data_XXT
#

_chem_comp.id                                   XXT
_chem_comp.name                                 "[(3aS,5R,5aS,6S,8S,8aS,9S,9aR)-9-acetyloxy-8-hydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H26 O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Britannin
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2016-06-28
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       366.406
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    XXT
_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       5GIT
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
XXT  C2   C1   C  0  1  N  N  N  -3.417  -7.597   7.695   2.304   1.800  -0.589  C2   XXT   1  
XXT  C1   C2   C  0  1  N  N  S  -2.926  -6.405   6.882   2.605   0.439   0.089  C1   XXT   2  
XXT  O7   O1   O  0  1  N  N  N   0.810  -7.489   7.820  -3.642   0.819   1.151  O7   XXT   3  
XXT  C6   C3   C  0  1  N  N  S  -0.726  -6.203  10.062  -1.120   0.560   0.499  C6   XXT   4  
XXT  C5   C4   C  0  1  N  N  S  -1.878  -5.673   7.738   1.247  -0.183   0.361  C5   XXT   5  
XXT  C3   C5   C  0  1  N  N  S  -2.527  -7.654   8.926   0.759   1.947  -0.613  C3   XXT   6  
XXT  C4   C6   C  0  1  N  N  S  -2.015  -6.219   9.180   0.302   1.051   0.541  C4   XXT   7  
XXT  C18  C7   C  0  1  N  N  N   0.912  -7.879   8.977  -3.249   1.617   0.334  C18  XXT   8  
XXT  C19  C8   C  0  1  N  N  N   2.040  -8.786   9.365  -4.193   2.652  -0.222  C19  XXT   9  
XXT  O6   O2   O  0  1  N  N  N  -0.062  -7.498  10.023  -1.972   1.583  -0.079  O6   XXT  10  
XXT  C15  C9   C  0  1  N  N  N  -3.132  -5.481   9.934   0.588   1.736   1.878  C15  XXT  11  
XXT  O2   O3   O  0  1  N  N  N  -3.246  -8.241  10.018   0.378   3.305  -0.378  O2   XXT  12  
XXT  C7   C10  C  0  1  N  N  R   0.315  -5.079   9.840  -1.173  -0.703  -0.360  C7   XXT  13  
XXT  C11  C11  C  0  1  N  N  N   1.140  -4.745  11.095  -2.506  -0.863  -1.055  C11  XXT  14  
XXT  C14  C12  C  0  1  N  N  N   2.256  -5.719  11.478  -3.098   0.011  -1.865  C14  XXT  15  
XXT  C12  C13  C  0  1  N  N  N   1.674  -3.396  10.701  -3.015  -2.189  -0.650  C12  XXT  16  
XXT  O3   O4   O  0  1  N  N  N   2.709  -2.869  11.113  -4.117  -2.624  -0.919  O3   XXT  17  
XXT  O1   O5   O  0  1  N  N  N   0.828  -2.759   9.711  -2.073  -2.848   0.064  O1   XXT  18  
XXT  C8   C14  C  0  1  N  N  S  -0.200  -3.703   9.387  -1.197  -1.865   0.667  C8   XXT  19  
XXT  C9   C15  C  0  1  N  N  N  -0.513  -3.589   7.897   0.208  -2.357   0.918  C9   XXT  20  
XXT  C10  C16  C  0  1  N  N  R  -1.895  -4.143   7.563   1.121  -1.214   1.441  C10  XXT  21  
XXT  C13  C17  C  0  1  N  N  N  -2.298  -3.677   6.163   2.503  -1.773   1.785  C13  XXT  22  
XXT  O4   O6   O  0  1  N  N  N  -2.329  -6.819   5.644   3.377  -0.408  -0.803  O4   XXT  23  
XXT  C16  C18  C  0  1  N  N  N  -3.212  -7.429   4.644   4.714  -0.337  -0.706  C16  XXT  24  
XXT  O5   O7   O  0  1  N  N  N  -4.308  -6.935   4.432   5.222   0.408   0.098  O5   XXT  25  
XXT  C17  C19  C  0  1  N  N  N  -2.750  -8.644   3.888   5.580  -1.186  -1.599  C17  XXT  26  
XXT  H1   H1   H  0  1  N  N  N  -4.468  -7.454   7.988   2.748   2.611  -0.012  H1   XXT  27  
XXT  H2   H2   H  0  1  N  N  N  -3.322  -8.524   7.111   2.697   1.806  -1.606  H2   XXT  28  
XXT  H3   H3   H  0  1  N  N  N  -3.770  -5.726   6.692   3.144   0.594   1.024  H3   XXT  29  
XXT  H4   H4   H  0  1  N  N  N  -1.084  -6.069  11.094  -1.458   0.330   1.510  H4   XXT  30  
XXT  H5   H5   H  0  1  N  N  N  -0.896  -6.012   7.376   0.939  -0.671  -0.564  H5   XXT  31  
XXT  H6   H6   H  0  1  N  N  N  -1.656  -8.283   8.688   0.353   1.592  -1.560  H6   XXT  32  
XXT  H7   H7   H  0  1  N  N  N   2.667  -8.989   8.484  -5.178   2.524   0.227  H7   XXT  33  
XXT  H8   H8   H  0  1  N  N  N   2.648  -8.303  10.144  -3.816   3.649   0.007  H8   XXT  34  
XXT  H9   H9   H  0  1  N  N  N   1.633  -9.732   9.752  -4.269   2.532  -1.303  H9   XXT  35  
XXT  H10  H10  H  0  1  N  N  N  -3.213  -5.883  10.955   1.625   2.072   1.900  H10  XXT  36  
XXT  H11  H11  H  0  1  N  N  N  -2.896  -4.408   9.980  -0.074   2.594   1.996  H11  XXT  37  
XXT  H12  H12  H  0  1  N  N  N  -4.087  -5.624   9.407   0.417   1.031   2.692  H12  XXT  38  
XXT  H13  H13  H  0  1  N  N  N  -2.686  -8.275  10.785   0.705   3.926  -1.043  H13  XXT  39  
XXT  H14  H14  H  0  1  N  N  N   1.018  -5.434   9.072  -0.336  -0.764  -1.055  H14  XXT  40  
XXT  H16  H16  H  0  1  N  N  N   3.287  -5.399  11.444  -2.620   0.954  -2.084  H16  XXT  41  
XXT  H17  H17  H  0  1  N  N  N   2.013  -6.726  11.782  -4.058  -0.223  -2.302  H17  XXT  42  
XXT  H19  H19  H  0  1  N  N  N  -1.113  -3.470   9.955  -1.628  -1.515   1.605  H19  XXT  43  
XXT  H20  H20  H  0  1  N  N  N   0.243  -4.153   7.330   0.179  -3.158   1.657  H20  XXT  44  
XXT  H21  H21  H  0  1  N  N  N  -0.475  -2.529   7.605   0.621  -2.745  -0.013  H21  XXT  45  
XXT  H22  H22  H  0  1  N  N  N  -2.615  -3.726   8.283   0.675  -0.764   2.329  H22  XXT  46  
XXT  H23  H23  H  0  1  N  N  N  -2.285  -2.578   6.124   3.147  -0.964   2.130  H23  XXT  47  
XXT  H24  H24  H  0  1  N  N  N  -1.589  -4.079   5.425   2.407  -2.522   2.571  H24  XXT  48  
XXT  H25  H25  H  0  1  N  N  N  -3.311  -4.040   5.933   2.940  -2.231   0.897  H25  XXT  49  
XXT  H26  H26  H  0  1  N  N  N  -3.532  -8.955   3.180   4.948  -1.788  -2.252  H26  XXT  50  
XXT  H27  H27  H  0  1  N  N  N  -1.830  -8.404   3.336   6.219  -0.543  -2.204  H27  XXT  51  
XXT  H28  H28  H  0  1  N  N  N  -2.550  -9.462   4.596   6.200  -1.842  -0.988  H28  XXT  52  
#   #
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
XXT  C17  C16  SING  N  N   1  
XXT  O5   C16  DOUB  N  N   2  
XXT  C16  O4   SING  N  N   3  
XXT  O4   C1   SING  N  N   4  
XXT  C13  C10  SING  N  N   5  
XXT  C1   C2   SING  N  N   6  
XXT  C1   C5   SING  N  N   7  
XXT  C10  C5   SING  N  N   8  
XXT  C10  C9   SING  N  N   9  
XXT  C2   C3   SING  N  N  10  
XXT  C5   C4   SING  N  N  11  
XXT  O7   C18  DOUB  N  N  12  
XXT  C9   C8   SING  N  N  13  
XXT  C3   C4   SING  N  N  14  
XXT  C3   O2   SING  N  N  15  
XXT  C18  C19  SING  N  N  16  
XXT  C18  O6   SING  N  N  17  
XXT  C4   C15  SING  N  N  18  
XXT  C4   C6   SING  N  N  19  
XXT  C8   O1   SING  N  N  20  
XXT  C8   C7   SING  N  N  21  
XXT  O1   C12  SING  N  N  22  
XXT  C7   C6   SING  N  N  23  
XXT  C7   C11  SING  N  N  24  
XXT  O6   C6   SING  N  N  25  
XXT  C12  C11  SING  N  N  26  
XXT  C12  O3   DOUB  N  N  27  
XXT  C11  C14  DOUB  N  N  28  
XXT  C2   H1   SING  N  N  29  
XXT  C2   H2   SING  N  N  30  
XXT  C1   H3   SING  N  N  31  
XXT  C6   H4   SING  N  N  32  
XXT  C5   H5   SING  N  N  33  
XXT  C3   H6   SING  N  N  34  
XXT  C19  H7   SING  N  N  35  
XXT  C19  H8   SING  N  N  36  
XXT  C19  H9   SING  N  N  37  
XXT  C15  H10  SING  N  N  38  
XXT  C15  H11  SING  N  N  39  
XXT  C15  H12  SING  N  N  40  
XXT  O2   H13  SING  N  N  41  
XXT  C7   H14  SING  N  N  42  
XXT  C14  H16  SING  N  N  43  
XXT  C14  H17  SING  N  N  44  
XXT  C8   H19  SING  N  N  45  
XXT  C9   H20  SING  N  N  46  
XXT  C9   H21  SING  N  N  47  
XXT  C10  H22  SING  N  N  48  
XXT  C13  H23  SING  N  N  49  
XXT  C13  H24  SING  N  N  50  
XXT  C13  H25  SING  N  N  51  
XXT  C17  H26  SING  N  N  52  
XXT  C17  H27  SING  N  N  53  
XXT  C17  H28  SING  N  N  54  
#   #
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
XXT  InChI             InChI                 1.03   "InChI=1S/C19H26O7/c1-8-6-12-15(9(2)18(23)26-12)17(25-11(4)21)19(5)14(22)7-13(16(8)19)24-10(3)20/h8,12-17,22H,2,6-7H2,1,3-5H3/t8-,12+,13+,14+,15-,16-,17+,19-/m1/s1"  
XXT  InChIKey          InChI                 1.03   JXEGMONJOSAULB-IZZBGLMFSA-N  
XXT  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H]1C[C@@H]2OC(=O)C(=C)[C@H]2[C@H](OC(C)=O)[C@]3(C)[C@@H](O)C[C@H](OC(C)=O)[C@@H]13"  
XXT  SMILES            CACTVS                3.385  "C[CH]1C[CH]2OC(=O)C(=C)[CH]2[CH](OC(C)=O)[C]3(C)[CH](O)C[CH](OC(C)=O)[CH]13"  
XXT  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.5  "C[C@@H]1C[C@H]2[C@H]([C@@H]([C@]3([C@H]1[C@H](C[C@@H]3O)OC(=O)C)C)OC(=O)C)C(=C)C(=O)O2"  
XXT  SMILES            "OpenEye OEToolkits"  2.0.5  "CC1CC2C(C(C3(C1C(CC3O)OC(=O)C)C)OC(=O)C)C(=C)C(=O)O2"  
#
_pdbx_chem_comp_identifier.comp_id          XXT
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.5
_pdbx_chem_comp_identifier.identifier       "[(3~{a}~{S},5~{R},5~{a}~{S},6~{S},8~{S},8~{a}~{S},9~{S},9~{a}~{R})-9-acetyloxy-5,8~{a}-dimethyl-1-methylidene-8-oxidanyl-2-oxidanylidene-4,5,5~{a},6,7,8,9,9~{a}-octahydro-3~{a}~{H}-azuleno[6,5-b]furan-6-yl] ethanoate"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
XXT  "Create component"  2016-06-28  PDBJ  
XXT  "Initial release"   2017-06-28  RCSB  
XXT  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     XXT
_pdbx_chem_comp_synonyms.name        Britannin
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
