data_EPG
# 
_chem_comp.id                                    EPG 
_chem_comp.name                                  "(2R)-oxiran-2-ylmethyl alpha-D-glucopyranoside" 
_chem_comp.type                                  D-saccharide 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C9 H16 O7" 
_chem_comp.mon_nstd_parent_comp_id               GLC 
_chem_comp.pdbx_synonyms                         
;2-HYDROXYMETHYL-6-OXIRANYLMETHOXY-TETRAHYDRO-PYRAN-3,4,5-TRIOL; 2,3-EPOXYPROPYL-ALPHA-D-GLUCOPYRANOSIDE;
(2R)-oxiran-2-ylmethyl alpha-D-glucoside; (2R)-oxiran-2-ylmethyl D-glucoside; (2R)-oxiran-2-ylmethyl glucoside
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-11-28 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        236.219 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EPG 
_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        1J11 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 EPG 2-HYDROXYMETHYL-6-OXIRANYLMETHOXY-TETRAHYDRO-PYRAN-3,4,5-TRIOL PDB ? 
2 EPG 2,3-EPOXYPROPYL-ALPHA-D-GLUCOPYRANOSIDE                        PDB ? 
3 EPG "(2R)-oxiran-2-ylmethyl alpha-D-glucoside"                     PDB ? 
4 EPG "(2R)-oxiran-2-ylmethyl D-glucoside"                           PDB ? 
5 EPG "(2R)-oxiran-2-ylmethyl glucoside"                             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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
EPG C1  C1  C 0 1 N N S N N N 23.104 59.850 38.583 -0.762 1.094  -0.088 C1  EPG 1  
EPG O1  O1  O 0 1 N N N N N N 23.939 60.176 39.676 -0.914 -0.007 0.809  O1  EPG 2  
EPG C2  C2  C 0 1 N N R N N N 22.693 61.046 37.702 -1.462 0.771  -1.410 C2  EPG 3  
EPG O2  O2  O 0 1 N N N N N N 23.803 61.678 37.062 -2.856 0.565  -1.175 O2  EPG 4  
EPG C3  C3  C 0 1 N N S N N N 21.945 62.033 38.584 -0.847 -0.501 -2.003 C3  EPG 5  
EPG O3  O3  O 0 1 N N N N N N 21.487 63.135 37.825 -1.386 -0.732 -3.306 O3  EPG 6  
EPG C4  C4  C 0 1 N N S N N N 20.764 61.365 39.277 0.671  -0.312 -2.097 C4  EPG 7  
EPG O4  O4  O 0 1 N N N N N N 20.226 62.258 40.236 1.280  -1.537 -2.509 O4  EPG 8  
EPG C5  C5  C 0 1 N N R N N N 21.213 60.080 39.993 1.209  0.090  -0.723 C5  EPG 9  
EPG O5  O5  O 0 1 N N N N N N 21.934 59.228 39.077 0.625  1.328  -0.320 O5  EPG 10 
EPG C6  C6  C 0 1 N N N N N N 20.074 59.281 40.582 2.729  0.247  -0.798 C6  EPG 11 
EPG O6  O6  O 0 1 N N N N N N 19.231 58.756 39.566 3.234  0.621  0.485  O6  EPG 12 
EPG C7  C7  C 0 1 N N N N N N 24.376 59.082 40.445 -0.250 0.354  2.022  C7  EPG 13 
EPG C8  C8  C 0 1 N N R N N N 24.720 59.582 41.827 -0.376 -0.788 3.032  C8  EPG 14 
EPG C9  C9  C 0 1 N N N N N N 25.717 60.713 41.681 0.243  -0.587 4.416  C9  EPG 15 
EPG O8  O8  O 0 1 N N N N N N 23.529 60.047 42.486 -1.170 -0.561 4.199  O8  EPG 16 
EPG H1  H1  H 0 1 N N N N N N 23.702 59.175 37.927 -1.211 1.984  0.351  H1  EPG 17 
EPG H2  H2  H 0 1 N N N N N N 22.044 60.674 36.874 -1.328 1.599  -2.106 H2  EPG 18 
EPG HO2 HO2 H 0 1 N Y N N N N 23.549 62.415 36.519 -3.200 1.386  -0.797 HO2 EPG 19 
EPG H3  H3  H 0 1 N N N N N N 22.657 62.395 39.361 -1.071 -1.350 -1.358 H3  EPG 20 
EPG HO3 HO3 H 0 1 N Y N N N N 21.019 63.751 38.376 -2.342 -0.832 -3.199 HO3 EPG 21 
EPG H4  H4  H 0 1 N N N N N N 19.997 61.104 38.510 0.897  0.468  -2.823 H4  EPG 22 
EPG HO4 HO4 H 0 1 N Y N N N N 19.489 61.841 40.668 0.908  -1.758 -3.373 HO4 EPG 23 
EPG H5  H5  H 0 1 N N N N N N 21.861 60.416 40.835 0.960  -0.681 0.004  H5  EPG 24 
EPG H61 H61 H 0 1 N N N N N N 20.445 58.478 41.260 2.980  1.019  -1.525 H61 EPG 25 
EPG H62 H62 H 0 1 N N N N N N 19.495 59.879 41.324 3.177  -0.698 -1.103 H62 EPG 26 
EPG HO6 HO6 H 0 1 N Y N N N N 18.514 58.253 39.936 4.193  0.709  0.394  HO6 EPG 27 
EPG H71 H71 H 0 1 N N N N N N 23.637 58.246 40.462 0.802  0.543  1.817  H71 EPG 28 
EPG H72 H72 H 0 1 N N N N N N 25.218 58.529 39.966 -0.708 1.254  2.433  H72 EPG 29 
EPG H8  H8  H 0 1 N N N N N N 25.161 58.762 42.441 -0.367 -1.794 2.612  H8  EPG 30 
EPG H91 H91 H 0 1 N N N N N N 26.726 61.163 41.825 0.664  -1.460 4.915  H91 EPG 31 
EPG H92 H92 H 0 1 N N N N N N 26.389 61.363 41.074 0.745  0.359  4.615  H92 EPG 32 
# 
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 
EPG C1 O1  SING N N 1  
EPG C1 C2  SING N N 2  
EPG C1 O5  SING N N 3  
EPG C1 H1  SING N N 4  
EPG O1 C7  SING N N 5  
EPG C2 O2  SING N N 6  
EPG C2 C3  SING N N 7  
EPG C2 H2  SING N N 8  
EPG O2 HO2 SING N N 9  
EPG C3 O3  SING N N 10 
EPG C3 C4  SING N N 11 
EPG C3 H3  SING N N 12 
EPG O3 HO3 SING N N 13 
EPG C4 O4  SING N N 14 
EPG C4 C5  SING N N 15 
EPG C4 H4  SING N N 16 
EPG O4 HO4 SING N N 17 
EPG C5 O5  SING N N 18 
EPG C5 C6  SING N N 19 
EPG C5 H5  SING N N 20 
EPG C6 O6  SING N N 21 
EPG C6 H61 SING N N 22 
EPG C6 H62 SING N N 23 
EPG O6 HO6 SING N N 24 
EPG C7 C8  SING N N 25 
EPG C7 H71 SING N N 26 
EPG C7 H72 SING N N 27 
EPG C8 C9  SING N N 28 
EPG C8 O8  SING N N 29 
EPG C8 H8  SING N N 30 
EPG C9 O8  SING N N 31 
EPG C9 H91 SING N N 32 
EPG C9 H92 SING N N 33 
# 
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 
EPG SMILES           ACDLabs              10.04 "O(CC1OC1)C2OC(C(O)C(O)C2O)CO"                                                                       
EPG SMILES_CANONICAL CACTVS               3.341 "OC[C@H]1O[C@H](OC[C@H]2CO2)[C@H](O)[C@@H](O)[C@@H]1O"                                               
EPG SMILES           CACTVS               3.341 "OC[CH]1O[CH](OC[CH]2CO2)[CH](O)[CH](O)[CH]1O"                                                       
EPG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H](O1)CO[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O"                                         
EPG SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(O1)COC2C(C(C(C(O2)CO)O)O)O"                                                                     
EPG InChI            InChI                1.03  "InChI=1S/C9H16O7/c10-1-5-6(11)7(12)8(13)9(16-5)15-3-4-2-14-4/h4-13H,1-3H2/t4-,5-,6-,7+,8-,9+/m1/s1" 
EPG InChIKey         InChI                1.03  NXJZWOCFSMYDAS-NZJLWHDDSA-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 
EPG "SYSTEMATIC NAME"           ACDLabs              10.04 "(2R)-oxiran-2-ylmethyl alpha-D-glucopyranoside"                                    
EPG "SYSTEMATIC NAME"           "OpenEye OEToolkits" 1.5.0 "(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2R)-oxiran-2-yl]methoxy]oxane-3,4,5-triol" 
EPG "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE             1.0   2,3-epoxypropyl-a-D-glucopyranoside                                                 
# 
_pdbx_chem_comp_related.comp_id             EPG 
_pdbx_chem_comp_related.related_comp_id     GLC 
_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  EPG C1  GLC C1  "Carbohydrate core" 
2  EPG C2  GLC C2  "Carbohydrate core" 
3  EPG C3  GLC C3  "Carbohydrate core" 
4  EPG C4  GLC C4  "Carbohydrate core" 
5  EPG C5  GLC C5  "Carbohydrate core" 
6  EPG C6  GLC C6  "Carbohydrate core" 
7  EPG O1  GLC O1  "Carbohydrate core" 
8  EPG O2  GLC O2  "Carbohydrate core" 
9  EPG O3  GLC O3  "Carbohydrate core" 
10 EPG O4  GLC O4  "Carbohydrate core" 
11 EPG O5  GLC O5  "Carbohydrate core" 
12 EPG O6  GLC O6  "Carbohydrate core" 
13 EPG H1  GLC H1  "Carbohydrate core" 
14 EPG H2  GLC H2  "Carbohydrate core" 
15 EPG H3  GLC H3  "Carbohydrate core" 
16 EPG H4  GLC H4  "Carbohydrate core" 
17 EPG H5  GLC H5  "Carbohydrate core" 
18 EPG H61 GLC H61 "Carbohydrate core" 
19 EPG H62 GLC H62 "Carbohydrate core" 
20 EPG HO2 GLC HO2 "Carbohydrate core" 
21 EPG HO3 GLC HO3 "Carbohydrate core" 
22 EPG HO4 GLC HO4 "Carbohydrate core" 
23 EPG HO6 GLC HO6 "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 
EPG "CARBOHYDRATE ISOMER"                 D        PDB ? 
EPG "CARBOHYDRATE RING"                   pyranose PDB ? 
EPG "CARBOHYDRATE ANOMER"                 alpha    PDB ? 
EPG "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 
EPG "Create component"         2002-11-28 RCSB 
EPG "Modify descriptor"        2011-06-04 RCSB 
EPG "Other modification"       2020-07-03 RCSB 
EPG "Modify parent residue"    2020-07-17 RCSB 
EPG "Modify name"              2020-07-17 RCSB 
EPG "Modify synonyms"          2020-07-17 RCSB 
EPG "Modify linking type"      2020-07-17 RCSB 
EPG "Modify leaving atom flag" 2020-07-17 RCSB 
EPG "Modify PCM"               2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            EPG 
_pdbx_chem_comp_pcm.modified_residue_id                GLU 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           Carbohydrate 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C9 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OE2 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
