data_ROA # _chem_comp.id ROA _chem_comp.name "(2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Rosmarinic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-02 _chem_comp.pdbx_modified_date 2020-06-17 _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 360.315 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ROA _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 3QNL _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 ROA CAU CAU C 0 1 Y N N -1.086 21.150 -14.475 -4.308 -0.745 0.444 CAU ROA 1 ROA CAV CAV C 0 1 Y N N -1.316 19.893 -13.904 -4.351 -2.114 0.648 CAV ROA 2 ROA OAY OAY O 0 1 N N N -2.156 19.754 -12.833 -5.083 -2.627 1.673 OAY ROA 3 ROA CAW CAW C 0 1 Y N N -0.715 18.733 -14.416 -3.644 -2.964 -0.198 CAW ROA 4 ROA OAZ OAZ O 0 1 N N N -1.027 17.556 -13.777 -3.684 -4.309 -0.001 OAZ ROA 5 ROA CAX CAX C 0 1 Y N N 0.146 18.821 -15.523 -2.900 -2.437 -1.240 CAX ROA 6 ROA CAT CAT C 0 1 Y N N 0.358 20.087 -16.092 -2.861 -1.069 -1.439 CAT ROA 7 ROA CAS CAS C 0 1 Y N N -0.240 21.261 -15.575 -3.563 -0.225 -0.599 CAS ROA 8 ROA CAO CAO C 0 1 N N N -0.056 22.549 -16.143 -3.517 1.265 -0.821 CAO ROA 9 ROA CAN CAN C 0 1 N N R 1.243 23.250 -15.731 -2.352 1.862 -0.029 CAN ROA 10 ROA CAP CAP C 0 1 N N N 1.278 24.757 -16.102 -2.379 3.364 -0.151 CAP ROA 11 ROA OAR OAR O 0 1 N N N 1.668 25.522 -15.182 -1.480 3.941 -0.715 OAR ROA 12 ROA OAQ OAQ O 0 1 N N N 1.038 25.102 -17.295 -3.403 4.061 0.366 OAQ ROA 13 ROA OAM OAM O 0 1 N N N 2.338 22.605 -16.390 -1.118 1.364 -0.549 OAM ROA 14 ROA CAK CAK C 0 1 N N N 3.603 23.066 -16.122 -0.090 1.248 0.318 CAK ROA 15 ROA OAL OAL O 0 1 N N N 3.954 23.981 -15.369 -0.240 1.562 1.484 OAL ROA 16 ROA CAJ CAJ C 0 1 N N N 4.628 22.295 -16.873 1.164 0.761 -0.130 CAJ ROA 17 ROA CAI CAI C 0 1 N N N 6.031 22.774 -16.671 2.193 0.645 0.738 CAI ROA 18 ROA CAC CAC C 0 1 Y N N 6.871 22.006 -17.425 3.492 0.140 0.274 CAC ROA 19 ROA CAD CAD C 0 1 Y N N 7.972 21.555 -16.768 4.560 0.019 1.172 CAD ROA 20 ROA CAE CAE C 0 1 Y N N 8.842 20.745 -17.462 5.778 -0.456 0.730 CAE ROA 21 ROA OAG OAG O 0 1 N N N 9.940 20.273 -16.787 6.817 -0.575 1.599 OAG ROA 22 ROA CAF CAF C 0 1 Y N N 8.589 20.396 -18.817 5.944 -0.815 -0.608 CAF ROA 23 ROA OAH OAH O 0 1 N N N 9.490 19.596 -19.448 7.143 -1.284 -1.040 OAH ROA 24 ROA CAB CAB C 0 1 Y N N 7.453 20.868 -19.500 4.885 -0.696 -1.499 CAB ROA 25 ROA CAA CAA C 0 1 Y N N 6.589 21.689 -18.773 3.665 -0.227 -1.066 CAA ROA 26 ROA HAU HAU H 0 1 N N N -1.562 22.028 -14.065 -4.859 -0.084 1.096 HAU ROA 27 ROA HOAY HOAY H 0 0 N N N -2.195 18.840 -12.577 -5.999 -2.832 1.439 HOAY ROA 28 ROA HOAZ HOAZ H 0 0 N N N -0.572 16.836 -14.198 -4.399 -4.755 -0.475 HOAZ ROA 29 ROA HAX HAX H 0 1 N N N 0.630 17.942 -15.924 -2.351 -3.094 -1.898 HAX ROA 30 ROA HAT HAT H 0 1 N N N 1.001 20.168 -16.956 -2.281 -0.659 -2.253 HAT ROA 31 ROA HAO HAO H 0 1 N N N -0.056 22.444 -17.238 -3.378 1.470 -1.882 HAO ROA 32 ROA HAOA HAOA H 0 0 N N N -0.900 23.183 -15.835 -4.452 1.711 -0.484 HAOA ROA 33 ROA HAN HAN H 0 1 N N N 1.358 23.161 -14.641 -2.444 1.581 1.020 HAN ROA 34 ROA HAJ HAJ H 0 1 N N N 4.381 21.459 -17.511 1.296 0.483 -1.165 HAJ ROA 35 ROA HAI HAI H 0 1 N N N 6.330 23.593 -16.033 2.060 0.924 1.773 HAI ROA 36 ROA HAD HAD H 0 1 N N N 8.158 21.823 -15.738 4.430 0.298 2.207 HAD ROA 37 ROA HOAG HOAG H 0 0 N N N 10.460 19.730 -17.368 6.865 -1.434 2.040 HOAG ROA 38 ROA HOAH HOAH H 0 0 N N N 9.205 19.440 -20.341 7.237 -2.244 -0.975 HOAH ROA 39 ROA HAB HAB H 0 1 N N N 7.260 20.609 -20.531 5.018 -0.975 -2.534 HAB ROA 40 ROA HAA HAA H 0 1 N N N 5.701 22.084 -19.243 2.842 -0.139 -1.760 HAA ROA 41 ROA H18 H18 H 0 1 N N N 1.197 26.033 -17.394 -3.376 5.022 0.263 H18 ROA 42 # # 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 ROA CAU CAV DOUB Y N 1 ROA CAU CAS SING Y N 2 ROA CAU HAU SING N N 3 ROA CAV OAY SING N N 4 ROA CAV CAW SING Y N 5 ROA OAY HOAY SING N N 6 ROA CAW OAZ SING N N 7 ROA CAW CAX DOUB Y N 8 ROA OAZ HOAZ SING N N 9 ROA CAX CAT SING Y N 10 ROA CAX HAX SING N N 11 ROA CAT CAS DOUB Y N 12 ROA CAT HAT SING N N 13 ROA CAS CAO SING N N 14 ROA CAO CAN SING N N 15 ROA CAO HAO SING N N 16 ROA CAO HAOA SING N N 17 ROA CAN CAP SING N N 18 ROA CAN OAM SING N N 19 ROA CAN HAN SING N N 20 ROA CAP OAR DOUB N N 21 ROA CAP OAQ SING N N 22 ROA OAQ H18 SING N N 23 ROA OAM CAK SING N N 24 ROA CAK OAL DOUB N N 25 ROA CAK CAJ SING N N 26 ROA CAJ CAI DOUB N E 27 ROA CAJ HAJ SING N N 28 ROA CAI CAC SING N N 29 ROA CAI HAI SING N N 30 ROA CAC CAD DOUB Y N 31 ROA CAC CAA SING Y N 32 ROA CAD CAE SING Y N 33 ROA CAD HAD SING N N 34 ROA CAE OAG SING N N 35 ROA CAE CAF DOUB Y N 36 ROA OAG HOAG SING N N 37 ROA CAF OAH SING N N 38 ROA CAF CAB SING Y N 39 ROA OAH HOAH SING N N 40 ROA CAB CAA DOUB Y N 41 ROA CAB HAB SING N N 42 ROA CAA HAA SING N N 43 # # 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 ROA SMILES ACDLabs 12.01 "O=C(O)C(OC(=O)\C=C\c1ccc(O)c(O)c1)Cc2cc(O)c(O)cc2" ROA InChI InChI 1.03 "InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m1/s1" ROA InChIKey InChI 1.03 DOUMFZQKYFQNTF-WUTVXBCWSA-N ROA SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@@H](Cc1ccc(O)c(O)c1)OC(=O)\C=C\c2ccc(O)c(O)c2" ROA SMILES CACTVS 3.385 "OC(=O)[CH](Cc1ccc(O)c(O)c1)OC(=O)C=Cc2ccc(O)c(O)c2" ROA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1C[C@H](C(=O)O)OC(=O)/C=C/c2ccc(c(c2)O)O)O)O" ROA SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1CC(C(=O)O)OC(=O)C=Cc2ccc(c(c2)O)O)O)O" # # 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 ROA "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid" ROA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-3-[3,4-bis(oxidanyl)phenyl]-2-[(E)-3-[3,4-bis(oxidanyl)phenyl]prop-2-enoyl]oxy-propanoic 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 ROA "Create component" 2011-09-02 RCSB ROA "Modify synonyms" 2014-04-01 PDBJ ROA "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ROA _pdbx_chem_comp_synonyms.name "Rosmarinic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##