N-Nonyldeoxynojirimycin

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H31NO4
Molecular Weight	289.4109
Optical Activity	( - )
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO

InChI

InChIKey=FTSCEGKYKXESFF-LXTVHRRPSA-N

InChI=1S/C15H31NO4/c1-2-3-4-5-6-7-8-9-16-10-13(18)15(20)14(19)12(16)11-17/h12-15,17-20H,2-11H2,1H3/t12-,13+,14-,15-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C15H31NO4
Molecular Weight	289.4109
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-glucocerebrosidase 5 Target ID: CHEMBL2179 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12434014 \| https://www.carbosynth.com/carbosynth/website.nsf/(w-productdisplay)/EBABECCC913C5913802570D7002DBCB6	Inhibitor 8504		1.0 µM [IC50]
Genome polyprotein 5 Target ID: P27958 Gene ID: NA Gene Symbol: NA Target Organism: Hepatitis C virus genotype 1a (isolate H) (HCV) Sources: https://www.ncbi.nlm.nih.gov/pubmed/29251816 \| https://www.ncbi.nlm.nih.gov/pubmed/29193612	Inhibitor 8504

PubMed

Title	Date	PubMed
A comparative computational approach toward pharmacological chaperones (NN-DNJ and ambroxol) on N370S and L444P mutations causing Gaucher's disease.	2019	30635084
Interaction of antivirals with a heptameric bundle model of the p7 protein of hepatitis C virus.	2018-04	29251816
A direct role for hepatitis B virus X protein in inducing mitochondrial membrane permeabilization.	2018-04	29193612
Inhibition of α-glucosidase activity by N-deoxynojirimycin analogs in several insect phloem sap feeders.	2016-02	25900765
Strain-specific antiviral activity of iminosugars against human influenza A viruses.	2015-01	25223974
Docking assay of small molecule antivirals to p7 of HCV.	2014-12	25462337
Using pharmacological chaperones to restore proteostasis.	2014-05	24747662
Computational modeling of the p7 monomer from HCV and its interaction with small molecule drugs.	2013	23961398
Evaluation of N-nonyl-deoxygalactonojirimycin as a pharmacological chaperone for human GM1 gangliosidosis leads to identification of a feline model suitable for testing enzyme enhancement therapy.	2012-09	22784478
Pharmacological chaperones facilitate the post-ER transport of recombinant N370S mutant β-glucocerebrosidase in plant cells: evidence that N370S is a folding mutant.	2012-07	22592100
Synthesis of N-substituted ε-hexonolactams as pharmacological chaperones for the treatment of N370S mutant Gaucher disease.	2012-04-21	22286559
Amphiphilic 1-deoxynojirimycin derivatives through click strategies for chemical chaperoning in N370S Gaucher cells.	2011-10-07	21830816

Substance Class	Chemical Created by `admin` on `Wed Apr 02 05:49:07 GMT 2025` Edited by `admin` on `Wed Apr 02 05:49:07 GMT 2025`
Record UNII	BTD6DSG4T5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-Nonyldeoxynojirimycin

Common Name

English

(2R,3R,4R,5S)-2-(Hydroxymethyl)-1-nonyl-3,4,5-piperidinetriol

Preferred Name

English

(2R,3R,4R,5S)-2-(hydroxymethyl)-1-nonylpiperidine-3,4,5-triol

Systematic Name

English

(2R,3R,4R,5S)-2-(hydroxymethyl)-1-nonyl-piperidine-3,4,5-triol

Systematic Name

English

3,4,5-Piperidinetriol, 2-(hydroxymethyl)-1-nonyl-, (2R,3R,4R,5S)-

Systematic Name

English

Code System Code Type Description

CAS

81117-35-3

Created by admin on Wed Apr 02 05:49:07 GMT 2025 , Edited by admin on Wed Apr 02 05:49:07 GMT 2025

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FDA UNII

BTD6DSG4T5

Created by admin on Wed Apr 02 05:49:07 GMT 2025 , Edited by admin on Wed Apr 02 05:49:07 GMT 2025

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PUBCHEM

501640

Created by admin on Wed Apr 02 05:49:07 GMT 2025 , Edited by admin on Wed Apr 02 05:49:07 GMT 2025

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EPA CompTox

DTXSID60333407

Created by admin on Wed Apr 02 05:49:07 GMT 2025 , Edited by admin on Wed Apr 02 05:49:07 GMT 2025

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