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- ChemComp-MIG: (2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,... -

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Open data


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Basic information

EntryDatabase: PDB chemical components / ID: MIG
NameName: (2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Synonyms: Miglitol
WikipediaWikipedia - Miglitol: Miglitol is an oral anti-diabetic drug that acts by inhibiting the ability of the patient to break down complex carbohydrates into glucose. It is primarily used in diabetes mellitus type 2 for establishing greater glycemic control by preventing the digestion of carbohydrates (such as disaccharides, oligosaccharides, and polysaccharides) into monosaccharides which can be absorbed by the body.

Miglitol, and other structurally-related iminosugars, inhibit glycoside hydrolase enzymes called alpha-glucosidases...

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Chemical information

Composition
Formula: C8H17NO5 / Number of atoms: 31 / Formula weight: 207.224 / Formal charge: 0
Others

3l4w

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: MIG / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3L4W
History
Create componentJan 14, 2010
Modify descriptorJun 4, 2011
Modify synonymsApr 12, 2016
Modify synonymsMar 1, 2021
External linksUniChem / BindingDB / Brenda / ChEBI / ChEMBL / ChemicalBook / CompTox / DailyMed / DrugBank / GtoPharmacology / HMDB / KEGG_Ligand / NMRShiftDB / Nikkaji / PubChem / PubChem_TPharma / SureChEMBL / ZINC / ChemSpider / Wikipedia search / Google search

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Structure visualization

Structure viewerMolecule:
MolmilJmol/JSmol

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Details

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SMILES

CACTVS 3.352OCCN1C[CH](O)[CH](O)[CH](O)[CH]1CO
OpenEye OEToolkits 1.7.0C1C(C(C(C(N1CCO)CO)O)O)O

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SMILES CANONICAL

CACTVS 3.352OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
OpenEye OEToolkits 1.7.0C1[C@@H]([C@H]([C@@H]([C@H]([N@@]1CCO)CO)O)O)O

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InChI

InChI 1.03InChI=1S/C8H17NO5/c10-2-1-9-3-6(12)8(14)7(13)5(9)4-11/h5-8,10-14H,1-4H2/t5-,6+,7-,8-/m1/s1

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InChIKey

InChI 1.03IBAQFPQHRJAVAV-ULAWRXDQSA-N

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PDB entries

Showing all 4 items

PDB-3l4w:
Crystal complex of N-terminal Human Maltase-Glucoamylase with miglitol

PDB-5nn6:
Crystal structure of human lysosomal acid-alpha-glucosidase, GAA, in complex with N-hydroxyethyl-1-deoxynojirimycin

PDB-6ca1:
THE CRYSTAL STRUCTURE OF THE W169Y MUTANT OF ALPHA-GLUCOSIDASE (GH 31) FROM RUMINOCOCCUS OBEUM ATCC 29174 in complex with miglitol

PDB-6ca3:
THE CRYSTAL STRUCTURE OF THE W169Y MUTANT OF ALPHA-GLUCOSIDASE (GH 31) FROM RUMINOCOCCUS OBEUM ATCC 29174 in complex with miglitol

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