data_RET
# 
_chem_comp.id                                    RET 
_chem_comp.name                                  RETINAL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        284.436 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RET 
_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        1OPB 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_chem_comp.pdbx_pcm                              Y 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
RET C1   C1   C 0 1 N N N N N N -5.590  13.158 53.080 -4.327 0.909  -0.480 C1   RET 1  
RET C2   C2   C 0 1 N N N N N N -4.929  11.803 53.442 -5.466 0.132  -1.143 C2   RET 2  
RET C3   C3   C 0 1 N N N N N N -3.621  11.861 53.982 -5.998 -0.901 -0.142 C3   RET 3  
RET C4   C4   C 0 1 N N N N N N -2.648  12.661 53.187 -4.921 -1.966 0.075  C4   RET 4  
RET C5   C5   C 0 1 N N N N N N -3.256  13.719 52.298 -3.604 -1.314 0.380  C5   RET 5  
RET C6   C6   C 0 1 N N N N N N -4.574  14.002 52.251 -3.340 -0.042 0.131  C6   RET 6  
RET C7   C7   C 0 1 N N N N N N -5.044  15.082 51.321 -2.051 0.450  0.458  C7   RET 7  
RET C8   C8   C 0 1 N N N N N N -6.101  15.895 51.358 -0.944 -0.145 -0.059 C8   RET 8  
RET C9   C9   C 0 1 N N N N N N -6.459  16.916 50.367 0.334  0.315  0.300  C9   RET 9  
RET C10  C10  C 0 1 N N N N N N -7.569  17.648 50.602 1.446  -0.283 -0.220 C10  RET 10 
RET C11  C11  C 0 1 N N N N N N -8.141  18.699 49.798 2.720  0.176  0.138  C11  RET 11 
RET C12  C12  C 0 1 N N N N N N -9.328  19.245 50.048 3.842  -0.427 -0.387 C12  RET 12 
RET C13  C13  C 0 1 N N N N N N -10.012 20.306 49.302 5.115  0.031  -0.030 C13  RET 13 
RET C14  C14  C 0 1 N N N N N N -11.232 20.649 49.763 6.238  -0.573 -0.555 C14  RET 14 
RET C15  C15  C 0 1 N N N N N N -12.134 21.659 49.229 7.510  -0.115 -0.198 C15  RET 15 
RET O1   O1   O 0 1 N Y N N N N -13.374 21.346 48.614 8.500  -0.648 -0.661 O1   RET 16 
RET C16  C16  C 0 1 N N N N N N -6.839  12.703 52.333 -3.620 1.768  -1.531 C16  RET 17 
RET C17  C17  C 0 1 N N N N N N -6.072  13.878 54.344 -4.899 1.816  0.611  C17  RET 18 
RET C18  C18  C 0 1 N N N N N N -2.187  14.357 51.431 -2.522 -2.155 1.006  C18  RET 19 
RET C19  C19  C 0 1 N N N N N N -5.585  17.081 49.160 0.478  1.469  1.259  C19  RET 20 
RET C20  C20  C 0 1 N N N N N N -9.562  20.581 47.903 5.259  1.185  0.929  C20  RET 21 
RET H21  H21  H 0 1 N N N N N N -5.570  11.320 54.194 -6.266 0.819  -1.419 H21  RET 22 
RET H22  H22  H 0 1 N N N N N N -4.872  11.212 52.516 -5.093 -0.377 -2.032 H22  RET 23 
RET H31  H31  H 0 1 N N N N N N -3.692  12.317 54.981 -6.225 -0.411 0.804  H31  RET 24 
RET H32  H32  H 0 1 N N N N N N -3.238  10.832 54.041 -6.898 -1.368 -0.542 H32  RET 25 
RET H41  H41  H 0 1 N N N N N N -1.977  13.168 53.896 -5.209 -2.606 0.910  H41  RET 26 
RET H42  H42  H 0 1 N N N N N N -2.094  11.964 52.542 -4.824 -2.572 -0.825 H42  RET 27 
RET H7   H7   H 0 1 N N N N N N -4.407  15.228 50.461 -1.949 1.298  1.119  H7   RET 28 
RET H8   H8   H 0 1 N N N N N N -6.762  15.791 52.206 -1.047 -0.972 -0.747 H8   RET 29 
RET H10  H10  H 0 1 N N N N N N -8.099  17.415 51.514 1.343  -1.109 -0.908 H10  RET 30 
RET H11  H11  H 0 1 N N N N N N -7.578  19.061 48.951 2.823  1.003  0.825  H11  RET 31 
RET H12  H12  H 0 1 N N N N N N -9.854  18.858 50.908 3.740  -1.254 -1.074 H12  RET 32 
RET H14  H14  H 0 1 N N N N N N -11.581 20.110 50.632 6.135  -1.400 -1.242 H14  RET 33 
RET H15  H15  H 0 1 N N N N N N -11.846 22.697 49.305 7.613  0.712  0.489  H15  RET 34 
RET H161 H161 H 0 0 N N N N N N -7.415  13.583 52.011 -4.351 2.401  -2.035 H161 RET 35 
RET H162 H162 H 0 0 N N N N N N -6.545  12.115 51.451 -2.872 2.394  -1.045 H162 RET 36 
RET H163 H163 H 0 0 N N N N N N -7.458  12.083 52.998 -3.134 1.122  -2.262 H163 RET 37 
RET H171 H171 H 0 0 N N N N N N -6.537  14.835 54.066 -5.409 1.209  1.359  H171 RET 38 
RET H172 H172 H 0 0 N N N N N N -6.809  13.250 54.865 -4.089 2.371  1.084  H172 RET 39 
RET H173 H173 H 0 0 N N N N N N -5.215  14.066 55.008 -5.608 2.516  0.167  H173 RET 40 
RET H181 H181 H 0 0 N N N N N N -2.644  15.125 50.790 -2.917 -3.145 1.234  H181 RET 41 
RET H182 H182 H 0 0 N N N N N N -1.424  14.822 52.073 -1.686 -2.248 0.312  H182 RET 42 
RET H183 H183 H 0 0 N N N N N N -1.717  13.586 50.802 -2.179 -1.681 1.926  H183 RET 43 
RET H191 H191 H 0 0 N N N N N N -5.988  17.881 48.521 0.528  1.089  2.279  H191 RET 44 
RET H192 H192 H 0 0 N N N N N N -4.566  17.345 49.479 1.391  2.019  1.031  H192 RET 45 
RET H193 H193 H 0 0 N N N N N N -5.560  16.138 48.594 -0.381 2.133  1.160  H193 RET 46 
RET H201 H201 H 0 0 N N N N N N -10.165 21.397 47.477 5.309  0.805  1.950  H201 RET 47 
RET H202 H202 H 0 0 N N N N N N -8.502  20.874 47.910 6.172  1.735  0.701  H202 RET 48 
RET H203 H203 H 0 0 N N N N N N -9.688  19.675 47.293 4.400  1.849  0.830  H203 RET 49 
# 
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 
RET C1  C2   SING N N 1  
RET C1  C6   SING N N 2  
RET C1  C16  SING N N 3  
RET C1  C17  SING N N 4  
RET C2  C3   SING N N 5  
RET C2  H21  SING N N 6  
RET C2  H22  SING N N 7  
RET C3  C4   SING N N 8  
RET C3  H31  SING N N 9  
RET C3  H32  SING N N 10 
RET C4  C5   SING N N 11 
RET C4  H41  SING N N 12 
RET C4  H42  SING N N 13 
RET C5  C6   DOUB N N 14 
RET C5  C18  SING N N 15 
RET C6  C7   SING N N 16 
RET C7  C8   DOUB N E 17 
RET C7  H7   SING N N 18 
RET C8  C9   SING N N 19 
RET C8  H8   SING N N 20 
RET C9  C10  DOUB N E 21 
RET C9  C19  SING N N 22 
RET C10 C11  SING N N 23 
RET C10 H10  SING N N 24 
RET C11 C12  DOUB N E 25 
RET C11 H11  SING N N 26 
RET C12 C13  SING N N 27 
RET C12 H12  SING N N 28 
RET C13 C14  DOUB N E 29 
RET C13 C20  SING N N 30 
RET C14 C15  SING N N 31 
RET C14 H14  SING N N 32 
RET C15 O1   DOUB N N 33 
RET C15 H15  SING N N 34 
RET C16 H161 SING N N 35 
RET C16 H162 SING N N 36 
RET C16 H163 SING N N 37 
RET C17 H171 SING N N 38 
RET C17 H172 SING N N 39 
RET C17 H173 SING N N 40 
RET C18 H181 SING N N 41 
RET C18 H182 SING N N 42 
RET C18 H183 SING N N 43 
RET C19 H191 SING N N 44 
RET C19 H192 SING N N 45 
RET C19 H193 SING N N 46 
RET C20 H201 SING N N 47 
RET C20 H202 SING N N 48 
RET C20 H203 SING N N 49 
# 
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 
RET SMILES           ACDLabs              12.01 "O=C\C=C(\C=C\C=C(\C=C\C1=C(C)CCCC1(C)C)C)C"                                                                                            
RET SMILES_CANONICAL CACTVS               3.370 "CC(=C\C=O)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C"                                                                                            
RET SMILES           CACTVS               3.370 "CC(=CC=O)C=CC=C(C)C=CC1=C(C)CCCC1(C)C"                                                                                                 
RET SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=O)/C)/C"                                                                                        
RET SMILES           "OpenEye OEToolkits" 1.7.0 "CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=O)C)C"                                                                                               
RET InChI            InChI                1.03  "InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+" 
RET InChIKey         InChI                1.03  NCYCYZXNIZJOKI-OVSJKPMPSA-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 
RET "SYSTEMATIC NAME" ACDLabs              12.01 retinal                                                                               
RET "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenal" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
RET "Create component"   1999-07-08 EBI  
RET "Other modification" 2010-12-03 RCSB 
RET "Modify descriptor"  2011-06-04 RCSB 
RET "Modify PCM"         2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            RET 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               Retinoylation 
_pdbx_chem_comp_pcm.category                           Lipid/lipid-like 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C15 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NZ 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     PTM-0388 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
