data_XH2 # _chem_comp.id XH2 _chem_comp.name "(1R,4R,5R)-1,4,5-trihydroxy-3-(2-hydroxy)ethylcyclohex-2-ene-1-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H14 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-17 _chem_comp.pdbx_modified_date 2014-04-28 _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 218.204 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XH2 _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 4CIW _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 XH2 OAF OAF O 0 1 N N N 3.789 13.588 21.104 2.254 1.661 -0.056 OAF XH2 1 XH2 CAC CAC C 0 1 N N R 2.785 13.243 22.091 1.000 1.252 0.494 CAC XH2 2 XH2 CAB CAB C 0 1 N N R 2.655 11.689 21.991 -0.137 1.892 -0.306 CAB XH2 3 XH2 OAG OAG O 0 1 N N N 2.111 11.308 20.685 -0.181 3.295 -0.040 OAG XH2 4 XH2 CAA CAA C 0 1 N N N 1.766 11.199 23.135 -1.458 1.244 0.127 CAA XH2 5 XH2 CAI CAI C 0 1 N N R 2.474 11.538 24.482 -1.453 -0.217 -0.330 CAI XH2 6 XH2 CAH CAH C 0 1 N N N 1.579 11.268 25.597 -2.617 -0.940 0.297 CAH XH2 7 XH2 OAO OAO O 0 1 N N N 2.091 11.332 26.763 -3.090 -0.539 1.334 OAO XH2 8 XH2 OAN OAN O 0 1 N N N 0.352 10.994 25.359 -3.127 -2.031 -0.295 OAN XH2 9 XH2 OAM OAM O 0 1 N N N 3.691 10.716 24.593 -1.575 -0.268 -1.753 OAM XH2 10 XH2 CAE CAE C 0 1 N N N 2.963 12.887 24.523 -0.173 -0.882 0.081 CAE XH2 11 XH2 CAD CAD C 0 1 N N N 3.132 13.736 23.415 0.896 -0.243 0.435 CAD XH2 12 XH2 CAL CAL C 0 1 N N N 3.603 15.079 23.608 2.111 -1.052 0.812 CAL XH2 13 XH2 CAK CAK C 0 1 N N N 3.018 15.701 24.898 3.024 -1.197 -0.407 CAK XH2 14 XH2 OAJ OAJ O 0 1 N N N 2.992 17.191 24.850 4.176 -1.964 -0.049 OAJ XH2 15 XH2 HAF HAF H 0 1 N N N 3.925 14.528 21.105 3.023 1.294 0.401 HAF XH2 16 XH2 HAC HAC H 0 1 N N N 1.821 13.678 21.789 0.938 1.577 1.533 HAC XH2 17 XH2 HAB HAB H 0 1 N N N 3.657 11.252 22.113 0.025 1.726 -1.371 HAB XH2 18 XH2 HAG HAG H 0 1 N N N 2.037 10.362 20.636 0.631 3.766 -0.275 HAG XH2 19 XH2 HAA1 HAA1 H 0 0 N N N 0.790 11.704 23.090 -1.550 1.288 1.212 HAA1 XH2 20 XH2 HAA2 HAA2 H 0 0 N N N 1.621 10.112 23.054 -2.293 1.770 -0.336 HAA2 XH2 21 XH2 HAM HAM H 0 1 N N N 3.815 10.453 25.497 -1.579 -1.165 -2.115 HAM XH2 22 XH2 HAE HAE H 0 1 N N N 3.225 13.286 25.492 -0.141 -1.962 0.082 HAE XH2 23 XH2 HAN HAN H 0 1 N N N -0.105 10.849 26.179 -3.873 -2.461 0.145 HAN XH2 24 XH2 HAL1 HAL1 H 0 0 N N N 4.700 15.066 23.682 2.650 -0.546 1.613 HAL1 XH2 25 XH2 HAL2 HAL2 H 0 0 N N N 3.301 15.692 22.746 1.798 -2.040 1.151 HAL2 XH2 26 XH2 HAK1 HAK1 H 0 0 N N N 1.990 15.334 25.032 2.485 -1.703 -1.207 HAK1 XH2 27 XH2 HAK2 HAK2 H 0 0 N N N 3.634 15.386 25.753 3.336 -0.209 -0.746 HAK2 XH2 28 XH2 HAJ HAJ H 0 1 N N N 2.627 17.528 25.660 4.801 -2.095 -0.775 HAJ XH2 29 # 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 XH2 OAF CAC SING N N 1 XH2 CAC CAB SING N N 2 XH2 CAC CAD SING N N 3 XH2 CAB OAG SING N N 4 XH2 CAB CAA SING N N 5 XH2 CAA CAI SING N N 6 XH2 CAI CAH SING N N 7 XH2 CAI OAM SING N N 8 XH2 CAI CAE SING N N 9 XH2 CAH OAO DOUB N N 10 XH2 CAH OAN SING N N 11 XH2 CAE CAD DOUB N N 12 XH2 CAD CAL SING N N 13 XH2 CAL CAK SING N N 14 XH2 CAK OAJ SING N N 15 XH2 OAF HAF SING N N 16 XH2 CAC HAC SING N N 17 XH2 CAB HAB SING N N 18 XH2 OAG HAG SING N N 19 XH2 CAA HAA1 SING N N 20 XH2 CAA HAA2 SING N N 21 XH2 OAM HAM SING N N 22 XH2 CAE HAE SING N N 23 XH2 OAN HAN SING N N 24 XH2 CAL HAL1 SING N N 25 XH2 CAL HAL2 SING N N 26 XH2 CAK HAK1 SING N N 27 XH2 CAK HAK2 SING N N 28 XH2 OAJ HAJ SING N N 29 # 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 XH2 SMILES ACDLabs 12.01 "O=C(O)C1(O)C=C(CCO)C(O)C(O)C1" XH2 InChI InChI 1.03 "InChI=1S/C9H14O6/c10-2-1-5-3-9(15,8(13)14)4-6(11)7(5)12/h3,6-7,10-12,15H,1-2,4H2,(H,13,14)/t6-,7-,9+/m1/s1" XH2 InChIKey InChI 1.03 HVNZLWXJZRWNGG-BHNWBGBOSA-N XH2 SMILES_CANONICAL CACTVS 3.385 "OCCC1=C[C@](O)(C[C@@H](O)[C@@H]1O)C(O)=O" XH2 SMILES CACTVS 3.385 "OCCC1=C[C](O)(C[CH](O)[CH]1O)C(O)=O" XH2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1[C@H]([C@@H](C(=C[C@]1(C(=O)O)O)CCO)O)O" XH2 SMILES "OpenEye OEToolkits" 1.7.6 "C1C(C(C(=CC1(C(=O)O)O)CCO)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 XH2 "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,4R,5R)-1,4,5-trihydroxy-3-(2-hydroxyethyl)cyclohex-2-ene-1-carboxylic acid" XH2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,4R,5R)-3-(2-hydroxyethyl)-1,4,5-tris(oxidanyl)cyclohex-2-ene-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 XH2 "Create component" 2013-12-17 EBI XH2 "Modify name" 2014-01-07 EBI XH2 "Initial release" 2014-04-16 RCSB XH2 "Other modification" 2014-04-28 EBI #