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        ?
##
