CHEBI:50381 - miglustat

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ChEBI Name miglustat
ChEBI ID CHEBI:50381
Definition A hydroxypiperidine that is deoxynojirimycin in which the amino hydrogen is replaced by a butyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C10H21NO4
Net Charge 0
Average Mass 219.27808
Monoisotopic Mass 219.14706
InChI InChI=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
InChIKey UQRORFVVSGFNRO-UTINFBMNSA-N
SMILES CCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
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): 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).
anti-HIV agent
An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
miglustat ChEBI
miglustatum ChEBI
Synonyms Sources
BuDNJ ChemIDplus
Butyldeoxynojirimycin ChemIDplus
N-(n-Butyl)deoxynojirimycin ChemIDplus
n-Butyl deoxynojirimycin ChemIDplus
N-butyl-1-deoxynojirimycin ChemIDplus
N-Butylmoranoline ChemIDplus
NB-DNJ ChemIDplus
SC-48334 ChemIDplus
Brand Name Source
Zavesca DrugBank
Manual Xrefs Databases
1807 DrugCentral
D05032 KEGG DRUG
DB00419 DrugBank
View more database links
Registry Numbers Types Sources
5862029 Beilstein Registry Number Beilstein
72599-27-0 CAS Registry Number ChemIDplus
Last Modified
22 February 2017