data_ISD # _chem_comp.id ISD _chem_comp.name "ISOASCORBIC ACID" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H8 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(5R)-5-[(1R)-1,2-DIHYDROXYETHYL]-3,4-DIHYDROXYFURAN-2(5H)-ONE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-04-24 _chem_comp.pdbx_modified_date 2020-07-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 176.124 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ISD _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ISD _pdbx_chem_comp_synonyms.name "(5R)-5-[(1R)-1,2-DIHYDROXYETHYL]-3,4-DIHYDROXYFURAN-2(5H)-ONE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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 ISD O1 O6 O 0 1 N N N -15.462 -47.803 2.637 2.275 -2.118 -0.164 O1 ISD 1 ISD C1 C5 C 0 1 N N N -15.851 -46.826 3.228 1.531 -1.184 0.069 C1 ISD 2 ISD C2 C4 C 0 1 N N N -15.792 -46.772 4.489 1.869 0.222 -0.121 C2 ISD 3 ISD O2 O8 O 0 1 N N N -16.203 -47.832 5.200 3.060 0.695 -0.583 O2 ISD 4 ISD C3 C3 C 0 1 N N N -15.349 -45.514 4.770 0.811 0.976 0.235 C3 ISD 5 ISD O3 O7 O 0 1 N N N -14.485 -45.157 5.744 0.733 2.324 0.202 O3 ISD 6 ISD O4 O1 O 0 1 N N N -16.298 -45.525 2.746 0.272 -1.297 0.534 O4 ISD 7 ISD C4 C2 C 0 1 N N R -15.898 -44.531 3.734 -0.271 0.020 0.680 C4 ISD 8 ISD C5 C9 C 0 1 N N R -14.992 -43.364 3.158 -1.506 0.175 -0.209 C5 ISD 9 ISD O5 O11 O 0 1 N N N -13.860 -42.986 3.967 -1.997 1.513 -0.114 O5 ISD 10 ISD C6 C13 C 0 1 N N N -15.724 -42.041 2.860 -2.592 -0.800 0.252 C6 ISD 11 ISD O6 O14 O 0 1 N N N -16.047 -41.813 1.473 -3.701 -0.738 -0.647 O6 ISD 12 ISD HO2 HO8 H 0 1 N N N -16.300 -48.582 4.624 3.705 0.004 -0.790 HO2 ISD 13 ISD HO3 HO7 H 0 1 N N N -13.612 -45.073 5.379 1.537 2.757 -0.116 HO3 ISD 14 ISD H4 H2 H 0 1 N N N -16.655 -43.852 4.154 -0.532 0.207 1.721 H4 ISD 15 ISD H5 H9 H 0 1 N N N -14.660 -43.852 2.230 -1.240 -0.042 -1.243 H5 ISD 16 ISD HO5 HO11 H 0 1 N N N -13.090 -42.903 3.416 -2.254 1.776 0.780 HO5 ISD 17 ISD H61 H131 H 0 1 N N N -16.669 -42.050 3.424 -2.190 -1.813 0.265 H61 ISD 18 ISD H62 H132 H 0 1 N N N -15.033 -41.236 3.151 -2.922 -0.528 1.255 H62 ISD 19 ISD HO6 HO14 H 0 1 N N N -16.990 -41.763 1.371 -4.429 -1.332 -0.415 HO6 ISD 20 # # 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 ISD O1 C1 DOUB N N 1 ISD C1 C2 SING N N 2 ISD C1 O4 SING N N 3 ISD C2 O2 SING N N 4 ISD C2 C3 DOUB N N 5 ISD O2 HO2 SING N N 6 ISD C3 O3 SING N N 7 ISD C3 C4 SING N N 8 ISD O3 HO3 SING N N 9 ISD O4 C4 SING N N 10 ISD C4 C5 SING N N 11 ISD C4 H4 SING N N 12 ISD C5 O5 SING N N 13 ISD C5 C6 SING N N 14 ISD C5 H5 SING N N 15 ISD O5 HO5 SING N N 16 ISD C6 O6 SING N N 17 ISD C6 H61 SING N N 18 ISD C6 H62 SING N N 19 ISD O6 HO6 SING N N 20 # # 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 ISD SMILES ACDLabs 10.04 "O=C1OC(C(O)=C1O)C(O)CO" ISD SMILES_CANONICAL CACTVS 3.341 "OC[C@@H](O)[C@H]1OC(=O)C(=C1O)O" ISD SMILES CACTVS 3.341 "OC[CH](O)[CH]1OC(=O)C(=C1O)O" ISD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@H]([C@@H]1C(=C(C(=O)O1)O)O)O)O" ISD SMILES "OpenEye OEToolkits" 1.5.0 "C(C(C1C(=C(C(=O)O1)O)O)O)O" ISD InChI InChI 1.03 "InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1" ISD InChIKey InChI 1.03 CIWBSHSKHKDKBQ-DUZGATOHSA-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 ISD "SYSTEMATIC NAME" ACDLabs 10.04 "(5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one (non-preferred name)" ISD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-5H-furan-2-one" # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support ISD "CARBOHYDRATE ISOMER" D PDB ? ISD "CARBOHYDRATE RING" dihydrofuran PDB ? ISD "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ISD "Create component" 2007-04-24 RCSB ISD "Modify descriptor" 2011-06-04 RCSB ISD "Other modification" 2020-07-03 RCSB ISD "Modify name" 2020-07-17 RCSB ISD "Modify synonyms" 2020-07-17 RCSB ISD "Modify internal type" 2020-07-17 RCSB ISD "Modify linking type" 2020-07-17 RCSB ISD "Modify atom id" 2020-07-17 RCSB ISD "Modify component atom id" 2020-07-17 RCSB ##