data_A1EIL
# 
_chem_comp.id                                    A1EIL 
_chem_comp.name                                  "(1~{a}~{R},7~{a}~{S})-7~{a}-methyl-1~{a}-[(~{E},7~{R},11~{R})-3,7,11,15-tetramethylhexadec-2-enyl]naphtho[2,3-b]oxirene-2,7-dione" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H46 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Vitamin K1 oxide; Vitamin K epoxide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-26 
_chem_comp.pdbx_modified_date                    2025-10-17 
_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                        466.695 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EIL 
_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        9L54 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1EIL C05 C1  C 0 1 N N S N N N 108.319 118.694 101.247 6.991   0.089  -0.509 C05 A1EIL 1  
A1EIL C06 C2  C 0 1 N N N N N N 108.745 117.997 98.615  5.299   2.049  0.033  C06 A1EIL 2  
A1EIL C07 C3  C 0 1 N N N N N N 110.760 118.176 100.500 4.440   -0.257 -0.784 C07 A1EIL 3  
A1EIL C08 C4  C 0 1 N N N N N N 108.925 118.557 102.654 7.005   -1.430 -0.479 C08 A1EIL 4  
A1EIL C11 C5  C 0 1 Y N N N N N 110.519 118.748 102.997 5.851   -2.101 0.155  C11 A1EIL 5  
A1EIL C12 C6  C 0 1 N N N N N N 108.243 119.196 97.805  3.862   2.434  -0.209 C12 A1EIL 6  
A1EIL C13 C7  C 0 1 Y N N N N N 112.823 118.704 102.136 3.471   -2.127 0.598  C13 A1EIL 7  
A1EIL C15 C8  C 0 1 N N N N N N 108.991 120.190 97.216  3.053   2.617  0.805  C15 A1EIL 8  
A1EIL C17 C9  C 0 1 Y N N N N N 113.343 119.035 103.394 3.645   -3.297 1.320  C17 A1EIL 9  
A1EIL C18 C10 C 0 1 Y N N N N N 112.451 119.230 104.489 4.883   -3.863 1.458  C18 A1EIL 10 
A1EIL C19 C11 C 0 1 N N N N N N 109.228 122.638 96.223  0.687   1.950  0.481  C19 A1EIL 11 
A1EIL O01 O1  O 0 1 N N N N N N 108.944 119.700 100.451 6.560   0.703  -1.725 O01 A1EIL 12 
A1EIL O03 O2  O 0 1 N N N N N N 108.078 118.283 103.510 7.922   -2.064 -0.955 O03 A1EIL 13 
A1EIL C04 C12 C 0 1 N N R N N N 109.296 118.368 100.050 5.596   0.723  -0.670 C04 A1EIL 14 
A1EIL C09 C13 C 0 1 N N N N N N 106.835 118.570 100.963 8.050   0.796  0.339  C09 A1EIL 15 
A1EIL C10 C14 C 0 1 Y N N N N N 111.400 118.554 101.922 4.569   -1.519 0.007  C10 A1EIL 16 
A1EIL C14 C15 C 0 1 Y N N N N N 111.067 119.090 104.296 5.997   -3.274 0.882  C14 A1EIL 17 
A1EIL C16 C16 C 0 1 N N N N N N 108.336 121.360 96.412  1.656   3.130  0.572  C16 A1EIL 18 
A1EIL C20 C17 C 0 1 N N R N N N 108.826 125.138 97.010  -1.701  1.290  0.154  C20 A1EIL 19 
A1EIL C21 C18 C 0 1 N N N N N N 108.478 124.001 95.976  -0.732  2.471  0.244  C21 A1EIL 20 
A1EIL C22 C19 C 0 1 N N N N N N 110.483 120.163 97.344  3.520   2.314  2.206  C22 A1EIL 21 
A1EIL C23 C20 C 0 1 N N N N N N 109.204 126.500 96.306  -3.134  1.814  0.042  C23 A1EIL 22 
A1EIL C24 C21 C 0 1 N N N N N N 110.693 126.617 95.842  -4.111  0.637  0.078  C24 A1EIL 23 
A1EIL C25 C22 C 0 1 N N R N N N 112.611 128.123 94.792  -6.521  -0.017 0.001  C25 A1EIL 24 
A1EIL C26 C23 C 0 1 N N N N N N 111.075 127.963 95.129  -5.544  1.160  -0.035 C26 A1EIL 25 
A1EIL C27 C24 C 0 1 N N N N N N 112.978 129.547 94.192  -7.957  0.513  0.014  C27 A1EIL 26 
A1EIL C28 C25 C 0 1 N N N N N N 107.662 125.346 98.009  -1.367  0.449  -1.080 C28 A1EIL 27 
A1EIL C29 C26 C 0 1 N N N N N N 113.449 130.619 95.244  -8.930  -0.657 0.175  C29 A1EIL 28 
A1EIL C30 C27 C 0 1 N N N N N N 113.461 127.821 96.050  -6.312  -0.891 -1.237 C30 A1EIL 29 
A1EIL C31 C28 C 0 1 N N N N N N 112.344 131.600 95.776  -10.366 -0.128 0.189  C31 A1EIL 30 
A1EIL C32 C29 C 0 1 N N N N N N 112.280 133.018 95.073  -11.339 -1.297 0.350  C32 A1EIL 31 
A1EIL C33 C30 C 0 1 N N N N N N 111.857 134.128 96.071  -12.764 -0.759 0.488  C33 A1EIL 32 
A1EIL C34 C31 C 0 1 N N N N N N 113.631 133.404 94.399  -11.253 -2.205 -0.879 C34 A1EIL 33 
A1EIL O02 O3  O 0 1 N N N N N N 111.390 117.659 99.572  3.465   -0.038 -1.471 O02 A1EIL 34 
A1EIL H1  H1  H 0 1 N N N N N N 107.911 117.290 98.738  5.954   2.825  -0.362 H1  A1EIL 35 
A1EIL H2  H2  H 0 1 N N N N N N 109.555 117.513 98.049  5.470   1.938  1.104  H2  A1EIL 36 
A1EIL H3  H3  H 0 1 N N N N N N 107.173 119.271 97.681  3.499   2.560  -1.218 H3  A1EIL 37 
A1EIL H4  H4  H 0 1 N N N N N N 113.500 118.557 101.307 2.488   -1.691 0.497  H4  A1EIL 38 
A1EIL H5  H5  H 0 1 N N N N N N 114.409 119.141 103.533 2.792   -3.770 1.784  H5  A1EIL 39 
A1EIL H6  H6  H 0 1 N N N N N N 112.839 119.485 105.464 4.994   -4.775 2.026  H6  A1EIL 40 
A1EIL H7  H7  H 0 1 N N N N N N 109.886 122.459 95.359  0.979   1.302  -0.345 H7  A1EIL 41 
A1EIL H8  H8  H 0 1 N N N N N N 109.838 122.754 97.131  0.715   1.385  1.413  H8  A1EIL 42 
A1EIL H9  H9  H 0 1 N N N N N N 106.265 118.822 101.870 8.967   0.207  0.341  H9  A1EIL 43 
A1EIL H10 H10 H 0 1 N N N N N N 106.558 119.260 100.153 8.253   1.782  -0.080 H10 A1EIL 44 
A1EIL H11 H11 H 0 1 N N N N N N 106.605 117.538 100.660 7.685   0.904  1.360  H11 A1EIL 45 
A1EIL H12 H12 H 0 1 N N N N N N 110.398 119.240 105.130 6.972   -3.724 0.999  H12 A1EIL 46 
A1EIL H13 H13 H 0 1 N N N N N N 107.420 121.662 96.941  1.363   3.778  1.398  H13 A1EIL 47 
A1EIL H14 H14 H 0 1 N N N N N N 108.075 120.979 95.414  1.627   3.695  -0.360 H14 A1EIL 48 
A1EIL H15 H15 H 0 1 N N N N N N 109.705 124.807 97.582  -1.608  0.675  1.049  H15 A1EIL 49 
A1EIL H16 H16 H 0 1 N N N N N N 108.741 124.360 94.970  -1.024  3.118  1.071  H16 A1EIL 50 
A1EIL H17 H17 H 0 1 N N N N N N 107.396 123.811 96.026  -0.760  3.036  -0.687 H17 A1EIL 51 
A1EIL H18 H18 H 0 1 N N N N N N 110.785 119.285 97.933  4.052   3.177  2.606  H18 A1EIL 52 
A1EIL H19 H19 H 0 1 N N N N N N 110.936 120.106 96.343  2.659   2.094  2.836  H19 A1EIL 53 
A1EIL H20 H20 H 0 1 N N N N N N 110.824 121.079 97.849  4.187   1.452  2.188  H20 A1EIL 54 
A1EIL H21 H21 H 0 1 N N N N N N 109.003 127.317 97.015  -3.342  2.484  0.876  H21 A1EIL 55 
A1EIL H22 H22 H 0 1 N N N N N N 110.896 125.793 95.142  -3.903  -0.034 -0.756 H22 A1EIL 56 
A1EIL H23 H23 H 0 1 N N N N N N 112.861 127.371 94.029  -6.344  -0.609 0.898  H23 A1EIL 57 
A1EIL H24 H24 H 0 1 N N N N N N 110.781 128.794 95.787  -5.753  1.831  0.799  H24 A1EIL 58 
A1EIL H25 H25 H 0 1 N N N N N N 110.510 128.023 94.187  -5.661  1.701  -0.974 H25 A1EIL 59 
A1EIL H26 H26 H 0 1 N N N N N N 113.788 129.409 93.461  -8.081  1.206  0.846  H26 A1EIL 60 
A1EIL H27 H27 H 0 1 N N N N N N 112.087 129.941 93.681  -8.162  1.030  -0.923 H27 A1EIL 61 
A1EIL H28 H28 H 0 1 N N N N N N 107.926 126.143 98.720  -0.346  0.076  -1.000 H28 A1EIL 62 
A1EIL H29 H29 H 0 1 N N N N N N 106.754 125.632 97.459  -2.057  -0.392 -1.144 H29 A1EIL 63 
A1EIL H30 H30 H 0 1 N N N N N N 107.479 124.411 98.558  -1.460  1.064  -1.975 H30 A1EIL 64 
A1EIL H31 H31 H 0 1 N N N N N N 113.865 130.081 96.109  -8.806  -1.350 -0.657 H31 A1EIL 65 
A1EIL H32 H32 H 0 1 N N N N N N 114.238 131.225 94.775  -8.725  -1.174 1.112  H32 A1EIL 66 
A1EIL H33 H33 H 0 1 N N N N N N 113.190 126.832 96.447  -6.489  -0.299 -2.135 H33 A1EIL 67 
A1EIL H34 H34 H 0 1 N N N N N N 114.528 127.829 95.782  -5.289  -1.268 -1.247 H34 A1EIL 68 
A1EIL H35 H35 H 0 1 N N N N N N 113.269 128.588 96.815  -7.008  -1.730 -1.212 H35 A1EIL 69 
A1EIL H36 H36 H 0 1 N N N N N N 112.527 131.764 96.848  -10.490 0.565  1.021  H36 A1EIL 70 
A1EIL H37 H37 H 0 1 N N N N N N 111.367 131.113 95.641  -10.571 0.389  -0.749 H37 A1EIL 71 
A1EIL H38 H38 H 0 1 N N N N N N 111.515 132.963 94.285  -11.077 -1.867 1.241  H38 A1EIL 72 
A1EIL H39 H39 H 0 1 N N N N N N 110.903 133.852 96.545  -13.026 -0.189 -0.403 H39 A1EIL 73 
A1EIL H40 H40 H 0 1 N N N N N N 112.631 134.240 96.844  -13.458 -1.592 0.603  H40 A1EIL 74 
A1EIL H41 H41 H 0 1 N N N N N N 111.737 135.079 95.532  -12.825 -0.113 1.364  H41 A1EIL 75 
A1EIL H42 H42 H 0 1 N N N N N N 113.536 134.393 93.926  -11.515 -1.635 -1.771 H42 A1EIL 76 
A1EIL H43 H43 H 0 1 N N N N N N 114.424 133.436 95.160  -10.238 -2.588 -0.978 H43 A1EIL 77 
A1EIL H44 H44 H 0 1 N N N N N N 113.886 132.655 93.635  -11.947 -3.038 -0.765 H44 A1EIL 78 
A1EIL H45 H45 H 0 1 N N N N N N 108.561 126.616 95.421  -3.251  2.354  -0.897 H45 A1EIL 79 
A1EIL H46 H46 H 0 1 N N N N N N 111.334 126.510 96.730  -3.994  0.096  1.016  H46 A1EIL 80 
# 
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 
A1EIL C27 C25 SING N N 1  
A1EIL C27 C29 SING N N 2  
A1EIL C34 C32 SING N N 3  
A1EIL C25 C26 SING N N 4  
A1EIL C25 C30 SING N N 5  
A1EIL C32 C31 SING N N 6  
A1EIL C32 C33 SING N N 7  
A1EIL C26 C24 SING N N 8  
A1EIL C29 C31 SING N N 9  
A1EIL C24 C23 SING N N 10 
A1EIL C21 C19 SING N N 11 
A1EIL C21 C20 SING N N 12 
A1EIL C19 C16 SING N N 13 
A1EIL C23 C20 SING N N 14 
A1EIL C16 C15 SING N N 15 
A1EIL C20 C28 SING N N 16 
A1EIL C15 C22 SING N N 17 
A1EIL C15 C12 DOUB N E 18 
A1EIL C12 C06 SING N N 19 
A1EIL C06 C04 SING N N 20 
A1EIL O02 C07 DOUB N N 21 
A1EIL C04 O01 SING N N 22 
A1EIL C04 C07 SING N N 23 
A1EIL C04 C05 SING N N 24 
A1EIL O01 C05 SING N N 25 
A1EIL C07 C10 SING N N 26 
A1EIL C09 C05 SING N N 27 
A1EIL C05 C08 SING N N 28 
A1EIL C10 C13 DOUB Y N 29 
A1EIL C10 C11 SING Y N 30 
A1EIL C13 C17 SING Y N 31 
A1EIL C08 C11 SING N N 32 
A1EIL C08 O03 DOUB N N 33 
A1EIL C11 C14 DOUB Y N 34 
A1EIL C17 C18 DOUB Y N 35 
A1EIL C14 C18 SING Y N 36 
A1EIL C06 H1  SING N N 37 
A1EIL C06 H2  SING N N 38 
A1EIL C12 H3  SING N N 39 
A1EIL C13 H4  SING N N 40 
A1EIL C17 H5  SING N N 41 
A1EIL C18 H6  SING N N 42 
A1EIL C19 H7  SING N N 43 
A1EIL C19 H8  SING N N 44 
A1EIL C09 H9  SING N N 45 
A1EIL C09 H10 SING N N 46 
A1EIL C09 H11 SING N N 47 
A1EIL C14 H12 SING N N 48 
A1EIL C16 H13 SING N N 49 
A1EIL C16 H14 SING N N 50 
A1EIL C20 H15 SING N N 51 
A1EIL C21 H16 SING N N 52 
A1EIL C21 H17 SING N N 53 
A1EIL C22 H18 SING N N 54 
A1EIL C22 H19 SING N N 55 
A1EIL C22 H20 SING N N 56 
A1EIL C23 H21 SING N N 57 
A1EIL C24 H22 SING N N 58 
A1EIL C25 H23 SING N N 59 
A1EIL C26 H24 SING N N 60 
A1EIL C26 H25 SING N N 61 
A1EIL C27 H26 SING N N 62 
A1EIL C27 H27 SING N N 63 
A1EIL C28 H28 SING N N 64 
A1EIL C28 H29 SING N N 65 
A1EIL C28 H30 SING N N 66 
A1EIL C29 H31 SING N N 67 
A1EIL C29 H32 SING N N 68 
A1EIL C30 H33 SING N N 69 
A1EIL C30 H34 SING N N 70 
A1EIL C30 H35 SING N N 71 
A1EIL C31 H36 SING N N 72 
A1EIL C31 H37 SING N N 73 
A1EIL C32 H38 SING N N 74 
A1EIL C33 H39 SING N N 75 
A1EIL C33 H40 SING N N 76 
A1EIL C33 H41 SING N N 77 
A1EIL C34 H42 SING N N 78 
A1EIL C34 H43 SING N N 79 
A1EIL C34 H44 SING N N 80 
A1EIL C23 H45 SING N N 81 
A1EIL C24 H46 SING N N 82 
# 
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 
A1EIL InChI            InChI                1.06  "InChI=1S/C31H46O3/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-31-29(33)27-19-8-7-18-26(27)28(32)30(31,6)34-31/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-,30-,31+/m1/s1" 
A1EIL InChIKey         InChI                1.06  KUTXFBIHPWIDJQ-BTPXSFBUSA-N                                                                                                                                                                 
A1EIL SMILES_CANONICAL CACTVS               3.385 "CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\C[C@@]12O[C@]1(C)C(=O)c3ccccc3C2=O"                                                                                                                
A1EIL SMILES           CACTVS               3.385 "CC(C)CCC[CH](C)CCC[CH](C)CCCC(C)=CC[C]12O[C]1(C)C(=O)c3ccccc3C2=O"                                                                                                                         
A1EIL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](CCC[C@@H](C)CCC/C(=C/C[C@]12C(=O)c3ccccc3C(=O)[C@]1(O2)C)/C)CCCC(C)C"                                                                                                              
A1EIL SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)CCCC(C)CCCC(C)CCCC(=CCC12C(=O)c3ccccc3C(=O)C1(O2)C)C"                                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1EIL 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(1~{a}~{R},7~{a}~{S})-7~{a}-methyl-1~{a}-[(~{E},7~{R},11~{R})-3,7,11,15-tetramethylhexadec-2-enyl]naphtho[2,3-b]oxirene-2,7-dione" 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 A1EIL "Vitamin K1 oxide"  PUBCHEM ? 
2 A1EIL "Vitamin K epoxide" PUBCHEM ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1EIL "Create component" 2024-12-26 PDBC 
A1EIL "Initial release"  2025-10-22 RCSB 
# 
