EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:50381 - miglustat

ChEBI IDCHEBI:50381
ChEBI Namemiglustat
Stars
DefinitionA hydroxypiperidine that is deoxynojirimycin in which the amino hydrogen is replaced by a butyl group.
Last Modified22 February 2017
SubmitterInma Spiteri
DownloadsMolfile
FormulaC10H21NO4
Net Charge0
Average Mass219.281
Monoisotopic Mass219.14706
SMILESCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
InChIInChI=1S/C10H21NO4/c1-2-3-4-11-5-8(13)10(15)9(14)7(11)6-12/h7-10,12-15H,2-6H2,1H3/t7-,8+,9-,10-/m1/s1
InChIKeyUQRORFVVSGFNRO-UTINFBMNSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor  An EC 2.4.1.* (hexosyltransferase) inhibitor that interferes with the activity of ceramide glucosyltransferase (EC 2.4.1.80).
ChEBI Ontology
Outgoing Relation(s)
miglustat (CHEBI:50381) has functional parent duvoglustat (CHEBI:44369)
miglustat (CHEBI:50381) has role anti-HIV agent (CHEBI:64946)
miglustat (CHEBI:50381) has role EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor (CHEBI:50382)
miglustat (CHEBI:50381) is a piperidines (CHEBI:26151)
miglustat (CHEBI:50381) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
(2R,3R,4R,5S)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol
INNs  Source
miglustatChEBI
miglustatumChEBI
Synonyms  Source
BuDNJChemIDplus
ButyldeoxynojirimycinChemIDplus
N-(n-Butyl)deoxynojirimycinChemIDplus
N-ButylmoranolineChemIDplus
N-butyl-1-deoxynojirimycinChemIDplus
NB-DNJChemIDplus
Brand Name  Source
ZavescaDrugBank
Manual XrefsDatabases
D05032KEGG DRUG
DB00419DrugBank
1807DrugCentral
Registry NumbersSources
Beilstein:5862029Beilstein
CAS:72599-27-0ChemIDplus