.756 -2.437 H40 AQ9 85 AQ9 H41 H41 H 0 1 N N N 49.381 19.673 20.892 3.473 -3.484 1.732 H41 AQ9 86 AQ9 H42 H42 H 0 1 N N N 48.085 20.869 21.235 2.186 -2.673 2.623 H42 AQ9 87 AQ9 H43 H43 H 0 1 N N N 46.814 19.102 21.491 1.702 -4.209 0.597 H43 AQ9 88 AQ9 H44 H44 H 0 1 N N N 49.685 17.128 23.133 0.413 -0.638 0.177 H44 AQ9 89 AQ9 H45 H45 H 0 1 N N N 49.879 16.118 21.660 -0.826 -0.928 1.421 H45 AQ9 90 AQ9 H46 H46 H 0 1 N N N 50.309 17.862 21.617 0.895 -0.886 1.872 H46 AQ9 91 AQ9 H47 H47 H 0 1 N N N 49.027 18.003 19.718 -0.077 -4.479 1.968 H47 AQ9 92 AQ9 H48 H48 H 0 1 N N N 47.233 17.914 19.725 0.427 -3.091 2.962 H48 AQ9 93 AQ9 H49 H49 H 0 1 N N N 49.231 15.628 19.600 -1.781 -2.003 2.559 H49 AQ9 94 AQ9 H50 H50 H 0 1 N N N 48.040 16.140 18.356 -1.956 -3.585 3.312 H50 AQ9 95 # # 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 AQ9 C40 C41 SING N N 1 AQ9 C40 C45 SING N N 2 AQ9 C41 C42 SING N N 3 AQ9 C45 C44 SING N N 4 AQ9 O C15 DOUB N N 5 AQ9 C42 C14 SING N N 6 AQ9 C42 C15 SING N N 7 AQ9 C42 C43 SING N N 8 AQ9 C44 C16 SING N N 9 AQ9 C44 C8 SING N N 10 AQ9 C44 C43 SING N N 11 AQ9 C39 C8 SING N N 12 AQ9 C39 C12 SING N N 13 AQ9 C15 O1 SING N N 14 AQ9 C8 C9 SING N N 15 AQ9 C43 C33 SING N N 16 AQ9 C12 C18 SING N N 17 AQ9 O6 C6 SING N N 18 AQ9 O1 C1 SING N N 19 AQ9 C9 C17 SING N N 20 AQ9 C9 C7 SING N N 21 AQ9 C9 C10 SING N N 22 AQ9 C33 C7 SING N N 23 AQ9 C17 C46 SING N N 24 AQ9 C1 O5 SING N N 25 AQ9 C1 C2 SING N N 26 AQ9 O5 C5 SING N N 27 AQ9 C46 C18 SING N N 28 AQ9 C46 C19 DOUB N N 29 AQ9 C18 C10 SING N N 30 AQ9 C18 O19 SING N N 31 AQ9 C6 C5 SING N N 32 AQ9 C5 C4 SING N N 33 AQ9 O19 C11 SING N N 34 AQ9 O2 C2 SING N N 35 AQ9 C2 C3 SING N N 36 AQ9 C4 C3 SING N N 37 AQ9 C4 O4 SING N N 38 AQ9 C3 O3 SING N N 39 AQ9 C11 O51 SING N N 40 AQ9 C11 C21 SING N N 41 AQ9 O51 C51 SING N N 42 AQ9 O21 C21 SING N N 43 AQ9 C21 C31 SING N N 44 AQ9 O61 C61 SING N N 45 AQ9 C51 C61 SING N N 46 AQ9 C51 C71 SING N N 47 AQ9 C31 C71 SING N N 48 AQ9 C31 O31 SING N N 49 AQ9 C71 O41 SING N N 50 AQ9 C19 H1 SING N N 51 AQ9 C19 H2 SING N N 52 AQ9 C17 H3 SING N N 53 AQ9 C17 H4 SING N N 54 AQ9 C1 H5 SING N N 55 AQ9 C3 H6 SING N N 56 AQ9 C5 H7 SING N N 57 AQ9 C14 H8 SING N N 58 AQ9 C14 H9 SING N N 59 AQ9 C14 H10 SING N N 60 AQ9 C7 H11 SING N N 61 AQ9 C7 H12 SING N N 62 AQ9 C6 H13 SING N N 63 AQ9 C6 H14 SING N N 64 AQ9 C10 H15 SING N N 65 AQ9 C10 H16 SING N N 66 AQ9 C12 H17 SING N N 67 AQ9 C12 H18 SING N N 68 AQ9 C11 H19 SING N N 69 AQ9 O6 H20 SING N N 70 AQ9 C4 H21 SING N N 71 AQ9 O4 H22 SING N N 72 AQ9 O3 H23 SING N N 73 AQ9 C2 H24 SING N N 74 AQ9 O2 H25 SING N N 75 AQ9 O61 H26 SING N N 76 AQ9 C61 H27 SING N N 77 AQ9 C61 H28 SING N N 78 AQ9 C51 H29 SING N N 79 AQ9 C71 H30 SING N N 80 AQ9 O41 H31 SING N N 81 AQ9 C31 H32 SING N N 82 AQ9 O31 H33 SING N N 83 AQ9 C21 H34 SING N N 84 AQ9 O21 H35 SING N N 85 AQ9 C41 H36 SING N N 86 AQ9 C41 H37 SING N N 87 AQ9 C43 H38 SING N N 88 AQ9 C33 H39 SING N N 89 AQ9 C33 H40 SING N N 90 AQ9 C39 H41 SING N N 91 AQ9 C39 H42 SING N N 92 AQ9 C8 H43 SING N N 93 AQ9 C16 H44 SING N N 94 AQ9 C16 H45 SING N N 95 AQ9 C16 H46 SING N N 96 AQ9 C45 H47 SING N N 97 AQ9 C45 H48 SING N N 98 AQ9 C40 H49 SING N N 99 AQ9 C40 H50 SING N N 100 # # 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 AQ9 SMILES ACDLabs 12.01 "C=C1/C5(CC4(C1)CCC3C(C(OC2OC(C(C(O)C2O)O)CO)=O)(C)CCCC3(C4CC5)C)OC6OC(CO)C(O)C(O)C6O" AQ9 InChI InChI 1.03 "InChI=1S/C32H50O13/c1-15-11-31-9-5-18-29(2,7-4-8-30(18,3)28(41)44-26-24(39)22(37)20(35)16(12-33)42-26)19(31)6-10-32(15,14-31)45-27-25(40)23(38)21(36)17(13-34)43-27/h16-27,33-40H,1,4-14H2,2-3H3/t16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,29-,30-,31-,32+/m1/s1" AQ9 InChIKey InChI 1.03 YWPVROCHNBYFTP-OSHKXICASA-N AQ9 SMILES_CANONICAL CACTVS 3.385 "C[C@@]12CCC[C@](C)([C@H]1CC[C@]34CC(=C)[C@](CC[C@@H]23)(C4)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(=O)O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O" AQ9 SMILES CACTVS 3.385 "C[C]12CCC[C](C)([CH]1CC[C]34CC(=C)[C](CC[CH]23)(C4)O[CH]5O[CH](CO)[CH](O)[CH](O)[CH]5O)C(=O)O[CH]6O[CH](CO)[CH](O)[CH](O)[CH]6O" AQ9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)(C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O" AQ9 SMILES "OpenEye OEToolkits" 2.0.6 "CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)O)O)(C)C(=O)OC6C(C(C(C(O6)CO)O)O)O" # _pdbx_chem_comp_identifier.comp_id AQ9 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 12.01 _pdbx_chem_comp_identifier.identifier "1-O-[(8alpha,9beta,10alpha,13alpha)-13-(beta-D-glucopyranosyloxy)-18-oxokaur-16-en-18-yl]-beta-D-glucopyranose" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AQ9 "Create component" 2018-11-15 RCSB AQ9 "Initial release" 2019-07-31 RCSB AQ9 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AQ9 _pdbx_chem_comp_synonyms.name Rubusoside _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##