data_YFE # _chem_comp.id YFE _chem_comp.name "Amorfrutin 1" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-05 _chem_comp.pdbx_modified_date 2012-04-06 _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 340.413 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YFE _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 2YFE _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 YFE CAB CAB C 0 1 N N N -4.224 -4.554 15.644 5.671 1.428 -0.333 CAB YFE 1 YFE CAR CAR C 0 1 N N N -3.755 -5.989 15.417 5.163 0.360 -1.268 CAR YFE 2 YFE CAC CAC C 0 1 N N N -4.395 -6.817 14.299 5.632 0.326 -2.700 CAC YFE 3 YFE CAG CAG C 0 1 N N N -2.781 -6.565 16.233 4.313 -0.538 -0.836 CAG YFE 4 YFE CAN CAN C 0 1 N N N -2.297 -7.843 16.012 3.844 -0.504 0.596 CAN YFE 5 YFE CAX CAX C 0 1 Y N N -2.029 -8.688 17.260 2.338 -0.459 0.630 CAX YFE 6 YFE CAW CAW C 0 1 Y N N -1.931 -8.217 18.580 1.610 -1.639 0.662 CAW YFE 7 YFE CAM CAM C 0 1 Y N N -1.675 -9.111 19.628 0.219 -1.605 0.693 CAM YFE 8 YFE OAQ OAQ O 0 1 N N N -2.083 -6.879 18.842 2.256 -2.832 0.663 OAQ YFE 9 YFE CAA CAA C 0 1 N N N -1.760 -6.504 20.200 1.446 -4.009 0.697 CAA YFE 10 YFE CAU CAU C 0 1 Y N N -1.863 -10.045 17.037 1.683 0.760 0.635 CAU YFE 11 YFE OAF OAF O 0 1 N N N -1.950 -10.540 15.767 2.394 1.915 0.608 OAF YFE 12 YFE CAY CAY C 0 1 Y N N -1.609 -10.924 18.072 0.280 0.797 0.666 CAY YFE 13 YFE CAS CAS C 0 1 N N N -1.447 -12.390 17.701 -0.426 2.088 0.672 CAS YFE 14 YFE OAE OAE O 0 1 N N N -1.749 -12.737 16.539 -0.722 2.689 1.842 OAE YFE 15 YFE OAD OAD O 0 1 N N N -0.998 -13.159 18.566 -0.741 2.613 -0.378 OAD YFE 16 YFE CAV CAV C 0 1 Y N N -1.518 -10.476 19.386 -0.445 -0.400 0.692 CAV YFE 17 YFE CAP CAP C 0 1 N N N -1.229 -11.410 20.562 -1.951 -0.368 0.725 CAP YFE 18 YFE CAO CAO C 0 1 N N N 0.195 -11.954 20.398 -2.490 -0.251 -0.702 CAO YFE 19 YFE CAT CAT C 0 1 Y N N 0.566 -12.894 21.529 -3.996 -0.220 -0.669 CAT YFE 20 YFE CAK CAK C 0 1 Y N N 0.745 -12.401 22.806 -4.660 0.988 -0.566 CAK YFE 21 YFE CAI CAI C 0 1 Y N N 1.093 -13.252 23.844 -6.042 1.017 -0.536 CAI YFE 22 YFE CAH CAH C 0 1 Y N N 1.245 -14.602 23.605 -6.760 -0.162 -0.610 CAH YFE 23 YFE CAJ CAJ C 0 1 Y N N 1.068 -15.110 22.321 -6.096 -1.370 -0.714 CAJ YFE 24 YFE CAL CAL C 0 1 Y N N 0.731 -14.253 21.279 -4.714 -1.398 -0.748 CAL YFE 25 YFE HAB1 HAB1 H 0 0 N N N -3.662 -4.112 16.480 6.363 2.079 -0.868 HAB1 YFE 26 YFE HAB2 HAB2 H 0 0 N N N -4.051 -3.963 14.732 4.832 2.016 0.037 HAB2 YFE 27 YFE HAB3 HAB3 H 0 0 N N N -5.298 -4.553 15.883 6.186 0.961 0.506 HAB3 YFE 28 YFE HAC1 HAC1 H 0 0 N N N -3.941 -7.819 14.278 6.528 -0.291 -2.774 HAC1 YFE 29 YFE HAC2 HAC2 H 0 0 N N N -5.476 -6.908 14.483 4.848 -0.094 -3.329 HAC2 YFE 30 YFE HAC3 HAC3 H 0 0 N N N -4.228 -6.319 13.333 5.861 1.339 -3.031 HAC3 YFE 31 YFE HAG HAG H 0 1 N N N -2.392 -5.995 17.064 3.949 -1.303 -1.505 HAG YFE 32 YFE HAN1 HAN1 H 0 0 N N N -3.047 -8.377 15.410 4.192 -1.398 1.114 HAN1 YFE 33 YFE HAN2 HAN2 H 0 0 N N N -1.343 -7.743 15.474 4.245 0.381 1.089 HAN2 YFE 34 YFE HAM HAM H 0 1 N N N -1.598 -8.738 20.639 -0.342 -2.527 0.718 HAM YFE 35 YFE HAA1 HAA1 H 0 0 N N N -1.907 -5.421 20.327 0.837 -4.005 1.602 HAA1 YFE 36 YFE HAA2 HAA2 H 0 0 N N N -2.416 -7.047 20.896 0.796 -4.029 -0.178 HAA2 YFE 37 YFE HAA3 HAA3 H 0 0 N N N -0.711 -6.758 20.411 2.086 -4.891 0.694 HAA3 YFE 38 YFE HAF HAF H 0 1 N N N -1.814 -11.480 15.783 2.579 2.242 -0.283 HAF YFE 39 YFE HAE HAE H 0 1 N N N -1.581 -13.666 16.432 -1.186 3.536 1.795 HAE YFE 40 YFE HAP1 HAP1 H 0 0 N N N -1.313 -10.857 21.509 -2.324 -1.286 1.180 HAP1 YFE 41 YFE HAP2 HAP2 H 0 0 N N N -1.950 -12.241 20.567 -2.284 0.488 1.311 HAP2 YFE 42 YFE HAO1 HAO1 H 0 0 N N N 0.257 -12.503 19.447 -2.117 0.667 -1.157 HAO1 YFE 43 YFE HAO2 HAO2 H 0 0 N N N 0.899 -11.109 20.395 -2.157 -1.108 -1.288 HAO2 YFE 44 YFE HAK HAK H 0 1 N N N 0.613 -11.346 22.998 -4.100 1.910 -0.508 HAK YFE 45 YFE HAL HAL H 0 1 N N N 0.598 -14.641 20.280 -4.195 -2.342 -0.833 HAL YFE 46 YFE HAI HAI H 0 1 N N N 1.245 -12.858 24.838 -6.561 1.961 -0.455 HAI YFE 47 YFE HAH HAH H 0 1 N N N 1.502 -15.267 24.416 -7.839 -0.140 -0.585 HAH YFE 48 YFE HAJ HAJ H 0 1 N N N 1.192 -16.167 22.135 -6.656 -2.291 -0.771 HAJ YFE 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 YFE CAB CAR SING N N 1 YFE CAR CAC SING N N 2 YFE CAR CAG DOUB N N 3 YFE CAG CAN SING N N 4 YFE CAN CAX SING N N 5 YFE CAX CAW SING Y N 6 YFE CAX CAU DOUB Y N 7 YFE CAW CAM DOUB Y N 8 YFE CAW OAQ SING N N 9 YFE CAM CAV SING Y N 10 YFE OAQ CAA SING N N 11 YFE CAU OAF SING N N 12 YFE CAU CAY SING Y N 13 YFE CAY CAS SING N N 14 YFE CAY CAV DOUB Y N 15 YFE CAS OAE SING N N 16 YFE CAS OAD DOUB N N 17 YFE CAV CAP SING N N 18 YFE CAP CAO SING N N 19 YFE CAO CAT SING N N 20 YFE CAT CAK SING Y N 21 YFE CAT CAL DOUB Y N 22 YFE CAK CAI DOUB Y N 23 YFE CAI CAH SING Y N 24 YFE CAH CAJ DOUB Y N 25 YFE CAJ CAL SING Y N 26 YFE CAB HAB1 SING N N 27 YFE CAB HAB2 SING N N 28 YFE CAB HAB3 SING N N 29 YFE CAC HAC1 SING N N 30 YFE CAC HAC2 SING N N 31 YFE CAC HAC3 SING N N 32 YFE CAG HAG SING N N 33 YFE CAN HAN1 SING N N 34 YFE CAN HAN2 SING N N 35 YFE CAM HAM SING N N 36 YFE CAA HAA1 SING N N 37 YFE CAA HAA2 SING N N 38 YFE CAA HAA3 SING N N 39 YFE OAF HAF SING N N 40 YFE OAE HAE SING N N 41 YFE CAP HAP1 SING N N 42 YFE CAP HAP2 SING N N 43 YFE CAO HAO1 SING N N 44 YFE CAO HAO2 SING N N 45 YFE CAK HAK SING N N 46 YFE CAL HAL SING N N 47 YFE CAI HAI SING N N 48 YFE CAH HAH SING N N 49 YFE CAJ HAJ 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 YFE SMILES ACDLabs 12.01 "O=C(O)c1c(cc(OC)c(c1O)C\C=C(/C)C)CCc2ccccc2" YFE SMILES_CANONICAL CACTVS 3.370 "COc1cc(CCc2ccccc2)c(C(O)=O)c(O)c1CC=C(C)C" YFE SMILES CACTVS 3.370 "COc1cc(CCc2ccccc2)c(C(O)=O)c(O)c1CC=C(C)C" YFE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(=CCc1c(cc(c(c1O)C(=O)O)CCc2ccccc2)OC)C" YFE SMILES "OpenEye OEToolkits" 1.7.0 "CC(=CCc1c(cc(c(c1O)C(=O)O)CCc2ccccc2)OC)C" YFE InChI InChI 1.03 "InChI=1S/C21H24O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-9,13,22H,10-12H2,1-3H3,(H,23,24)" YFE InChIKey InChI 1.03 CTNFTPUIYFUXBE-UHFFFAOYSA-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 YFE "SYSTEMATIC NAME" ACDLabs 12.01 "2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoic acid" YFE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)-6-phenethyl-benzoic 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 YFE "Create component" 2011-04-05 EBI YFE "Modify name" 2011-04-08 EBI YFE "Modify aromatic_flag" 2011-06-04 RCSB YFE "Modify descriptor" 2011-06-04 RCSB #