Deoxynojirimycin

HCID 29435CAS 19130-96-2
Substructure searchFind similar structures

Basic information

Standard SMILES
OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O
InChIKey
LXBIFEVIBLOUGU-JGWLITMVSA-N
Molecular formula
C6H13NO4
Average molar mass
163.17 g/mol
Monoisotopic mass
163.0844579

Overview

Duvoglustat is an optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration. It has a role as a hypoglycemic agent, a hepatoprotective agent, an anti-HIV agent, an EC 3.2.1.20 (alpha-glucosidase) inhibitor, an anti-obesity agent, a plant metabolite and a bacterial metabolite. It is a piperidine alkaloid and a 2-(hydroxymethyl)piperidine-3,4,5-triol.

Names & identifiers

Preferred name
Deoxynojirimycin
IUPAC
(2R,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol

Names & synonyms

19130-96-2DUVOGLUSTATdeoxynojirimycinMoranolin1,5-Dideoxy-1,5-imino-D-glucitolD-1-deoxynojirimycin1 DeoxynojirimycinNojirimycin, 1-deoxy-BAY-h-55955-Amino-1,5-dideoxy-D-glucopyranose1,5-dideoxy-1,5-imino-FZ56898FLE
Show more names
CHEBI:44369DTXSID701726473,4,5-Piperidinetriol, 2-(hydroxymethyl)-, (2R-(2alpha,3beta,4alpha,5beta))-duvoglustatumRefChem:388743DTXCID4095138606-239-21-DEOXYNOJIRIMYCIN

Database identifiers

CAS
19130-96-2
PubChem CID
29435
DTXSID
DTXSID70172647
ChEMBL
CHEMBL307429
ChEBI
CHEBI:44369
UNII
FZ56898FLE
EC Number
606-239-2
Nikkaji
J261.805B

Properties

Computed structural properties

XLogP
-2.3
Topological polar surface area
93 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
5
Rotatable bonds
1
Heavy atoms
11

Experimental & physicochemical properties

Drugs · 2 items

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Antibiotics

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 96% (24 of 25) of all reports.

Not Classified

Aggregated GHS information provided per 25 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 17-10-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/8108

3,4,5-Piperidinetriol, 2-(hydroxymethyl)-, (2R,3R,4R,5S)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesNot Classified

Related reactions

12 records
New reaction record

Linked notes

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