data_1F5 # _chem_comp.id 1F5 _chem_comp.name ;(1R,3aS,4R,5R,6R,9aR,10E)-6-({(1S,2R,4S,5R,6R,8S,9S)-5-hydroxy-2-(methoxymethyl)-9-methyl-9-[(2S)-oxiran-2-yl]-3,7,10,1 1-tetraoxatricyclo[6.2.1.0~1,6~]undec-4-yl}oxy)-1-(methoxymethyl)-4,9a-dimethyl-7-(propan-2-yl)-1,2,3,3a,4,5,6,8,9,9a-de cahydrodicyclopenta[a,d][8]annulene-1,5-diol ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H50 O11" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Cotylenin A" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-11 _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 622.743 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1F5 _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 4IHL _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 1F5 CBP CBP C 0 1 N N N 15.722 15.057 16.859 -4.466 1.215 2.487 CBP DRG 1 1F5 OBQ OBQ O 0 1 N N N 16.995 14.862 16.205 -5.624 1.411 1.673 OBQ DRG 2 1F5 CBO CBO C 0 1 N N S 16.915 14.522 17.615 -4.429 1.079 0.963 CBO DRG 3 1F5 CBM CBM C 0 1 N N S 16.900 12.988 17.914 -4.317 -0.329 0.375 CBM DRG 4 1F5 CBN CBN C 0 1 N N N 18.245 12.398 17.516 -5.466 -1.211 0.867 CBN DRG 5 1F5 OBJ OBJ O 0 1 N N N 15.860 12.266 17.205 -3.035 -0.921 0.709 OBJ DRG 6 1F5 CBG CBG C 0 1 N N S 15.036 11.676 18.289 -2.380 -1.069 -0.566 CBG DRG 7 1F5 CBA CBA C 0 1 N N R 14.207 10.516 17.797 -1.237 -2.029 -0.573 CBA DRG 8 1F5 OAZ OAZ O 0 1 N N N 13.264 10.055 18.785 -0.486 -1.960 -1.784 OAZ DRG 9 1F5 CBB CBB C 0 1 N N N 15.143 9.374 17.365 -1.780 -3.449 -0.404 CBB DRG 10 1F5 OBC OBC O 0 1 N N N 15.457 8.543 18.471 -0.689 -4.366 -0.292 OBC DRG 11 1F5 CBD CBD C 0 1 N N N 15.752 7.198 18.074 -1.089 -5.728 -0.130 CBD DRG 12 1F5 OBH OBH O 0 1 N N N 15.963 11.344 19.288 -3.466 -1.459 -1.458 OBH DRG 13 1F5 CBI CBI C 0 1 N N S 16.520 12.685 19.368 -4.293 -0.274 -1.184 CBI DRG 14 1F5 OBL OBL O 0 1 N N N 15.338 13.470 19.703 -3.384 0.817 -1.508 OBL DRG 15 1F5 CBF CBF C 0 1 N N R 14.258 12.742 19.016 -2.075 0.343 -1.093 CBF DRG 16 1F5 CBE CBE C 0 1 N N R 13.363 12.139 20.050 -1.156 0.301 -2.303 CBE DRG 17 1F5 OBK OBK O 0 1 N N N 12.662 13.251 20.579 -0.648 1.613 -2.552 OBK DRG 18 1F5 CAY CAY C 0 1 N N S 12.451 11.091 19.389 0.013 -0.652 -2.073 CAY DRG 19 1F5 OAX OAX O 0 1 N N N 11.613 11.721 18.352 0.796 -0.187 -0.971 OAX DRG 20 1F5 CAW CAW C 0 1 N N R 10.571 10.882 17.814 1.955 -0.967 -0.717 CAW DRG 21 1F5 CAB CAB C 0 1 N N R 9.245 11.651 18.115 3.211 -0.569 -1.456 CAB DRG 22 1F5 OAA OAA O 0 1 N N N 9.265 12.191 19.432 4.395 -1.019 -0.789 OAA DRG 23 1F5 CAC CAC C 0 1 N N R 7.949 10.846 17.892 3.278 0.891 -1.811 CAC DRG 24 1F5 CAD CAD C 0 1 N N N 7.917 9.512 18.645 4.699 1.441 -1.633 CAD DRG 25 1F5 CAV CAV C 0 1 N N N 10.770 10.744 16.399 2.405 -0.945 0.724 CAV DRG 26 1F5 CAQ CAQ C 0 1 N N N 11.021 11.685 15.452 2.503 -2.013 1.478 CAQ DRG 27 1F5 CAR CAR C 0 1 N N N 11.216 13.213 15.672 2.305 -3.433 1.021 CAR DRG 28 1F5 CAT CAT C 0 1 N N N 10.082 13.977 14.960 3.589 -4.230 1.260 CAT DRG 29 1F5 CAS CAS C 0 1 N N N 12.610 13.721 15.154 1.157 -4.067 1.809 CAS DRG 30 1F5 CAP CAP C 0 1 N N N 11.116 11.131 14.147 2.759 -1.633 2.911 CAP DRG 31 1F5 CAO CAO C 0 1 N N N 11.326 9.629 14.441 2.521 -0.122 3.006 CAO DRG 32 1F5 CAN CAN C 0 1 N N R 10.633 9.439 15.753 2.787 0.267 1.530 CAN DRG 33 1F5 CAU CAU C 0 1 N N N 11.421 8.268 16.405 4.235 0.730 1.407 CAU DRG 34 1F5 CAM CAM C 0 1 N N N 9.253 8.977 15.501 1.777 1.323 1.202 CAM DRG 35 1F5 CAL CAL C 0 1 N N N 7.978 9.442 15.735 1.632 1.945 0.064 CAL DRG 36 1F5 CAE CAE C 0 1 N N S 7.646 10.730 16.336 2.229 1.809 -1.290 CAE DRG 37 1F5 CAF CAF C 0 1 N N N 6.107 10.981 16.201 2.606 3.298 -1.505 CAF DRG 38 1F5 CAG CAG C 0 1 N N N 5.543 9.575 15.986 1.305 4.003 -1.092 CAG DRG 39 1F5 CAH CAH C 0 1 N N R 6.727 8.849 15.295 0.647 3.112 -0.036 CAH DRG 40 1F5 OBR OBR O 0 1 N N N 6.569 9.039 13.890 -0.628 2.642 -0.470 OBR DRG 41 1F5 CAI CAI C 0 1 N N N 6.680 7.352 15.553 0.541 3.865 1.290 CAI DRG 42 1F5 OAJ OAJ O 0 1 N N N 5.494 6.804 14.961 -0.386 4.944 1.153 OAJ DRG 43 1F5 CAK CAK C 0 1 N N N 5.150 5.516 15.468 -0.559 5.716 2.342 CAK DRG 44 1F5 H1 H1 H 0 1 N N N 15.352 16.074 17.057 -4.002 2.096 2.930 H1 DRG 45 1F5 H2 H2 H 0 1 N N N 14.873 14.397 16.626 -4.409 0.302 3.079 H2 DRG 46 1F5 H3 H3 H 0 1 N N N 17.397 15.175 18.358 -3.940 1.870 0.395 H3 DRG 47 1F5 H4 H4 H 0 1 N N N 19.050 12.931 18.043 -6.416 -0.774 0.559 H4 DRG 48 1F5 H5 H5 H 0 1 N N N 18.273 11.332 17.787 -5.369 -2.208 0.438 H5 DRG 49 1F5 H6 H6 H 0 1 N N N 18.385 12.504 16.430 -5.433 -1.278 1.954 H6 DRG 50 1F5 H7 H7 H 0 1 N N N 13.654 10.848 16.906 -0.579 -1.801 0.266 H7 DRG 51 1F5 H8 H8 H 0 1 N N N 14.646 8.772 16.590 -2.391 -3.500 0.496 H8 DRG 52 1F5 H9 H9 H 0 1 N N N 16.071 9.801 16.958 -2.387 -3.711 -1.271 H9 DRG 53 1F5 H10 H10 H 0 1 N N N 15.988 6.596 18.964 -0.204 -6.360 -0.053 H10 DRG 54 1F5 H11 H11 H 0 1 N N N 14.879 6.767 17.561 -1.686 -5.826 0.776 H11 DRG 55 1F5 H12 H12 H 0 1 N N N 16.615 7.198 17.392 -1.681 -6.037 -0.991 H12 DRG 56 1F5 H13 H13 H 0 1 N N N 17.359 12.794 20.071 -5.267 -0.248 -1.671 H13 DRG 57 1F5 H14 H14 H 0 1 N N N 13.702 13.385 18.318 -1.664 0.973 -0.305 H14 DRG 58 1F5 H15 H15 H 0 1 N N N 13.969 11.651 20.828 -1.723 -0.034 -3.172 H15 DRG 59 1F5 H16 H16 H 0 1 N N N 12.062 12.956 21.253 -0.052 1.667 -3.312 H16 DRG 60 1F5 H17 H17 H 0 1 N N N 11.805 10.652 20.163 0.633 -0.689 -2.968 H17 DRG 61 1F5 H18 H18 H 0 1 N N N 10.550 9.902 18.313 1.693 -2.016 -1.006 H18 DRG 62 1F5 H19 H19 H 0 1 N N N 9.212 12.493 17.408 3.204 -1.137 -2.429 H19 DRG 63 1F5 H20 H20 H 0 1 N N N 8.452 12.654 19.597 4.447 -1.979 -0.684 H20 DRG 64 1F5 H21 H21 H 0 1 N N N 7.134 11.455 18.309 3.140 0.908 -2.942 H21 DRG 65 1F5 H22 H22 H 0 1 N N N 8.136 9.686 19.709 5.308 1.159 -2.492 H22 DRG 66 1F5 H23 H23 H 0 1 N N N 6.920 9.059 18.545 4.661 2.528 -1.557 H23 DRG 67 1F5 H24 H24 H 0 1 N N N 8.672 8.834 18.221 5.138 1.028 -0.725 H24 DRG 68 1F5 H25 H25 H 0 1 N N N 11.154 13.419 16.751 2.064 -3.442 -0.043 H25 DRG 69 1F5 H26 H26 H 0 1 N N N 9.110 13.617 15.327 3.829 -4.221 2.323 H26 DRG 70 1F5 H27 H27 H 0 1 N N N 10.177 15.053 15.169 3.445 -5.259 0.929 H27 DRG 71 1F5 H28 H28 H 0 1 N N N 10.150 13.807 13.875 4.407 -3.779 0.698 H28 DRG 72 1F5 H29 H29 H 0 1 N N N 13.414 13.172 15.666 1.397 -4.057 2.872 H29 DRG 73 1F5 H30 H30 H 0 1 N N N 12.682 13.551 14.070 0.242 -3.499 1.638 H30 DRG 74 1F5 H31 H31 H 0 1 N N N 12.709 14.796 15.364 1.013 -5.095 1.478 H31 DRG 75 1F5 H32 H32 H 0 1 N N N 11.970 11.552 13.597 2.061 -2.157 3.561 H32 DRG 76 1F5 H33 H33 H 0 1 N N N 10.192 11.299 13.575 3.784 -1.868 3.182 H33 DRG 77 1F5 H34 H34 H 0 1 N N N 10.868 9.006 13.659 1.497 0.103 3.275 H34 DRG 78 1F5 H35 H35 H 0 1 N N N 12.396 9.388 14.521 3.246 0.355 3.654 H35 DRG 79 1F5 H36 H36 H 0 1 N N N 10.990 8.040 17.391 4.887 -0.138 1.310 H36 DRG 80 1F5 H37 H37 H 0 1 N N N 11.355 7.378 15.761 4.340 1.364 0.526 H37 DRG 81 1F5 H38 H38 H 0 1 N N N 12.476 8.557 16.524 4.513 1.295 2.296 H38 DRG 82 1F5 H39 H39 H 0 1 N N N 9.240 8.020 15.000 1.056 1.557 2.007 H39 DRG 83 1F5 H40 H40 H 0 1 N N N 8.182 11.538 15.817 1.346 1.677 -1.985 H40 DRG 84 1F5 H41 H41 H 0 1 N N N 5.887 11.630 15.341 3.409 3.589 -0.840 H41 DRG 85 1F5 H42 H42 H 0 1 N N N 5.699 11.434 17.117 2.829 3.482 -2.546 H42 DRG 86 1F5 H43 H43 H 0 1 N N N 4.655 9.596 15.337 1.531 4.979 -0.670 H43 DRG 87 1F5 H44 H44 H 0 1 N N N 5.286 9.098 16.943 0.651 4.102 -1.955 H44 DRG 88 1F5 H45 H45 H 0 1 N N N 6.593 9.968 13.691 -1.281 3.343 -0.601 H45 DRG 89 1F5 H46 H46 H 0 1 N N N 6.668 7.167 16.637 0.194 3.184 2.068 H46 DRG 90 1F5 H47 H47 H 0 1 N N N 7.566 6.875 15.109 1.520 4.260 1.563 H47 DRG 91 1F5 H48 H48 H 0 1 N N N 4.235 5.159 14.972 -0.929 5.074 3.142 H48 DRG 92 1F5 H49 H49 H 0 1 N N N 5.973 4.813 15.271 0.396 6.149 2.637 H49 DRG 93 1F5 H50 H50 H 0 1 N N N 4.977 5.583 16.552 -1.278 6.514 2.156 H50 DRG 94 # # 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 1F5 OBR CAH SING N N 1 1F5 CAP CAO SING N N 2 1F5 CAP CAQ SING N N 3 1F5 CAO CAN SING N N 4 1F5 CAT CAR SING N N 5 1F5 OAJ CAK SING N N 6 1F5 OAJ CAI SING N N 7 1F5 CAS CAR SING N N 8 1F5 CAH CAI SING N N 9 1F5 CAH CAL SING N N 10 1F5 CAH CAG SING N N 11 1F5 CAQ CAR SING N N 12 1F5 CAQ CAV DOUB N N 13 1F5 CAM CAL DOUB N E 14 1F5 CAM CAN SING N N 15 1F5 CAL CAE SING N N 16 1F5 CAN CAV SING N N 17 1F5 CAN CAU SING N N 18 1F5 CAG CAF SING N N 19 1F5 CAF CAE SING N N 20 1F5 OBQ CBP SING N N 21 1F5 OBQ CBO SING N N 22 1F5 CAE CAC SING N N 23 1F5 CAV CAW SING N N 24 1F5 CBP CBO SING N N 25 1F5 OBJ CBM SING N N 26 1F5 OBJ CBG SING N N 27 1F5 CBB CBA SING N N 28 1F5 CBB OBC SING N N 29 1F5 CBN CBM SING N N 30 1F5 CBO CBM SING N N 31 1F5 CBA CBG SING N N 32 1F5 CBA OAZ SING N N 33 1F5 CAW CAB SING N N 34 1F5 CAW OAX SING N N 35 1F5 CAC CAB SING N N 36 1F5 CAC CAD SING N N 37 1F5 CBM CBI SING N N 38 1F5 CBD OBC SING N N 39 1F5 CAB OAA SING N N 40 1F5 CBG CBF SING N N 41 1F5 CBG OBH SING N N 42 1F5 OAX CAY SING N N 43 1F5 OAZ CAY SING N N 44 1F5 CBF OBL SING N N 45 1F5 CBF CBE SING N N 46 1F5 OBH CBI SING N N 47 1F5 CBI OBL SING N N 48 1F5 CAY CBE SING N N 49 1F5 CBE OBK SING N N 50 1F5 CBP H1 SING N N 51 1F5 CBP H2 SING N N 52 1F5 CBO H3 SING N N 53 1F5 CBN H4 SING N N 54 1F5 CBN H5 SING N N 55 1F5 CBN H6 SING N N 56 1F5 CBA H7 SING N N 57 1F5 CBB H8 SING N N 58 1F5 CBB H9 SING N N 59 1F5 CBD H10 SING N N 60 1F5 CBD H11 SING N N 61 1F5 CBD H12 SING N N 62 1F5 CBI H13 SING N N 63 1F5 CBF H14 SING N N 64 1F5 CBE H15 SING N N 65 1F5 OBK H16 SING N N 66 1F5 CAY H17 SING N N 67 1F5 CAW H18 SING N N 68 1F5 CAB H19 SING N N 69 1F5 OAA H20 SING N N 70 1F5 CAC H21 SING N N 71 1F5 CAD H22 SING N N 72 1F5 CAD H23 SING N N 73 1F5 CAD H24 SING N N 74 1F5 CAR H25 SING N N 75 1F5 CAT H26 SING N N 76 1F5 CAT H27 SING N N 77 1F5 CAT H28 SING N N 78 1F5 CAS H29 SING N N 79 1F5 CAS H30 SING N N 80 1F5 CAS H31 SING N N 81 1F5 CAP H32 SING N N 82 1F5 CAP H33 SING N N 83 1F5 CAO H34 SING N N 84 1F5 CAO H35 SING N N 85 1F5 CAU H36 SING N N 86 1F5 CAU H37 SING N N 87 1F5 CAU H38 SING N N 88 1F5 CAM H39 SING N N 89 1F5 CAE H40 SING N N 90 1F5 CAF H41 SING N N 91 1F5 CAF H42 SING N N 92 1F5 CAG H43 SING N N 93 1F5 CAG H44 SING N N 94 1F5 OBR H45 SING N N 95 1F5 CAI H46 SING N N 96 1F5 CAI H47 SING N N 97 1F5 CAK H48 SING N N 98 1F5 CAK H49 SING N N 99 1F5 CAK 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 1F5 SMILES ACDLabs 12.01 "O4C(C5OC6C(O)C(OC3C1=C(C(C)C)CCC1(C=C2C(O)(COC)CCC2C(C)C3O)C)OC(C46O5)COC)(C7OC7)C" 1F5 InChI InChI 1.03 "InChI=1S/C33H50O11/c1-16(2)18-8-10-30(4)12-20-19(9-11-32(20,36)15-38-7)17(3)24(34)26(23(18)30)41-28-25(35)27-33(22(40-28)13-37-6)43-29(42-27)31(5,44-33)21-14-39-21/h12,16-17,19,21-22,24-29,34-36H,8-11,13-15H2,1-7H3/b20-12+/t17-,19+,21+,22-,24-,25-,26-,27-,28-,29+,30-,31+,32+,33-/m1/s1" 1F5 InChIKey InChI 1.03 SMQRKTIIIYTOTN-XWJJHAMOSA-N 1F5 SMILES_CANONICAL CACTVS 3.370 "COC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@H](C)[C@@H]\3CC[C@](O)(COC)C\3=C/[C@@]4(C)CCC(=C24)C(C)C)[C@H](O)[C@H]5O[C@H]6O[C@@]15O[C@@]6(C)[C@@H]7CO7" 1F5 SMILES CACTVS 3.370 "COC[CH]1O[CH](O[CH]2[CH](O)[CH](C)[CH]3CC[C](O)(COC)C3=C[C]4(C)CCC(=C24)C(C)C)[CH](O)[CH]5O[CH]6O[C]15O[C]6(C)[CH]7CO7" 1F5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1[C@@H]\2CC[C@@](/C2=C/[C@]3(CCC(=C3[C@H]([C@@H]1O)O[C@@H]4[C@@H]([C@@H]5[C@]6([C@H](O4)COC)O[C@H](O5)[C@](O6)(C)[C@@H]7CO7)O)C(C)C)C)(COC)O" 1F5 SMILES "OpenEye OEToolkits" 1.7.6 "CC1C2CCC(C2=CC3(CCC(=C3C(C1O)OC4C(C5C6(C(O4)COC)OC(O5)C(O6)(C)C7CO7)O)C(C)C)C)(COC)O" # _pdbx_chem_comp_identifier.comp_id 1F5 _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 "(1R,3aS,4R,5R,6R,9aR,10E)-6-({(1S,2R,4S,5R,6R,8S,9S)-5-hydroxy-2-(methoxymethyl)-9-methyl-9-[(2S)-oxiran-2-yl]-3,7,10,11-tetraoxatricyclo[6.2.1.0~1,6~]undec-4-yl}oxy)-1-(methoxymethyl)-4,9a-dimethyl-7-(propan-2-yl)-1,2,3,3a,4,5,6,8,9,9a-decahydrodicyclopenta[a,d][8]annulene-1,5-diol (non-preferred name)" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1F5 "Create component" 2013-01-11 RCSB 1F5 "Modify synonyms" 2013-01-31 RCSB 1F5 "Initial release" 2013-09-25 RCSB 1F5 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1F5 _pdbx_chem_comp_synonyms.name "Cotylenin A" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##