MIG

(2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol

Created:	2010-01-14
Last modified:	2021-03-01

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4 entries where MIG is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	31
Chiral Atom Count	4
Bond Count	31
Aromatic Bond Count	0

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Chemical Component Summary
Name	(2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Synonyms	Miglitol
Systematic Name (OpenEye OEToolkits)	(1R,2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Formula	C₈ H₁₇ N O₅
Molecular Weight	207.224
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	CACTVS	3.352	OCCN1C[CH](O)[CH](O)[CH](O)[CH]1CO
SMILES	OpenEye OEToolkits	1.7.0	C1C(C(C(C(N1CCO)CO)O)O)O
Canonical SMILES	CACTVS	3.352	OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
Canonical SMILES	OpenEye OEToolkits	1.7.0	C1[C@@H]([C@H]([C@@H]([C@H]([N@@]1CCO)CO)O)O)O
InChI	InChI	1.03	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
InChIKey	InChI	1.03	IBAQFPQHRJAVAV-ULAWRXDQSA-N

Drug Info: DrugBank

DrugBank ID	DB00491
Name	Miglitol
Groups	approved
Description	Miglitol inhibits the breakdown 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 should be taken at the start of a meal for maximal effect and the effect will depend on the amount of poly and oligosaccharides in the diet. Miglitol inhibits alpha-glucosidase, making less sugars available for digestion and reducing postprandial hyperglycemia. Unlike other drugs of the same class, miglitol is not metabolized and the unmetabolized drug is excreted by the kidneys.
Synonyms	Miglitol Miglitolum
Brand Names	Miglitol Glyset
Indication	For use as an adjunct to diet to improve glycemic control in patients with non-insulin-dependent diabetes mellitus (NIDDM) whose hyperglycemia cannot be managed with diet alone.
Categories	Alimentary Tract and Metabolism Alkaloids Blood Glucose Lowering Agents Carbohydrates Drugs Used in Diabetes Enzyme Inhibitors Glycoside Hydrolase Inhibitors Hypoglycemia-Associated Agents Imines Imino Pyranoses Imino Sugars Oral Hypoglycemics Piperidines
ATC-Code	A10BF02
CAS number	72432-03-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Lysosomal alpha-glucosidase	MGVRHPPCSHRLLAVCALVSLATAALLGHILLHDFLLVPRELSGSSPVLE...	unknown	antagonist
Neutral alpha-glucosidase AB	MAAVAAVAARRRRSWASLVLAFLGVCLGITLAVDRSNFKTCEESSFCKRQ...	unknown	antagonist
Neutral alpha-glucosidase C	MEAAVKEEISLEDEAVDKNIFRDCNKIAFYRRQKQWLSKKSTYQALLDSV...	unknown	antagonist
Maltase-glucoamylase, intestinal	MARKKLKKFTTLEIVLSVLLLVLFIISIVLIVLLAKESLKSTAPDPGTTG...	unknown	antagonist,inhibitor
Pancreatic alpha-amylase	MKFFLLLFTIGFCWAQYSPNTQQGRTSIVHLFEWRWVDIALECERYLAPK...	unknown	inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682