data_B2S
# 
_chem_comp.id                                    B2S 
_chem_comp.name                                  (3alpha,7alpha)-3,7,15-trihydroxy-12,13-epoxytrichothec-9-en-8-one 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H20 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-26 
_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                        296.316 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     B2S 
_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        3B2S 
_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 
B2S C13  C13  C 0 1 N N N -29.179 -32.553 -16.502 -1.850 -1.200 -2.122 C13  B2S 1  
B2S O2   O2   O 0 1 N N N -30.134 -33.139 -17.485 -3.048 -1.352 -1.350 O2   B2S 2  
B2S C12  C12  C 0 1 N N S -30.573 -31.981 -16.711 -2.066 -0.508 -0.792 C12  B2S 3  
B2S C5   C5   C 0 1 N N R -31.770 -32.169 -15.764 -1.260 -0.874 0.473  C5   B2S 4  
B2S C14  C14  C 0 1 N N N -31.906 -33.614 -15.216 -1.232 -2.372 0.783  C14  B2S 5  
B2S C4   C4   C 0 1 N N N -32.910 -31.839 -16.783 -1.949 -0.013 1.568  C4   B2S 6  
B2S C3   C3   C 0 1 N N R -32.235 -31.088 -17.973 -2.539 1.211  0.841  C3   B2S 7  
B2S O3   O3   O 0 1 N N N -32.905 -29.847 -18.295 -1.920 2.408  1.317  O3   B2S 8  
B2S C2   C2   C 0 1 N N R -30.832 -30.731 -17.476 -2.234 1.018  -0.665 C2   B2S 9  
B2S O1   O1   O 0 1 N N N -30.926 -29.523 -16.640 -0.927 1.591  -0.905 O1   B2S 10 
B2S C11  C11  C 0 1 N N S -31.246 -29.712 -15.187 0.078  0.583  -1.024 C11  B2S 11 
B2S C10  C10  C 0 1 N N N -31.452 -28.501 -14.465 1.421  1.154  -1.345 C10  B2S 12 
B2S C9   C9   C 0 1 N N N -30.960 -28.633 -13.152 2.549  0.585  -0.922 C9   B2S 13 
B2S C16  C16  C 0 1 N N N -31.007 -27.447 -12.175 3.874  1.199  -1.294 C16  B2S 14 
B2S C8   C8   C 0 1 N N N -30.451 -29.892 -12.744 2.521  -0.628 -0.100 C8   B2S 15 
B2S O5   O5   O 0 1 N N N -30.030 -30.055 -11.592 3.535  -1.058 0.409  O5   B2S 16 
B2S C7   C7   C 0 1 N N S -30.417 -31.105 -13.749 1.192  -1.333 0.098  C7   B2S 17 
B2S O4   O4   O 0 1 N N N -30.229 -32.384 -13.125 1.243  -2.150 1.270  O4   B2S 18 
B2S C6   C6   C 0 1 N N R -31.695 -31.091 -14.635 0.138  -0.252 0.260  C6   B2S 19 
B2S C15  C15  C 0 1 N N N -32.977 -31.063 -13.757 0.492  0.656  1.440  C15  B2S 20 
B2S O6   O6   O 0 1 N N N -32.555 -31.143 -12.379 1.786  1.224  1.231  O6   B2S 21 
B2S H13  H13  H 0 1 N N N -28.681 -32.975 -15.617 -1.154 -2.038 -2.152 H13  B2S 22 
B2S H13A H13A H 0 0 N N N -28.145 -32.177 -16.509 -1.901 -0.593 -3.025 H13A B2S 23 
B2S H14  H14  H 0 1 N N N -31.938 -34.324 -16.056 -0.769 -2.906 -0.047 H14  B2S 24 
B2S H14A H14A H 0 0 N N N -31.043 -33.845 -14.574 -0.657 -2.544 1.693  H14A B2S 25 
B2S H14B H14B H 0 0 N N N -32.833 -33.698 -14.630 -2.251 -2.733 0.923  H14B B2S 26 
B2S H4   H4   H 0 1 N N N -33.392 -32.763 -17.135 -2.745 -0.583 2.048  H4   B2S 27 
B2S H4A  H4A  H 0 1 N N N -33.693 -31.222 -16.317 -1.217 0.307  2.309  H4A  B2S 28 
B2S H3   H3   H 0 1 N N N -32.257 -31.722 -18.872 -3.616 1.258  1.002  H3   B2S 29 
B2S HO3  HO3  H 0 1 N N N -33.052 -29.350 -17.499 -2.056 2.573  2.260  HO3  B2S 30 
B2S H2   H2   H 0 1 N N N -30.050 -30.486 -18.210 -3.012 1.418  -1.314 H2   B2S 31 
B2S H11  H11  H 0 1 N N N -30.313 -30.081 -14.737 -0.209 -0.090 -1.833 H11  B2S 32 
B2S H10  H10  H 0 1 N N N -31.917 -27.612 -14.866 1.480  2.055  -1.938 H10  B2S 33 
B2S H16  H16  H 0 1 N N N -31.018 -27.823 -11.141 4.165  1.923  -0.533 H16  B2S 34 
B2S H16A H16A H 0 0 N N N -30.120 -26.813 -12.325 4.631  0.417  -1.360 H16A B2S 35 
B2S H16B H16B H 0 0 N N N -31.916 -26.856 -12.360 3.785  1.701  -2.257 H16B B2S 36 
B2S H7   H7   H 0 1 N N N -29.526 -30.965 -14.378 0.962  -1.946 -0.773 H7   B2S 37 
B2S HO4  HO4  H 0 1 N N N -30.187 -33.059 -13.792 1.923  -2.836 1.243  HO4  B2S 38 
B2S H15  H15  H 0 1 N N N -33.536 -30.131 -13.930 -0.247 1.453  1.519  H15  B2S 39 
B2S H15A H15A H 0 0 N N N -33.640 -31.904 -14.010 0.496  0.072  2.360  H15A B2S 40 
B2S HO6  HO6  H 0 1 N N N -31.606 -31.161 -12.338 2.077  1.812  1.941  HO6  B2S 41 
# 
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 
B2S C13 O2   SING N N 1  
B2S C13 C12  SING N N 2  
B2S O2  C12  SING N N 3  
B2S C12 C5   SING N N 4  
B2S C12 C2   SING N N 5  
B2S C5  C14  SING N N 6  
B2S C5  C4   SING N N 7  
B2S C5  C6   SING N N 8  
B2S C4  C3   SING N N 9  
B2S C3  O3   SING N N 10 
B2S C3  C2   SING N N 11 
B2S C2  O1   SING N N 12 
B2S O1  C11  SING N N 13 
B2S C11 C10  SING N N 14 
B2S C11 C6   SING N N 15 
B2S C10 C9   DOUB N N 16 
B2S C9  C16  SING N N 17 
B2S C9  C8   SING N N 18 
B2S C8  O5   DOUB N N 19 
B2S C8  C7   SING N N 20 
B2S C7  O4   SING N N 21 
B2S C7  C6   SING N N 22 
B2S C6  C15  SING N N 23 
B2S C15 O6   SING N N 24 
B2S C13 H13  SING N N 25 
B2S C13 H13A SING N N 26 
B2S C14 H14  SING N N 27 
B2S C14 H14A SING N N 28 
B2S C14 H14B SING N N 29 
B2S C4  H4   SING N N 30 
B2S C4  H4A  SING N N 31 
B2S C3  H3   SING N N 32 
B2S O3  HO3  SING N N 33 
B2S C2  H2   SING N N 34 
B2S C11 H11  SING N N 35 
B2S C10 H10  SING N N 36 
B2S C16 H16  SING N N 37 
B2S C16 H16A SING N N 38 
B2S C16 H16B SING N N 39 
B2S C7  H7   SING N N 40 
B2S O4  HO4  SING N N 41 
B2S C15 H15  SING N N 42 
B2S C15 H15A SING N N 43 
B2S O6  HO6  SING N N 44 
# 
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 
B2S SMILES           ACDLabs              10.04 O=C4C(=CC3OC2C1(OC1)C(CC2O)(C3(CO)C4O)C)C                                                                                                             
B2S InChI            InChI                1.02b InChI=1/C15H20O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-9,11-12,16-17,19H,4-6H2,1-2H3/t8-,9+,11-,12-,13-,14-,15+/m1/s1 
B2S InChIKey         InChI                1.02b LINOMUASTDIRTM-BGQOOYBIBM                                                                                                                             
B2S SMILES_CANONICAL CACTVS               3.341 CC1=C[C@@H]2O[C@@H]3[C@H](O)C[C@@](C)([C@]34CO4)[C@@]2(CO)[C@H](O)C1=O                                                                                
B2S SMILES           CACTVS               3.341 CC1=C[CH]2O[CH]3[CH](O)C[C](C)([C]34CO4)[C]2(CO)[CH](O)C1=O                                                                                           
B2S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=C[C@H]2[C@]([C@@H](C1=O)O)([C@]3(C[C@H]([C@H]([C@@]34CO4)O2)O)C)CO                                                                                
B2S SMILES           "OpenEye OEToolkits" 1.5.0 CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)O)C)CO                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           B2S 
_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        (3alpha,7beta)-3,7,15-trihydroxy-12,13-epoxytrichothec-9-en-8-one 
# 
