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 2011-06-04 _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 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" R13 InChI InChI 1.03 "InChI=1S/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+" R13 InChIKey InChI 1.03 HGGVUZHIUHCATB-OOUGZNGESA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site R13 "Create component" 1999-07-08 EBI R13 "Modify descriptor" 2011-06-04 RCSB #