CHEBI:167666 - N-ethyl-1-deoxynojirimycin

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ChEBI Name N-ethyl-1-deoxynojirimycin
ChEBI ID CHEBI:167666
ChEBI ASCII Name N-ethyl-1-deoxynojirimycin
Definition A hydroxypiperidine that is duvoglustat in which the amino hydrogen is replaced by an ethyl 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 R. Stephan
Supplier Information
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Formula C8H17NO4
Net Charge 0
Average Mass 191.227
Monoisotopic Mass 191.11576
InChI InChI=1S/C8H17NO4/c1-2-9-3-6(11)8(13)7(12)5(9)4-10/h5-8,10-13H,2-4H2,1H3/t5-,6+,7-,8-/m1/s1
InChIKey DAYOICKCVBMUPS-ULAWRXDQSA-N
SMILES CCN1C[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): 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 alpha-glucosidase (EC 3.2.1.20).
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ChEBI Ontology
Outgoing N-ethyl-1-deoxynojirimycin (CHEBI:167666) has functional parent duvoglustat (CHEBI:44369)
N-ethyl-1-deoxynojirimycin (CHEBI:167666) has role anti-HIV agent (CHEBI:64946)
N-ethyl-1-deoxynojirimycin (CHEBI:167666) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
N-ethyl-1-deoxynojirimycin (CHEBI:167666) is a hydroxypiperidine (CHEBI:48590)
N-ethyl-1-deoxynojirimycin (CHEBI:167666) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(2R,3R,4R,5S)-1-ethyl-2-(hydroxymethyl)piperidine-3,4,5-triol
Synonyms Sources
(2R,3R,4R,5S)-1-ethyl-2-(hydroxymethyl)-3,4,5-piperidinetriol ChemIDplus
EtDNJ ChemIDplus
N-ethyl-DNJ ChEBI
N-ethyldeoxynojirimycin ChemIDplus
N-ethylmoranoline ChemIDplus
Manual Xref Database
397723 ChemSpider
View more database links
Registry Numbers Types Sources
72458-42-5 CAS Registry Number NIST Chemistry WebBook
72458-42-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17110502 PubMed citation SUBMITTER
3169233 PubMed citation Europe PMC
3264071 PubMed citation Europe PMC
Last Modified
13 April 2021