data_2ED # _chem_comp.id 2ED _chem_comp.name "N-[(1R,2R,3E)-2-hydroxy-1-(hydroxymethyl)heptadec-3-en-1-yl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H39 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms C2-ceramide _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-26 _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 341.529 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2ED _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 2ZXC _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 2ED O2 O2 O 0 1 N N N -11.832 -19.754 33.392 6.026 2.787 1.287 O2 2ED 1 2ED O3 O3 O 0 1 N N N -14.202 -22.786 37.220 7.558 0.210 -1.731 O3 2ED 2 2ED O1 O1 O 0 1 N N N -12.443 -19.414 37.631 5.918 -1.441 -1.217 O1 2ED 3 2ED C1 C1 C 0 1 N N R -12.303 -21.513 36.446 6.433 0.272 0.407 C1 2ED 4 2ED C2 C2 C 0 1 N N R -12.494 -20.835 37.798 6.012 -1.182 0.185 C2 2ED 5 2ED C3 C3 C 0 1 N N N -11.397 -21.271 38.739 4.672 -1.421 0.832 C3 2ED 6 2ED C4 C4 C 0 1 N N N -11.689 -22.012 39.804 3.680 -1.901 0.124 C4 2ED 7 2ED C5 C5 C 0 1 N N N -10.592 -22.447 40.745 2.340 -2.140 0.771 C5 2ED 8 2ED C6 C6 C 0 1 N N N -11.045 -23.665 41.520 1.256 -1.396 -0.012 C6 2ED 9 2ED C18 C18 C 0 1 N N N -11.910 -20.652 34.214 5.262 2.409 0.425 C18 2ED 10 2ED C19 C19 C 0 1 N N N -11.666 -22.087 33.853 4.179 3.328 -0.078 C19 2ED 11 2ED N N N 0 1 N N N -12.217 -20.422 35.487 5.381 1.166 -0.083 N 2ED 12 2ED C C C 0 1 N N N -13.549 -22.293 36.045 7.732 0.549 -0.354 C 2ED 13 2ED HO3 HO3 H 0 1 N N N -13.564 -22.895 37.915 8.344 0.360 -2.275 HO3 2ED 14 2ED HO1 HO1 H 0 1 N N N -12.432 -18.995 38.483 5.275 -0.885 -1.678 HO1 2ED 15 2ED H1 H1 H 0 1 N N N -11.433 -22.185 36.481 6.592 0.446 1.471 H1 2ED 16 2ED H2 H2 H 0 1 N N N -13.471 -21.120 38.216 6.753 -1.847 0.628 H2 2ED 17 2ED H3 H3 H 0 1 N N N -10.375 -20.981 38.547 4.530 -1.197 1.878 H3 2ED 18 2ED H4 H4 H 0 1 N N N -12.711 -22.303 39.996 3.822 -2.125 -0.923 H4 2ED 19 2ED H5 H5 H 0 1 N N N -9.690 -22.695 40.167 2.121 -3.208 0.769 H5 2ED 20 2ED H5A H5A H 0 1 N N N -10.365 -21.630 41.446 2.362 -1.775 1.798 H5A 2ED 21 2ED H6 H6 H 0 1 N N N -11.256 -23.370 42.558 1.474 -0.328 -0.010 H6 2ED 22 2ED H6A H6A H 0 1 N N N -11.948 -24.071 41.041 1.234 -1.760 -1.038 H6A 2ED 23 2ED H19 H19 H 0 1 N N N -11.606 -22.185 32.759 4.239 4.282 0.446 H19 2ED 24 2ED H19A H19A H 0 0 N N N -10.720 -22.422 34.303 4.310 3.492 -1.148 H19A 2ED 25 2ED H19B H19B H 0 0 N N N -12.493 -22.706 34.232 3.204 2.875 0.103 H19B 2ED 26 2ED HN HN H 0 1 N N N -12.391 -19.485 35.790 4.769 0.863 -0.772 HN 2ED 27 2ED H H H 0 1 N N N -13.261 -23.139 35.403 8.536 -0.052 0.070 H 2ED 28 2ED HA HA H 0 1 N N N -14.234 -21.632 35.495 7.984 1.606 -0.269 HA 2ED 29 2ED C10 C10 C 0 1 N N N -9.956 -24.754 41.520 -0.105 -1.639 0.645 C10 2ED 30 2ED C11 C11 C 0 1 N N N -9.402 -25.308 42.846 -1.189 -0.895 -0.137 C11 2ED 31 2ED C12 C12 C 0 1 N N N -10.465 -26.061 43.696 -2.549 -1.137 0.519 C12 2ED 32 2ED C13 C13 C 0 1 N N N -9.870 -26.605 45.024 -3.633 -0.393 -0.263 C13 2ED 33 2ED C14 C14 C 0 1 N N N -10.911 -27.361 45.891 -4.994 -0.636 0.394 C14 2ED 34 2ED C15 C15 C 0 1 N N N -10.309 -27.901 47.217 -6.078 0.108 -0.389 C15 2ED 35 2ED C16 C16 C 0 1 N N N -11.358 -28.655 48.075 -7.438 -0.135 0.268 C16 2ED 36 2ED C17 C17 C 0 1 N N N -10.767 -29.199 49.402 -8.522 0.609 -0.514 C17 2ED 37 2ED C181 C181 C 0 0 N N N -11.828 -29.951 50.250 -9.883 0.366 0.142 C181 2ED 38 2ED C191 C191 C 0 0 N N N -11.260 -30.504 51.583 -10.967 1.110 -0.640 C191 2ED 39 2ED C20 C20 C 0 1 N N N -12.321 -31.252 52.423 -12.327 0.868 0.017 C20 2ED 40 2ED H17 H17 H 0 1 N N N -10.390 -25.615 40.991 -0.324 -2.706 0.643 H17 2ED 41 2ED H18 H18 H 0 1 N N N -9.088 -24.245 41.076 -0.083 -1.274 1.672 H18 2ED 42 2ED H191 H191 H 0 0 N N N -8.590 -26.012 42.611 -0.970 0.173 -0.135 H191 2ED 43 2ED H20 H20 H 0 1 N N N -9.059 -24.448 43.440 -1.211 -1.259 -1.164 H20 2ED 44 2ED H21 H21 H 0 1 N N N -11.281 -25.364 43.936 -2.768 -2.205 0.518 H21 2ED 45 2ED H22 H22 H 0 1 N N N -10.827 -26.918 43.108 -2.527 -0.773 1.546 H22 2ED 46 2ED H23 H23 H 0 1 N N N -9.055 -27.301 44.778 -3.414 0.674 -0.261 H23 2ED 47 2ED H24 H24 H 0 1 N N N -9.519 -25.741 45.607 -3.655 -0.758 -1.290 H24 2ED 48 2ED H25 H25 H 0 1 N N N -11.727 -26.666 46.138 -5.213 -1.704 0.392 H25 2ED 49 2ED H26 H26 H 0 1 N N N -11.265 -28.225 45.309 -4.972 -0.271 1.421 H26 2ED 50 2ED H27 H27 H 0 1 N N N -9.492 -28.596 46.973 -5.859 1.176 -0.387 H27 2ED 51 2ED H28 H28 H 0 1 N N N -9.950 -27.040 47.801 -6.100 -0.257 -1.416 H28 2ED 52 2ED H29 H29 H 0 1 N N N -12.174 -27.958 48.318 -7.657 -1.203 0.266 H29 2ED 53 2ED H30 H30 H 0 1 N N N -11.712 -29.516 47.489 -7.416 0.230 1.295 H30 2ED 54 2ED H31 H31 H 0 1 N N N -9.951 -29.896 49.163 -8.303 1.677 -0.513 H31 2ED 55 2ED H32 H32 H 0 1 N N N -10.407 -28.342 49.990 -8.544 0.244 -1.541 H32 2ED 56 2ED H33 H33 H 0 1 N N N -12.642 -29.249 50.486 -10.101 -0.701 0.140 H33 2ED 57 2ED H34 H34 H 0 1 N N N -12.176 -30.810 49.658 -9.861 0.731 1.169 H34 2ED 58 2ED H35 H35 H 0 1 N N N -10.446 -31.206 51.348 -10.748 2.178 -0.638 H35 2ED 59 2ED H36 H36 H 0 1 N N N -10.910 -29.647 52.176 -10.989 0.746 -1.667 H36 2ED 60 2ED H37 H37 H 0 1 N N N -11.929 -31.430 53.435 -13.099 1.398 -0.541 H37 2ED 61 2ED H38 H38 H 0 1 N N N -13.235 -30.643 52.485 -12.546 -0.200 0.015 H38 2ED 62 2ED H39 H39 H 0 1 N N N -12.553 -32.215 51.946 -12.305 1.232 1.043 H39 2ED 63 # # 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 2ED O2 C18 DOUB N N 1 2ED O3 C SING N N 2 2ED O3 HO3 SING N N 3 2ED O1 C2 SING N N 4 2ED O1 HO1 SING N N 5 2ED C1 C2 SING N N 6 2ED C1 N SING N N 7 2ED C1 C SING N N 8 2ED C1 H1 SING N N 9 2ED C2 C3 SING N N 10 2ED C2 H2 SING N N 11 2ED C3 C4 DOUB N E 12 2ED C3 H3 SING N N 13 2ED C4 C5 SING N N 14 2ED C4 H4 SING N N 15 2ED C5 C6 SING N N 16 2ED C5 H5 SING N N 17 2ED C5 H5A SING N N 18 2ED C6 H6 SING N N 19 2ED C6 H6A SING N N 20 2ED C18 C19 SING N N 21 2ED C18 N SING N N 22 2ED C19 H19 SING N N 23 2ED C19 H19A SING N N 24 2ED C19 H19B SING N N 25 2ED N HN SING N N 26 2ED C H SING N N 27 2ED C HA SING N N 28 2ED C6 C10 SING N N 29 2ED C10 C11 SING N N 30 2ED C11 C12 SING N N 31 2ED C12 C13 SING N N 32 2ED C13 C14 SING N N 33 2ED C14 C15 SING N N 34 2ED C15 C16 SING N N 35 2ED C16 C17 SING N N 36 2ED C17 C181 SING N N 37 2ED C181 C191 SING N N 38 2ED C191 C20 SING N N 39 2ED C10 H17 SING N N 40 2ED C10 H18 SING N N 41 2ED C11 H191 SING N N 42 2ED C11 H20 SING N N 43 2ED C12 H21 SING N N 44 2ED C12 H22 SING N N 45 2ED C13 H23 SING N N 46 2ED C13 H24 SING N N 47 2ED C14 H25 SING N N 48 2ED C14 H26 SING N N 49 2ED C15 H27 SING N N 50 2ED C15 H28 SING N N 51 2ED C16 H29 SING N N 52 2ED C16 H30 SING N N 53 2ED C17 H31 SING N N 54 2ED C17 H32 SING N N 55 2ED C181 H33 SING N N 56 2ED C181 H34 SING N N 57 2ED C191 H35 SING N N 58 2ED C191 H36 SING N N 59 2ED C20 H37 SING N N 60 2ED C20 H38 SING N N 61 2ED C20 H39 SING N N 62 # # 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 2ED SMILES ACDLabs 10.04 "O=C(NC(CO)C(O)/C=C/CCCCCCCCCCCCC)C" 2ED SMILES_CANONICAL CACTVS 3.341 "CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](CO)NC(C)=O" 2ED SMILES CACTVS 3.341 "CCCCCCCCCCCCCC=C[CH](O)[CH](CO)NC(C)=O" 2ED SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCCCC\C=C\[C@H]([C@@H](CO)NC(=O)C)O" 2ED SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCCCCC=CC(C(CO)NC(=O)C)O" 2ED InChI InChI 1.03 "InChI=1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20-/m1/s1" 2ED InChIKey InChI 1.03 BLTCBVOJNNKFKC-KTEGJIGUSA-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 2ED "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1R,2R,3E)-2-hydroxy-1-(hydroxymethyl)heptadec-3-en-1-yl]acetamide" 2ED "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(E,2R,3R)-1,3-dihydroxyoctadec-4-en-2-yl]ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2ED "Create component" 2009-01-26 PDBJ 2ED "Modify descriptor" 2011-06-04 RCSB 2ED "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2ED _pdbx_chem_comp_synonyms.name C2-ceramide _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##