data_TG1
# 
_chem_comp.id                                    TG1 
_chem_comp.name                                  
"OCTANOIC ACID [3S-[3ALPHA, 3ABETA, 4ALPHA, 6BETA, 6ABETA, 7BETA, 8ALPHA(Z), 9BALPHA]]-6-(ACETYLOXY)-2,3,-3A,4,5,6,6A,7,8,9B-DECAHYDRO-3,3A-DIHYDROXY-3,6,9-TRIMETHYL-8-[(2-METHYL-1-OXO-2-BUTENYL)OXY]-2-OXO-4-(1-OXOBUTOXY)-AZULENO[4,5-B]FURAN-7-YL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H50 O12" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         THAPSINGARGIN 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-05-30 
_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                        650.754 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TG1 
_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        1IWO 
_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 
TG1 C34  C34  C 0 1 N N N -4.756 -25.428 16.520 -0.218 -4.026 -3.979 C34  TG1 1  
TG1 C11  C11  C 0 1 N N S -3.911 -25.202 15.215 -0.355 -2.532 -4.278 C11  TG1 2  
TG1 C7   C7   C 0 1 N N R -4.793 -25.224 13.892 0.094  -1.707 -3.073 C7   TG1 3  
TG1 C8   C8   C 0 1 N N S -5.636 -23.894 13.642 1.383  -0.971 -3.242 C8   TG1 4  
TG1 C9   C9   C 0 1 N N N -6.512 -23.909 12.367 2.056  -0.685 -1.924 C9   TG1 5  
TG1 C10  C10  C 0 1 N N S -5.876 -24.238 10.958 1.200  0.256  -1.072 C10  TG1 6  
TG1 C1   C1   C 0 1 N N R -5.150 -25.659 10.712 0.058  -0.375 -0.453 C1   TG1 7  
TG1 C2   C2   C 0 1 N N S -4.861 -25.967 9.191  -0.388 0.095  0.918  C2   TG1 8  
TG1 O1   O1   O 0 1 N N N -5.184 -27.335 8.836  0.183  -0.738 1.961  O1   TG1 9  
TG1 C13  C13  C 0 1 N N N -5.640 -27.483 7.489  0.394  -0.231 3.186  C13  TG1 10 
TG1 O2   O2   O 0 1 N N N -6.048 -26.596 6.745  0.108  0.918  3.421  O2   TG1 11 
TG1 C14  C14  C 0 1 N N N -5.493 -28.958 7.061  0.987  -1.096 4.267  C14  TG1 12 
TG1 C15  C15  C 0 1 N N N -4.816 -29.187 5.703  1.122  -0.282 5.555  C15  TG1 13 
TG1 C16  C16  C 0 1 N N N -5.616 -28.803 4.439  1.724  -1.160 6.654  C16  TG1 14 
TG1 C17  C17  C 0 1 N N N -4.757 -28.055 3.385  1.859  -0.346 7.942  C17  TG1 15 
TG1 C18  C18  C 0 1 N N N -4.428 -28.927 2.151  2.461  -1.224 9.040  C18  TG1 16 
TG1 C19  C19  C 0 1 N N N -4.735 -28.284 0.802  2.595  -0.410 10.328 C19  TG1 17 
TG1 C20  C20  C 0 1 N N N -6.086 -28.810 0.310  3.198  -1.289 11.427 C20  TG1 18 
TG1 C3   C3   C 0 1 N N S -3.340 -25.914 8.994  -1.922 -0.077 0.859  C3   TG1 19 
TG1 O3   O3   O 0 1 N N N -3.219 -24.575 8.314  -2.579 1.171  1.203  O3   TG1 20 
TG1 C21  C21  C 0 1 N N N -2.344 -24.422 7.312  -3.789 1.155  1.796  C21  TG1 21 
TG1 O4   O4   O 0 1 N N N -1.364 -25.269 7.025  -4.331 0.096  2.043  O4   TG1 22 
TG1 C22  C22  C 0 1 N N N -2.784 -23.336 6.256  -4.453 2.419  2.144  C22  TG1 23 
TG1 C23  C23  C 0 1 N N N -3.513 -24.000 5.143  -3.781 3.733  1.839  C23  TG1 24 
TG1 C24  C24  C 0 1 N N N -2.596 -22.026 6.181  -5.648 2.403  2.730  C24  TG1 25 
TG1 C25  C25  C 0 1 N N N -1.906 -21.085 7.129  -6.320 1.089  3.035  C25  TG1 26 
TG1 C4   C4   C 0 1 N N N -2.795 -25.870 10.418 -2.248 -0.461 -0.562 C4   TG1 27 
TG1 C26  C26  C 0 1 N N N -1.302 -25.859 10.610 -3.647 -0.693 -1.072 C26  TG1 28 
TG1 C5   C5   C 0 1 N N N -3.772 -25.743 11.354 -1.181 -0.568 -1.295 C5   TG1 29 
TG1 C6   C6   C 0 1 N N S -3.626 -25.542 12.907 -1.097 -0.820 -2.780 C6   TG1 30 
TG1 O5   O5   O 0 1 N N N -3.012 -26.666 13.581 -2.236 -1.546 -3.312 O5   TG1 31 
TG1 C12  C12  C 0 1 N N N -2.927 -26.333 14.898 -1.819 -2.153 -4.450 C12  TG1 32 
TG1 O12  O12  O 0 1 N N N -2.172 -26.845 15.728 -2.493 -2.358 -5.432 O12  TG1 33 
TG1 C31  C31  C 0 1 N N N -5.025 -23.001 10.505 0.702  1.399  -1.958 C31  TG1 34 
TG1 O9   O9   O 0 1 N N N -7.012 -24.038 10.009 2.034  0.816  -0.023 O9   TG1 35 
TG1 C32  C32  C 0 1 N N N -8.168 -24.695 9.750  3.117  1.541  -0.341 C32  TG1 36 
TG1 O10  O10  O 0 1 N N N -8.458 -25.819 10.131 3.399  1.728  -1.501 O10  TG1 37 
TG1 C33  C33  C 0 1 N N N -9.028 -23.865 8.900  3.982  2.122  0.747  C33  TG1 38 
TG1 O7   O7   O 0 1 N N N -4.778 -22.691 13.768 1.122  0.286  -3.918 O7   TG1 39 
TG1 C27  C27  C 0 1 N N N -4.862 -21.852 14.908 2.063  0.834  -4.704 C27  TG1 40 
TG1 O8   O8   O 0 1 N N N -5.653 -21.913 15.847 3.127  0.279  -4.849 O8   TG1 41 
TG1 C28  C28  C 0 1 N N N -3.726 -20.879 14.863 1.792  2.140  -5.406 C28  TG1 42 
TG1 C29  C29  C 0 1 N N N -4.255 -19.465 15.105 3.017  2.539  -6.231 C29  TG1 43 
TG1 C30  C30  C 0 1 N N N -3.092 -18.659 15.632 2.742  3.865  -6.943 C30  TG1 44 
TG1 O6   O6   O 0 1 N N N -5.696 -26.396 13.903 0.261  -2.602 -1.972 O6   TG1 45 
TG1 O11  O11  O 0 1 N N N -2.962 -24.109 15.439 0.392  -2.185 -5.445 O11  TG1 46 
TG1 H341 1H34 H 0 0 N N N -4.137 -25.412 17.447 -0.614 -4.602 -4.815 H341 TG1 47 
TG1 H342 2H34 H 0 0 N N N -5.590 -24.691 16.586 0.833  -4.273 -3.834 H342 TG1 48 
TG1 H343 3H34 H 0 0 N N N -5.348 -26.370 16.452 -0.776 -4.268 -3.074 H343 TG1 49 
TG1 HC8  HC8  H 0 1 N N N -6.394 -23.848 14.458 2.054  -1.570 -3.858 HC8  TG1 50 
TG1 HC91 1HC9 H 0 0 N N N -7.363 -24.608 12.537 2.205  -1.621 -1.386 HC91 TG1 51 
TG1 HC92 2HC9 H 0 0 N N N -7.036 -22.927 12.292 3.025  -0.221 -2.109 HC92 TG1 52 
TG1 HC1  HC1  H 0 1 N N N -5.878 -26.377 11.156 0.393  -1.395 -0.261 HC1  TG1 53 
TG1 HC2  HC2  H 0 1 N N N -5.456 -25.240 8.590  -0.122 1.141  1.073  HC2  TG1 54 
TG1 H141 1H14 H 0 0 N N N -4.962 -29.534 7.854  1.971  -1.445 3.954  H141 TG1 55 
TG1 H142 2H14 H 0 0 N N N -6.487 -29.462 7.081  0.337  -1.953 4.445  H142 TG1 56 
TG1 H151 1H15 H 0 0 N N N -3.829 -28.666 5.688  0.138  0.067  5.869  H151 TG1 57 
TG1 H152 2H15 H 0 0 N N N -4.491 -30.250 5.626  1.772  0.574  5.378  H152 TG1 58 
TG1 H161 1H16 H 0 0 N N N -6.107 -29.698 3.990  2.708  -1.510 6.340  H161 TG1 59 
TG1 H162 2H16 H 0 0 N N N -6.523 -28.212 4.705  1.074  -2.017 6.831  H162 TG1 60 
TG1 H171 1H17 H 0 0 N N N -5.242 -27.098 3.080  0.875  0.003  8.255  H171 TG1 61 
TG1 H172 2H17 H 0 0 N N N -3.826 -27.647 3.844  2.509  0.510  7.764  H172 TG1 62 
TG1 H181 1H18 H 0 0 N N N -3.363 -29.255 2.186  3.445  -1.574 8.727  H181 TG1 63 
TG1 H182 2H18 H 0 0 N N N -4.940 -29.914 2.231  1.811  -2.081 9.218  H182 TG1 64 
TG1 H191 1H19 H 0 0 N N N -4.697 -27.170 0.840  1.612  -0.061 10.642 H191 TG1 65 
TG1 H192 2H19 H 0 0 N N N -3.918 -28.438 0.058  3.246  0.446  10.151 H192 TG1 66 
TG1 H201 1H20 H 0 0 N N N -6.310 -28.340 -0.675 3.294  -0.708 12.344 H201 TG1 67 
TG1 H202 2H20 H 0 0 N N N -6.123 -29.923 0.271  2.548  -2.145 11.604 H202 TG1 68 
TG1 H203 3H20 H 0 0 N N N -6.902 -28.655 1.053  4.182  -1.638 11.113 H203 TG1 69 
TG1 HC3  HC3  H 0 1 N N N -2.829 -26.729 8.430  -2.237 -0.866 1.542  HC3  TG1 70 
TG1 H231 1H23 H 0 0 N N N -3.824 -23.232 4.396  -4.420 4.552  2.167  H231 TG1 71 
TG1 H232 2H23 H 0 0 N N N -2.919 -24.823 4.680  -2.827 3.783  2.363  H232 TG1 72 
TG1 H233 3H23 H 0 0 N N N -4.373 -24.609 5.505  -3.610 3.812  0.765  H233 TG1 73 
TG1 H24  H24  H 0 1 N N N -3.058 -21.686 5.239  -6.137 3.332  2.986  H24  TG1 74 
TG1 H251 1H25 H 0 0 N N N -1.747 -19.983 7.065  -7.284 1.275  3.511  H251 TG1 75 
TG1 H252 2H25 H 0 0 N N N -2.407 -21.247 8.111  -6.474 0.535  2.109  H252 TG1 76 
TG1 H253 3H25 H 0 0 N N N -0.886 -21.514 7.268  -5.690 0.506  3.707  H253 TG1 77 
TG1 H261 1H26 H 0 0 N N N -0.903 -25.826 11.650 -4.360 -0.540 -0.261 H261 TG1 78 
TG1 H262 2H26 H 0 0 N N N -0.860 -26.734 10.078 -3.861 0.006  -1.879 H262 TG1 79 
TG1 H263 3H26 H 0 0 N N N -0.866 -25.013 10.027 -3.733 -1.714 -1.443 H263 TG1 80 
TG1 HC6  HC6  H 0 1 N N N -3.061 -24.592 12.758 -0.988 0.126  -3.307 HC6  TG1 81 
TG1 H311 1H31 H 0 0 N N N -4.576 -23.233 9.511  -0.057 1.022  -2.644 H311 TG1 82 
TG1 H312 2H31 H 0 0 N N N -5.612 -22.053 10.501 0.272  2.182  -1.334 H312 TG1 83 
TG1 H313 3H31 H 0 0 N N N -4.262 -22.702 11.262 1.536  1.806  -2.529 H313 TG1 84 
TG1 H331 1H33 H 0 0 N N N -9.979 -24.405 8.686  4.808  2.675  0.299  H331 TG1 85 
TG1 H332 2H33 H 0 0 N N N -9.207 -22.856 9.341  3.386  2.795  1.363  H332 TG1 86 
TG1 H333 3H33 H 0 0 N N N -8.510 -23.542 7.966  4.377  1.317  1.365  H333 TG1 87 
TG1 H281 1H28 H 0 0 N N N -2.910 -21.150 15.572 0.931  2.026  -6.065 H281 TG1 88 
TG1 H282 2H28 H 0 0 N N N -3.144 -20.954 13.914 1.584  2.913  -4.667 H282 TG1 89 
TG1 H291 1H29 H 0 0 N N N -4.735 -19.012 14.206 3.878  2.652  -5.572 H291 TG1 90 
TG1 H292 2H29 H 0 0 N N N -5.150 -19.435 15.769 3.225  1.765  -6.970 H292 TG1 91 
TG1 H301 1H30 H 0 0 N N N -3.477 -17.627 15.808 3.615  4.149  -7.531 H301 TG1 92 
TG1 H302 2H30 H 0 0 N N N -2.612 -19.111 16.531 1.881  3.751  -7.602 H302 TG1 93 
TG1 H303 3H30 H 0 0 N N N -2.196 -18.688 14.968 2.534  4.638  -6.204 H303 TG1 94 
TG1 HO6  HO6  H 0 1 N N N -6.222 -26.409 13.112 0.950  -3.231 -2.226 HO6  TG1 95 
TG1 HO11 HO11 H 0 0 N N N -2.451 -23.972 14.649 0.018  -2.693 -6.178 HO11 TG1 96 
# 
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 
TG1 C34 C11  SING N N 1  
TG1 C34 H341 SING N N 2  
TG1 C34 H342 SING N N 3  
TG1 C34 H343 SING N N 4  
TG1 C11 C7   SING N N 5  
TG1 C11 C12  SING N N 6  
TG1 C11 O11  SING N N 7  
TG1 C7  C8   SING N N 8  
TG1 C7  C6   SING N N 9  
TG1 C7  O6   SING N N 10 
TG1 C8  C9   SING N N 11 
TG1 C8  O7   SING N N 12 
TG1 C8  HC8  SING N N 13 
TG1 C9  C10  SING N N 14 
TG1 C9  HC91 SING N N 15 
TG1 C9  HC92 SING N N 16 
TG1 C10 C1   SING N N 17 
TG1 C10 C31  SING N N 18 
TG1 C10 O9   SING N N 19 
TG1 C1  C2   SING N N 20 
TG1 C1  C5   SING N N 21 
TG1 C1  HC1  SING N N 22 
TG1 C2  O1   SING N N 23 
TG1 C2  C3   SING N N 24 
TG1 C2  HC2  SING N N 25 
TG1 O1  C13  SING N N 26 
TG1 C13 O2   DOUB N N 27 
TG1 C13 C14  SING N N 28 
TG1 C14 C15  SING N N 29 
TG1 C14 H141 SING N N 30 
TG1 C14 H142 SING N N 31 
TG1 C15 C16  SING N N 32 
TG1 C15 H151 SING N N 33 
TG1 C15 H152 SING N N 34 
TG1 C16 C17  SING N N 35 
TG1 C16 H161 SING N N 36 
TG1 C16 H162 SING N N 37 
TG1 C17 C18  SING N N 38 
TG1 C17 H171 SING N N 39 
TG1 C17 H172 SING N N 40 
TG1 C18 C19  SING N N 41 
TG1 C18 H181 SING N N 42 
TG1 C18 H182 SING N N 43 
TG1 C19 C20  SING N N 44 
TG1 C19 H191 SING N N 45 
TG1 C19 H192 SING N N 46 
TG1 C20 H201 SING N N 47 
TG1 C20 H202 SING N N 48 
TG1 C20 H203 SING N N 49 
TG1 C3  O3   SING N N 50 
TG1 C3  C4   SING N N 51 
TG1 C3  HC3  SING N N 52 
TG1 O3  C21  SING N N 53 
TG1 C21 O4   DOUB N N 54 
TG1 C21 C22  SING N N 55 
TG1 C22 C23  SING N N 56 
TG1 C22 C24  DOUB N Z 57 
TG1 C23 H231 SING N N 58 
TG1 C23 H232 SING N N 59 
TG1 C23 H233 SING N N 60 
TG1 C24 C25  SING N N 61 
TG1 C24 H24  SING N N 62 
TG1 C25 H251 SING N N 63 
TG1 C25 H252 SING N N 64 
TG1 C25 H253 SING N N 65 
TG1 C4  C26  SING N N 66 
TG1 C4  C5   DOUB N N 67 
TG1 C26 H261 SING N N 68 
TG1 C26 H262 SING N N 69 
TG1 C26 H263 SING N N 70 
TG1 C5  C6   SING N N 71 
TG1 C6  O5   SING N N 72 
TG1 C6  HC6  SING N N 73 
TG1 O5  C12  SING N N 74 
TG1 C12 O12  DOUB N N 75 
TG1 C31 H311 SING N N 76 
TG1 C31 H312 SING N N 77 
TG1 C31 H313 SING N N 78 
TG1 O9  C32  SING N N 79 
TG1 C32 O10  DOUB N N 80 
TG1 C32 C33  SING N N 81 
TG1 C33 H331 SING N N 82 
TG1 C33 H332 SING N N 83 
TG1 C33 H333 SING N N 84 
TG1 O7  C27  SING N N 85 
TG1 C27 O8   DOUB N N 86 
TG1 C27 C28  SING N N 87 
TG1 C28 C29  SING N N 88 
TG1 C28 H281 SING N N 89 
TG1 C28 H282 SING N N 90 
TG1 C29 C30  SING N N 91 
TG1 C29 H291 SING N N 92 
TG1 C29 H292 SING N N 93 
TG1 C30 H301 SING N N 94 
TG1 C30 H302 SING N N 95 
TG1 C30 H303 SING N N 96 
TG1 O6  HO6  SING N N 97 
TG1 O11 HO11 SING N N 98 
# 
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 
TG1 SMILES           ACDLabs              10.04 O=C3OC2C1=C(C(OC(=O)\C(=C/C)C)C(OC(=O)CCCCCCC)C1C(OC(=O)C)(CC(OC(=O)CCC)C2(O)C3(O)C)C)C 
TG1 InChI            InChI                1.02b 
InChI=1/C34H50O12/c1-9-12-13-14-15-17-24(37)43-28-26-25(20(5)27(28)44-30(38)19(4)11-3)29-34(41,33(8,40)31(39)45-29)22(42-23(36)16-10-2)18-32(26,7)46-21(6)35/h11,22,26-29,40-41H,9-10,12-18H2,1-8H3/b19-11-/t22-,26+,27-,28-,29-,32-,33+,34+/m0/s1 
TG1 InChIKey         InChI                1.02b IXFPJGBNCFXKPI-FSIHEZPIBR 
TG1 SMILES_CANONICAL CACTVS               3.341 CCCCCCCC(=O)O[C@@H]1[C@@H](OC(=O)\C(C)=C/C)C(=C2[C@@H]3OC(=O)[C@@](C)(O)[C@@]3(O)[C@H](C[C@](C)(OC(C)=O)[C@@H]12)OC(=O)CCC)C 
TG1 SMILES           CACTVS               3.341 CCCCCCCC(=O)O[CH]1[CH](OC(=O)C(C)=CC)C(=C2[CH]3OC(=O)[C](C)(O)[C]3(O)[CH](C[C](C)(OC(C)=O)[CH]12)OC(=O)CCC)C 
TG1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCC(=O)O[C@H]1[C@H]2C(=C([C@@H]1OC(=O)/C(=C\C)/C)C)[C@H]3[C@]([C@H](C[C@]2(C)OC(=O)C)OC(=O)CCC)([C@](C(=O)O3)(C)O)O 
TG1 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCC(=O)OC1C2C(=C(C1OC(=O)C(=CC)C)C)C3C(C(CC2(C)OC(=O)C)OC(=O)CCC)(C(C(=O)O3)(C)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 
TG1 "SYSTEMATIC NAME" ACDLabs              10.04 "(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2Z)-2-methylbut-2-enoyl]oxy}-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate" 
TG1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetyloxy-4-butanoyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] octanoate"               
# 
