data_JUV # _chem_comp.id JUV _chem_comp.name "(2R)-3-(4-hydroxyphenyl)-2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-coumaroyl-(R)-3-(4-hydroxyphenyl)lactate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-09-25 _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 328.316 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JUV _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 6MK2 _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 JUV C10 C1 C 0 1 Y N N 24.394 -1.917 16.693 5.861 -0.278 0.987 C10 JUV 1 JUV C13 C2 C 0 1 N N R 18.934 2.856 19.521 -2.355 1.591 -0.013 C13 JUV 2 JUV C15 C3 C 0 1 Y N N 16.532 3.752 19.211 -3.460 -0.586 -0.450 C15 JUV 3 JUV C17 C4 C 0 1 Y N N 14.171 3.543 19.609 -2.678 -2.800 -0.920 C17 JUV 4 JUV C20 C5 C 0 1 Y N N 15.403 5.390 20.529 -4.175 -2.417 0.918 C20 JUV 5 JUV C21 C6 C 0 1 Y N N 16.561 4.905 19.952 -4.193 -1.068 0.619 C21 JUV 6 JUV C22 C7 C 0 1 N N N 19.884 4.101 19.639 -2.451 3.078 -0.240 C22 JUV 7 JUV O01 O1 O 0 1 N N N 20.920 1.636 20.930 -0.251 1.497 1.538 O01 JUV 8 JUV C02 C8 C 0 1 N N N 20.712 1.320 19.717 -0.072 1.111 0.398 C02 JUV 9 JUV C03 C9 C 0 1 N N N 21.881 0.846 18.893 1.209 0.654 -0.002 C03 JUV 10 JUV C04 C10 C 0 1 N N N 21.754 0.594 17.573 2.231 0.647 0.882 C04 JUV 11 JUV C05 C11 C 0 1 Y N N 22.904 -0.057 16.890 3.558 0.174 0.467 C05 JUV 12 JUV C06 C12 C 0 1 Y N N 23.548 0.585 15.852 3.768 -0.270 -0.844 C06 JUV 13 JUV C07 C13 C 0 1 Y N N 24.626 -0.033 15.219 5.011 -0.723 -1.225 C07 JUV 14 JUV C08 C14 C 0 1 Y N N 25.051 -1.285 15.644 6.062 -0.724 -0.315 C08 JUV 15 JUV O09 O2 O 0 1 N N N 26.135 -1.913 15.019 7.288 -1.160 -0.698 O09 JUV 16 JUV C11 C15 C 0 1 Y N N 23.328 -1.301 17.312 4.619 0.166 1.381 C11 JUV 17 JUV O12 O3 O 0 1 N N N 19.578 1.769 19.072 -1.092 1.117 -0.485 O12 JUV 18 JUV C14 C16 C 0 1 N N N 17.759 3.240 18.600 -3.480 0.885 -0.774 C14 JUV 19 JUV C16 C17 C 0 1 Y N N 15.333 3.064 19.035 -2.704 -1.452 -1.218 C16 JUV 20 JUV C18 C18 C 0 1 Y N N 14.205 4.713 20.359 -3.413 -3.286 0.152 C18 JUV 21 JUV O19 O4 O 0 1 N N N 13.069 5.203 20.938 -3.386 -4.612 0.450 O19 JUV 22 JUV O23 O5 O 0 1 N N N 20.914 4.193 18.905 -1.572 3.656 -0.833 O23 JUV 23 JUV O24 O6 O 0 1 N N N 19.631 4.988 20.444 -3.513 3.759 0.218 O24 JUV 24 JUV H1 H1 H 0 1 N N N 24.719 -2.892 17.024 6.679 -0.285 1.691 H1 JUV 25 JUV H2 H2 H 0 1 N N N 18.521 2.667 20.523 -2.448 1.379 1.052 H2 JUV 26 JUV H3 H3 H 0 1 N N N 13.241 3.011 19.476 -2.085 -3.475 -1.518 H3 JUV 27 JUV H4 H4 H 0 1 N N N 15.431 6.298 21.113 -4.748 -2.792 1.754 H4 JUV 28 JUV H5 H5 H 0 1 N N N 17.492 5.436 20.085 -4.779 -0.389 1.221 H5 JUV 29 JUV H6 H6 H 0 1 N N N 22.840 0.705 19.368 1.368 0.311 -1.014 H6 JUV 30 JUV H7 H7 H 0 1 N N N 20.854 0.854 17.035 2.071 0.990 1.893 H7 JUV 31 JUV H8 H8 H 0 1 N N N 23.218 1.562 15.531 2.953 -0.266 -1.554 H8 JUV 32 JUV H9 H9 H 0 1 N N N 25.129 0.461 14.401 5.172 -1.070 -2.235 H9 JUV 33 JUV H10 H10 H 0 1 N N N 26.293 -2.756 15.429 7.858 -0.467 -1.057 H10 JUV 34 JUV H11 H11 H 0 1 N N N 22.823 -1.793 18.130 4.462 0.507 2.393 H11 JUV 35 JUV H12 H12 H 0 1 N N N 17.486 2.340 18.029 -4.440 1.309 -0.478 H12 JUV 36 JUV H13 H13 H 0 1 N N N 18.126 4.015 17.911 -3.337 1.024 -1.845 H13 JUV 37 JUV H14 H14 H 0 1 N N N 15.312 2.156 18.450 -2.132 -1.073 -2.053 H14 JUV 38 JUV H15 H15 H 0 1 N N N 13.273 6.003 21.409 -2.688 -4.861 1.071 H15 JUV 39 JUV H16 H16 H 0 1 N N N 20.297 5.663 20.392 -3.530 4.711 0.048 H16 JUV 40 # # 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 JUV O09 C08 SING N N 1 JUV C07 C08 DOUB Y N 2 JUV C07 C06 SING Y N 3 JUV C08 C10 SING Y N 4 JUV C06 C05 DOUB Y N 5 JUV C10 C11 DOUB Y N 6 JUV C05 C11 SING Y N 7 JUV C05 C04 SING N N 8 JUV C04 C03 DOUB N E 9 JUV C14 C15 SING N N 10 JUV C14 C13 SING N N 11 JUV C03 C02 SING N N 12 JUV O23 C22 DOUB N N 13 JUV C16 C15 DOUB Y N 14 JUV C16 C17 SING Y N 15 JUV O12 C13 SING N N 16 JUV O12 C02 SING N N 17 JUV C15 C21 SING Y N 18 JUV C13 C22 SING N N 19 JUV C17 C18 DOUB Y N 20 JUV C22 O24 SING N N 21 JUV C02 O01 DOUB N N 22 JUV C21 C20 DOUB Y N 23 JUV C18 C20 SING Y N 24 JUV C18 O19 SING N N 25 JUV C10 H1 SING N N 26 JUV C13 H2 SING N N 27 JUV C17 H3 SING N N 28 JUV C20 H4 SING N N 29 JUV C21 H5 SING N N 30 JUV C03 H6 SING N N 31 JUV C04 H7 SING N N 32 JUV C06 H8 SING N N 33 JUV C07 H9 SING N N 34 JUV O09 H10 SING N N 35 JUV C11 H11 SING N N 36 JUV C14 H12 SING N N 37 JUV C14 H13 SING N N 38 JUV C16 H14 SING N N 39 JUV O19 H15 SING N N 40 JUV O24 H16 SING N N 41 # # 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 JUV SMILES ACDLabs 12.01 "c2cc([C@H]=[C@H]C(=O)OC(C(O)=O)Cc1ccc(cc1)O)ccc2O" JUV InChI InChI 1.03 "InChI=1S/C18H16O6/c19-14-6-1-12(2-7-14)5-10-17(21)24-16(18(22)23)11-13-3-8-15(20)9-4-13/h1-10,16,19-20H,11H2,(H,22,23)/b10-5+/t16-/m1/s1" JUV InChIKey InChI 1.03 LVPGCTXCBGXZHO-ZWIJEDICSA-N JUV SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@@H](Cc1ccc(O)cc1)OC(=O)/C=C/c2ccc(O)cc2" JUV SMILES CACTVS 3.385 "OC(=O)[CH](Cc1ccc(O)cc1)OC(=O)C=Cc2ccc(O)cc2" JUV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1C[C@H](C(=O)O)OC(=O)/C=C/c2ccc(cc2)O)O" JUV SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CC(C(=O)O)OC(=O)C=Cc2ccc(cc2)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 JUV "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-3-(4-hydroxyphenyl)-2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propanoic acid" JUV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R})-3-(4-hydroxyphenyl)-2-[(~{E})-3-(4-hydroxyphenyl)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 JUV "Create component" 2018-09-25 RCSB JUV "Initial release" 2019-09-11 RCSB JUV "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id JUV _pdbx_chem_comp_synonyms.name "4-coumaroyl-(R)-3-(4-hydroxyphenyl)lactate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##