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CHEBI:166564 - N-methyl-1-deoxynojirimycin

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:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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).
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
MOR-14ChemIDplus
N-methyl-duvoglustatChEBI
MeDNJChEBI
N-methyl-DNJChEBI
Manual XrefsDatabases
HMDB0035360HMDB
83403ChemSpider
C00051703KNApSAcK
FDB014032FooDB
Registry NumbersSources
Reaxys:1524564Reaxys
CAS:69567-10-8ChemIDplus
CAS:69567-10-8NIST Chemistry WebBook
Citations