N-methyl-1-deoxynojirimycin (CHEBI:166564)

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ChEBI Name	N-methyl-1-deoxynojirimycin

ChEBI ID	CHEBI:166564

ChEBI ASCII Name	N-methyl-1-deoxynojirimycin

Definition	A hydroxypiperidine that is duvoglustat in which the amino hydrogen is replaced by a methyl group. It is an inhibitor of α-glucosidase, an agonist of the glucose sensor SGLT3 and exhibits anti-HIV activity.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	MetaboLights

Supplier Information

Download	Molfile XML SDF

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Formula

C7H15NO4

Net Charge

Average Mass

177.200

Monoisotopic Mass

177.10011

InChI

InChI=1S/C7H15NO4/c1-8-2-5(10)7(12)6(11)4(8)3-9/h4-7,9-12H,2-3H2,1H3/t4-,5+,6-,7-/m1/s1

InChIKey

AAKDPDFZMNYDLR-XZBKPIIZSA-N

SMILES

CN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO

Metabolite of Species	Details
Morus bombycis (NCBI:txid66393)	Found in leaf (BTO:0000713). See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	anti-HIV agent An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. EC 3.2.1.20 (alpha-glucosidase) inhibitor An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20). metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

Application(s):	cardioprotective agent Any protective agent that is able to prevent damage to the heart.

ChEBI Ontology
Outgoing	N-methyl-1-deoxynojirimycin (CHEBI:166564) has functional parent duvoglustat (CHEBI:44369) N-methyl-1-deoxynojirimycin (CHEBI:166564) has role anti-HIV agent (CHEBI:64946) N-methyl-1-deoxynojirimycin (CHEBI:166564) has role cardioprotective agent (CHEBI:77307) N-methyl-1-deoxynojirimycin (CHEBI:166564) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239) N-methyl-1-deoxynojirimycin (CHEBI:166564) has role plant metabolite (CHEBI:76924) N-methyl-1-deoxynojirimycin (CHEBI:166564) is a hydroxypiperidine (CHEBI:48590) N-methyl-1-deoxynojirimycin (CHEBI:166564) is a piperidine alkaloid (CHEBI:26147) N-methyl-1-deoxynojirimycin (CHEBI:166564) is a tertiary amino compound (CHEBI:50996)

IUPAC Name

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

Last Modified

13 April 2021