data_PRB
# 
_chem_comp.id                                    PRB 
_chem_comp.name                                  13-ACETYLPHORBOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H30 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        406.469 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PRB 
_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        1PTR 
_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 
PRB C1   C1   C 0 1 N N N 10.006 23.859 22.583 1.685  1.222  2.321  C1   PRB 1  
PRB C2   C2   C 0 1 N N N 9.089  22.889 22.944 1.979  0.630  3.483  C2   PRB 2  
PRB C3   C3   C 0 1 N N N 8.773  23.057 24.276 1.012  -0.420 3.823  C3   PRB 3  
PRB O3   O3   O 0 1 N N N 7.906  22.393 24.869 0.929  -1.024 4.875  O3   PRB 4  
PRB C4   C4   C 0 1 N N R 9.456  24.274 24.872 0.139  -0.605 2.600  C4   PRB 5  
PRB O4   O4   O 0 1 N N N 8.414  25.238 25.031 0.606  -1.761 1.903  O4   PRB 6  
PRB C5   C5   C 0 1 N N N 10.134 23.934 26.222 -1.311 -0.802 2.919  C5   PRB 7  
PRB C6   C6   C 0 1 N N N 11.376 24.688 26.598 -2.242 0.068  2.157  C6   PRB 8  
PRB C7   C7   C 0 1 N N N 11.695 25.936 26.067 -2.138 0.339  0.900  C7   PRB 9  
PRB C8   C8   C 0 1 N N S 10.824 26.691 25.082 -1.067 -0.216 0.024  C8   PRB 10 
PRB C9   C9   C 0 1 N N S 10.821 26.183 23.597 0.277  0.476  0.293  C9   PRB 11 
PRB O9   O9   O 0 1 N N N 12.128 26.253 23.040 0.197  1.786  -0.290 O9   PRB 12 
PRB C10  C10  C 0 1 N N S 10.544 24.583 23.796 0.420  0.640  1.774  C10  PRB 13 
PRB C11  C11  C 0 1 N N R 9.795  27.092 22.796 1.347  -0.309 -0.443 C11  PRB 14 
PRB C12  C12  C 0 1 N N R 10.330 28.536 22.726 1.190  -0.104 -1.954 C12  PRB 15 
PRB O12  O12  O 0 1 N N N 9.289  29.473 22.462 1.944  -1.106 -2.641 O12  PRB 16 
PRB C13  C13  C 0 1 N N S 11.024 29.055 24.004 -0.236 -0.107 -2.448 C13  PRB 17 
PRB C14  C14  C 0 1 N N R 11.195 28.204 25.304 -1.397 -0.121 -1.453 C14  PRB 18 
PRB C15  C15  C 0 1 N N N 10.431 29.462 25.395 -1.139 -1.326 -2.360 C15  PRB 19 
PRB C16  C16  C 0 1 N N N 8.968  29.179 25.814 -2.120 -1.540 -3.526 C16  PRB 20 
PRB C17  C17  C 0 1 N N N 11.008 30.670 26.154 -0.576 -2.617 -1.772 C17  PRB 21 
PRB C18  C18  C 0 1 N N N 9.460  26.699 21.364 2.762  0.138  -0.065 C18  PRB 22 
PRB C19  C19  C 0 1 N N N 8.520  21.842 22.024 3.176  0.984  4.329  C19  PRB 23 
PRB C20  C20  C 0 1 N N N 12.272 24.147 27.625 -3.385 0.691  2.912  C20  PRB 24 
PRB O20  O20  O 0 1 N N N 12.543 22.751 27.509 -4.159 1.499  2.023  O20  PRB 25 
PRB OA1  OA1  O 0 1 N N N 12.040 30.019 23.705 -0.454 0.731  -3.621 OA1  PRB 26 
PRB CA1  CA1  C 0 1 N N N 13.110 29.782 22.769 0.507  0.851  -4.549 CA1  PRB 27 
PRB OA2  OA2  O 0 1 N N N 13.387 28.621 22.424 1.555  0.265  -4.412 OA2  PRB 28 
PRB CA2  CA2  C 0 1 N N N 13.899 30.940 22.171 0.282  1.718  -5.761 CA2  PRB 29 
PRB H1   H1   H 0 1 N N N 10.261 24.024 21.522 2.271  2.012  1.871  H1   PRB 30 
PRB HO4  HO4  H 0 1 N N N 8.841  25.999 25.404 0.464  -2.516 2.490  HO4  PRB 31 
PRB H51  1H5  H 0 1 N N N 9.384  24.032 27.041 -1.454 -0.612 3.980  H51  PRB 32 
PRB H52  2H5  H 0 1 N N N 10.346 22.840 26.258 -1.565 -1.839 2.712  H52  PRB 33 
PRB H7   H7   H 0 1 N N N 12.656 26.334 26.433 -2.862 1.003  0.459  H7   PRB 34 
PRB H8   H8   H 0 1 N N N 9.744  26.504 25.289 -0.948 -1.258 0.303  H8   PRB 35 
PRB HO9  HO9  H 0 1 N N N 12.126 25.945 22.141 1.017  2.245  -0.062 HO9  PRB 36 
PRB H10  H10  H 0 1 N N N 11.567 24.234 24.068 -0.373 1.373  2.065  H10  PRB 37 
PRB H11  H11  H 0 1 N N N 8.854  26.963 23.381 1.252  -1.375 -0.219 H11  PRB 38 
PRB H12  H12  H 0 1 N N N 11.080 28.468 21.904 1.637  0.870  -2.204 H12  PRB 39 
PRB HO12 2HO1 H 0 0 N N N 9.618  30.362 22.418 2.866  -0.997 -2.370 HO12 PRB 40 
PRB H14  H14  H 0 1 N N N 11.919 27.838 26.068 -2.255 0.514  -1.698 H14  PRB 41 
PRB H161 1H16 H 0 0 N N N 8.545  29.468 26.804 -2.712 -2.437 -3.343 H161 PRB 42 
PRB H162 2H16 H 0 0 N N N 8.308  29.620 25.031 -2.783 -0.678 -3.606 H162 PRB 43 
PRB H163 3H16 H 0 0 N N N 8.793  28.085 25.687 -1.562 -1.656 -4.455 H163 PRB 44 
PRB H171 1H17 H 0 0 N N N 10.585 30.959 27.144 -1.339 -3.395 -1.809 H171 PRB 45 
PRB H172 2H17 H 0 0 N N N 12.107 30.521 26.269 0.291  -2.932 -2.351 H172 PRB 46 
PRB H173 3H17 H 0 0 N N N 10.971 31.558 25.481 -0.281 -2.446 -0.737 H173 PRB 47 
PRB H181 1H18 H 0 0 N N N 8.739  27.337 20.801 3.490  -0.431 -0.642 H181 PRB 48 
PRB H182 2H18 H 0 0 N N N 10.404 26.610 20.778 2.878  1.200  -0.281 H182 PRB 49 
PRB H183 3H18 H 0 0 N N N 9.102  25.643 21.348 2.926  -0.035 0.998  H183 PRB 50 
PRB H191 1H19 H 0 0 N N N 7.780  21.059 22.315 3.188  0.358  5.222  H191 PRB 51 
PRB H192 2H19 H 0 0 N N N 8.082  22.385 21.154 4.088  0.817  3.757  H192 PRB 52 
PRB H193 3H19 H 0 0 N N N 9.388  21.307 21.573 3.117  2.032  4.622  H193 PRB 53 
PRB H201 1H20 H 0 0 N N N 13.225 24.724 27.648 -4.015 -0.093 3.331  H201 PRB 54 
PRB H202 2H20 H 0 0 N N N 11.879 24.380 28.642 -2.993 1.311  3.718  H202 PRB 55 
PRB HO20 0HO2 H 0 0 N N N 13.123 22.400 28.174 -4.879 1.879  2.545  HO20 PRB 56 
PRB HA21 1HA2 H 0 0 N N N 14.726 30.756 21.446 1.167  1.692  -6.396 HA21 PRB 57 
PRB HA22 2HA2 H 0 0 N N N 13.175 31.645 21.699 -0.576 1.344  -6.319 HA22 PRB 58 
PRB HA23 3HA2 H 0 0 N N N 14.302 31.554 23.009 0.091  2.743  -5.444 HA23 PRB 59 
# 
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 
PRB C1  C2   DOUB N N 1  
PRB C1  C10  SING N N 2  
PRB C1  H1   SING N N 3  
PRB C2  C3   SING N N 4  
PRB C2  C19  SING N N 5  
PRB C3  O3   DOUB N N 6  
PRB C3  C4   SING N N 7  
PRB C4  O4   SING N N 8  
PRB C4  C5   SING N N 9  
PRB C4  C10  SING N N 10 
PRB O4  HO4  SING N N 11 
PRB C5  C6   SING N N 12 
PRB C5  H51  SING N N 13 
PRB C5  H52  SING N N 14 
PRB C6  C7   DOUB N N 15 
PRB C6  C20  SING N N 16 
PRB C7  C8   SING N N 17 
PRB C7  H7   SING N N 18 
PRB C8  C9   SING N N 19 
PRB C8  C14  SING N N 20 
PRB C8  H8   SING N N 21 
PRB C9  O9   SING N N 22 
PRB C9  C10  SING N N 23 
PRB C9  C11  SING N N 24 
PRB O9  HO9  SING N N 25 
PRB C10 H10  SING N N 26 
PRB C11 C12  SING N N 27 
PRB C11 C18  SING N N 28 
PRB C11 H11  SING N N 29 
PRB C12 O12  SING N N 30 
PRB C12 C13  SING N N 31 
PRB C12 H12  SING N N 32 
PRB O12 HO12 SING N N 33 
PRB C13 C14  SING N N 34 
PRB C13 C15  SING N N 35 
PRB C13 OA1  SING N N 36 
PRB C14 C15  SING N N 37 
PRB C14 H14  SING N N 38 
PRB C15 C16  SING N N 39 
PRB C15 C17  SING N N 40 
PRB C16 H161 SING N N 41 
PRB C16 H162 SING N N 42 
PRB C16 H163 SING N N 43 
PRB C17 H171 SING N N 44 
PRB C17 H172 SING N N 45 
PRB C17 H173 SING N N 46 
PRB C18 H181 SING N N 47 
PRB C18 H182 SING N N 48 
PRB C18 H183 SING N N 49 
PRB C19 H191 SING N N 50 
PRB C19 H192 SING N N 51 
PRB C19 H193 SING N N 52 
PRB C20 O20  SING N N 53 
PRB C20 H201 SING N N 54 
PRB C20 H202 SING N N 55 
PRB O20 HO20 SING N N 56 
PRB OA1 CA1  SING N N 57 
PRB CA1 OA2  DOUB N N 58 
PRB CA1 CA2  SING N N 59 
PRB CA2 HA21 SING N N 60 
PRB CA2 HA22 SING N N 61 
PRB CA2 HA23 SING N N 62 
# 
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 
PRB SMILES           ACDLabs              10.04 O=C1C(=CC2C3(O)C(C)C(O)C4(OC(=O)C)C(C3C=C(CO)CC12O)C4(C)C)C                                                                                                                               
PRB InChI            InChI                1.02b InChI=1/C22H30O7/c1-10-6-15-20(27,17(10)25)8-13(9-23)7-14-16-19(4,5)22(16,29-12(3)24)18(26)11(2)21(14,15)28/h6-7,11,14-16,18,23,26-28H,8-9H2,1-5H3/t11-,14+,15-,16-,18-,20-,21-,22-/m1/s1 
PRB InChIKey         InChI                1.02b SDSVJYOOAPRSDA-RPCQODIIBT                                                                                                                                                                 
PRB SMILES_CANONICAL CACTVS               3.341 C[C@@H]1[C@@H](O)[C@]2(OC(C)=O)[C@H]([C@@H]3C=C(CO)C[C@@]4(O)[C@@H](C=C(C)C4=O)[C@@]13O)C2(C)C                                                                                            
PRB SMILES           CACTVS               3.341 C[CH]1[CH](O)[C]2(OC(C)=O)[CH]([CH]3C=C(CO)C[C]4(O)[CH](C=C(C)C4=O)[C]13O)C2(C)C                                                                                                          
PRB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1[C@H]([C@@]2([C@@H](C2(C)C)[C@H]3[C@]1([C@@H]4C=C(C(=O)[C@]4(CC(=C3)CO)O)C)O)OC(=O)C)O                                                                                            
PRB SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(C2(C(C2(C)C)C3C1(C4C=C(C(=O)C4(CC(=C3)CO)O)C)O)OC(=O)C)O                                                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           PRB 
_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        "(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9-trihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl acetate" 
# 
