data_2M8 # _chem_comp.id 2M8 _chem_comp.name "(2R)-3-hydroxy-2-(alpha-D-mannopyranosyloxy)propanoic acid" _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C9 H16 O9" _chem_comp.mon_nstd_parent_comp_id MAN _chem_comp.pdbx_synonyms ;2-O-ALPHA-MANNOSYL-D-GLYCERATE; (2R)-3-hydroxy-2-(alpha-D-mannosyloxy)propanoic acid; (2R)-3-hydroxy-2-(D-mannosyloxy)propanoic acid; (2R)-3-hydroxy-2-(mannosyloxy)propanoic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-14 _chem_comp.pdbx_modified_date 2020-07-17 _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 268.218 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2M8 _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 3ZU6 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 2M8 2-O-ALPHA-MANNOSYL-D-GLYCERATE PDB ? 2 2M8 "(2R)-3-hydroxy-2-(alpha-D-mannosyloxy)propanoic acid" PDB ? 3 2M8 "(2R)-3-hydroxy-2-(D-mannosyloxy)propanoic acid" PDB ? 4 2M8 "(2R)-3-hydroxy-2-(mannosyloxy)propanoic acid" PDB ? # # 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 2M8 C1 C1 C 0 1 N N R 19.238 55.080 29.074 -0.027 -0.649 -0.819 C1 2M8 1 2M8 O1 O3A O 0 1 N N N 18.330 54.892 30.153 -0.886 -0.392 0.294 O1 2M8 2 2M8 C22 C22 C 0 1 N N R 17.323 55.906 30.266 -2.007 0.438 -0.017 C22 2M8 3 2M8 C23 C23 C 0 1 N N N 16.645 55.779 31.626 -2.406 1.242 1.222 C23 2M8 4 2M8 O13 O13 O 0 1 N N N 15.883 54.565 31.632 -2.865 0.351 2.241 O13 2M8 5 2M8 C21 C21 C 0 1 N N N 16.279 55.780 29.192 -3.165 -0.424 -0.450 C21 2M8 6 2M8 O1A O1A O 0 1 N N N 16.013 54.631 28.793 -3.074 -1.628 -0.402 O1A 2M8 7 2M8 O1B O1B O 0 1 N N N 15.407 56.671 29.157 -4.299 0.146 -0.888 O1B 2M8 8 2M8 C2 C2 C 0 1 N N S 20.552 54.371 29.385 0.985 -1.734 -0.443 C2 2M8 9 2M8 O2 O2 O 0 1 N N N 21.377 54.390 28.213 1.811 -2.029 -1.571 O2 2M8 10 2M8 C3 C3 C 0 1 N N S 21.315 55.082 30.488 1.857 -1.229 0.711 C3 2M8 11 2M8 O3 O3 O 0 1 N N N 22.600 54.490 30.633 2.853 -2.206 1.020 O3 2M8 12 2M8 C4 C4 C 0 1 N N S 21.543 56.531 30.073 2.536 0.078 0.290 C4 2M8 13 2M8 O4 O4 O 0 1 N N N 22.226 57.287 31.089 3.295 0.596 1.385 O4 2M8 14 2M8 C5 C5 C 0 1 N N R 20.211 57.201 29.808 1.463 1.093 -0.114 C5 2M8 15 2M8 C6 C6 C 0 1 N N N 20.468 58.632 29.331 2.135 2.382 -0.593 C6 2M8 16 2M8 O6 O6 O 0 1 N N N 19.244 59.378 29.347 1.137 3.369 -0.860 O6 2M8 17 2M8 O5 O5 O 0 1 N N N 19.446 56.477 28.827 0.669 0.549 -1.170 O5 2M8 18 2M8 H1 H1 H 0 1 N N N 18.811 54.643 28.159 -0.622 -0.986 -1.668 H1 2M8 19 2M8 H2 H2 H 0 1 N N N 20.317 53.345 29.705 0.456 -2.635 -0.133 H2 2M8 20 2M8 H22 H22 H 0 1 N N N 17.812 56.885 30.156 -1.742 1.121 -0.823 H22 2M8 21 2M8 H231 H231 H 0 0 N N N 17.404 55.749 32.422 -1.542 1.798 1.588 H231 2M8 22 2M8 H232 H232 H 0 0 N N N 15.981 56.639 31.796 -3.202 1.939 0.963 H232 2M8 23 2M8 H13 H13 H 0 1 N N N 15.732 54.281 30.738 -3.135 0.793 3.058 H13 2M8 24 2M8 H1B H1B H 0 1 N N N 14.602 56.313 28.802 -5.014 -0.448 -1.155 H1B 2M8 25 2M8 HO2 HA H 0 1 N Y N 22.199 53.950 28.397 1.323 -2.349 -2.342 HO2 2M8 26 2M8 H3 H3 H 0 1 N N N 20.741 55.013 31.424 1.235 -1.052 1.589 H3 2M8 27 2M8 HO3 HB H 0 1 N Y N 23.078 54.935 31.323 2.494 -3.063 1.289 HO3 2M8 28 2M8 H4 H4 H 0 1 N N N 22.168 56.511 29.168 3.197 -0.110 -0.555 H4 2M8 29 2M8 HO4 HC H 0 1 N Y N 22.348 58.181 30.791 3.991 0.002 1.697 HO4 2M8 30 2M8 H5 H5 H 0 1 N N N 19.624 57.213 30.738 0.827 1.312 0.744 H5 2M8 31 2M8 H61 H61C H 0 1 N N N 21.197 59.113 30.000 2.810 2.748 0.180 H61 2M8 32 2M8 H62 H62C H 0 1 N N N 20.867 58.608 28.306 2.700 2.180 -1.504 H62 2M8 33 2M8 HO6 H6 H 0 1 N Y N 19.409 60.265 29.050 1.491 4.214 -1.169 HO6 2M8 34 # # 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 2M8 C1 O1 SING N N 1 2M8 C1 C2 SING N N 2 2M8 C1 O5 SING N N 3 2M8 O1 C22 SING N N 4 2M8 C22 C23 SING N N 5 2M8 C22 C21 SING N N 6 2M8 C23 O13 SING N N 7 2M8 C21 O1A DOUB N N 8 2M8 C21 O1B SING N N 9 2M8 C2 O2 SING N N 10 2M8 C2 C3 SING N N 11 2M8 C3 O3 SING N N 12 2M8 C3 C4 SING N N 13 2M8 C4 O4 SING N N 14 2M8 C4 C5 SING N N 15 2M8 C5 C6 SING N N 16 2M8 C5 O5 SING N N 17 2M8 C6 O6 SING N N 18 2M8 C1 H1 SING N N 19 2M8 C2 H2 SING N N 20 2M8 C22 H22 SING N N 21 2M8 C23 H231 SING N N 22 2M8 C23 H232 SING N N 23 2M8 O13 H13 SING N N 24 2M8 O1B H1B SING N N 25 2M8 O2 HO2 SING N N 26 2M8 C3 H3 SING N N 27 2M8 O3 HO3 SING N N 28 2M8 C4 H4 SING N N 29 2M8 O4 HO4 SING N N 30 2M8 C5 H5 SING N N 31 2M8 C6 H61 SING N N 32 2M8 C6 H62 SING N N 33 2M8 O6 HO6 SING N N 34 # # 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 2M8 SMILES ACDLabs 12.01 "O=C(O)C(OC1OC(C(O)C(O)C1O)CO)CO" 2M8 InChI InChI 1.03 "InChI=1S/C9H16O9/c10-1-3-5(12)6(13)7(14)9(17-3)18-4(2-11)8(15)16/h3-7,9-14H,1-2H2,(H,15,16)/t3-,4-,5-,6+,7+,9-/m1/s1" 2M8 InChIKey InChI 1.03 DDXCFDOPXBPUJC-SAYMMRJXSA-N 2M8 SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@H](O[C@H](CO)C(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O" 2M8 SMILES CACTVS 3.370 "OC[CH]1O[CH](O[CH](CO)C(O)=O)[CH](O)[CH](O)[CH]1O" 2M8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C([C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O[C@H](CO)C(=O)O)O)O)O)O" 2M8 SMILES "OpenEye OEToolkits" 1.7.2 "C(C1C(C(C(C(O1)OC(CO)C(=O)O)O)O)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 2M8 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-3-hydroxy-2-(alpha-D-mannopyranosyloxy)propanoic acid" 2M8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2R)-2-[(2R,3S,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-3-oxidanyl-propanoic acid" # _pdbx_chem_comp_related.comp_id 2M8 _pdbx_chem_comp_related.related_comp_id MAN _pdbx_chem_comp_related.relationship_type "Carbohydrate core" _pdbx_chem_comp_related.details ? # # loop_ _pdbx_chem_comp_atom_related.ordinal _pdbx_chem_comp_atom_related.comp_id _pdbx_chem_comp_atom_related.atom_id _pdbx_chem_comp_atom_related.related_comp_id _pdbx_chem_comp_atom_related.related_atom_id _pdbx_chem_comp_atom_related.related_type 1 2M8 C1 MAN C1 "Carbohydrate core" 2 2M8 C2 MAN C2 "Carbohydrate core" 3 2M8 C3 MAN C3 "Carbohydrate core" 4 2M8 C4 MAN C4 "Carbohydrate core" 5 2M8 C5 MAN C5 "Carbohydrate core" 6 2M8 C6 MAN C6 "Carbohydrate core" 7 2M8 O2 MAN O2 "Carbohydrate core" 8 2M8 O3 MAN O3 "Carbohydrate core" 9 2M8 O1 MAN O1 "Carbohydrate core" 10 2M8 O4 MAN O4 "Carbohydrate core" 11 2M8 O5 MAN O5 "Carbohydrate core" 12 2M8 O6 MAN O6 "Carbohydrate core" 13 2M8 H1 MAN H1 "Carbohydrate core" 14 2M8 H2 MAN H2 "Carbohydrate core" 15 2M8 H3 MAN H3 "Carbohydrate core" 16 2M8 H4 MAN H4 "Carbohydrate core" 17 2M8 H5 MAN H5 "Carbohydrate core" 18 2M8 HO6 MAN HO6 "Carbohydrate core" 19 2M8 H61 MAN H61 "Carbohydrate core" 20 2M8 H62 MAN H62 "Carbohydrate core" 21 2M8 HO2 MAN HO2 "Carbohydrate core" 22 2M8 HO3 MAN HO3 "Carbohydrate core" 23 2M8 HO4 MAN HO4 "Carbohydrate core" # # 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 2M8 "CARBOHYDRATE ISOMER" D PDB ? 2M8 "CARBOHYDRATE RING" pyranose PDB ? 2M8 "CARBOHYDRATE ANOMER" alpha PDB ? 2M8 "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 2M8 "Create component" 2011-07-14 EBI 2M8 "Other modification" 2014-05-14 EBI 2M8 "Other modification" 2020-07-03 RCSB 2M8 "Modify parent residue" 2020-07-17 RCSB 2M8 "Modify name" 2020-07-17 RCSB 2M8 "Modify synonyms" 2020-07-17 RCSB 2M8 "Modify internal type" 2020-07-17 RCSB 2M8 "Modify linking type" 2020-07-17 RCSB 2M8 "Modify atom id" 2020-07-17 RCSB 2M8 "Modify component atom id" 2020-07-17 RCSB 2M8 "Modify leaving atom flag" 2020-07-17 RCSB ##