data_OXR # _chem_comp.id OXR _chem_comp.name 4-OXORETINOL _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 2004-08-27 _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 300.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OXR _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 1X8L _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 OXR O2 O2 O 0 1 N N N 24.908 -8.604 40.698 ? ? ? O2 OXR 1 OXR C4 C4 C 0 1 N N N 24.127 -9.324 41.294 ? ? ? C4 OXR 2 OXR C3 C3 C 0 1 N N N 24.713 -10.541 41.932 ? ? ? C3 OXR 3 OXR C2 C2 C 0 1 N N N 23.730 -11.430 42.668 ? ? ? C2 OXR 4 OXR C1 C1 C 0 1 N N N 22.239 -11.062 42.712 ? ? ? C1 OXR 5 OXR C17 C17 C 0 1 N N N 21.844 -10.898 44.182 ? ? ? C17 OXR 6 OXR C16 C16 C 0 1 N N N 21.434 -12.186 42.031 ? ? ? C16 OXR 7 OXR C5 C5 C 0 1 N N N 22.705 -9.000 41.353 ? ? ? C5 OXR 8 OXR C18 C18 C 0 1 N N N 22.323 -7.735 40.647 ? ? ? C18 OXR 9 OXR C6 C6 C 0 1 N N N 21.814 -9.789 41.998 ? ? ? C6 OXR 10 OXR C7 C7 C 0 1 N N N 20.340 -9.552 42.128 ? ? ? C7 OXR 11 OXR C8 C8 C 0 1 N N N 19.585 -8.647 41.513 ? ? ? C8 OXR 12 OXR C9 C9 C 0 1 N N N 18.121 -8.530 41.756 ? ? ? C9 OXR 13 OXR C19 C19 C 0 1 N N N 17.332 -9.382 42.726 ? ? ? C19 OXR 14 OXR C10 C10 C 0 1 N N N 17.526 -7.549 41.066 ? ? ? C10 OXR 15 OXR C11 C11 C 0 1 N N N 16.127 -7.207 41.183 ? ? ? C11 OXR 16 OXR C12 C12 C 0 1 N N N 15.747 -6.110 40.531 ? ? ? C12 OXR 17 OXR C13 C13 C 0 1 N N N 14.362 -5.629 40.562 ? ? ? C13 OXR 18 OXR C20 C20 C 0 1 N N N 13.367 -6.188 41.549 ? ? ? C20 OXR 19 OXR C14 C14 C 0 1 N N N 14.011 -4.665 39.702 ? ? ? C14 OXR 20 OXR C15 C15 C 0 1 N N N 12.594 -4.099 39.628 ? ? ? C15 OXR 21 OXR O1 O1 O 0 1 N N N 11.665 -4.977 38.995 ? ? ? O1 OXR 22 OXR H31 1H3 H 0 1 N N N 25.548 -10.251 42.612 ? ? ? H31 OXR 23 OXR H32 2H3 H 0 1 N N N 25.273 -11.137 41.174 ? ? ? H32 OXR 24 OXR H21 1H2 H 0 1 N N N 24.091 -11.561 43.715 ? ? ? H21 OXR 25 OXR H22 2H2 H 0 1 N N N 23.825 -12.466 42.267 ? ? ? H22 OXR 26 OXR H171 1H17 H 0 0 N N N 22.487 -10.167 44.725 ? ? ? H171 OXR 27 OXR H172 2H17 H 0 0 N N N 20.762 -10.631 44.214 ? ? ? H172 OXR 28 OXR H173 3H17 H 0 0 N N N 22.088 -11.794 44.799 ? ? ? H173 OXR 29 OXR H161 1H16 H 0 0 N N N 21.640 -13.188 42.475 ? ? ? H161 OXR 30 OXR H162 2H16 H 0 0 N N N 20.352 -11.919 42.063 ? ? ? H162 OXR 31 OXR H163 3H16 H 0 0 N N N 21.791 -12.400 40.997 ? ? ? H163 OXR 32 OXR H181 1H18 H 0 0 N N N 22.670 -7.762 39.588 ? ? ? H181 OXR 33 OXR H182 2H18 H 0 0 N N N 21.237 -7.487 40.692 ? ? ? H182 OXR 34 OXR H183 3H18 H 0 0 N N N 22.931 -6.881 41.027 ? ? ? H183 OXR 35 OXR H7 H7 H 0 1 N N N 19.696 -10.150 42.795 ? ? ? H7 OXR 36 OXR H8 H8 H 0 1 N N N 20.158 -8.010 40.819 ? ? ? H8 OXR 37 OXR H191 1H19 H 0 0 N N N 17.831 -9.284 43.718 ? ? ? H191 OXR 38 OXR H192 2H19 H 0 0 N N N 16.235 -9.294 42.908 ? ? ? H192 OXR 39 OXR H193 3H19 H 0 0 N N N 17.528 -10.445 42.453 ? ? ? H193 OXR 40 OXR H10 H10 H 0 1 N N N 18.205 -7.009 40.385 ? ? ? H10 OXR 41 OXR H11 H11 H 0 1 N N N 15.369 -7.768 41.755 ? ? ? H11 OXR 42 OXR H12 H12 H 0 1 N N N 16.561 -5.611 39.978 ? ? ? H12 OXR 43 OXR H201 1H20 H 0 0 N N N 13.795 -6.077 42.573 ? ? ? H201 OXR 44 OXR H202 2H20 H 0 0 N N N 12.314 -5.822 41.573 ? ? ? H202 OXR 45 OXR H203 3H20 H 0 0 N N N 13.346 -7.296 41.429 ? ? ? H203 OXR 46 OXR H14 H14 H 0 1 N N N 14.861 -4.348 39.075 ? ? ? H14 OXR 47 OXR H151 1H15 H 0 0 N N N 12.593 -3.099 39.134 ? ? ? H151 OXR 48 OXR H152 2H15 H 0 0 N N N 12.233 -3.805 40.641 ? ? ? H152 OXR 49 OXR HO1 HO1 H 0 1 N N N 10.784 -4.625 38.949 ? ? ? HO1 OXR 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 OXR O2 C4 DOUB N N 1 OXR C4 C3 SING N N 2 OXR C4 C5 SING N N 3 OXR C3 C2 SING N N 4 OXR C3 H31 SING N N 5 OXR C3 H32 SING N N 6 OXR C2 C1 SING N N 7 OXR C2 H21 SING N N 8 OXR C2 H22 SING N N 9 OXR C1 C17 SING N N 10 OXR C1 C16 SING N N 11 OXR C1 C6 SING N N 12 OXR C17 H171 SING N N 13 OXR C17 H172 SING N N 14 OXR C17 H173 SING N N 15 OXR C16 H161 SING N N 16 OXR C16 H162 SING N N 17 OXR C16 H163 SING N N 18 OXR C5 C18 SING N N 19 OXR C5 C6 DOUB N N 20 OXR C18 H181 SING N N 21 OXR C18 H182 SING N N 22 OXR C18 H183 SING N N 23 OXR C6 C7 SING N N 24 OXR C7 C8 DOUB N E 25 OXR C7 H7 SING N N 26 OXR C8 C9 SING N N 27 OXR C8 H8 SING N N 28 OXR C9 C19 SING N N 29 OXR C9 C10 DOUB N E 30 OXR C19 H191 SING N N 31 OXR C19 H192 SING N N 32 OXR C19 H193 SING N N 33 OXR C10 C11 SING N N 34 OXR C10 H10 SING N N 35 OXR C11 C12 DOUB N E 36 OXR C11 H11 SING N N 37 OXR C12 C13 SING N N 38 OXR C12 H12 SING N N 39 OXR C13 C20 SING N N 40 OXR C13 C14 DOUB N E 41 OXR C20 H201 SING N N 42 OXR C20 H202 SING N N 43 OXR C20 H203 SING N N 44 OXR C14 C15 SING N N 45 OXR C14 H14 SING N N 46 OXR C15 O1 SING N N 47 OXR C15 H151 SING N N 48 OXR C15 H152 SING N N 49 OXR O1 HO1 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 OXR SMILES ACDLabs 10.04 "O=C1C(=C(\C=C\C(=C\C=C\C(=C\CO)C)C)C(C)(C)CC1)C" OXR SMILES_CANONICAL CACTVS 3.341 "CC(=C\CO)/C=C/C=C(C)/C=C/C1=C(C)C(=O)CCC1(C)C" OXR SMILES CACTVS 3.341 "CC(=CCO)C=CC=C(C)C=CC1=C(C)C(=O)CCC1(C)C" OXR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=C(C(CCC1=O)(C)C)\C=C\C(=C\C=C\C(=C\CO)\C)\C" OXR SMILES "OpenEye OEToolkits" 1.5.0 "CC1=C(C(CCC1=O)(C)C)C=CC(=CC=CC(=CCO)C)C" OXR InChI InChI 1.03 "InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,21H,11,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-12+" OXR InChIKey InChI 1.03 PLIUCYCUYQIBDZ-RMWYGNQTSA-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 OXR "SYSTEMATIC NAME" ACDLabs 10.04 4-oxoretinol OXR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(1E,3E,5E,7E)-9-hydroxy-3,7-dimethyl-nona-1,3,5,7-tetraenyl]-2,4,4-trimethyl-cyclohex-2-en-1-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OXR "Create component" 2004-08-27 RCSB OXR "Modify descriptor" 2011-06-04 RCSB ##