data_R13
# 
_chem_comp.id                                    R13 
_chem_comp.name                                  "3-METHYL-7-(5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRO-NAPHTHALEN-2-YL) -OCTA-2,4,6-TRIENOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H30 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                        338.483 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R13 
_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        2CBS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
R13 C1   C1   C 0 1 N N N 22.032 30.598 16.095 1.533  -0.621 -4.068 C1   R13 1  
R13 C2   C2   C 0 1 N N N 21.069 31.269 15.088 0.892  -1.234 -5.311 C2   R13 2  
R13 C3   C3   C 0 1 N N N 20.410 30.244 14.110 -0.093 -0.216 -5.898 C3   R13 3  
R13 C4   C4   C 0 1 N N N 19.538 29.196 14.844 -1.283 -0.095 -4.950 C4   R13 4  
R13 C5   C5   C 0 1 Y N N 20.269 28.607 16.104 -0.815 0.160  -3.540 C5   R13 5  
R13 C6   C6   C 0 1 Y N N 19.776 27.401 16.706 -1.744 0.663  -2.634 C6   R13 6  
R13 C7   C7   C 0 1 Y N N 20.403 26.855 17.848 -1.392 0.907  -1.328 C7   R13 7  
R13 C8   C8   C 0 1 Y N N 21.545 27.493 18.403 -0.084 0.647  -0.904 C8   R13 8  
R13 C9   C9   C 0 1 Y N N 22.061 28.678 17.821 0.846  0.151  -1.819 C9   R13 9  
R13 C10  C10  C 0 1 Y N N 21.440 29.264 16.685 0.477  -0.092 -3.132 C10  R13 10 
R13 C11  C11  C 0 1 N N N 22.247 26.918 19.674 0.308  0.900  0.489  C11  R13 11 
R13 C12  C12  C 0 1 N N N 21.660 25.863 20.309 -0.322 0.254  1.498  C12  R13 12 
R13 C13  C13  C 0 1 N N N 22.154 25.303 21.478 0.133  0.402  2.823  C13  R13 13 
R13 C14  C14  C 0 1 N N N 21.458 24.285 22.112 -0.427 -0.332 3.822  C14  R13 14 
R13 C15  C15  C 0 1 N N N 21.904 23.709 23.314 0.027  -0.185 5.145  C15  R13 15 
R13 C16  C16  C 0 1 N N N 21.119 22.708 23.900 -0.534 -0.920 6.144  C16  R13 16 
R13 C17  C17  C 0 1 N N N 21.375 21.995 25.162 -0.360 -0.531 7.489  C17  R13 17 
R13 C18  C18  C 0 1 N N N 18.211 29.824 15.273 -2.091 -1.394 -4.985 C18  R13 18 
R13 C19  C19  C 0 1 N N N 19.206 28.087 13.843 -2.173 1.063  -5.404 C19  R13 19 
R13 C20  C20  C 0 1 N N N 22.280 31.607 17.223 2.453  0.526  -4.489 C20  R13 20 
R13 C21  C21  C 0 1 N N N 23.381 30.321 15.428 2.356  -1.689 -3.346 C21  R13 21 
R13 C22  C22  C 0 1 N N N 23.557 27.555 20.197 1.413  1.879  0.795  C22  R13 22 
R13 C23  C23  C 0 1 N N N 23.224 24.181 23.991 1.137  0.785  5.456  C23  R13 23 
R13 O1   O1   O 0 1 N N N 22.418 21.323 25.282 0.185  0.524  7.752  O1   R13 24 
R13 O2   O2   O 0 1 N N N 20.549 22.095 26.090 -0.799 -1.330 8.485  O2   R13 25 
R13 H21  1H2  H 0 1 N N N 20.294 31.872 15.616 1.663  -1.465 -6.045 H21  R13 26 
R13 H22  2H2  H 0 1 N N N 21.581 32.084 14.526 0.359  -2.145 -5.037 H22  R13 27 
R13 H31  1H3  H 0 1 N N N 19.825 30.766 13.316 0.396  0.751  -5.999 H31  R13 28 
R13 H32  2H3  H 0 1 N N N 21.178 29.749 13.471 -0.435 -0.559 -6.875 H32  R13 29 
R13 H6   H6   H 0 1 N N N 18.898 26.883 16.282 -2.754 0.863  -2.961 H6   R13 30 
R13 H7   H7   H 0 1 N N N 20.002 25.934 18.304 -2.121 1.297  -0.632 H7   R13 31 
R13 H9   H9   H 0 1 N N N 22.957 29.150 18.257 1.857  -0.051 -1.500 H9   R13 32 
R13 H12  H12  H 0 1 N N N 20.745 25.444 19.857 -1.175 -0.373 1.287  H12  R13 33 
R13 H13  H13  H 0 1 N N N 23.103 25.668 21.904 0.929  1.097  3.046  H13  R13 34 
R13 H14  H14  H 0 1 N N N 20.524 23.923 21.647 -1.223 -1.028 3.599  H14  R13 35 
R13 H16  H16  H 0 1 N N N 20.217 22.458 23.314 -1.113 -1.801 5.907  H16  R13 36 
R13 H181 1H18 H 0 0 N N N 17.583 29.069 15.801 -2.942 -1.311 -4.310 H181 R13 37 
R13 H182 2H18 H 0 0 N N N 18.363 30.743 15.885 -2.448 -1.572 -6.000 H182 R13 38 
R13 H183 3H18 H 0 0 N N N 17.671 30.287 14.414 -1.458 -2.224 -4.672 H183 R13 39 
R13 H191 1H19 H 0 0 N N N 18.578 27.332 14.371 -3.025 1.153  -4.729 H191 R13 40 
R13 H192 2H19 H 0 0 N N N 18.729 28.471 12.911 -1.599 1.989  -5.390 H192 R13 41 
R13 H193 3H19 H 0 0 N N N 20.113 27.642 13.371 -2.530 0.872  -6.416 H193 R13 42 
R13 H201 1H20 H 0 0 N N N 22.974 31.123 17.949 2.928  0.953  -3.606 H201 R13 43 
R13 H202 2H20 H 0 0 N N N 22.649 32.592 16.854 3.219  0.147  -5.166 H202 R13 44 
R13 H203 3H20 H 0 0 N N N 21.339 31.974 17.695 1.869  1.294  -4.995 H203 R13 45 
R13 H211 1H21 H 0 0 N N N 24.075 29.837 16.154 2.832  -1.251 -2.469 H211 R13 46 
R13 H212 2H21 H 0 0 N N N 23.269 29.721 14.494 1.702  -2.504 -3.036 H212 R13 47 
R13 H213 3H21 H 0 0 N N N 23.821 31.241 14.979 3.122  -2.074 -4.020 H213 R13 48 
R13 H221 1H22 H 0 0 N N N 24.058 27.144 21.104 1.627  1.862  1.863  H221 R13 49 
R13 H222 2H22 H 0 0 N N N 24.297 27.569 19.363 2.308  1.601  0.240  H222 R13 50 
R13 H223 3H22 H 0 0 N N N 23.378 28.643 20.357 1.101  2.882  0.503  H223 R13 51 
R13 H231 1H23 H 0 0 N N N 23.577 23.724 24.944 1.427  0.682  6.501  H231 R13 52 
R13 H232 2H23 H 0 0 N N N 24.045 24.097 23.241 1.995  0.573  4.818  H232 R13 53 
R13 H233 3H23 H 0 0 N N N 23.161 25.284 24.139 0.791  1.802  5.273  H233 R13 54 
R13 HO2  HO2  H 0 1 N N N 20.714 21.634 26.904 -0.584 -0.885 9.316  HO2  R13 55 
# 
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 
R13 C1  C2   SING N N 1  
R13 C1  C10  SING N N 2  
R13 C1  C20  SING N N 3  
R13 C1  C21  SING N N 4  
R13 C2  C3   SING N N 5  
R13 C2  H21  SING N N 6  
R13 C2  H22  SING N N 7  
R13 C3  C4   SING N N 8  
R13 C3  H31  SING N N 9  
R13 C3  H32  SING N N 10 
R13 C4  C5   SING N N 11 
R13 C4  C18  SING N N 12 
R13 C4  C19  SING N N 13 
R13 C5  C6   SING Y N 14 
R13 C5  C10  DOUB Y N 15 
R13 C6  C7   DOUB Y N 16 
R13 C6  H6   SING N N 17 
R13 C7  C8   SING Y N 18 
R13 C7  H7   SING N N 19 
R13 C8  C9   DOUB Y N 20 
R13 C8  C11  SING N N 21 
R13 C9  C10  SING Y N 22 
R13 C9  H9   SING N N 23 
R13 C11 C12  DOUB N E 24 
R13 C11 C22  SING N N 25 
R13 C12 C13  SING N N 26 
R13 C12 H12  SING N N 27 
R13 C13 C14  DOUB N E 28 
R13 C13 H13  SING N N 29 
R13 C14 C15  SING N N 30 
R13 C14 H14  SING N N 31 
R13 C15 C16  DOUB N E 32 
R13 C15 C23  SING N N 33 
R13 C16 C17  SING N N 34 
R13 C16 H16  SING N N 35 
R13 C17 O1   DOUB N N 36 
R13 C17 O2   SING N N 37 
R13 C18 H181 SING N N 38 
R13 C18 H182 SING N N 39 
R13 C18 H183 SING N N 40 
R13 C19 H191 SING N N 41 
R13 C19 H192 SING N N 42 
R13 C19 H193 SING N N 43 
R13 C20 H201 SING N N 44 
R13 C20 H202 SING N N 45 
R13 C20 H203 SING N N 46 
R13 C21 H211 SING N N 47 
R13 C21 H212 SING N N 48 
R13 C21 H213 SING N N 49 
R13 C22 H221 SING N N 50 
R13 C22 H222 SING N N 51 
R13 C22 H223 SING N N 52 
R13 C23 H231 SING N N 53 
R13 C23 H232 SING N N 54 
R13 C23 H233 SING N N 55 
R13 O2  HO2  SING N N 56 
# 
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 
R13 SMILES           ACDLabs              10.04 O=C(O)\C=C(\C=C\C=C(\c1ccc2c(c1)C(CCC2(C)C)(C)C)C)C                                                                                                      
R13 InChI            InChI                1.02b InChI=1/C23H30O2/c1-16(14-21(24)25)8-7-9-17(2)18-10-11-19-20(15-18)23(5,6)13-12-22(19,3)4/h7-11,14-15H,12-13H2,1-6H3,(H,24,25)/b8-7+,16-14+,17-9+/f/h24H 
R13 InChIKey         InChI                1.02b HGGVUZHIUHCATB-WLZBUGNEDB                                                                                                                                
R13 SMILES_CANONICAL CACTVS               3.341 CC(/C=C/C=C(C)/c1ccc2c(c1)C(C)(C)CCC2(C)C)=C\C(O)=O                                                                                                      
R13 SMILES           CACTVS               3.341 CC(C=CC=C(C)c1ccc2c(c1)C(C)(C)CCC2(C)C)=CC(O)=O                                                                                                          
R13 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C\C(=C/C(=O)O)\C=C\C=C(/C)\c1ccc2c(c1)C(CCC2(C)C)(C)C                                                                                                    
R13 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=CC(=O)O)C=CC=C(C)c1ccc2c(c1)C(CCC2(C)C)(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 
R13 "SYSTEMATIC NAME" ACDLabs              10.04 "(2E,4E,6E)-3-methyl-7-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)octa-2,4,6-trienoic acid" 
R13 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2E,4E,6E)-3-methyl-7-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)octa-2,4,6-trienoic acid"        
# 
