data_CA2 # _chem_comp.id CA2 _chem_comp.name "(1S,3R,4R,5S)-1,3,4-TRIHYDROXY-5-(3-PHENOXYPROPYL)CYCLOHEXANECARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H22 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "1,3,4-TRIHYDROXY-5-(3-PHENOXYPROPYL)-CYCLOHEXANE-1-CARBOXYLIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-05-26 _chem_comp.pdbx_modified_date 2021-03-13 _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 310.342 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CA2 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2BT4 _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 CA2 O2 O2 O 0 1 N N N 27.338 -1.972 -10.969 3.300 -2.571 -1.467 O2 CA2 1 CA2 C7 C7 C 0 1 N N N 26.216 -1.398 -11.132 3.782 -2.135 -0.449 C7 CA2 2 CA2 O1 O1 O 0 1 N N N 26.049 -0.146 -10.970 4.767 -2.806 0.169 O1 CA2 3 CA2 C1 C1 C 0 1 N N S 25.049 -2.245 -11.465 3.278 -0.837 0.128 C1 CA2 4 CA2 O3 O3 O 0 1 N N N 25.225 -3.479 -10.639 3.316 -0.903 1.555 O3 CA2 5 CA2 C2 C2 C 0 1 N N N 25.115 -2.421 -12.998 1.838 -0.599 -0.333 C2 CA2 6 CA2 C3 C3 C 0 1 N N S 23.821 -2.947 -13.651 1.326 0.718 0.252 C3 CA2 7 CA2 C4 C4 C 0 1 N N R 22.470 -2.518 -13.010 2.213 1.869 -0.229 C4 CA2 8 CA2 O4 O4 O 0 1 N N N 21.372 -3.432 -13.379 1.734 3.099 0.318 O4 CA2 9 CA2 C5 C5 C 0 1 N N R 22.457 -2.460 -11.514 3.652 1.631 0.232 C5 CA2 10 CA2 O5 O5 O 0 1 N N N 21.186 -1.802 -11.197 4.480 2.705 -0.217 O5 CA2 11 CA2 C6 C6 C 0 1 N N N 23.697 -1.630 -11.070 4.164 0.313 -0.353 C6 CA2 12 CA2 C8 C8 C 0 1 N N N 23.803 -2.631 -15.166 -0.113 0.956 -0.209 C8 CA2 13 CA2 C9 C9 C 0 1 N N N 24.791 -3.486 -15.944 -1.024 -0.118 0.388 C9 CA2 14 CA2 C10 C10 C 0 1 N N N 25.314 -2.880 -17.236 -2.480 0.193 0.035 C10 CA2 15 CA2 O11 O11 O 0 1 N N N 26.309 -1.903 -16.910 -3.331 -0.810 0.593 O11 CA2 16 CA2 C12 C12 C 0 1 Y N N 26.809 -1.216 -17.978 -4.604 -0.482 0.248 C12 CA2 17 CA2 C17 C17 C 0 1 Y N N 26.656 -1.798 -19.208 -5.662 -1.282 0.653 C17 CA2 18 CA2 C16 C16 C 0 1 Y N N 27.172 -1.163 -20.318 -6.955 -0.946 0.302 C16 CA2 19 CA2 C15 C15 C 0 1 Y N N 27.816 0.057 -20.151 -7.195 0.187 -0.454 C15 CA2 20 CA2 C14 C14 C 0 1 Y N N 27.968 0.660 -18.909 -6.142 0.986 -0.860 C14 CA2 21 CA2 C13 C13 C 0 1 Y N N 27.470 -0.002 -17.802 -4.847 0.658 -0.505 C13 CA2 22 CA2 H1 H1 H 0 1 N N N 26.873 0.254 -10.719 5.091 -3.639 -0.201 H1 CA2 23 CA2 H3 H3 H 0 1 N N N 25.262 -4.239 -11.208 4.238 -1.054 1.803 H3 CA2 24 CA2 H2C1 1H2C H 0 0 N N N 25.889 -3.178 -13.190 1.809 -0.549 -1.422 H2C1 CA2 25 CA2 H2C2 2H2C H 0 0 N N N 25.334 -1.437 -13.438 1.207 -1.419 0.009 H2C2 CA2 26 CA2 HA HA H 0 1 N N N 23.875 -4.029 -13.462 1.355 0.668 1.340 HA CA2 27 CA2 H4 H4 H 0 1 N N N 22.333 -1.502 -13.410 2.184 1.919 -1.317 H4 CA2 28 CA2 HB HB H 0 1 N N N 20.851 -3.628 -12.609 2.319 3.796 -0.009 HB CA2 29 CA2 H5 H5 H 0 1 N N N 22.521 -3.431 -11.001 3.681 1.580 1.321 H5 CA2 30 CA2 HC HC H 0 1 N N N 21.128 -1.660 -10.260 5.376 2.517 0.094 HC CA2 31 CA2 H6C1 1H6C H 0 0 N N N 23.629 -0.660 -11.584 4.135 0.364 -1.442 H6C1 CA2 32 CA2 H6C2 2H6C H 0 0 N N N 23.672 -1.547 -9.973 5.189 0.144 -0.025 H6C2 CA2 33 CA2 H8C1 1H8C H 0 0 N N N 24.091 -1.577 -15.296 -0.444 1.939 0.125 H8C1 CA2 34 CA2 H8C2 2H8C H 0 0 N N N 22.792 -2.826 -15.552 -0.159 0.907 -1.297 H8C2 CA2 35 CA2 H9C1 1H9C H 0 0 N N N 24.242 -4.394 -16.235 -0.752 -1.093 -0.018 H9C1 CA2 36 CA2 H9C2 2H9C H 0 0 N N N 25.657 -3.666 -15.290 -0.908 -0.132 1.472 H9C2 CA2 37 CA2 H101 1H10 H 0 0 N N N 24.490 -2.407 -17.790 -2.752 1.167 0.441 H101 CA2 38 CA2 H102 2H10 H 0 0 N N N 25.757 -3.667 -17.864 -2.596 0.207 -1.049 H102 CA2 39 CA2 H17 H17 H 0 1 N N N 26.139 -2.741 -19.307 -5.475 -2.167 1.243 H17 CA2 40 CA2 H16 H16 H 0 1 N N N 27.077 -1.606 -21.299 -7.779 -1.569 0.617 H16 CA2 41 CA2 H15 H15 H 0 1 N N N 28.214 0.556 -21.022 -8.206 0.448 -0.728 H15 CA2 42 CA2 H14 H14 H 0 1 N N N 28.460 1.616 -18.811 -6.332 1.870 -1.450 H14 CA2 43 CA2 H13 H13 H 0 1 N N N 27.592 0.416 -16.814 -4.025 1.282 -0.822 H13 CA2 44 # # 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 CA2 O2 C7 DOUB N N 1 CA2 C7 O1 SING N N 2 CA2 C7 C1 SING N N 3 CA2 O1 H1 SING N N 4 CA2 C1 O3 SING N N 5 CA2 C1 C2 SING N N 6 CA2 C1 C6 SING N N 7 CA2 O3 H3 SING N N 8 CA2 C2 C3 SING N N 9 CA2 C2 H2C1 SING N N 10 CA2 C2 H2C2 SING N N 11 CA2 C3 C4 SING N N 12 CA2 C3 C8 SING N N 13 CA2 C3 HA SING N N 14 CA2 C4 O4 SING N N 15 CA2 C4 C5 SING N N 16 CA2 C4 H4 SING N N 17 CA2 O4 HB SING N N 18 CA2 C5 O5 SING N N 19 CA2 C5 C6 SING N N 20 CA2 C5 H5 SING N N 21 CA2 O5 HC SING N N 22 CA2 C6 H6C1 SING N N 23 CA2 C6 H6C2 SING N N 24 CA2 C8 C9 SING N N 25 CA2 C8 H8C1 SING N N 26 CA2 C8 H8C2 SING N N 27 CA2 C9 C10 SING N N 28 CA2 C9 H9C1 SING N N 29 CA2 C9 H9C2 SING N N 30 CA2 C10 O11 SING N N 31 CA2 C10 H101 SING N N 32 CA2 C10 H102 SING N N 33 CA2 O11 C12 SING N N 34 CA2 C12 C17 DOUB Y N 35 CA2 C12 C13 SING Y N 36 CA2 C17 C16 SING Y N 37 CA2 C17 H17 SING N N 38 CA2 C16 C15 DOUB Y N 39 CA2 C16 H16 SING N N 40 CA2 C15 C14 SING Y N 41 CA2 C15 H15 SING N N 42 CA2 C14 C13 DOUB Y N 43 CA2 C14 H14 SING N N 44 CA2 C13 H13 SING N N 45 # # 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 CA2 SMILES ACDLabs 10.04 "O=C(O)C2(O)CC(O)C(O)C(CCCOc1ccccc1)C2" CA2 SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1C[C@@](O)(C[C@H](CCCOc2ccccc2)[C@H]1O)C(O)=O" CA2 SMILES CACTVS 3.341 "O[CH]1C[C](O)(C[CH](CCCOc2ccccc2)[CH]1O)C(O)=O" CA2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)OCCC[C@H]2C[C@](C[C@H]([C@@H]2O)O)(C(=O)O)O" CA2 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)OCCCC2CC(CC(C2O)O)(C(=O)O)O" CA2 InChI InChI 1.03 "InChI=1S/C16H22O6/c17-13-10-16(21,15(19)20)9-11(14(13)18)5-4-8-22-12-6-2-1-3-7-12/h1-3,6-7,11,13-14,17-18,21H,4-5,8-10H2,(H,19,20)/t11-,13+,14+,16-/m0/s1" CA2 InChIKey InChI 1.03 SCUFESRLGCQXRX-DCDXPUDHSA-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 CA2 "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,3R,4R,5S)-1,3,4-trihydroxy-5-(3-phenoxypropyl)cyclohexanecarboxylic acid" CA2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,3R,4R,5S)-1,3,4-trihydroxy-5-(3-phenoxypropyl)cyclohexane-1-carboxylic 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 CA2 "Create component" 2005-05-26 EBI CA2 "Modify descriptor" 2011-06-04 RCSB CA2 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CA2 _pdbx_chem_comp_synonyms.name "1,3,4-TRIHYDROXY-5-(3-PHENOXYPROPYL)-CYCLOHEXANE-1-CARBOXYLIC ACID" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##