data_18C
# 
_chem_comp.id                                    18C 
_chem_comp.name                                  N-((E,2S,3R)-1,3-DIHYDROXYOCTADEC-4-EN-2-YL)STEARAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C36 H71 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "C18-CERAMIDE, N-STEAROYL-D-ERYTHRO-SPHINGOSINE, (2S,3R,4E)-2-STEAROYLAMINOOCTADEC-4-ENE-1,3-DIOL, (2S,3R,4E)-2-STEAROYLAMINO-1,3-OCTADEC-4-ENEDIOL" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-07-16 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        565.954 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     18C 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
18C O19  O19  O 0 1 N N N 17.784 -0.775 -0.607  -13.003 -1.185  3.345  O19  18C 1   
18C C19  C19  C 0 1 N N N 17.624 -1.974 -0.941  -14.070 -1.008  3.929  C19  18C 2   
18C N2   N2   N 0 1 N N N 18.349 -3.029 -0.478  -14.412 0.117   4.659  N2   18C 3   
18C C2   C2   C 0 1 N N S 19.562 -2.984 0.370   -13.529 1.249   4.825  C2   18C 4   
18C C1   C1   C 0 1 N N N 19.954 -4.382 0.852   -14.379 2.521   4.943  C1   18C 5   
18C O1   O1   O 0 1 N N N 20.244 -5.257 -0.252  -15.211 2.669   3.801  O1   18C 6   
18C C3   C3   C 0 1 N N R 20.784 -2.237 -0.200  -12.622 0.989   6.051  C3   18C 7   
18C C4   C4   C 0 1 N N N 20.763 -2.017 -1.706  -11.597 2.065   6.282  C4   18C 8   
18C C5   C5   C 0 1 N N N 20.623 -0.789 -2.262  -10.268 1.915   6.388  C5   18C 9   
18C C6   C6   C 0 1 N N N 20.566 -0.521 -3.766  -9.244  2.988   6.619  C6   18C 10  
18C C7   C7   C 0 1 N N N 21.941 -0.245 -4.368  -8.477  2.748   7.920  C7   18C 11  
18C C8   C8   C 0 1 N N N 22.001 -0.503 -5.884  -7.412  3.812   8.204  C8   18C 12  
18C C9   C9   C 0 1 N N N 23.408 -0.275 -6.473  -6.568  3.593   9.463  C9   18C 13  
18C C10  C10  C 0 1 N N N 23.619 -0.756 -7.911  -5.538  4.698   9.707  C10  18C 14  
18C C11  C11  C 0 1 N N N 22.294 -0.971 -8.646  -4.709  4.416   10.963 C11  18C 15  
18C C12  C12  C 0 1 N N N 22.350 -2.003 -9.785  -3.658  5.505   11.188 C12  18C 16  
18C C13  C13  C 0 1 N N N 21.008 -2.125 -10.526 -2.845  5.312   12.471 C13  18C 17  
18C C14  C14  C 0 1 N N N 20.232 -3.381 -10.126 -1.845  6.440   12.734 C14  18C 18  
18C C15  C15  C 0 1 N N N 18.952 -3.543 -10.949 -1.054  6.190   14.020 C15  18C 19  
18C C16  C16  C 0 1 N N N 18.645 -5.012 -11.276 -0.080  7.334   14.305 C16  18C 20  
18C C17  C17  C 0 1 N N N 17.281 -5.183 -11.946 0.735   7.069   15.571 C17  18C 21  
18C C18  C18  C 0 1 N N N 17.246 -6.468 -12.737 1.728   8.188   15.840 C18  18C 22  
18C O3   O3   O 0 1 N N N 20.651 -1.010 0.470   -13.433 0.958   7.233  O3   18C 23  
18C C20  C20  C 0 1 N N N 16.580 -2.401 -1.959  -15.170 -2.051  3.903  C20  18C 24  
18C C21  C21  C 0 1 N N N 16.638 -1.571 -3.250  -14.783 -3.290  3.095  C21  18C 25  
18C C22  C22  C 0 1 N N N 16.003 -2.343 -4.419  -15.892 -4.347  3.084  C22  18C 26  
18C C23  C23  C 0 1 N N N 15.889 -1.518 -5.694  -15.525 -5.604  2.289  C23  18C 27  
18C C24  C24  C 0 1 N N N 17.258 -1.292 -6.319  -16.623 -6.669  2.298  C24  18C 28  
18C C25  C25  C 0 1 N N N 17.127 -1.034 -7.811  -16.215 -7.891  1.472  C25  18C 29  
18C C26  C26  C 0 1 N N N 17.945 0.184  -8.217  -17.299 -8.972  1.505  C26  18C 30  
18C C27  C27  C 0 1 N N N 17.824 0.444  -9.712  -16.903 -10.179 0.652  C27  18C 31  
18C C28  C28  C 0 1 N N N 18.585 1.686  -10.162 -17.920 -11.323 0.707  C28  18C 32  
18C C29  C29  C 0 1 N N N 20.002 1.731  -9.611  -17.489 -12.559 -0.087 C29  18C 33  
18C C30  C30  C 0 1 N N N 21.019 1.766  -10.751 -18.506 -13.694 0.062  C30  18C 34  
18C C31  C31  C 0 1 N N N 22.351 2.398  -10.310 -18.094 -14.918 -0.755 C31  18C 35  
18C C32  C32  C 0 1 N N N 23.603 1.557  -10.606 -19.083 -16.087 -0.682 C32  18C 36  
18C C33  C33  C 0 1 N N N 23.849 1.289  -12.097 -18.643 -17.346 -1.437 C33  18C 37  
18C C34  C34  C 0 1 N N N 23.349 -0.077 -12.571 -19.593 -18.529 -1.231 C34  18C 38  
18C C35  C35  C 0 1 N N N 23.644 -0.231 -14.053 -19.059 -19.791 -1.909 C35  18C 39  
18C C36  C36  C 0 1 N N N 22.366 -0.226 -14.878 -19.968 -20.984 -1.660 C36  18C 40  
18C H361 1H36 H 0 0 N N N 21.495 -0.225 -14.206 -20.973 -20.801 -2.053 H361 18C 41  
18C H362 2H36 H 0 0 N N N 22.342 0.673  -15.511 -20.052 -21.197 -0.589 H362 18C 42  
18C H363 3H36 H 0 0 N N N 22.337 -1.123 -15.514 -19.568 -21.876 -2.153 H363 18C 43  
18C H351 1H35 H 0 0 N N N 24.279 0.607  -14.377 -18.972 -19.626 -2.989 H351 18C 44  
18C H352 2H35 H 0 0 N N N 24.152 -1.194 -14.207 -18.055 -20.020 -1.533 H352 18C 45  
18C H341 1H34 H 0 0 N N N 23.861 -0.872 -12.009 -20.587 -18.298 -1.628 H341 18C 46  
18C H342 2H34 H 0 0 N N N 22.265 -0.153 -12.401 -19.715 -18.715 -0.157 H342 18C 47  
18C H331 1H33 H 0 0 N N N 23.322 2.063  -12.674 -18.520 -17.131 -2.505 H331 18C 48  
18C H332 2H33 H 0 0 N N N 24.938 1.305  -12.252 -17.654 -17.640 -1.062 H332 18C 49  
18C H321 1H32 H 0 0 N N N 24.475 2.100  -10.213 -20.075 -15.761 -1.013 H321 18C 50  
18C H322 2H32 H 0 0 N N N 23.447 0.578  -10.130 -19.186 -16.351 0.379  H322 18C 51  
18C H311 1H31 H 0 0 N N N 22.458 3.354  -10.843 -17.952 -14.627 -1.803 H311 18C 52  
18C H312 2H31 H 0 0 N N N 22.298 2.499  -9.216  -17.121 -15.277 -0.397 H312 18C 53  
18C H301 1H30 H 0 0 N N N 21.211 0.735  -11.084 -18.597 -13.969 1.120  H301 18C 54  
18C H302 2H30 H 0 0 N N N 20.602 2.378  -11.564 -19.486 -13.337 -0.273 H302 18C 55  
18C H291 1H29 H 0 0 N N N 20.120 2.634  -8.995  -16.507 -12.897 0.264  H291 18C 56  
18C H292 2H29 H 0 0 N N N 20.177 0.830  -9.005  -17.387 -12.308 -1.148 H292 18C 57  
18C H281 1H28 H 0 0 N N N 18.638 1.684  -11.261 -18.892 -10.969 0.343  H281 18C 58  
18C H282 2H28 H 0 0 N N N 18.048 2.567  -9.780  -18.060 -11.604 1.758  H282 18C 59  
18C H271 1H27 H 0 0 N N N 18.232 -0.425 -10.249 -16.757 -9.866  -0.389 H271 18C 60  
18C H272 2H27 H 0 0 N N N 16.759 0.608  -9.935  -15.937 -10.564 1.003  H272 18C 61  
18C H261 1H26 H 0 0 N N N 17.575 1.063  -7.669  -17.466 -9.292  2.541  H261 18C 62  
18C H262 2H26 H 0 0 N N N 19.002 -0.004 -7.976  -18.240 -8.546  1.140  H262 18C 63  
18C H251 1H25 H 0 0 N N N 17.493 -1.913 -8.362  -16.032 -7.589  0.434  H251 18C 64  
18C H252 2H25 H 0 0 N N N 16.069 -0.847 -8.048  -15.275 -8.300  1.861  H252 18C 65  
18C H241 1H24 H 0 0 N N N 17.732 -0.421 -5.843  -16.831 -6.986  3.326  H241 18C 66  
18C H242 2H24 H 0 0 N N N 17.872 -2.192 -6.166  -17.550 -6.246  1.894  H242 18C 67  
18C H231 1H23 H 0 0 N N N 15.252 -2.055 -6.412  -15.325 -5.305  1.253  H231 18C 68  
18C H232 2H23 H 0 0 N N N 15.451 -0.541 -5.443  -14.593 -6.028  2.681  H232 18C 69  
18C H221 1H22 H 0 0 N N N 16.630 -3.221 -4.632  -16.795 -3.913  2.637  H221 18C 70  
18C H222 2H22 H 0 0 N N N 14.983 -2.619 -4.114  -16.152 -4.631  4.111  H222 18C 71  
18C H211 1H21 H 0 0 N N N 16.087 -0.631 -3.098  -14.573 -2.980  2.064  H211 18C 72  
18C H212 2H21 H 0 0 N N N 17.691 -1.363 -3.492  -13.859 -3.720  3.495  H212 18C 73  
18C H201 1H20 H 0 0 N N N 16.756 -3.456 -2.216  -16.067 -1.595  3.467  H201 18C 74  
18C H202 2H20 H 0 0 N N N 15.589 -2.247 -1.507  -15.421 -2.323  4.935  H202 18C 75  
18C HN2  HN2  H 0 1 N N N 18.026 -3.938 -0.741  -15.327 0.149   5.099  HN2  18C 76  
18C H2   H2   H 0 1 N N N 19.250 -2.361 1.221   -12.899 1.309   3.928  H2   18C 77  
18C H11  1H1  H 0 1 N N N 20.850 -4.301 1.485   -15.040 2.468   5.816  H11  18C 78  
18C H12  2H1  H 0 1 N N N 19.109 -4.804 1.416   -13.750 3.413   5.043  H12  18C 79  
18C HO1  HO1  H 0 1 N N N 20.308 -4.748 -1.052  -14.814 2.136   3.094  HO1  18C 80  
18C H3   H3   H 0 1 N N N 21.722 -2.792 -0.052  -12.150 0.004   5.972  H3   18C 81  
18C HO3  HO3  H 0 1 N N N 20.621 -1.162 1.407   -13.231 1.771   7.717  HO3  18C 82  
18C H4   H4   H 0 1 N N N 20.864 -2.873 -2.357  -11.986 3.080   6.356  H4   18C 83  
18C H5   H5   H 0 1 N N N 20.546 0.058  -1.597  -9.870  0.907   6.277  H5   18C 84  
18C H61  1H6  H 0 1 N N N 20.142 -1.407 -4.261  -8.555  2.977   5.766  H61  18C 85  
18C H62  2H6  H 0 1 N N N 19.947 0.375  -3.922  -9.697  3.984   6.630  H62  18C 86  
18C H71  1H7  H 0 1 N N N 22.190 0.811  -4.188  -9.184  2.747   8.761  H71  18C 87  
18C H72  2H7  H 0 1 N N N 22.654 -0.932 -3.889  -8.018  1.752   7.909  H72  18C 88  
18C H81  1H8  H 0 1 N N N 21.712 -1.548 -6.070  -7.909  4.788   8.277  H81  18C 89  
18C H82  2H8  H 0 1 N N N 21.317 0.208  -6.370  -6.737  3.875   7.342  H82  18C 90  
18C H91  1H9  H 0 1 N N N 23.598 0.808  -6.458  -6.045  2.633   9.356  H91  18C 91  
18C H92  2H9  H 0 1 N N N 24.094 -0.871 -5.853  -7.218  3.490   10.339 H92  18C 92  
18C H101 1H10 H 0 0 N N N 24.202 0.003  -8.453  -6.044  5.663   9.821  H101 18C 93  
18C H102 2H10 H 0 0 N N N 24.148 -1.720 -7.873  -4.873  4.778   8.838  H102 18C 94  
18C H111 1H11 H 0 0 N N N 21.556 -1.323 -7.910  -5.372  4.359   11.834 H111 18C 95  
18C H112 2H11 H 0 0 N N N 22.032 -0.008 -9.108  -4.222  3.440   10.858 H112 18C 96  
18C H121 1H12 H 0 0 N N N 23.120 -1.689 -10.505 -2.980  5.549   10.326 H121 18C 97  
18C H122 2H12 H 0 0 N N N 22.583 -2.983 -9.343  -4.158  6.480   11.245 H122 18C 98  
18C H131 1H13 H 0 0 N N N 20.395 -1.244 -10.284 -3.547  5.253   13.313 H131 18C 99  
18C H132 2H13 H 0 0 N N N 21.223 -2.191 -11.603 -2.318  4.351   12.432 H132 18C 100 
18C H141 1H14 H 0 0 N N N 20.872 -4.260 -10.293 -1.145  6.525   11.895 H141 18C 101 
18C H142 2H14 H 0 0 N N N 19.950 -3.288 -9.067  -2.379  7.395   12.812 H142 18C 102 
18C H151 1H15 H 0 0 N N N 18.111 -3.132 -10.371 -1.747  6.080   14.863 H151 18C 103 
18C H152 2H15 H 0 0 N N N 19.095 -3.010 -11.900 -0.499  5.248   13.932 H152 18C 104 
18C H161 1H16 H 0 0 N N N 19.420 -5.388 -11.960 -0.637  8.272   14.417 H161 18C 105 
18C H162 2H16 H 0 0 N N N 18.631 -5.574 -10.330 0.598   7.461   13.452 H162 18C 106 
18C H171 1H17 H 0 0 N N N 16.499 -5.212 -11.173 0.063   6.969   16.432 H171 18C 107 
18C H172 2H17 H 0 0 N N N 17.107 -4.337 -12.627 1.278   6.122   15.473 H172 18C 108 
18C H181 1H18 H 0 0 N N N 17.237 -6.237 -13.812 1.213   9.145   15.977 H181 18C 109 
18C H182 2H18 H 0 0 N N N 18.135 -7.070 -12.498 2.300   7.977   16.749 H182 18C 110 
18C H183 3H18 H 0 0 N N N 16.339 -7.034 -12.477 2.434   8.294   15.011 H183 18C 111 
# 
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 
18C O19 C19  DOUB N N 1   
18C C19 C20  SING N N 2   
18C C19 N2   SING N N 3   
18C N2  C2   SING N N 4   
18C N2  HN2  SING N N 5   
18C C2  C1   SING N N 6   
18C C2  C3   SING N N 7   
18C C2  H2   SING N N 8   
18C C1  O1   SING N N 9   
18C C1  H11  SING N N 10  
18C C1  H12  SING N N 11  
18C O1  HO1  SING N N 12  
18C C3  O3   SING N N 13  
18C C3  C4   SING N N 14  
18C C3  H3   SING N N 15  
18C C4  C5   DOUB N E 16  
18C C4  H4   SING N N 17  
18C C5  C6   SING N N 18  
18C C5  H5   SING N N 19  
18C C6  C7   SING N N 20  
18C C6  H61  SING N N 21  
18C C6  H62  SING N N 22  
18C C7  C8   SING N N 23  
18C C7  H71  SING N N 24  
18C C7  H72  SING N N 25  
18C C8  C9   SING N N 26  
18C C8  H81  SING N N 27  
18C C8  H82  SING N N 28  
18C C9  C10  SING N N 29  
18C C9  H91  SING N N 30  
18C C9  H92  SING N N 31  
18C C10 C11  SING N N 32  
18C C10 H101 SING N N 33  
18C C10 H102 SING N N 34  
18C C11 C12  SING N N 35  
18C C11 H111 SING N N 36  
18C C11 H112 SING N N 37  
18C C12 C13  SING N N 38  
18C C12 H121 SING N N 39  
18C C12 H122 SING N N 40  
18C C13 C14  SING N N 41  
18C C13 H131 SING N N 42  
18C C13 H132 SING N N 43  
18C C14 C15  SING N N 44  
18C C14 H141 SING N N 45  
18C C14 H142 SING N N 46  
18C C15 C16  SING N N 47  
18C C15 H151 SING N N 48  
18C C15 H152 SING N N 49  
18C C16 C17  SING N N 50  
18C C16 H161 SING N N 51  
18C C16 H162 SING N N 52  
18C C17 C18  SING N N 53  
18C C17 H171 SING N N 54  
18C C17 H172 SING N N 55  
18C C18 H181 SING N N 56  
18C C18 H182 SING N N 57  
18C C18 H183 SING N N 58  
18C O3  HO3  SING N N 59  
18C C20 C21  SING N N 60  
18C C20 H201 SING N N 61  
18C C20 H202 SING N N 62  
18C C21 C22  SING N N 63  
18C C21 H211 SING N N 64  
18C C21 H212 SING N N 65  
18C C22 C23  SING N N 66  
18C C22 H221 SING N N 67  
18C C22 H222 SING N N 68  
18C C23 C24  SING N N 69  
18C C23 H231 SING N N 70  
18C C23 H232 SING N N 71  
18C C24 C25  SING N N 72  
18C C24 H241 SING N N 73  
18C C24 H242 SING N N 74  
18C C25 C26  SING N N 75  
18C C25 H251 SING N N 76  
18C C25 H252 SING N N 77  
18C C26 C27  SING N N 78  
18C C26 H261 SING N N 79  
18C C26 H262 SING N N 80  
18C C27 C28  SING N N 81  
18C C27 H271 SING N N 82  
18C C27 H272 SING N N 83  
18C C28 C29  SING N N 84  
18C C28 H281 SING N N 85  
18C C28 H282 SING N N 86  
18C C29 C30  SING N N 87  
18C C29 H291 SING N N 88  
18C C29 H292 SING N N 89  
18C C30 C31  SING N N 90  
18C C30 H301 SING N N 91  
18C C30 H302 SING N N 92  
18C C31 C32  SING N N 93  
18C C31 H311 SING N N 94  
18C C31 H312 SING N N 95  
18C C32 C33  SING N N 96  
18C C32 H321 SING N N 97  
18C C32 H322 SING N N 98  
18C C33 C34  SING N N 99  
18C C33 H331 SING N N 100 
18C C33 H332 SING N N 101 
18C C34 C35  SING N N 102 
18C C34 H341 SING N N 103 
18C C34 H342 SING N N 104 
18C C35 C36  SING N N 105 
18C C35 H351 SING N N 106 
18C C35 H352 SING N N 107 
18C C36 H361 SING N N 108 
18C C36 H362 SING N N 109 
18C C36 H363 SING N N 110 
# 
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 
18C SMILES           ACDLabs              10.04 O=C(NC(CO)C(O)/C=C/CCCCCCCCCCCCC)CCCCCCCCCCCCCCCCC 
18C InChI            InChI                1.02b 
InChI=1/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38-39H,3-28,30,32-33H2,1-2H3,(H,37,40)/b31-29+/t34-,35+/m0/s1/f/h37H 
18C InChIKey         InChI                1.02b VODZWWMEJITOND-MMQSNEEHDX 
18C SMILES_CANONICAL CACTVS               3.341 CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)\C=C\CCCCCCCCCCCCC 
18C SMILES           CACTVS               3.341 CCCCCCCCCCCCCCCCCC(=O)N[CH](CO)[CH](O)C=CCCCCCCCCCCCCC 
18C SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@@H](\C=C\CCCCCCCCCCCCC)O 
18C SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCCCCCC(=O)NC(CO)C(C=CCCCCCCCCCCCCC)O 
# 
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 
18C "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)heptadec-3-en-1-yl]octadecanamide 
18C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide                 
# 
