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CHEBI:166564 - N-methyl-1-deoxynojirimycin

Default Structure
ChEBI IDCHEBI:166564
ChEBI NameN-methyl-1-deoxynojirimycin
Stars
ASCII NameN-methyl-1-deoxynojirimycin
DefinitionA 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.
Last Modified13 April 2021
SubmitterMetaboLights
DownloadsMolfile
FormulaC7H15NO4
Net Charge0
Average Mass177.200
Monoisotopic Mass177.10011
SMILESCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
InChIInChI=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
InChIKeyAAKDPDFZMNYDLR-XZBKPIIZSA-N
Species of MetaboliteComponentSourceComments
Morus bombycis (ncbitaxon:66393) leaf (BTO:0000713) PubMed (8156550)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 3.2.1.20 (alpha-glucosidase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of α-glucosidase (EC 3.2.1.20).
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
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
Synonyms  Source
N-methyldeoxynojirimycinChemIDplus
N-methyldesoxynojirimycinChemIDplus
N-methyl-DNJChEBI
N-methyl-duvoglustatChEBI
MeDNJChEBI
MOR-14ChemIDplus
Manual XrefsDatabases
83403ChemSpider
C00051703KNApSAcK
FDB014032FooDB
HMDB0035360HMDB
Registry NumbersSources
Reaxys:1524564Reaxys
CAS:69567-10-8NIST Chemistry WebBook
CAS:69567-10-8ChemIDplus
Citations