data_FSC
# 
_chem_comp.id                                    FSC 
_chem_comp.name                                  FUSICOCCIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C36 H56 O12" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-12-12 
_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                        680.823 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FSC 
_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        1O9E 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
FSC C1   C1   C 0 1 N N N 35.659 49.193 38.061 -1.193 0.303  1.587  C1   FSC 1   
FSC C4   C4   C 0 1 N N N 36.492 50.118 37.504 -0.266 0.786  2.336  C4   FSC 2   
FSC C11  C11  C 0 1 N N S 36.207 51.623 37.427 1.172  0.335  2.381  C11  FSC 3   
FSC C18  C18  C 0 1 N N N 35.924 52.057 35.987 1.510  -0.151 3.791  C18  FSC 4   
FSC C17  C17  C 0 1 N N N 37.393 52.414 37.972 2.086  1.505  2.012  C17  FSC 5   
FSC O24  O24  O 0 1 N N N 36.921 53.656 38.499 3.460  1.042  1.939  O24  FSC 6   
FSC C31  C31  C 0 1 N N N 37.796 54.487 39.115 4.443  1.902  1.629  C31  FSC 7   
FSC O37  O37  O 0 1 N N N 38.644 54.046 39.875 4.184  3.062  1.410  O37  FSC 8   
FSC C36  C36  C 0 1 N N N 37.716 55.968 38.869 5.869  1.422  1.554  C36  FSC 9   
FSC C10  C10  C 0 1 N N N 37.730 49.431 36.942 -0.786 1.906  3.216  C10  FSC 10  
FSC C6   C6   C 0 1 N N S 37.469 47.910 37.018 -2.325 1.733  3.178  C6   FSC 11  
FSC O13  O13  O 0 1 N N N 37.750 47.257 35.769 -2.760 0.861  4.219  O13  FSC 12  
FSC C2   C2   C 0 1 N N R 35.989 47.813 37.487 -2.503 1.088  1.811  C2   FSC 13  
FSC C7   C7   C 0 1 N N N 35.844 46.717 38.552 -2.634 2.178  0.756  C7   FSC 14  
FSC C5   C5   C 0 1 N N N 35.146 47.329 36.311 -3.488 0.009  1.660  C5   FSC 15  
FSC C12  C12  C 0 1 N N N 34.044 47.822 35.687 -4.160 -0.373 0.642  C12  FSC 16  
FSC C20  C20  C 0 1 N N S 33.608 47.100 34.427 -4.741 0.139  -0.614 C20  FSC 17  
FSC C27  C27  C 0 1 N N N 32.850 45.805 34.750 -3.730 0.352  -1.735 C27  FSC 18  
FSC O32  O32  O 0 1 N N N 33.013 44.867 33.686 -4.353 1.057  -2.810 O32  FSC 19  
FSC C38  C38  C 0 1 N N N 32.257 43.679 33.915 -3.402 1.110  -3.875 C38  FSC 20  
FSC C26  C26  C 0 1 N N N 32.716 48.093 33.666 -5.838 -0.836 -1.084 C26  FSC 21  
FSC C25  C25  C 0 1 N N N 32.106 49.014 34.747 -5.474 -2.187 -0.444 C25  FSC 22  
FSC C19  C19  C 0 1 N N S 33.101 49.011 35.918 -4.450 -1.897 0.649  C19  FSC 23  
FSC C15  C15  C 0 1 N N R 32.380 49.079 37.334 -3.106 -2.594 0.368  C15  FSC 24  
FSC C23  C23  C 0 1 N N N 32.075 47.710 37.964 -2.717 -2.662 -1.103 C23  FSC 25  
FSC C9   C9   C 0 1 N N R 33.139 49.983 38.378 -1.976 -2.013 1.211  C9   FSC 26  
FSC O16  O16  O 0 1 N N N 32.245 50.248 39.456 -1.022 -3.063 1.455  O16  FSC 27  
FSC C3   C3   C 0 1 N N R 34.464 49.411 39.019 -1.221 -0.840 0.594  C3   FSC 28  
FSC O8   O8   O 0 1 N N N 34.882 50.346 40.034 0.103  -1.249 0.252  O8   FSC 29  
FSC C14  C14  C 0 1 N N S 34.963 49.861 41.404 0.106  -1.506 -1.154 C14  FSC 30  
FSC O22  O22  O 0 1 N N N 36.223 49.129 41.619 0.411  -0.302 -1.855 O22  FSC 31  
FSC C30  C30  C 0 1 N N R 37.451 49.945 41.530 1.616  0.226  -1.303 C30  FSC 32  
FSC C33  C33  C 0 1 N N R 37.375 51.298 42.326 2.788  -0.700 -1.635 C33  FSC 33  
FSC O39  O39  O 0 1 N N N 38.510 52.101 41.993 3.996  -0.152 -1.103 O39  FSC 34  
FSC C28  C28  C 0 1 N N S 36.057 52.002 41.924 2.529  -2.077 -1.012 C28  FSC 35  
FSC O34  O34  O 0 1 N N N 35.893 53.404 42.316 3.557  -3.008 -1.444 O34  FSC 36  
FSC C40  C40  C 0 1 N N N 35.927 53.848 43.598 3.923  -4.021 -0.644 C40  FSC 37  
FSC O43  O43  O 0 1 N N N 36.992 54.185 44.091 3.397  -4.160 0.435  O43  FSC 38  
FSC C42  C42  C 0 1 N N N 34.642 53.970 44.401 4.989  -4.987 -1.091 C42  FSC 39  
FSC C21  C21  C 0 1 N N R 34.880 51.081 42.354 1.155  -2.572 -1.474 C21  FSC 40  
FSC O29  O29  O 0 1 N N N 33.631 51.746 42.164 0.830  -3.784 -0.791 O29  FSC 41  
FSC C35  C35  C 0 1 N N N 38.651 49.117 42.000 1.881  1.612  -1.892 C35  FSC 42  
FSC O41  O41  O 0 1 N N N 38.297 48.330 43.169 0.830  2.502  -1.510 O41  FSC 43  
FSC C44  C44  C 0 1 N N N 39.040 47.110 43.498 1.203  3.803  -1.969 C44  FSC 44  
FSC C47  C47  C 0 1 N N N 39.028 46.139 42.309 2.510  4.226  -1.295 C47  FSC 45  
FSC C46  C46  C 0 1 N N N 38.379 46.414 44.696 1.398  3.772  -3.486 C46  FSC 46  
FSC C45  C45  C 0 1 N N N 40.500 47.439 43.845 0.117  4.788  -1.622 C45  FSC 47  
FSC C48  C48  C 0 1 N N N 40.827 48.414 44.729 -1.021 4.363  -1.130 C48  FSC 48  
FSC H11  H11  H 0 1 N N N 35.316 51.828 38.038 1.319  -0.479 1.671  H11  FSC 49  
FSC H181 1H18 H 0 0 N N N 34.837 52.106 35.825 0.859  -0.985 4.054  H181 FSC 50  
FSC H182 2H18 H 0 0 N N N 36.366 53.049 35.810 2.550  -0.478 3.824  H182 FSC 51  
FSC H183 3H18 H 0 0 N N N 36.366 51.328 35.291 1.363  0.663  4.501  H183 FSC 52  
FSC H171 1H17 H 0 0 N N N 37.885 51.838 38.770 1.787  1.908  1.044  H171 FSC 53  
FSC H172 2H17 H 0 0 N N N 38.116 52.603 37.165 2.004  2.283  2.771  H172 FSC 54  
FSC H361 1H36 H 0 0 N N N 36.661 56.275 38.818 5.906  0.356  1.780  H361 FSC 55  
FSC H362 2H36 H 0 0 N N N 38.214 56.504 39.690 6.258  1.593  0.550  H362 FSC 56  
FSC H363 3H36 H 0 0 N N N 38.214 56.209 37.918 6.475  1.968  2.277  H363 FSC 57  
FSC H101 1H10 H 0 0 N N N 37.891 49.736 35.897 -0.419 1.783  4.231  H101 FSC 58  
FSC H102 2H10 H 0 0 N N N 38.628 49.707 37.514 -0.503 2.870  2.804  H102 FSC 59  
FSC H6   H6   H 0 1 N N N 38.134 47.380 37.716 -2.828 2.694  3.227  H6   FSC 60  
FSC H13  H13  H 0 1 N N N 36.899 47.022 35.320 -2.510 1.277  5.055  H13  FSC 61  
FSC H7C1 1H7C H 0 0 N N N 34.777 46.525 38.738 -1.968 3.005  1.003  H7C1 FSC 62  
FSC H7C2 2H7C H 0 0 N N N 36.326 45.794 38.196 -2.364 1.773  -0.220 H7C2 FSC 63  
FSC H7C3 3H7C H 0 0 N N N 36.326 47.046 39.485 -3.663 2.536  0.729  H7C3 FSC 64  
FSC H5   H5   H 0 1 N N N 35.493 46.417 35.893 -3.712 -0.571 2.580  H5   FSC 65  
FSC H20  H20  H 0 1 N N N 34.476 46.793 33.825 -5.227 1.111  -0.409 H20  FSC 66  
FSC H271 1H27 H 0 0 N N N 33.246 45.373 35.681 -3.374 -0.615 -2.091 H271 FSC 67  
FSC H272 2H27 H 0 0 N N N 31.781 46.033 34.871 -2.888 0.933  -1.359 H272 FSC 68  
FSC H381 1H38 H 0 0 N N N 31.183 43.913 33.870 -2.529 1.678  -3.555 H381 FSC 69  
FSC H382 2H38 H 0 0 N N N 32.503 42.934 33.144 -3.098 0.097  -4.142 H382 FSC 70  
FSC H383 3H38 H 0 0 N N N 32.502 43.274 34.908 -3.852 1.594  -4.742 H383 FSC 71  
FSC H261 1H26 H 0 0 N N N 33.315 48.680 32.954 -6.820 -0.493 -0.750 H261 FSC 72  
FSC H262 2H26 H 0 0 N N N 31.938 47.578 33.083 -5.827 -0.911 -2.178 H262 FSC 73  
FSC H251 1H25 H 0 0 N N N 31.130 48.625 35.074 -6.393 -2.613 0.021  H251 FSC 74  
FSC H252 2H25 H 0 0 N N N 31.940 50.031 34.362 -5.159 -2.917 -1.187 H252 FSC 75  
FSC H19  H19  H 0 1 N N N 33.711 49.926 35.946 -4.845 -2.191 1.659  H19  FSC 76  
FSC H15  H15  H 0 1 N N N 31.415 49.550 37.096 -3.221 -3.659 0.702  H15  FSC 77  
FSC H231 1H23 H 0 0 N N N 30.986 47.570 38.028 -2.409 -1.674 -1.444 H231 FSC 78  
FSC H232 2H23 H 0 0 N N N 32.511 46.915 37.341 -1.892 -3.363 -1.229 H232 FSC 79  
FSC H233 3H23 H 0 0 N N N 32.510 47.666 38.973 -3.572 -2.998 -1.690 H233 FSC 80  
FSC H9   H9   H 0 1 N N N 33.454 50.860 37.794 -2.365 -1.719 2.186  H9   FSC 81  
FSC H16  H16  H 0 1 N N N 31.927 49.393 39.840 -0.313 -2.679 1.990  H16  FSC 82  
FSC H3   H3   H 0 1 N N N 34.207 48.408 39.389 -1.718 -0.487 -0.307 H3   FSC 83  
FSC H14  H14  H 0 1 N N N 34.134 49.167 41.606 -0.878 -1.863 -1.459 H14  FSC 84  
FSC H30  H30  H 0 1 N N N 37.568 50.226 40.473 1.513  0.306  -0.220 H30  FSC 85  
FSC H33  H33  H 0 1 N N N 37.385 51.129 43.413 2.878  -0.800 -2.717 H33  FSC 86  
FSC H39  H39  H 0 1 N N N 39.275 51.514 41.769 4.115  0.714  -1.516 H39  FSC 87  
FSC H28  H28  H 0 1 N N N 36.080 52.125 40.831 2.543  -1.995 0.074  H28  FSC 88  
FSC H421 1H42 H 0 0 N N N 34.261 52.966 44.639 5.343  -4.704 -2.083 H421 FSC 89  
FSC H422 2H42 H 0 0 N N N 34.843 54.516 45.334 5.821  -4.962 -0.388 H422 FSC 90  
FSC H423 3H42 H 0 0 N N N 33.891 54.516 43.811 4.575  -5.995 -1.127 H423 FSC 91  
FSC H21  H21  H 0 1 N N N 34.947 50.801 43.416 1.175  -2.753 -2.549 H21  FSC 92  
FSC H29  H29  H 0 1 N N N 32.912 51.074 42.055 -0.040 -4.060 -1.111 H29  FSC 93  
FSC H351 1H35 H 0 0 N N N 38.965 48.442 41.190 2.832  1.991  -1.517 H351 FSC 94  
FSC H352 2H35 H 0 0 N N N 39.473 49.799 42.264 1.922  1.543  -2.979 H352 FSC 95  
FSC H471 1H47 H 0 0 N N N 37.988 45.912 42.031 3.327  3.610  -1.668 H471 FSC 96  
FSC H472 2H47 H 0 0 N N N 39.544 46.600 41.454 2.712  5.273  -1.519 H472 FSC 97  
FSC H473 3H47 H 0 0 N N N 39.543 45.209 42.590 2.421  4.096  -0.216 H473 FSC 98  
FSC H461 1H46 H 0 0 N N N 37.285 46.472 44.597 0.478  3.438  -3.964 H461 FSC 99  
FSC H462 2H46 H 0 0 N N N 38.689 45.359 44.724 1.650  4.772  -3.840 H462 FSC 100 
FSC H463 3H46 H 0 0 N N N 38.689 46.912 45.626 2.207  3.085  -3.734 H463 FSC 101 
FSC H45  H45  H 0 1 N N N 41.277 46.886 43.378 0.276  5.845  -1.779 H45  FSC 102 
FSC H481 1H48 H 0 0 N N N 40.063 48.977 45.205 -1.173 3.308  -0.956 H481 FSC 103 
FSC H482 2H48 H 0 0 N N N 41.847 48.614 44.945 -1.806 5.067  -0.899 H482 FSC 104 
# 
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 
FSC C1  C4   DOUB N N 1   
FSC C1  C2   SING N N 2   
FSC C1  C3   SING N N 3   
FSC C4  C11  SING N N 4   
FSC C4  C10  SING N N 5   
FSC C11 C18  SING N N 6   
FSC C11 C17  SING N N 7   
FSC C11 H11  SING N N 8   
FSC C18 H181 SING N N 9   
FSC C18 H182 SING N N 10  
FSC C18 H183 SING N N 11  
FSC C17 O24  SING N N 12  
FSC C17 H171 SING N N 13  
FSC C17 H172 SING N N 14  
FSC O24 C31  SING N N 15  
FSC C31 O37  DOUB N N 16  
FSC C31 C36  SING N N 17  
FSC C36 H361 SING N N 18  
FSC C36 H362 SING N N 19  
FSC C36 H363 SING N N 20  
FSC C10 C6   SING N N 21  
FSC C10 H101 SING N N 22  
FSC C10 H102 SING N N 23  
FSC C6  O13  SING N N 24  
FSC C6  C2   SING N N 25  
FSC C6  H6   SING N N 26  
FSC O13 H13  SING N N 27  
FSC C2  C7   SING N N 28  
FSC C2  C5   SING N N 29  
FSC C7  H7C1 SING N N 30  
FSC C7  H7C2 SING N N 31  
FSC C7  H7C3 SING N N 32  
FSC C5  C12  DOUB N E 33  
FSC C5  H5   SING N N 34  
FSC C12 C20  SING N N 35  
FSC C12 C19  SING N N 36  
FSC C20 C27  SING N N 37  
FSC C20 C26  SING N N 38  
FSC C20 H20  SING N N 39  
FSC C27 O32  SING N N 40  
FSC C27 H271 SING N N 41  
FSC C27 H272 SING N N 42  
FSC O32 C38  SING N N 43  
FSC C38 H381 SING N N 44  
FSC C38 H382 SING N N 45  
FSC C38 H383 SING N N 46  
FSC C26 C25  SING N N 47  
FSC C26 H261 SING N N 48  
FSC C26 H262 SING N N 49  
FSC C25 C19  SING N N 50  
FSC C25 H251 SING N N 51  
FSC C25 H252 SING N N 52  
FSC C19 C15  SING N N 53  
FSC C19 H19  SING N N 54  
FSC C15 C23  SING N N 55  
FSC C15 C9   SING N N 56  
FSC C15 H15  SING N N 57  
FSC C23 H231 SING N N 58  
FSC C23 H232 SING N N 59  
FSC C23 H233 SING N N 60  
FSC C9  O16  SING N N 61  
FSC C9  C3   SING N N 62  
FSC C9  H9   SING N N 63  
FSC O16 H16  SING N N 64  
FSC C3  O8   SING N N 65  
FSC C3  H3   SING N N 66  
FSC O8  C14  SING N N 67  
FSC C14 O22  SING N N 68  
FSC C14 C21  SING N N 69  
FSC C14 H14  SING N N 70  
FSC O22 C30  SING N N 71  
FSC C30 C33  SING N N 72  
FSC C30 C35  SING N N 73  
FSC C30 H30  SING N N 74  
FSC C33 O39  SING N N 75  
FSC C33 C28  SING N N 76  
FSC C33 H33  SING N N 77  
FSC O39 H39  SING N N 78  
FSC C28 O34  SING N N 79  
FSC C28 C21  SING N N 80  
FSC C28 H28  SING N N 81  
FSC O34 C40  SING N N 82  
FSC C40 O43  DOUB N N 83  
FSC C40 C42  SING N N 84  
FSC C42 H421 SING N N 85  
FSC C42 H422 SING N N 86  
FSC C42 H423 SING N N 87  
FSC C21 O29  SING N N 88  
FSC C21 H21  SING N N 89  
FSC O29 H29  SING N N 90  
FSC C35 O41  SING N N 91  
FSC C35 H351 SING N N 92  
FSC C35 H352 SING N N 93  
FSC O41 C44  SING N N 94  
FSC C44 C47  SING N N 95  
FSC C44 C46  SING N N 96  
FSC C44 C45  SING N N 97  
FSC C47 H471 SING N N 98  
FSC C47 H472 SING N N 99  
FSC C47 H473 SING N N 100 
FSC C46 H461 SING N N 101 
FSC C46 H462 SING N N 102 
FSC C46 H463 SING N N 103 
FSC C45 C48  DOUB N N 104 
FSC C45 H45  SING N N 105 
FSC C48 H481 SING N N 106 
FSC C48 H482 SING N N 107 
# 
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 
FSC SMILES           ACDLabs              10.04 O=C(OCC(C3=C2C(OC1OC(C(O)C(OC(=O)C)C1O)COC(\C=C)(C)C)C(O)C(C)C4C(=CC2(C)C(O)C3)C(COC)CC4)C)C 
FSC InChI            InChI                1.02b 
;InChI=1/C36H56O12/c1-10-35(6,7)45-17-26-30(41)33(46-21(5)38)31(42)34(47-26)48-32-28-24(18(2)15-44-20(4)37)13-27(39)36(28,8)14-25-22(16-43-9)11-12-23(25)19(3)29(32)40/h10,14,18-19,22-23,26-27,29-34,39-42H,1,11-13,15-17H2,2-9H3/b25-14-/t18-,19-,22-,23+,26-,27+,29-,30-,31-,32-,33+,34-,36+/m1/s1
;
FSC InChIKey         InChI                1.02b KXTYBXCEQOANSX-WYKQKOHHBW 
FSC SMILES_CANONICAL CACTVS               3.341 COC[C@H]/1CC[C@H]2[C@@H](C)[C@@H](O)[C@H](O[C@H]3O[C@H](COC(C)(C)C=C)[C@@H](O)[C@H](OC(C)=O)[C@H]3O)C4=C(C[C@H](O)[C@]4(C)\C=C/12)[C@H](C)COC(C)=O 
FSC SMILES           CACTVS               3.341 COC[CH]1CC[CH]2[CH](C)[CH](O)[CH](O[CH]3O[CH](COC(C)(C)C=C)[CH](O)[CH](OC(C)=O)[CH]3O)C4=C(C[CH](O)[C]4(C)C=C12)[CH](C)COC(C)=O 
FSC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1[C@@H]\2CC[C@@H](/C2=C/[C@]3([C@H](CC(=C3[C@H]([C@@H]1O)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(C)(C)C=C)O)OC(=O)C)O)[C@H](C)COC(=O)C)O)C)COC 
FSC SMILES           "OpenEye OEToolkits" 1.5.0 CC1C2CCC(C2=CC3(C(CC(=C3C(C1O)OC4C(C(C(C(O4)COC(C)(C)C=C)O)OC(=O)C)O)C(C)COC(=O)C)O)C)COC 
# 
_pdbx_chem_comp_identifier.comp_id           FSC 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        
"(2S)-2-[(1S,4R,5R,6R,6aS,9S,9aE,10aR)-4-{[3-O-acetyl-6-O-(1,1-dimethylprop-2-en-1-yl)-alpha-D-glucopyranosyl]oxy}-1,5-dihydroxy-9-(methoxymethyl)-6,10a-dimethyl-1,2,4,5,6,6a,7,8,9,10a-decahydrodicyclopenta[a,d][8]annulen-3-yl]propyl acetate" 
# 
