data_TEJ
#

_chem_comp.id                                   TEJ
_chem_comp.name                                 "(1S,3R,5Z,7E,20S,23S)-1,3-dihydroxy-23,26-epoxy-9,10-secocholesta-5,7,10,25(27)-tetraen-26-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C27 H38 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(23S)-25-dehydro-1alpha-hydroxyvitamin D3-26,23-lactone"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2009-05-21
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       426.588
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    TEJ
_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       3A2H
_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
TEJ  O21   O21   O  0  1  N  N  N   5.766  -0.982  11.500   3.970  -3.615  -0.879  O21   TEJ   1  
TEJ  C17   C17   C  0  1  N  N  N   5.840   0.121  12.033   4.494  -2.555  -0.598  C17   TEJ   2  
TEJ  C18   C18   C  0  1  N  N  N   5.049   1.186  11.816   5.572  -2.400   0.386  C18   TEJ   3  
TEJ  C20   C20   C  0  1  N  N  N   4.040   1.280  10.954   6.136  -3.365   1.109  C20   TEJ   4  
TEJ  C19   C19   C  0  1  N  N  N   5.462   2.333  12.704   5.917  -0.925   0.416  C19   TEJ   5  
TEJ  C15   C15   C  0  1  N  N  S   6.588   1.715  13.547   4.961  -0.296  -0.610  C15   TEJ   6  
TEJ  O16   O16   O  0  1  N  N  N   6.877   0.404  13.015   4.165  -1.381  -1.151  O16   TEJ   7  
TEJ  C12   C12   C  0  1  N  N  N   7.798   2.628  13.460   4.060   0.733   0.075  C12   TEJ   8  
TEJ  C10   C10   C  0  1  N  N  S   8.623   2.776  14.747   3.201   1.439  -0.976  C10   TEJ   9  
TEJ  C11   C11   C  0  1  N  N  N   7.817   2.989  16.027   4.102   2.249  -1.911  C11   TEJ  10  
TEJ  C7    C7    C  0  1  N  N  R   9.727   3.857  14.696   2.213   2.378  -0.281  C7    TEJ  11  
TEJ  C8    C8    C  0  1  N  N  N  11.106   3.235  14.420   1.284   3.052  -1.325  C8    TEJ  12  
TEJ  C9    C9    C  0  1  N  N  N  11.988   4.387  13.944  -0.171   2.696  -0.909  C9    TEJ  13  
TEJ  C5    C5    C  0  1  N  N  S  11.057   5.601  14.058  -0.035   2.415   0.590  C5    TEJ  14  
TEJ  C6    C6    C  0  1  N  N  R   9.647   5.095  13.778   1.283   1.588   0.627  C6    TEJ  15  
TEJ  C22   C22   C  0  1  N  N  N   9.426   4.772  12.283   1.028   0.210   0.012  C22   TEJ  16  
TEJ  C4    C4    C  0  1  N  N  N  11.337   6.803  13.205  -1.087   1.545   1.210  C4    TEJ  17  
TEJ  C3    C3    C  0  1  N  N  N  10.408   7.985  13.456  -0.793   1.084   2.630  C3    TEJ  18  
TEJ  C2    C2    C  0  1  N  N  N   8.929   7.545  13.486   0.609   0.484   2.725  C2    TEJ  19  
TEJ  C1    C1    C  0  1  N  N  N   8.634   6.185  14.166   1.674   1.411   2.075  C1    TEJ  20  
TEJ  C23   C23   C  0  1  N  N  N  12.321   6.794  12.271  -2.200   1.200   0.564  C23   TEJ  21  
TEJ  C24   C24   C  0  1  N  N  N  12.636   7.936  11.404  -3.194   0.346   1.220  C24   TEJ  22  
TEJ  C25   C25   C  0  1  N  N  N  13.150   7.855  10.161  -4.321  -0.003   0.566  C25   TEJ  23  
TEJ  C26   C26   C  0  1  N  N  N  13.427   9.127   9.412  -5.373  -0.884   1.210  C26   TEJ  24  
TEJ  C27   C27   C  0  1  N  N  R  14.839   9.088   8.808  -5.775  -1.968   0.205  C27   TEJ  25  
TEJ  O34   O34   O  0  1  N  N  N  15.826   9.164   9.836  -6.804  -2.782   0.771  O34   TEJ  26  
TEJ  C73   C73   C  0  1  N  N  N  15.108   7.812   8.015  -6.289  -1.319  -1.080  C73   TEJ  27  
TEJ  C29   C29   C  0  1  N  N  S  14.843   6.530   8.802  -5.147  -0.573  -1.778  C29   TEJ  28  
TEJ  O32   O32   O  0  1  N  N  N  14.902   5.450   7.868  -4.120  -1.497  -2.143  O32   TEJ  29  
TEJ  C30   C30   C  0  1  N  N  N  13.493   6.607   9.468  -4.592   0.460  -0.811  C30   TEJ  30  
TEJ  C31   C31   C  0  1  N  N  N  12.627   5.598   9.382  -4.357   1.716  -1.190  C31   TEJ  31  
TEJ  H31   H31   H  0  1  N  N  N  13.116   4.824   8.809  -4.561   2.021  -2.206  H31   TEJ  32  
TEJ  H20   H20   H  0  1  N  N  N   3.966   0.326  10.452   5.803  -4.387   0.999  H20   TEJ  33  
TEJ  H20A  H20A  H  0  0  N  N  N   3.414   2.145  10.788   6.926  -3.127   1.805  H20A  TEJ  34  
TEJ  H19   H19   H  0  1  N  N  N   5.815   3.196  12.120   5.738  -0.512   1.408  H19   TEJ  35  
TEJ  H51   H51   H  0  1  N  N  N   4.636   2.734  13.309   6.954  -0.770   0.118  H51   TEJ  36  
TEJ  H15   H15   H  0  1  N  N  N   6.301   1.611  14.604   5.530   0.179  -1.409  H15   TEJ  37  
TEJ  H12   H12   H  0  1  N  N  N   8.465   2.216  12.688   3.413   0.229   0.793  H12   TEJ  38  
TEJ  H12A  H12A  H  0  0  N  N  N   7.403   3.631  13.239   4.676   1.467   0.594  H12A  TEJ  39  
TEJ  H10   H10   H  0  1  N  N  N   9.092   1.782  14.791   2.651   0.697  -1.555  H10   TEJ  40  
TEJ  H11   H11   H  0  1  N  N  N   8.501   3.040  16.887   4.652   2.991  -1.332  H11   TEJ  41  
TEJ  H11A  H11A  H  0  0  N  N  N   7.252   3.930  15.952   4.806   1.580  -2.406  H11A  TEJ  42  
TEJ  H11B  H11B  H  0  0  N  N  N   7.118   2.151  16.164   3.491   2.752  -2.660  H11B  TEJ  43  
TEJ  H7    H7    H  0  1  N  N  N   9.550   4.266  15.702   2.749   3.134   0.292  H7    TEJ  44  
TEJ  H8    H8    H  0  1  N  N  N  11.518   2.779  15.332   1.425   4.132  -1.309  H8    TEJ  45  
TEJ  H8A   H8A   H  0  1  N  N  N  11.046   2.433  13.669   1.495   2.661  -2.321  H8A   TEJ  46  
TEJ  H9    H9    H  0  1  N  N  N  12.884   4.500  14.572  -0.840   3.539  -1.084  H9    TEJ  47  
TEJ  H9A   H9A   H  0  1  N  N  N  12.381   4.238  12.927  -0.519   1.809  -1.438  H9A   TEJ  48  
TEJ  H5    H5    H  0  1  N  N  N  11.219   5.996  15.072   0.075   3.345   1.148  H5    TEJ  49  
TEJ  H22   H22   H  0  1  N  N  N   9.373   5.709  11.709   1.946  -0.378   0.045  H22   TEJ  50  
TEJ  H22A  H22A  H  0  0  N  N  N  10.263   4.161  11.912   0.249  -0.301   0.577  H22A  TEJ  51  
TEJ  H22B  H22B  H  0  0  N  N  N   8.484   4.216  12.164   0.709   0.327  -1.023  H22B  TEJ  52  
TEJ  H3    H3    H  0  1  N  N  N  10.663   8.437  14.426  -0.865   1.936   3.306  H3    TEJ  53  
TEJ  H3A   H3A   H  0  1  N  N  N  10.538   8.708  12.637  -1.525   0.331   2.923  H3A   TEJ  54  
TEJ  H2    H2    H  0  1  N  N  N   8.370   8.315  14.038   0.865   0.342   3.775  H2    TEJ  55  
TEJ  H2A   H2A   H  0  1  N  N  N   8.633   7.423  12.434   0.616  -0.484   2.225  H2A   TEJ  56  
TEJ  H1    H1    H  0  1  N  N  N   7.632   5.853  13.858   2.661   0.953   2.138  H1    TEJ  57  
TEJ  H1A   H1A   H  0  1  N  N  N   8.704   6.334  15.254   1.681   2.378   2.577  H1A   TEJ  58  
TEJ  H23   H23   H  0  1  N  N  N  12.907   5.894  12.159  -2.370   1.549  -0.444  H23   TEJ  59  
TEJ  H24   H24   H  0  1  N  N  N  12.439   8.923  11.795  -3.024  -0.003   2.228  H24   TEJ  60  
TEJ  H26   H26   H  0  1  N  N  N  12.690   9.240   8.604  -4.964  -1.348   2.107  H26   TEJ  61  
TEJ  H26A  H26A  H  0  0  N  N  N  13.356   9.977  10.107  -6.244  -0.283   1.471  H26A  TEJ  62  
TEJ  H27   H27   H  0  1  N  N  N  14.898   9.952   8.130  -4.908  -2.588  -0.025  H27   TEJ  63  
TEJ  HO34  HO34  H  0  0  N  N  N  16.691   9.181   9.444  -6.547  -3.230   1.588  HO34  TEJ  64  
TEJ  H73   H73   H  0  1  N  N  N  14.450   7.813   7.134  -6.677  -2.090  -1.745  H73   TEJ  65  
TEJ  H73A  H73A  H  0  0  N  N  N  16.176   7.814   7.752  -7.086  -0.616  -0.837  H73A  TEJ  66  
TEJ  H29   H29   H  0  1  N  N  N  15.588   6.383   9.598  -5.526  -0.072  -2.669  H29   TEJ  67  
TEJ  HO32  HO32  H  0  0  N  N  N  14.915   5.796   6.983  -3.365  -1.090  -2.590  HO32  TEJ  68  
TEJ  H31A  H31A  H  0  0  N  N  N  11.633   5.561   9.802  -3.962   2.429  -0.482  H31A  TEJ  69  
#   #
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
TEJ  O21  C17   DOUB  N  N   1  
TEJ  C17  O16   SING  N  N   2  
TEJ  C18  C17   SING  N  N   3  
TEJ  C18  C19   SING  N  N   4  
TEJ  C20  C18   DOUB  N  N   5  
TEJ  C19  C15   SING  N  N   6  
TEJ  O16  C15   SING  N  N   7  
TEJ  C12  C15   SING  N  N   8  
TEJ  C12  C10   SING  N  N   9  
TEJ  C10  C11   SING  N  N  10  
TEJ  C7   C10   SING  N  N  11  
TEJ  C8   C7    SING  N  N  12  
TEJ  C9   C8    SING  N  N  13  
TEJ  C9   C5    SING  N  N  14  
TEJ  C6   C7    SING  N  N  15  
TEJ  C6   C5    SING  N  N  16  
TEJ  C6   C1    SING  N  N  17  
TEJ  C22  C6    SING  N  N  18  
TEJ  C4   C5    SING  N  N  19  
TEJ  C4   C3    SING  N  N  20  
TEJ  C3   C2    SING  N  N  21  
TEJ  C2   C1    SING  N  N  22  
TEJ  C23  C4    DOUB  N  N  23  
TEJ  C24  C23   SING  N  N  24  
TEJ  C25  C24   DOUB  N  N  25  
TEJ  C26  C25   SING  N  N  26  
TEJ  C27  C26   SING  N  N  27  
TEJ  C27  O34   SING  N  N  28  
TEJ  C73  C27   SING  N  N  29  
TEJ  C73  C29   SING  N  N  30  
TEJ  C29  C30   SING  N  N  31  
TEJ  O32  C29   SING  N  N  32  
TEJ  C30  C25   SING  N  N  33  
TEJ  C31  C30   DOUB  N  N  34  
TEJ  C31  H31   SING  N  N  35  
TEJ  C20  H20   SING  N  N  36  
TEJ  C20  H20A  SING  N  N  37  
TEJ  C19  H19   SING  N  N  38  
TEJ  C19  H51   SING  N  N  39  
TEJ  C15  H15   SING  N  N  40  
TEJ  C12  H12   SING  N  N  41  
TEJ  C12  H12A  SING  N  N  42  
TEJ  C10  H10   SING  N  N  43  
TEJ  C11  H11   SING  N  N  44  
TEJ  C11  H11A  SING  N  N  45  
TEJ  C11  H11B  SING  N  N  46  
TEJ  C7   H7    SING  N  N  47  
TEJ  C8   H8    SING  N  N  48  
TEJ  C8   H8A   SING  N  E  49  
TEJ  C9   H9    SING  N  N  50  
TEJ  C9   H9A   SING  N  N  51  
TEJ  C5   H5    SING  N  N  52  
TEJ  C22  H22   SING  N  Z  53  
TEJ  C22  H22A  SING  N  N  54  
TEJ  C22  H22B  SING  N  N  55  
TEJ  C3   H3    SING  N  N  56  
TEJ  C3   H3A   SING  N  N  57  
TEJ  C2   H2    SING  N  N  58  
TEJ  C2   H2A   SING  N  N  59  
TEJ  C1   H1    SING  N  N  60  
TEJ  C1   H1A   SING  N  N  61  
TEJ  C23  H23   SING  N  N  62  
TEJ  C24  H24   SING  N  N  63  
TEJ  C26  H26   SING  N  N  64  
TEJ  C26  H26A  SING  N  N  65  
TEJ  C27  H27   SING  N  N  66  
TEJ  O34  HO34  SING  N  N  67  
TEJ  C73  H73   SING  N  N  68  
TEJ  C73  H73A  SING  N  N  69  
TEJ  C29  H29   SING  N  N  70  
TEJ  O32  HO32  SING  N  N  71  
TEJ  C31  H31A  SING  N  N  72  
#   #
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
TEJ  SMILES            ACDLabs               10.04  "O=C/4OC(CC(C3C2(C)C(\C(=C\C=C1/C(=C)C(O)CC(O)C1)CCC2)CC3)C)CC\4=C"  
TEJ  SMILES_CANONICAL  CACTVS                3.341  "C[C@@H](C[C@H]1CC(=C)C(=O)O1)[C@H]2CC[C@H]3/C(CCC[C@]23C)=C/C=C4/C[C@@H](O)C[C@H](O)C4=C"  
TEJ  SMILES            CACTVS                3.341  "C[CH](C[CH]1CC(=C)C(=O)O1)[CH]2CC[CH]3C(CCC[C]23C)=CC=C4C[CH](O)C[CH](O)C4=C"  
TEJ  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C[C@@H](C[C@H]1CC(=C)C(=O)O1)[C@H]2CC[C@@H]\3[C@@]2(CCC/C3=C\C=C/4\C[C@H](C[C@@H](C4=C)O)O)C"  
TEJ  SMILES            "OpenEye OEToolkits"  1.5.0  "CC(CC1CC(=C)C(=O)O1)C2CCC3C2(CCCC3=CC=C4CC(CC(C4=C)O)O)C"  
TEJ  InChI             InChI                 1.03   "InChI=1S/C27H38O4/c1-16(12-22-13-17(2)26(30)31-22)23-9-10-24-19(6-5-11-27(23,24)4)7-8-20-14-21(28)15-25(29)18(20)3/h7-8,16,21-25,28-29H,2-3,5-6,9-15H2,1,4H3/b19-7+,20-8-/t16-,21+,22-,23+,24-,25-,27+/m0/s1"  
TEJ  InChIKey          InChI                 1.03   SAODSJHDCZTVAT-HPNZEMCUSA-N  
#   #
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
TEJ  "SYSTEMATIC NAME"  ACDLabs               10.04  "(1S,3R,5Z,7E,20S,23S)-1,3-dihydroxy-23,26-epoxy-9,10-secocholesta-5,7,10,25(27)-tetraen-26-one"  
TEJ  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(5S)-5-[(2S)-2-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(3S,5R)-3,5-dihydroxy-2-methylidene-cyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]propyl]-3-methylidene-oxolan-2-one"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
TEJ  "Create component"   2009-05-21  PDBJ  
TEJ  "Modify descriptor"  2011-06-04  RCSB  
TEJ  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     TEJ
_pdbx_chem_comp_synonyms.name        "(23S)-25-dehydro-1alpha-hydroxyvitamin D3-26,23-lactone"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
