data_LUF
#

_chem_comp.id                                   LUF
_chem_comp.name                                 "(5S)-4-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethylcyclohex-1-en-1-yl)deca-3,7-dien-1-yl]-5-hydroxyfuran-2(5H)-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H38 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Luffariellolide
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2012-02-21
_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                       386.567
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    LUF
_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       4DQM
_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
LUF  C4   C4   C  0  1  N  N  N   -2.175  -20.250  20.630   8.540   0.098  -0.634  C4   LUF   1  
LUF  C5   C5   C  0  1  N  N  N   -3.343  -20.294  21.582   7.811  -1.247  -0.576  C5   LUF   2  
LUF  C6   C6   C  0  1  N  N  N   -4.113  -21.448  21.052   6.326  -1.030  -0.576  C6   LUF   3  
LUF  C7   C7   C  0  1  N  N  N   -4.949  -21.162  18.734   4.253   0.162  -0.334  C7   LUF   4  
LUF  C8   C8   C  0  1  N  N  N   -2.426  -21.872  17.931   5.809   2.055   1.212  C8   LUF   5  
LUF  C10  C10  C  0  1  N  N  N   -5.354  -22.244  17.743   3.705  -0.054   1.078  C10  LUF   6  
LUF  C13  C13  C  0  1  N  N  N   -7.084  -22.453  16.031   1.501  -1.098   0.945  C13  LUF   7  
LUF  C15  C15  C  0  1  N  N  N   -7.938  -21.942  14.926  -0.002  -1.051   1.043  C15  LUF   8  
LUF  C17  C17  C  0  1  N  N  N   -8.250  -21.858  12.480  -2.118  -1.549  -0.150  C17  LUF   9  
LUF  C20  C20  C  0  1  N  N  N  -10.070  -20.662  10.924  -4.808   0.696   0.083  C20  LUF  10  
LUF  C21  C21  C  0  1  N  N  N   -7.819  -20.877  11.447  -2.865  -2.678   0.510  C21  LUF  11  
LUF  C22  C22  C  0  1  N  N  N   -9.258  -20.711   9.670  -6.315   0.686   0.067  C22  LUF  12  
LUF  C24  C24  C  0  1  N  N  N   -9.149  -21.771   8.885  -7.114   0.212   1.020  C24  LUF  13  
LUF  O3   O3   O  0  1  N  N  N   -7.862  -22.037   6.918  -9.475   0.057   1.281  O3   LUF  14  
LUF  C25  C25  C  0  1  N  N  N   -8.177  -21.367   7.898  -8.512   0.391   0.619  C25  LUF  15  
LUF  O1   O1   O  0  1  N  N  N   -7.641  -20.054   8.237  -8.572   0.980  -0.589  O1   LUF  16  
LUF  C23  C23  C  0  1  N  N  S   -8.493  -19.513   9.235  -7.206   1.218  -1.031  C23  LUF  17  
LUF  O2   O2   O  0  1  N  N  N   -7.798  -18.884  10.302  -6.951   0.512  -2.247  O2   LUF  18  
LUF  C18  C18  C  0  1  N  N  N  -10.429  -22.038  11.363  -4.281  -0.536  -0.655  C18  LUF  19  
LUF  C19  C19  C  0  1  N  N  N   -9.456  -22.382  12.438  -2.774  -0.526  -0.638  C19  LUF  20  
LUF  C16  C16  C  0  1  N  N  N   -7.333  -22.270  13.585  -0.614  -1.595  -0.248  C16  LUF  21  
LUF  C12  C12  C  0  1  N  N  N   -6.200  -21.678  16.638   2.199   0.006   1.047  C12  LUF  22  
LUF  C14  C14  C  0  1  N  N  N   -6.031  -20.263  16.239   1.497   1.337   1.133  C14  LUF  23  
LUF  C3   C3   C  0  1  N  N  N   -3.949  -21.657  19.761   5.759   0.101  -0.303  C3   LUF  24  
LUF  C1   C1   C  0  1  N  N  N   -2.677  -22.285  19.352   6.506   1.356   0.043  C1   LUF  25  
LUF  C9   C9   C  0  1  N  N  N   -2.718  -23.788  19.495   6.521   2.288  -1.170  C9   LUF  26  
LUF  C11  C11  C  0  1  N  N  N   -4.971  -22.294  21.930   5.441  -2.201  -0.916  C11  LUF  27  
LUF  C2   C2   C  0  1  N  N  N   -1.706  -21.665  20.311   7.946   1.020   0.438  C2   LUF  28  
LUF  H1   H1   H  0  1  N  N  N   -1.350  -19.689  21.092   9.602  -0.053  -0.440  H1   LUF  29  
LUF  H2   H2   H  0  1  N  N  N   -2.483  -19.750  19.700   8.408   0.544  -1.620  H2   LUF  30  
LUF  H3   H3   H  0  1  N  N  N   -3.012  -20.472  22.616   8.089  -1.847  -1.442  H3   LUF  31  
LUF  H4   H4   H  0  1  N  N  N   -3.931  -19.365  21.540   8.097  -1.773   0.335  H4   LUF  32  
LUF  H6   H6   H  0  1  N  N  N   -4.499  -20.326  18.179   3.872  -0.617  -0.995  H6   LUF  33  
LUF  H7   H7   H  0  1  N  N  N   -5.849  -20.811  19.260   3.936   1.137  -0.702  H7   LUF  34  
LUF  H8   H8   H  0  1  N  N  N   -2.403  -20.774  17.866   4.786   2.302   0.930  H8   LUF  35  
LUF  H9   H9   H  0  1  N  N  N   -1.461  -22.279  17.596   5.798   1.392   2.077  H9   LUF  36  
LUF  H10  H10  H  0  1  N  N  N   -3.230  -22.260  17.289   6.348   2.969   1.462  H10  LUF  37  
LUF  H11  H11  H  0  1  N  N  N   -5.927  -23.020  18.272   4.022  -1.030   1.446  H11  LUF  38  
LUF  H12  H12  H  0  1  N  N  N   -4.447  -22.690  17.308   4.086   0.725   1.738  H12  LUF  39  
LUF  H13  H13  H  0  1  N  N  N   -7.188  -23.481  16.345   2.003  -2.041   0.790  H13  LUF  40  
LUF  H14  H14  H  0  1  N  N  N   -8.035  -20.850  15.020  -0.330  -1.660   1.886  H14  LUF  41  
LUF  H15  H15  H  0  1  N  N  N   -8.933  -22.406  14.996  -0.324  -0.020   1.192  H15  LUF  42  
LUF  H16  H16  H  0  1  N  N  N   -9.486  -20.170  11.715  -4.445   1.598  -0.411  H16  LUF  43  
LUF  H17  H17  H  0  1  N  N  N  -10.990  -20.089  10.738  -4.455   0.680   1.115  H17  LUF  44  
LUF  H18  H18  H  0  1  N  N  N   -6.787  -20.557  11.653  -2.153  -3.391   0.925  H18  LUF  45  
LUF  H19  H19  H  0  1  N  N  N   -7.866  -21.346  10.453  -3.490  -2.282   1.310  H19  LUF  46  
LUF  H20  H20  H  0  1  N  N  N   -8.486  -20.002  11.471  -3.493  -3.179  -0.227  H20  LUF  47  
LUF  H22  H22  H  0  1  N  N  N   -9.666  -22.716   8.964  -6.783  -0.236   1.945  H22  LUF  48  
LUF  H24  H24  H  0  1  N  N  N   -9.191  -18.797   8.776  -7.038   2.286  -1.174  H24  LUF  49  
LUF  H25  H25  H  0  1  N  N  N   -8.423  -18.545  10.932  -7.515   0.783  -2.984  H25  LUF  50  
LUF  H26  H26  H  0  1  N  N  N  -11.457  -22.060  11.754  -4.644  -1.438  -0.161  H26  LUF  51  
LUF  H27  H27  H  0  1  N  N  N  -10.340  -22.744  10.524  -4.634  -0.520  -1.686  H27  LUF  52  
LUF  H28  H28  H  0  1  N  N  N   -9.750  -23.083  13.206  -2.236   0.325  -1.030  H28  LUF  53  
LUF  H29  H29  H  0  1  N  N  N   -7.157  -23.354  13.523  -0.287  -0.987  -1.091  H29  LUF  54  
LUF  H30  H30  H  0  1  N  N  N   -6.377  -21.736  13.479  -0.292  -2.626  -0.397  H30  LUF  55  
LUF  H31  H31  H  0  1  N  N  N   -5.253  -19.797  16.861   1.217   1.533   2.168  H31  LUF  56  
LUF  H32  H32  H  0  1  N  N  N   -5.733  -20.213  15.181   2.164   2.124   0.781  H32  LUF  57  
LUF  H33  H33  H  0  1  N  N  N   -6.981  -19.727  16.378   0.601   1.315   0.512  H33  LUF  58  
LUF  H35  H35  H  0  1  N  N  N   -2.903  -24.052  20.547   7.059   3.202  -0.919  H35  LUF  59  
LUF  H36  H36  H  0  1  N  N  N   -3.525  -24.194  18.868   7.017   1.792  -2.004  H36  LUF  60  
LUF  H37  H37  H  0  1  N  N  N   -1.755  -24.213  19.175   5.497   2.535  -1.451  H37  LUF  61  
LUF  H38  H38  H  0  1  N  N  N   -4.936  -21.908  22.959   6.059  -3.076  -1.121  H38  LUF  62  
LUF  H39  H39  H  0  1  N  N  N   -6.008  -22.268  21.564   4.779  -2.412  -0.077  H39  LUF  63  
LUF  H40  H40  H  0  1  N  N  N   -4.602  -23.330  21.914   4.846  -1.962  -1.798  H40  LUF  64  
LUF  H41  H41  H  0  1  N  N  N   -1.667  -22.260  21.235   7.952   0.511   1.402  H41  LUF  65  
LUF  H42  H42  H  0  1  N  N  N   -0.706  -21.630  19.855   8.532   1.936   0.499  H42  LUF  66  
#   #
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
LUF  O3   C25  DOUB  N  N   1  
LUF  C25  O1   SING  N  N   2  
LUF  C25  C24  SING  N  N   3  
LUF  O1   C23  SING  N  N   4  
LUF  C24  C22  DOUB  N  N   5  
LUF  C23  C22  SING  N  N   6  
LUF  C23  O2   SING  N  N   7  
LUF  C22  C20  SING  N  N   8  
LUF  C20  C18  SING  N  N   9  
LUF  C18  C19  SING  N  N  10  
LUF  C21  C17  SING  N  N  11  
LUF  C19  C17  DOUB  N  E  12  
LUF  C17  C16  SING  N  N  13  
LUF  C16  C15  SING  N  N  14  
LUF  C15  C13  SING  N  N  15  
LUF  C13  C12  DOUB  N  E  16  
LUF  C14  C12  SING  N  N  17  
LUF  C12  C10  SING  N  N  18  
LUF  C10  C7   SING  N  N  19  
LUF  C8   C1   SING  N  N  20  
LUF  C7   C3   SING  N  N  21  
LUF  C1   C9   SING  N  N  22  
LUF  C1   C3   SING  N  N  23  
LUF  C1   C2   SING  N  N  24  
LUF  C3   C6   DOUB  N  N  25  
LUF  C2   C4   SING  N  N  26  
LUF  C4   C5   SING  N  N  27  
LUF  C6   C5   SING  N  N  28  
LUF  C6   C11  SING  N  N  29  
LUF  C4   H1   SING  N  N  30  
LUF  C4   H2   SING  N  N  31  
LUF  C5   H3   SING  N  N  32  
LUF  C5   H4   SING  N  N  33  
LUF  C7   H6   SING  N  N  34  
LUF  C7   H7   SING  N  N  35  
LUF  C8   H8   SING  N  N  36  
LUF  C8   H9   SING  N  N  37  
LUF  C8   H10  SING  N  N  38  
LUF  C10  H11  SING  N  N  39  
LUF  C10  H12  SING  N  N  40  
LUF  C13  H13  SING  N  N  41  
LUF  C15  H14  SING  N  N  42  
LUF  C15  H15  SING  N  N  43  
LUF  C20  H16  SING  N  N  44  
LUF  C20  H17  SING  N  N  45  
LUF  C21  H18  SING  N  N  46  
LUF  C21  H19  SING  N  N  47  
LUF  C21  H20  SING  N  N  48  
LUF  C24  H22  SING  N  N  49  
LUF  C23  H24  SING  N  N  50  
LUF  O2   H25  SING  N  N  51  
LUF  C18  H26  SING  N  N  52  
LUF  C18  H27  SING  N  N  53  
LUF  C19  H28  SING  N  N  54  
LUF  C16  H29  SING  N  N  55  
LUF  C16  H30  SING  N  N  56  
LUF  C14  H31  SING  N  N  57  
LUF  C14  H32  SING  N  N  58  
LUF  C14  H33  SING  N  N  59  
LUF  C9   H35  SING  N  N  60  
LUF  C9   H36  SING  N  N  61  
LUF  C9   H37  SING  N  N  62  
LUF  C11  H38  SING  N  N  63  
LUF  C11  H39  SING  N  N  64  
LUF  C11  H40  SING  N  N  65  
LUF  C2   H41  SING  N  N  66  
LUF  C2   H42  SING  N  N  67  
#   #
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
LUF  SMILES            ACDLabs               12.01  "O=C1OC(O)C(=C1)CC/C=C(\C)CC\C=C(/C)CCC2=C(C)CCCC2(C)C"  
LUF  InChI             InChI                 1.03   "InChI=1S/C25H38O3/c1-18(11-7-13-21-17-23(26)28-24(21)27)9-6-10-19(2)14-15-22-20(3)12-8-16-25(22,4)5/h10-11,17,24,27H,6-9,12-16H2,1-5H3/b18-11+,19-10+/t24-/m0/s1"  
LUF  InChIKey          InChI                 1.03   JPWPYTMXSXYUPG-XKILHPSWSA-N  
LUF  SMILES_CANONICAL  CACTVS                3.370  "C\C(CC\C=C(C)\CCC1=C(C)CCCC1(C)C)=C/CCC2=CC(=O)O[C@@H]2O"  
LUF  SMILES            CACTVS                3.370  "CC(CCC=C(C)CCC1=C(C)CCCC1(C)C)=CCCC2=CC(=O)O[CH]2O"  
LUF  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "CC1=C(C(CCC1)(C)C)CC/C(=C/CC/C(=C/CCC2=CC(=O)O[C@@H]2O)/C)/C"  
LUF  SMILES            "OpenEye OEToolkits"  1.7.6  "CC1=C(C(CCC1)(C)C)CCC(=CCCC(=CCCC2=CC(=O)OC2O)C)C"  
#   #
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
LUF  "SYSTEMATIC NAME"  ACDLabs               12.01  "(5S)-4-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethylcyclohex-1-en-1-yl)deca-3,7-dien-1-yl]-5-hydroxyfuran-2(5H)-one"  
LUF  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(2S)-3-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethylcyclohexen-1-yl)deca-3,7-dienyl]-2-oxidanyl-2H-furan-5-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
LUF  "Create component"  2012-02-21  PDBJ  
LUF  "Initial release"   2012-09-28  RCSB  
LUF  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     LUF
_pdbx_chem_comp_synonyms.name        Luffariellolide
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
