data_REA
# 
_chem_comp.id                                    REA 
_chem_comp.name                                  "RETINOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 O2" 
_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                    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                        300.435 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     REA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "not provided" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   Y 
_chem_comp.pdbx_model_coordinates_db_code        1CBS 
_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 
REA C1   C1   C 0 1 N N N 21.972 29.831 16.739 ? ? ? C1   REA 1  
REA C2   C2   C 0 1 N N N 20.921 30.524 15.841 ? ? ? C2   REA 2  
REA C3   C3   C 0 1 N N N 20.245 29.635 14.848 ? ? ? C3   REA 3  
REA C4   C4   C 0 1 N N N 19.555 28.479 15.488 ? ? ? C4   REA 4  
REA C5   C5   C 0 1 N N N 20.389 27.812 16.587 ? ? ? C5   REA 5  
REA C6   C6   C 0 1 N N N 21.425 28.446 17.218 ? ? ? C6   REA 6  
REA C7   C7   C 0 1 N N N 22.242 27.851 18.297 ? ? ? C7   REA 7  
REA C8   C8   C 0 1 N N N 21.868 26.977 19.240 ? ? ? C8   REA 8  
REA C9   C9   C 0 1 N N N 22.705 26.434 20.286 ? ? ? C9   REA 9  
REA C10  C10  C 0 1 N N N 22.159 25.536 21.131 ? ? ? C10  REA 10 
REA C11  C11  C 0 1 N N N 22.875 24.924 22.234 ? ? ? C11  REA 11 
REA C12  C12  C 0 1 N N N 22.237 24.026 22.990 ? ? ? C12  REA 12 
REA C13  C13  C 0 1 N N N 22.856 23.377 24.125 ? ? ? C13  REA 13 
REA C14  C14  C 0 1 N N N 22.135 22.473 24.834 ? ? ? C14  REA 14 
REA C15  C15  C 0 1 N N N 22.563 21.710 26.016 ? ? ? C15  REA 15 
REA C16  C16  C 0 1 N N N 22.238 30.737 17.948 ? ? ? C16  REA 16 
REA C17  C17  C 0 1 N N N 23.292 29.620 15.948 ? ? ? C17  REA 17 
REA C18  C18  C 0 1 N N N 19.791 26.449 16.947 ? ? ? C18  REA 18 
REA C19  C19  C 0 1 N N N 24.181 26.841 20.385 ? ? ? C19  REA 19 
REA C20  C20  C 0 1 N N N 24.303 23.747 24.489 ? ? ? C20  REA 20 
REA O1   O1   O 0 1 N N N 23.640 21.075 25.978 ? ? ? O1   REA 21 
REA O2   O2   O 0 1 N N N 21.840 21.712 27.037 ? ? ? O2   REA 22 
REA H21  1H2  H 0 1 N N N 20.161 31.042 16.470 ? ? ? H21  REA 23 
REA H22  2H2  H 0 1 N N N 21.377 31.399 15.323 ? ? ? H22  REA 24 
REA H31  1H3  H 0 1 N N N 19.542 30.214 14.205 ? ? ? H31  REA 25 
REA H32  2H3  H 0 1 N N N 20.961 29.290 14.066 ? ? ? H32  REA 26 
REA H41  1H4  H 0 1 N N N 18.554 28.779 15.876 ? ? ? H41  REA 27 
REA H42  2H4  H 0 1 N N N 19.237 27.732 14.722 ? ? ? H42  REA 28 
REA H7   H7   H 0 1 N N N 23.309 28.101 18.418 ? ? ? H7   REA 29 
REA H8   H8   H 0 1 N N N 20.807 26.687 19.149 ? ? ? H8   REA 30 
REA H10  H10  H 0 1 N N N 21.104 25.296 20.915 ? ? ? H10  REA 31 
REA H11  H11  H 0 1 N N N 23.921 25.145 22.502 ? ? ? H11  REA 32 
REA H12  H12  H 0 1 N N N 21.199 23.820 22.677 ? ? ? H12  REA 33 
REA H14  H14  H 0 1 N N N 21.121 22.348 24.416 ? ? ? H14  REA 34 
REA H161 1H16 H 0 0 N N N 22.995 30.237 18.595 ? ? ? H161 REA 35 
REA H162 2H16 H 0 0 N N N 22.536 31.770 17.654 ? ? ? H162 REA 36 
REA H163 3H16 H 0 0 N N N 21.306 31.001 18.500 ? ? ? H163 REA 37 
REA H171 1H17 H 0 0 N N N 24.049 29.120 16.595 ? ? ? H171 REA 38 
REA H172 2H17 H 0 0 N N N 23.124 29.064 14.996 ? ? ? H172 REA 39 
REA H173 3H17 H 0 0 N N N 23.676 30.572 15.514 ? ? ? H173 REA 40 
REA H181 1H18 H 0 0 N N N 20.397 25.963 17.746 ? ? ? H181 REA 41 
REA H182 2H18 H 0 0 N N N 18.715 26.526 17.228 ? ? ? H182 REA 42 
REA H183 3H18 H 0 0 N N N 19.678 25.793 16.052 ? ? ? H183 REA 43 
REA H191 1H19 H 0 0 N N N 24.826 26.422 21.191 ? ? ? H191 REA 44 
REA H192 2H19 H 0 0 N N N 24.668 26.635 19.403 ? ? ? H192 REA 45 
REA H193 3H19 H 0 0 N N N 24.235 27.953 20.434 ? ? ? H193 REA 46 
REA H201 1H20 H 0 0 N N N 24.780 23.246 25.363 ? ? ? H201 REA 47 
REA H202 2H20 H 0 0 N N N 24.949 23.599 23.592 ? ? ? H202 REA 48 
REA H203 3H20 H 0 0 N N N 24.369 24.851 24.624 ? ? ? H203 REA 49 
REA HO2  HO2  H 0 1 N N N 22.116 21.219 27.800 ? ? ? HO2  REA 50 
# 
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 
REA C1  C2   SING N N 1  
REA C1  C6   SING N N 2  
REA C1  C16  SING N N 3  
REA C1  C17  SING N N 4  
REA C2  C3   SING N N 5  
REA C2  H21  SING N N 6  
REA C2  H22  SING N N 7  
REA C3  C4   SING N N 8  
REA C3  H31  SING N N 9  
REA C3  H32  SING N N 10 
REA C4  C5   SING N N 11 
REA C4  H41  SING N N 12 
REA C4  H42  SING N N 13 
REA C5  C6   DOUB N N 14 
REA C5  C18  SING N N 15 
REA C6  C7   SING N N 16 
REA C7  C8   DOUB N E 17 
REA C7  H7   SING N N 18 
REA C8  C9   SING N N 19 
REA C8  H8   SING N N 20 
REA C9  C10  DOUB N E 21 
REA C9  C19  SING N N 22 
REA C10 C11  SING N N 23 
REA C10 H10  SING N N 24 
REA C11 C12  DOUB N E 25 
REA C11 H11  SING N N 26 
REA C12 C13  SING N N 27 
REA C12 H12  SING N N 28 
REA C13 C14  DOUB N E 29 
REA C13 C20  SING N N 30 
REA C14 C15  SING N N 31 
REA C14 H14  SING N N 32 
REA C15 O1   DOUB N N 33 
REA C15 O2   SING N N 34 
REA C16 H161 SING N N 35 
REA C16 H162 SING N N 36 
REA C16 H163 SING N N 37 
REA C17 H171 SING N N 38 
REA C17 H172 SING N N 39 
REA C17 H173 SING N N 40 
REA C18 H181 SING N N 41 
REA C18 H182 SING N N 42 
REA C18 H183 SING N N 43 
REA C19 H191 SING N N 44 
REA C19 H192 SING N N 45 
REA C19 H193 SING N N 46 
REA C20 H201 SING N N 47 
REA C20 H202 SING N N 48 
REA C20 H203 SING N N 49 
REA O2  HO2  SING N N 50 
# 
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 
REA SMILES           ACDLabs              10.04 O=C(O)\C=C(\C=C\C=C(\C=C\C1=C(CCCC1(C)C)C)C)C                                                                                                             
REA InChI            InChI                1.02b InChI=1/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+/f/h21H 
REA InChIKey         InChI                1.02b SHGAZHPCJJPHSC-FWNNKZREDV                                                                                                                                 
REA SMILES_CANONICAL CACTVS               3.341 CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)C(C)(C)CCC1                                                                                                           
REA SMILES           CACTVS               3.341 CC1=C(C=CC(C)=CC=CC(C)=CC(O)=O)C(C)(C)CCC1                                                                                                                
REA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=C(C(CCC1)(C)C)\C=C\C(=C\C=C\C(=C\C(=O)O)\C)\C                                                                                                         
REA SMILES           "OpenEye OEToolkits" 1.5.0 CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)O)C)C                                                                                                                
# 
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 
REA "SYSTEMATIC NAME" ACDLabs              10.04 "retinoic acid"                                                                             
REA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid" 
# 
