data_16C
# 
_chem_comp.id                                    16C 
_chem_comp.name                                  N-((E,2S,3R)-1,3-DIHYDROXYOCTADEC-4-EN-2-YL)PALMITAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H67 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "C16-CERAMIDE, N-PALMITOYL-D-ERYTHRO-SPHINGOSINE, (2S,3R,4E)-2-PALMITOYLAMINOOCTADEC-4-ENE-1,3-DIOL, (2S,3R,4E)-2-PALMITOYLAMINO-1,3-OCTADEC-4-ENEDIOL" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-28 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        537.901 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     16C 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_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 
16C O19  O19  O 0 1 N N N 18.332 -0.234 -1.854  0.315   4.212   1.563  O19  16C 1   
16C C19  C19  C 0 1 N N N 18.269 -1.288 -2.487  0.395   4.515   0.391  C19  16C 2   
16C N2   N2   N 0 1 N N N 19.074 -2.341 -2.291  -0.523  5.336   -0.157 N2   16C 3   
16C C2   C2   C 0 1 N N S 20.150 -2.410 -1.303  -1.617  5.863   0.664  C2   16C 4   
16C C1   C1   C 0 1 N N N 20.683 -3.840 -1.172  -1.145  7.120   1.398  C1   16C 5   
16C O1   O1   O 0 1 N N N 21.214 -4.301 -2.423  -0.844  8.142   0.446  O1   16C 6   
16C C3   C3   C 0 1 N N R 21.269 -1.399 -1.575  -2.805  6.213   -0.235 C3   16C 7   
16C C4   C4   C 0 1 N N N 21.444 -1.193 -3.077  -3.291  4.969   -0.933 C4   16C 8   
16C C5   C5   C 0 1 N N N 21.371 -0.009 -3.685  -4.546  4.608   -0.830 C5   16C 9   
16C C6   C6   C 0 1 N N N 21.528 0.029  -5.195  -5.032  3.364   -1.528 C6   16C 10  
16C C7   C7   C 0 1 N N N 22.707 0.885  -5.623  -5.695  2.434   -0.510 C7   16C 11  
16C C8   C8   C 0 1 N N N 22.758 1.044  -7.139  -6.188  1.171   -1.218 C8   16C 12  
16C C9   C9   C 0 1 N N N 24.153 0.650  -7.619  -6.852  0.241   -0.200 C9   16C 13  
16C C10  C10  C 0 1 N N N 24.573 1.305  -8.934  -7.345  -1.022  -0.909 C10  16C 14  
16C C11  C11  C 0 1 N N N 23.578 1.081  -10.065 -8.009  -1.951  0.110  C11  16C 15  
16C C12  C12  C 0 1 N N N 23.517 -0.353 -10.589 -8.502  -3.215  -0.599 C12  16C 16  
16C C13  C13  C 0 1 N N N 22.107 -0.636 -11.103 -9.166  -4.144  0.419  C13  16C 17  
16C C14  C14  C 0 1 N N N 21.945 -2.037 -11.678 -9.659  -5.407  -0.289 C14  16C 18  
16C C15  C15  C 0 1 N N N 20.506 -2.226 -12.135 -10.323 -6.337  0.729  C15  16C 19  
16C C16  C16  C 0 1 N N N 20.303 -3.566 -12.823 -10.816 -7.600  0.020  C16  16C 20  
16C C17  C17  C 0 1 N N N 18.848 -3.776 -13.216 -11.479 -8.530  1.038  C17  16C 21  
16C C18  C18  C 0 1 N N N 18.686 -5.082 -13.967 -11.973 -9.793  0.330  C18  16C 22  
16C O3   O3   O 0 1 N N N 20.895 -0.190 -0.904  -3.860  6.756   0.561  O3   16C 23  
16C C20  C20  C 0 1 N N N 17.240 -1.468 -3.580  1.520   3.974   -0.453 C20  16C 24  
16C C21  C21  C 0 1 N N N 17.713 -0.738 -4.835  2.413   3.075   0.405  C21  16C 25  
16C C22  C22  C 0 1 N N N 16.951 -1.254 -6.051  3.556   2.525   -0.452 C22  16C 26  
16C C23  C23  C 0 1 N N N 16.988 -0.272 -7.211  4.449   1.626   0.406  C23  16C 27  
16C C24  C24  C 0 1 N N N 18.369 -0.208 -7.834  5.591   1.076   -0.451 C24  16C 28  
16C C25  C25  C 0 1 N N N 18.269 0.275  -9.273  6.485   0.178   0.407  C25  16C 29  
16C C26  C26  C 0 1 N N N 19.238 1.418  -9.523  7.627   -0.372  -0.450 C26  16C 30  
16C C27  C27  C 0 1 N N N 19.185 1.804  -10.993 8.520   -1.271  0.407  C27  16C 31  
16C C28  C28  C 0 1 N N N 19.997 3.065  -11.256 9.663   -1.821  -0.449 C28  16C 32  
16C C29  C29  C 0 1 N N N 20.044 3.409  -12.747 10.556  -2.720  0.408  C29  16C 33  
16C C30  C30  C 0 1 N N N 20.957 2.491  -13.566 11.698  -3.270  -0.448 C30  16C 34  
16C C31  C31  C 0 1 N N N 22.422 2.605  -13.157 12.591  -4.169  0.409  C31  16C 35  
16C C32  C32  C 0 1 N N N 23.337 1.805  -14.076 13.734  -4.718  -0.447 C32  16C 36  
16C C33  C33  C 0 1 N N N 24.703 2.477  -14.175 14.627  -5.617  0.410  C33  16C 37  
16C C34  C34  C 0 1 N N N 25.320 2.209  -15.543 15.769  -6.167  -0.446 C34  16C 38  
16C HN2  HN2  H 0 1 N N N 18.927 -3.145 -2.867  -0.459  5.579   -1.094 HN2  16C 39  
16C H2   H2   H 0 1 N N N 19.717 -2.124 -0.333  -1.921  5.110   1.391  H2   16C 40  
16C H11  1H1  H 0 1 N N N 19.855 -4.500 -0.874  -1.932  7.466   2.067  H11  16C 41  
16C H12  2H1  H 0 1 N N N 21.481 -3.858 -0.415  -0.251  6.888   1.977  H12  16C 42  
16C HO1  HO1  H 0 1 N N N 20.507 -4.403 -3.049  -0.551  8.915   0.949  HO1  16C 43  
16C H3   H3   H 0 1 N N N 22.241 -1.753 -1.200  -2.495  6.948   -0.977 H3   16C 44  
16C H4   H4   H 0 1 N N N 21.640 -2.063 -3.687  -2.604  4.374   -1.517 H4   16C 45  
16C H5   H5   H 0 1 N N N 21.205 0.897  -3.120  -5.232  5.202   -0.245 H5   16C 46  
16C H61  1H6  H 0 1 N N N 20.615 0.469  -5.622  -5.755  3.637   -2.296 H61  16C 47  
16C H62  2H6  H 0 1 N N N 21.689 -0.997 -5.558  -4.187  2.853   -1.990 H62  16C 48  
16C H71  1H7  H 0 1 N N N 23.633 0.390  -5.294  -4.972  2.161   0.258  H71  16C 49  
16C H72  2H7  H 0 1 N N N 22.608 1.880  -5.165  -6.540  2.945   -0.048 H72  16C 50  
16C H81  1H8  H 0 1 N N N 22.544 2.087  -7.416  -6.912  1.444   -1.986 H81  16C 51  
16C H82  2H8  H 0 1 N N N 22.005 0.394  -7.608  -5.344  0.660   -1.680 H82  16C 52  
16C H91  1H9  H 0 1 N N N 24.134 -0.435 -7.796  -6.129  -0.032  0.568  H91  16C 53  
16C H92  2H9  H 0 1 N N N 24.874 0.952  -6.845  -7.697  0.752   0.262  H92  16C 54  
16C H101 1H10 H 0 0 N N N 25.525 0.845  -9.239  -8.069  -0.749  -1.677 H101 16C 55  
16C H102 2H10 H 0 0 N N N 24.663 2.388  -8.765  -6.500  -1.533  -1.370 H102 16C 56  
16C H111 1H11 H 0 0 N N N 23.913 1.707  -10.905 -7.285  -2.225  0.878  H111 16C 57  
16C H112 2H11 H 0 0 N N N 22.578 1.343  -9.689  -8.854  -1.441  0.571  H112 16C 58  
16C H121 1H12 H 0 0 N N N 23.764 -1.055 -9.779  -9.226  -2.941  -1.367 H121 16C 59  
16C H122 2H12 H 0 0 N N N 24.241 -0.478 -11.408 -7.657  -3.726  -1.061 H122 16C 60  
16C H131 1H13 H 0 0 N N N 21.905 0.077  -11.916 -8.442  -4.417  1.187  H131 16C 61  
16C H132 2H13 H 0 0 N N N 21.406 -0.526 -10.262 -10.010 -3.633  0.881  H132 16C 62  
16C H141 1H14 H 0 0 N N N 22.189 -2.783 -10.908 -10.382 -5.134  -1.057 H141 16C 63  
16C H142 2H14 H 0 0 N N N 22.623 -2.165 -12.534 -8.814  -5.918  -0.751 H142 16C 64  
16C H151 1H15 H 0 0 N N N 20.268 -1.431 -12.857 -9.599  -6.610  1.497  H151 16C 65  
16C H152 2H15 H 0 0 N N N 19.847 -2.178 -11.255 -11.167 -5.826  1.191  H152 16C 66  
16C H161 1H16 H 0 0 N N N 20.591 -4.363 -12.121 -11.539 -7.327  -0.748 H161 16C 67  
16C H162 2H16 H 0 0 N N N 20.923 -3.596 -13.731 -9.971  -8.111  -0.442 H162 16C 68  
16C H171 1H17 H 0 0 N N N 18.531 -2.948 -13.867 -10.756 -8.803  1.807  H171 16C 69  
16C H172 2H17 H 0 0 N N N 18.229 -3.803 -12.307 -12.324 -8.019  1.500  H172 16C 70  
16C H181 1H18 H 0 0 N N N 17.754 -5.573 -13.651 -12.445 -10.455 1.055  H181 16C 71  
16C H182 2H18 H 0 0 N N N 19.540 -5.740 -13.747 -12.696 -9.520  -0.438 H182 16C 72  
16C H183 3H18 H 0 0 N N N 18.647 -4.882 -15.048 -11.128 -10.304 -0.132 H183 16C 73  
16C HO3  HO3  H 0 1 N N N 20.812 -0.357 0.028   -4.039  6.115   1.263  HO3  16C 74  
16C H201 1H20 H 0 0 N N N 16.275 -1.055 -3.252  2.109   4.802   -0.847 H201 16C 75  
16C H202 2H20 H 0 0 N N N 17.118 -2.539 -3.800  1.108   3.395   -1.279 H202 16C 76  
16C H211 1H21 H 0 0 N N N 18.789 -0.919 -4.977  1.824   2.247   0.799  H211 16C 77  
16C H212 2H21 H 0 0 N N N 17.530 0.341  -4.720  2.825   3.654   1.231  H212 16C 78  
16C H221 1H22 H 0 0 N N N 15.900 -1.394 -5.758  4.145   3.353   -0.846 H221 16C 79  
16C H222 2H22 H 0 0 N N N 17.410 -2.199 -6.377  3.144   1.946   -1.278 H222 16C 80  
16C H231 1H23 H 0 0 N N N 16.731 0.727  -6.830  3.860   0.798   0.800  H231 16C 81  
16C H232 2H23 H 0 0 N N N 16.267 -0.597 -7.976  4.861   2.205   1.232  H232 16C 82  
16C H241 1H24 H 0 0 N N N 18.818 -1.212 -7.820  6.181   1.904   -0.845 H241 16C 83  
16C H242 2H24 H 0 0 N N N 18.995 0.490  -7.259  5.180   0.497   -1.277 H242 16C 84  
16C H251 1H25 H 0 0 N N N 17.245 0.631  -9.457  5.895   -0.650  0.801  H251 16C 85  
16C H252 2H25 H 0 0 N N N 18.513 -0.557 -9.949  6.896   0.757   1.233  H252 16C 86  
16C H261 1H26 H 0 0 N N N 20.258 1.102  -9.260  8.216   0.456   -0.844 H261 16C 87  
16C H262 2H26 H 0 0 N N N 18.956 2.283  -8.904  7.215   -0.951  -1.277 H262 16C 88  
16C H271 1H27 H 0 0 N N N 18.138 1.997  -11.268 7.931   -2.099  0.802  H271 16C 89  
16C H272 2H27 H 0 0 N N N 19.599 0.981  -11.594 8.932   -0.692  1.234  H272 16C 90  
16C H281 1H28 H 0 0 N N N 21.027 2.889  -10.911 10.252  -0.993  -0.843 H281 16C 91  
16C H282 2H28 H 0 0 N N N 19.533 3.903  -10.715 9.251   -2.400  -1.276 H282 16C 92  
16C H291 1H29 H 0 0 N N N 20.452 4.427  -12.830 9.967   -3.548  0.803  H291 16C 93  
16C H292 2H29 H 0 0 N N N 19.024 3.322  -13.149 10.968  -2.141  1.235  H292 16C 94  
16C H301 1H30 H 0 0 N N N 20.879 2.795  -14.620 12.288  -2.442  -0.843 H301 16C 95  
16C H302 2H30 H 0 0 N N N 20.633 1.451  -13.413 11.286  -3.849  -1.275 H302 16C 96  
16C H311 1H31 H 0 0 N N N 22.524 2.200  -12.139 12.002  -4.996  0.804  H311 16C 97  
16C H312 2H31 H 0 0 N N N 22.718 3.664  -13.202 13.003  -3.589  1.236  H312 16C 98  
16C H321 1H32 H 0 0 N N N 22.887 1.757  -15.078 14.323  -3.890  -0.842 H321 16C 99  
16C H322 2H32 H 0 0 N N N 23.461 0.790  -13.670 13.322  -5.297  -1.274 H322 16C 100 
16C H331 1H33 H 0 0 N N N 25.363 2.069  -13.395 14.038  -6.445  0.804  H331 16C 101 
16C H332 2H33 H 0 0 N N N 24.585 3.562  -14.036 15.039  -5.038  1.237  H332 16C 102 
16C H341 1H34 H 0 0 N N N 25.876 1.260  -15.515 16.406  -6.807  0.164  H341 16C 103 
16C H342 2H34 H 0 0 N N N 26.006 3.029  -15.803 15.358  -6.746  -1.273 H342 16C 104 
16C H343 3H34 H 0 0 N N N 24.523 2.144  -16.299 16.359  -5.339  -0.841 H343 16C 105 
# 
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 
16C O19 C19  DOUB N N 1   
16C C19 N2   SING N N 2   
16C C19 C20  SING N N 3   
16C N2  C2   SING N N 4   
16C N2  HN2  SING N N 5   
16C C2  C1   SING N N 6   
16C C2  C3   SING N N 7   
16C C2  H2   SING N N 8   
16C C1  O1   SING N N 9   
16C C1  H11  SING N N 10  
16C C1  H12  SING N N 11  
16C O1  HO1  SING N N 12  
16C C3  C4   SING N N 13  
16C C3  O3   SING N N 14  
16C C3  H3   SING N N 15  
16C C4  C5   DOUB N E 16  
16C C4  H4   SING N N 17  
16C C5  C6   SING N N 18  
16C C5  H5   SING N N 19  
16C C6  C7   SING N N 20  
16C C6  H61  SING N N 21  
16C C6  H62  SING N N 22  
16C C7  C8   SING N N 23  
16C C7  H71  SING N N 24  
16C C7  H72  SING N N 25  
16C C8  C9   SING N N 26  
16C C8  H81  SING N N 27  
16C C8  H82  SING N N 28  
16C C9  C10  SING N N 29  
16C C9  H91  SING N N 30  
16C C9  H92  SING N N 31  
16C C10 C11  SING N N 32  
16C C10 H101 SING N N 33  
16C C10 H102 SING N N 34  
16C C11 C12  SING N N 35  
16C C11 H111 SING N N 36  
16C C11 H112 SING N N 37  
16C C12 C13  SING N N 38  
16C C12 H121 SING N N 39  
16C C12 H122 SING N N 40  
16C C13 C14  SING N N 41  
16C C13 H131 SING N N 42  
16C C13 H132 SING N N 43  
16C C14 C15  SING N N 44  
16C C14 H141 SING N N 45  
16C C14 H142 SING N N 46  
16C C15 C16  SING N N 47  
16C C15 H151 SING N N 48  
16C C15 H152 SING N N 49  
16C C16 C17  SING N N 50  
16C C16 H161 SING N N 51  
16C C16 H162 SING N N 52  
16C C17 C18  SING N N 53  
16C C17 H171 SING N N 54  
16C C17 H172 SING N N 55  
16C C18 H181 SING N N 56  
16C C18 H182 SING N N 57  
16C C18 H183 SING N N 58  
16C O3  HO3  SING N N 59  
16C C20 C21  SING N N 60  
16C C20 H201 SING N N 61  
16C C20 H202 SING N N 62  
16C C21 C22  SING N N 63  
16C C21 H211 SING N N 64  
16C C21 H212 SING N N 65  
16C C22 C23  SING N N 66  
16C C22 H221 SING N N 67  
16C C22 H222 SING N N 68  
16C C23 C24  SING N N 69  
16C C23 H231 SING N N 70  
16C C23 H232 SING N N 71  
16C C24 C25  SING N N 72  
16C C24 H241 SING N N 73  
16C C24 H242 SING N N 74  
16C C25 C26  SING N N 75  
16C C25 H251 SING N N 76  
16C C25 H252 SING N N 77  
16C C26 C27  SING N N 78  
16C C26 H261 SING N N 79  
16C C26 H262 SING N N 80  
16C C27 C28  SING N N 81  
16C C27 H271 SING N N 82  
16C C27 H272 SING N N 83  
16C C28 C29  SING N N 84  
16C C28 H281 SING N N 85  
16C C28 H282 SING N N 86  
16C C29 C30  SING N N 87  
16C C29 H291 SING N N 88  
16C C29 H292 SING N N 89  
16C C30 C31  SING N N 90  
16C C30 H301 SING N N 91  
16C C30 H302 SING N N 92  
16C C31 C32  SING N N 93  
16C C31 H311 SING N N 94  
16C C31 H312 SING N N 95  
16C C32 C33  SING N N 96  
16C C32 H321 SING N N 97  
16C C32 H322 SING N N 98  
16C C33 C34  SING N N 99  
16C C33 H331 SING N N 100 
16C C33 H332 SING N N 101 
16C C34 H341 SING N N 102 
16C C34 H342 SING N N 103 
16C C34 H343 SING N N 104 
# 
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 
16C SMILES           ACDLabs              10.04 O=C(NC(CO)C(O)/C=C/CCCCCCCCCCCCC)CCCCCCCCCCCCCCC                                                                                                                                                              
16C InChI            InChI                1.02b InChI=1/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1/f/h35H 
16C InChIKey         InChI                1.02b YDNKGFDKKRUKPY-IHAVXPPZDI                                                                                                                                                                                     
16C SMILES_CANONICAL CACTVS               3.341 CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)\C=C\CCCCCCCCCCCCC                                                                                                                                                     
16C SMILES           CACTVS               3.341 CCCCCCCCCCCCCCCC(=O)N[CH](CO)[CH](O)C=CCCCCCCCCCCCCC                                                                                                                                                          
16C SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@@H](\C=C\CCCCCCCCCCCCC)O                                                                                                                                                    
16C SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCCCC(=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 
16C "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)heptadec-3-en-1-yl]hexadecanamide 
16C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide                 
# 
