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- ChemComp-EPG: (2R)-oxiran-2-ylmethyl alpha-D-glucopyranoside -

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Basic information

EntryDatabase: PDB chemical components / ID: EPG
NameName: (2R)-oxiran-2-ylmethyl alpha-D-glucopyranoside
Synonyms: 2-HYDROXYMETHYL-6-OXIRANYLMETHOXY-TETRAHYDRO-PYRAN-3,4,5-TRIOL; 2,3-EPOXYPROPYL-ALPHA-D-GLUCOPYRANOSIDE;

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Chemical information

Composition
Formula: C9H16O7 / Number of atoms: 32 / Formula weight: 236.219 / Formal charge: 0
Others

1j11

GLC

Type: D-saccharide / PDB classification: ATOMS / Three letter code: EPG / Model coordinates PDB-ID: 1J11 / Parent comp.: GLC
History
Create componentNov 28, 2002
Modify descriptorJun 4, 2011
Other modificationJul 3, 2020
Modify parent residueJul 17, 2020
Modify nameJul 17, 2020
Modify synonymsJul 17, 2020
Modify linking typeJul 17, 2020
Modify leaving atom flagJul 17, 2020
External linksUniChem / ChemSpider / PubChem / Wikipedia search / Google search

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Structure visualization

Structure viewerMolecule:
MolmilJmol/JSmol

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Details

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SMILES

ACDLabs 10.04O(CC1OC1)C2OC(C(O)C(O)C2O)CO
CACTVS 3.341OC[CH]1O[CH](OC[CH]2CO2)[CH](O)[CH](O)[CH]1O
OpenEye OEToolkits 1.5.0C1C(O1)COC2C(C(C(C(O2)CO)O)O)O

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SMILES CANONICAL

CACTVS 3.341OC[C@H]1O[C@H](OC[C@H]2CO2)[C@H](O)[C@@H](O)[C@@H]1O
OpenEye OEToolkits 1.5.0C1[C@@H](O1)CO[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

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InChI

InChI 1.03InChI=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

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InChIKey

InChI 1.03NXJZWOCFSMYDAS-NZJLWHDDSA-N

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SYSTEMATIC NAME

ACDLabs 10.04(2R)-oxiran-2-ylmethyl alpha-D-glucopyranoside
OpenEye OEToolkits 1.5.0(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2R)-oxiran-2-yl]methoxy]oxane-3,4,5-triol

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IUPAC CARBOHYDRATE SYMBOL

PDB-CARE 1.02,3-epoxypropyl-a-D-glucopyranoside

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PDB entries

Showing all 2 items

PDB-1j11:
beta-amylase from Bacillus cereus var. mycoides in complex with alpha-EPG

PDB-2xgb:
Crystal structure of Barley Beta-Amylase complexed with 2,3- epoxypropyl-alpha-D-glucopyranoside

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