miglitol   

GtoPdb Ligand ID: 4842

Synonyms: Glyset® | N-hydroxylethyl-1-deoxynojirimycin
miglitol is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Miglitol is an iminosugar type drug which inhibits alpha-glucosidase as a mechanism to improve glycemic control in type II diabetics.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 5
Rotatable bonds 3
Topological polar surface area 104.39
Molecular weight 207.11
XLogP -2.26
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCCN1CC(O)C(C(C1CO)O)O
Isomeric SMILES OCCN1C[C@H](O)[C@H]([C@@H]([C@H]1CO)O)O
InChI InChI=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
InChI Key IBAQFPQHRJAVAV-ULAWRXDQSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
IUPAC Name
(2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
International Nonproprietary Names
INN number INN
5879 miglitol
Synonyms
Glyset® | N-hydroxylethyl-1-deoxynojirimycin
Database Links
CAS Registry No. 72432-03-2 (source: Scifinder)
ChEMBL Ligand CHEMBL1561
DrugBank Ligand DB00491
DrugCentral Ligand 1806
GtoPdb PubChem SID 178101544
PubChem CID 441314
RCSB PDB Ligand MIG
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SynPHARM 79525 (in complex with maltase-glucoamylase)
Wikipedia Miglitol

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Tocris
Miglitol
Cat. No. 4985