Page last updated: 2024-11-08

n-nonyl-1-deoxynojirimycin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

N-nonyldeoxynojirimycin : A hydroxypiperidine that is deoxynojirimycin (duvoglustat) in which the amino hydrogen is replaced by a nonyl group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID501640
CHEMBL ID408500
CHEBI ID76399
SCHEMBL ID2268575
MeSH IDM0290120

Synonyms (30)

Synonym
(5s,2r,3r,4r)-2-(hydroxymethyl)-1-nonylpiperidine-3,4,5-triol
n-nonyl-deoxynojirimycin
(2r,3r,4r,5s)-2-(hydroxymethyl)-1-nonyl-piperidine-3,4,5-triol
nn-dnj
NCGC00182087-01
n-nonyl-1-deoxynojirimycin
(2r,3r,4r,5s)-2-(hydroxymethyl)-1-nonylpiperidine-3,4,5-triol
n-nonyl-dnj
bdbm18358
n-(n-nonyl)-deoxynojirimycin
n-(n-nonyl)deoxynojirimycin
CHEMBL408500
n-nonyl 1-deoxynojirimycin
chebi:76399 ,
n-nonyldeoxynojirimycin
DB08283
(2r,3r,4r,5s)-2-(hydroxymethyl)-1-nonyl-3,4,5-piperidinetriol
81117-35-3
SCHEMBL2268575
W-203849
AKOS024457751
DTXSID60333407
3,4,5-piperidinetriol, 2-(hydroxymethyl)-1-nonyl-, (2r,3r,4r,5s)-
nn-dnj, >=98% (hplc)
n-(n-nonyl)-1-deoxynojirimycin min. 99%
Q27097506
HY-107532
nn-dnj;nonyl-dnj
CS-0028821
MS-24135

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" In male Sprague-Dawley rats, compound 3l was well tolerated at a dose up to 200 mg/kg and displayed desirable PK profiles, with significantly improved bioavailability (F = 92 ± 4%)."( Design, synthesis, and biological evaluation of N-alkylated deoxynojirimycin (DNJ) derivatives for the treatment of dengue virus infection.
Block, TM; Chang, J; Cuconati, A; Du, Y; Gill, T; Guo, JT; Qu, X; Wang, L; Xu, X; Ye, H; Yu, W; Zhao, K, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
EC 3.2.1.45 (glucosylceramidase) inhibitorAn EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of glucosylceramidase (EC 3.2.1.45).
EC 3.2.1.20 (alpha-glucosidase) inhibitorAn EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20).
antiviral agentA substance that destroys or inhibits replication of viruses.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
hydroxypiperidine
tertiary amino compoundA compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (17)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, GlucosylceramidaseHomo sapiens (human)Potency0.08580.02150.06920.1530AID1382
glucocerebrosidaseHomo sapiens (human)Potency2.05750.01268.156944.6684AID488854
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Sucrase-isomaltase Mus musculus (house mouse)IC50 (µMol)0.40000.40000.75001.5000AID553255
Ceramide glucosyltransferaseMus musculus (house mouse)IC50 (µMol)4.00000.20001.46674.0000AID553252
Lysosomal acid glucosylceramidaseHomo sapiens (human)IC50 (µMol)1.26390.03002.35898.8000AID1412115; AID1412116; AID1596603; AID1797728; AID326300; AID482195; AID482196; AID553253; AID592238; AID652471; AID652472; AID699341; AID699342; AID699343; AID699344
Lysosomal acid glucosylceramidaseHomo sapiens (human)Ki0.44290.02101.52886.3000AID1797728; AID482197; AID592293; AID652473; AID699345; AID699346; AID764875
Cytochrome P450 2A6Homo sapiens (human)IC50 (µMol)30.00000.00443.889510.0000AID1412117
Cytochrome P450 2C9 Homo sapiens (human)IC50 (µMol)30.00000.00002.800510.0000AID1412117
Protein-lysine 6-oxidaseHomo sapiens (human)IC50 (µMol)1.50000.01001.19705.0000AID1797728
Protein-lysine 6-oxidaseHomo sapiens (human)Ki0.30000.30000.30000.3000AID1797728
Oligo-1,6-glucosidase IMA1Saccharomyces cerevisiae S288CIC50 (µMol)100.00009.37009.37009.3700AID592301
Lysosomal alpha-glucosidaseMus musculus (house mouse)IC50 (µMol)8.00004.00007.00009.0000AID553257
Alpha-galactosidaseCoffea arabica (coffee)IC50 (µMol)65.00000.00300.00300.0030AID1412111; AID592236
Beta-galactosidaseBos taurus (cattle)IC50 (µMol)65.00001.50002.70003.6000AID1412113; AID592302
Non-lysosomal glucosylceramidaseHomo sapiens (human)IC50 (µMol)0.00500.00030.08970.3000AID1596605; AID553254
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (107)

Processvia Protein(s)Taxonomy
mitochondrion organizationLysosomal acid glucosylceramidaseHomo sapiens (human)
neuron projection developmentLysosomal acid glucosylceramidaseHomo sapiens (human)
glucosylceramide catabolic processLysosomal acid glucosylceramidaseHomo sapiens (human)
autophagyLysosomal acid glucosylceramidaseHomo sapiens (human)
lysosome organizationLysosomal acid glucosylceramidaseHomo sapiens (human)
cholesterol metabolic processLysosomal acid glucosylceramidaseHomo sapiens (human)
determination of adult lifespanLysosomal acid glucosylceramidaseHomo sapiens (human)
cellular response to starvationLysosomal acid glucosylceramidaseHomo sapiens (human)
response to pHLysosomal acid glucosylceramidaseHomo sapiens (human)
microglia differentiationLysosomal acid glucosylceramidaseHomo sapiens (human)
regulation of macroautophagyLysosomal acid glucosylceramidaseHomo sapiens (human)
antigen processing and presentationLysosomal acid glucosylceramidaseHomo sapiens (human)
lipid storageLysosomal acid glucosylceramidaseHomo sapiens (human)
cerebellar Purkinje cell layer formationLysosomal acid glucosylceramidaseHomo sapiens (human)
pyramidal neuron differentiationLysosomal acid glucosylceramidaseHomo sapiens (human)
respiratory electron transport chainLysosomal acid glucosylceramidaseHomo sapiens (human)
termination of signal transductionLysosomal acid glucosylceramidaseHomo sapiens (human)
lipid glycosylationLysosomal acid glucosylceramidaseHomo sapiens (human)
negative regulation of protein-containing complex assemblyLysosomal acid glucosylceramidaseHomo sapiens (human)
regulation of TOR signalingLysosomal acid glucosylceramidaseHomo sapiens (human)
positive regulation of proteasomal ubiquitin-dependent protein catabolic processLysosomal acid glucosylceramidaseHomo sapiens (human)
negative regulation of interleukin-6 productionLysosomal acid glucosylceramidaseHomo sapiens (human)
T cell differentiation in thymusLysosomal acid glucosylceramidaseHomo sapiens (human)
response to testosteroneLysosomal acid glucosylceramidaseHomo sapiens (human)
positive regulation of protein dephosphorylationLysosomal acid glucosylceramidaseHomo sapiens (human)
proteasome-mediated ubiquitin-dependent protein catabolic processLysosomal acid glucosylceramidaseHomo sapiens (human)
positive regulation of protein-containing complex disassemblyLysosomal acid glucosylceramidaseHomo sapiens (human)
negative regulation of MAP kinase activityLysosomal acid glucosylceramidaseHomo sapiens (human)
negative regulation of neuron apoptotic processLysosomal acid glucosylceramidaseHomo sapiens (human)
response to estrogenLysosomal acid glucosylceramidaseHomo sapiens (human)
sphingosine biosynthetic processLysosomal acid glucosylceramidaseHomo sapiens (human)
ceramide biosynthetic processLysosomal acid glucosylceramidaseHomo sapiens (human)
cell maturationLysosomal acid glucosylceramidaseHomo sapiens (human)
brain morphogenesisLysosomal acid glucosylceramidaseHomo sapiens (human)
homeostasis of number of cellsLysosomal acid glucosylceramidaseHomo sapiens (human)
negative regulation of inflammatory responseLysosomal acid glucosylceramidaseHomo sapiens (human)
neuromuscular processLysosomal acid glucosylceramidaseHomo sapiens (human)
neuron apoptotic processLysosomal acid glucosylceramidaseHomo sapiens (human)
establishment of skin barrierLysosomal acid glucosylceramidaseHomo sapiens (human)
microglial cell proliferationLysosomal acid glucosylceramidaseHomo sapiens (human)
motor behaviorLysosomal acid glucosylceramidaseHomo sapiens (human)
cellular response to tumor necrosis factorLysosomal acid glucosylceramidaseHomo sapiens (human)
hematopoietic stem cell proliferationLysosomal acid glucosylceramidaseHomo sapiens (human)
response to dexamethasoneLysosomal acid glucosylceramidaseHomo sapiens (human)
lymphocyte migrationLysosomal acid glucosylceramidaseHomo sapiens (human)
response to thyroid hormoneLysosomal acid glucosylceramidaseHomo sapiens (human)
beta-glucoside catabolic processLysosomal acid glucosylceramidaseHomo sapiens (human)
positive regulation of protein lipidationLysosomal acid glucosylceramidaseHomo sapiens (human)
positive regulation of neuronal action potentialLysosomal acid glucosylceramidaseHomo sapiens (human)
positive regulation of autophagy of mitochondrion in response to mitochondrial depolarizationLysosomal acid glucosylceramidaseHomo sapiens (human)
autophagosome organizationLysosomal acid glucosylceramidaseHomo sapiens (human)
regulation of lysosomal protein catabolic processLysosomal acid glucosylceramidaseHomo sapiens (human)
xenobiotic metabolic processCytochrome P450 2A6Homo sapiens (human)
steroid metabolic processCytochrome P450 2A6Homo sapiens (human)
coumarin metabolic processCytochrome P450 2A6Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 2A6Homo sapiens (human)
coumarin catabolic processCytochrome P450 2A6Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 2A6Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 2C9 Homo sapiens (human)
steroid metabolic processCytochrome P450 2C9 Homo sapiens (human)
cholesterol metabolic processCytochrome P450 2C9 Homo sapiens (human)
estrogen metabolic processCytochrome P450 2C9 Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 2C9 Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 2C9 Homo sapiens (human)
urea metabolic processCytochrome P450 2C9 Homo sapiens (human)
monocarboxylic acid metabolic processCytochrome P450 2C9 Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 2C9 Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 2C9 Homo sapiens (human)
amide metabolic processCytochrome P450 2C9 Homo sapiens (human)
icosanoid biosynthetic processCytochrome P450 2C9 Homo sapiens (human)
oxidative demethylationCytochrome P450 2C9 Homo sapiens (human)
omega-hydroxylase P450 pathwayCytochrome P450 2C9 Homo sapiens (human)
osteoblast differentiationProtein-lysine 6-oxidaseHomo sapiens (human)
regulation of protein phosphorylationProtein-lysine 6-oxidaseHomo sapiens (human)
heart developmentProtein-lysine 6-oxidaseHomo sapiens (human)
response to xenobiotic stimulusProtein-lysine 6-oxidaseHomo sapiens (human)
regulation of gene expressionProtein-lysine 6-oxidaseHomo sapiens (human)
regulation of striated muscle tissue developmentProtein-lysine 6-oxidaseHomo sapiens (human)
regulation of transforming growth factor beta receptor signaling pathwayProtein-lysine 6-oxidaseHomo sapiens (human)
peptidyl-lysine oxidationProtein-lysine 6-oxidaseHomo sapiens (human)
bone mineralizationProtein-lysine 6-oxidaseHomo sapiens (human)
lung developmentProtein-lysine 6-oxidaseHomo sapiens (human)
platelet-derived growth factor receptor-beta signaling pathwayProtein-lysine 6-oxidaseHomo sapiens (human)
ascending aorta developmentProtein-lysine 6-oxidaseHomo sapiens (human)
descending aorta developmentProtein-lysine 6-oxidaseHomo sapiens (human)
protein modification processProtein-lysine 6-oxidaseHomo sapiens (human)
regulation of apoptotic processProtein-lysine 6-oxidaseHomo sapiens (human)
regulation of megakaryocyte differentiationProtein-lysine 6-oxidaseHomo sapiens (human)
muscle cell cellular homeostasisProtein-lysine 6-oxidaseHomo sapiens (human)
elastic fiber assemblyProtein-lysine 6-oxidaseHomo sapiens (human)
blood vessel morphogenesisProtein-lysine 6-oxidaseHomo sapiens (human)
response to steroid hormoneProtein-lysine 6-oxidaseHomo sapiens (human)
negative regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionProtein-lysine 6-oxidaseHomo sapiens (human)
muscle cell developmentProtein-lysine 6-oxidaseHomo sapiens (human)
cell chemotaxisProtein-lysine 6-oxidaseHomo sapiens (human)
connective tissue developmentProtein-lysine 6-oxidaseHomo sapiens (human)
DNA biosynthetic processProtein-lysine 6-oxidaseHomo sapiens (human)
regulation of bone developmentProtein-lysine 6-oxidaseHomo sapiens (human)
cellular response to chemokineProtein-lysine 6-oxidaseHomo sapiens (human)
regulation of platelet-derived growth factor receptor-beta signaling pathwayProtein-lysine 6-oxidaseHomo sapiens (human)
collagen fibril organizationProtein-lysine 6-oxidaseHomo sapiens (human)
galactosylceramide catabolic processGalactocerebrosidaseHomo sapiens (human)
myelinationGalactocerebrosidaseHomo sapiens (human)
glycosphingolipid catabolic processGalactocerebrosidaseHomo sapiens (human)
carbohydrate metabolic processBeta-galactosidaseBos taurus (cattle)
carbohydrate metabolic processNon-lysosomal glucosylceramidaseHomo sapiens (human)
glucosylceramide catabolic processNon-lysosomal glucosylceramidaseHomo sapiens (human)
cholesterol metabolic processNon-lysosomal glucosylceramidaseHomo sapiens (human)
bile acid metabolic processNon-lysosomal glucosylceramidaseHomo sapiens (human)
glycoside catabolic processNon-lysosomal glucosylceramidaseHomo sapiens (human)
central nervous system neuron developmentNon-lysosomal glucosylceramidaseHomo sapiens (human)
lipid glycosylationNon-lysosomal glucosylceramidaseHomo sapiens (human)
regulation of actin filament polymerizationNon-lysosomal glucosylceramidaseHomo sapiens (human)
regulation of microtubule polymerizationNon-lysosomal glucosylceramidaseHomo sapiens (human)
glycosphingolipid catabolic processNon-lysosomal glucosylceramidaseHomo sapiens (human)
regulation of membrane lipid distributionNon-lysosomal glucosylceramidaseHomo sapiens (human)
central nervous system developmentNon-lysosomal glucosylceramidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (30)

Processvia Protein(s)Taxonomy
galactosylceramidase activityLysosomal acid glucosylceramidaseHomo sapiens (human)
glucosylceramidase activityLysosomal acid glucosylceramidaseHomo sapiens (human)
signaling receptor bindingLysosomal acid glucosylceramidaseHomo sapiens (human)
scavenger receptor bindingLysosomal acid glucosylceramidaseHomo sapiens (human)
protein bindingLysosomal acid glucosylceramidaseHomo sapiens (human)
glucosyltransferase activityLysosomal acid glucosylceramidaseHomo sapiens (human)
steryl-beta-glucosidase activityLysosomal acid glucosylceramidaseHomo sapiens (human)
iron ion bindingCytochrome P450 2A6Homo sapiens (human)
coumarin 7-hydroxylase activityCytochrome P450 2A6Homo sapiens (human)
enzyme bindingCytochrome P450 2A6Homo sapiens (human)
heme bindingCytochrome P450 2A6Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenCytochrome P450 2A6Homo sapiens (human)
arachidonic acid epoxygenase activityCytochrome P450 2A6Homo sapiens (human)
monooxygenase activityCytochrome P450 2C9 Homo sapiens (human)
iron ion bindingCytochrome P450 2C9 Homo sapiens (human)
arachidonic acid epoxygenase activityCytochrome P450 2C9 Homo sapiens (human)
steroid hydroxylase activityCytochrome P450 2C9 Homo sapiens (human)
arachidonic acid 14,15-epoxygenase activityCytochrome P450 2C9 Homo sapiens (human)
arachidonic acid 11,12-epoxygenase activityCytochrome P450 2C9 Homo sapiens (human)
oxidoreductase activityCytochrome P450 2C9 Homo sapiens (human)
(S)-limonene 6-monooxygenase activityCytochrome P450 2C9 Homo sapiens (human)
(S)-limonene 7-monooxygenase activityCytochrome P450 2C9 Homo sapiens (human)
caffeine oxidase activityCytochrome P450 2C9 Homo sapiens (human)
(R)-limonene 6-monooxygenase activityCytochrome P450 2C9 Homo sapiens (human)
aromatase activityCytochrome P450 2C9 Homo sapiens (human)
heme bindingCytochrome P450 2C9 Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenCytochrome P450 2C9 Homo sapiens (human)
protein-lysine 6-oxidase activityProtein-lysine 6-oxidaseHomo sapiens (human)
copper ion bindingProtein-lysine 6-oxidaseHomo sapiens (human)
protein bindingProtein-lysine 6-oxidaseHomo sapiens (human)
collagen bindingProtein-lysine 6-oxidaseHomo sapiens (human)
small molecule bindingProtein-lysine 6-oxidaseHomo sapiens (human)
molecular adaptor activityProtein-lysine 6-oxidaseHomo sapiens (human)
galactosylceramidase activityGalactocerebrosidaseHomo sapiens (human)
beta-galactosidase activityBeta-galactosidaseBos taurus (cattle)
galactosylceramidase activityNon-lysosomal glucosylceramidaseHomo sapiens (human)
glucosylceramidase activityNon-lysosomal glucosylceramidaseHomo sapiens (human)
beta-glucosidase activityNon-lysosomal glucosylceramidaseHomo sapiens (human)
glucosyltransferase activityNon-lysosomal glucosylceramidaseHomo sapiens (human)
steryl-beta-glucosidase activityNon-lysosomal glucosylceramidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (20)

Processvia Protein(s)Taxonomy
lysosomeLysosomal acid glucosylceramidaseHomo sapiens (human)
lysosomal membraneLysosomal acid glucosylceramidaseHomo sapiens (human)
endoplasmic reticulumLysosomal acid glucosylceramidaseHomo sapiens (human)
Golgi apparatusLysosomal acid glucosylceramidaseHomo sapiens (human)
trans-Golgi networkLysosomal acid glucosylceramidaseHomo sapiens (human)
lysosomal lumenLysosomal acid glucosylceramidaseHomo sapiens (human)
extracellular exosomeLysosomal acid glucosylceramidaseHomo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 2A6Homo sapiens (human)
cytoplasmic microtubuleCytochrome P450 2A6Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2A6Homo sapiens (human)
cytoplasmCytochrome P450 2A6Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 2C9 Homo sapiens (human)
plasma membraneCytochrome P450 2C9 Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2C9 Homo sapiens (human)
cytoplasmCytochrome P450 2C9 Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2C9 Homo sapiens (human)
extracellular regionProtein-lysine 6-oxidaseHomo sapiens (human)
extracellular spaceProtein-lysine 6-oxidaseHomo sapiens (human)
collagen trimerProtein-lysine 6-oxidaseHomo sapiens (human)
extracellular spaceProtein-lysine 6-oxidaseHomo sapiens (human)
collagen-containing extracellular matrixProtein-lysine 6-oxidaseHomo sapiens (human)
lysosomal lumenGalactocerebrosidaseHomo sapiens (human)
lysosomeGalactocerebrosidaseHomo sapiens (human)
lysosomeBeta-galactosidaseBos taurus (cattle)
Golgi membraneNon-lysosomal glucosylceramidaseHomo sapiens (human)
endoplasmic reticulum membraneNon-lysosomal glucosylceramidaseHomo sapiens (human)
smooth endoplasmic reticulumNon-lysosomal glucosylceramidaseHomo sapiens (human)
cytosolNon-lysosomal glucosylceramidaseHomo sapiens (human)
plasma membraneNon-lysosomal glucosylceramidaseHomo sapiens (human)
membraneNon-lysosomal glucosylceramidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (99)

Assay IDTitleYearJournalArticle
AID556070Antiviral activity against 1 MOI Bovine viral diarrhea virus NADL infected in MDBK cells assessed as reduction in viral titer after 72 hrs by plaque forming assay2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
Novel imino sugar derivatives demonstrate potent antiviral activity against flaviviruses.
AID1412112Inhibition of almond beta-glucosidase pre-incubated for 5 mins followed by p-nitrophenyl-beta-D-glucopyranoside substrate addition and measured after 30 mins by spectrophotometric assay2017MedChemComm, Nov-01, Volume: 8, Issue:11
Orthoester functionalized
AID698123Selectivity index, ratio of CC50 for MDBK cells to EC50 for BVDV NADL infected in MDBK cells2012Journal of medicinal chemistry, Jul-12, Volume: 55, Issue:13
Design, synthesis, and biological evaluation of N-alkylated deoxynojirimycin (DNJ) derivatives for the treatment of dengue virus infection.
AID482201Binding affinity to recombinant beta-glucocerebrosidase assessed as enzymatic activity at 50 uM after 60 mins by thermal stabilization assay relative to control2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID556086Antiviral activity against Dengue virus C infected in african green monkey Vero cells assessed as reduction in viral titer after 72 hrs by plaque reduction assay2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
Novel imino sugar derivatives demonstrate potent antiviral activity against flaviviruses.
AID482220Cytotoxicity against human fibroblast at 300 uM after 24 hrs by MTT assay2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID556072Selectivity index, ratio of CC50 for bovine MDBK cells to EC50 for 1 MOI Bovine viral diarrhea virus infected in bovine MDBK cells2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
Novel imino sugar derivatives demonstrate potent antiviral activity against flaviviruses.
AID652495Increase in beta-glucocerebrosidase L444P mutant activity in lymphoblasts obtained from Gaucher disease patient after 3 days by fluorimetric analysis2011ACS medicinal chemistry letters, Aug-11, Volume: 2, Issue:8
The myo-1,2-Diaminocyclitol Scaffold Defines Potent Glucocerebrosidase Activators and Promising Pharmacological Chaperones for Gaucher Disease.
AID731606Induction of beta glucosidase N370S mutant (unknown origin) at 10 nM relative to control2013Journal of medicinal chemistry, Apr-11, Volume: 56, Issue:7
Pharmacological chaperones as therapeutics for lysosomal storage diseases.
AID326300Inhibition of recombinant wild-type glucocerebrosidase2007Proceedings of the National Academy of Sciences of the United States of America, Aug-07, Volume: 104, Issue:32
Three classes of glucocerebrosidase inhibitors identified by quantitative high-throughput screening are chaperone leads for Gaucher disease.
AID699362Stabilization of recombinant imiglucerase at 50 uM at 48 degC after 60 mins by fluorimetry relative to incubation at 37 degC2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID652482Inhibition of beta-glucocerebrosidase in human fibroblasts assessed as stabilization ratio at 100 uM after 1 hr thermal denaturation at 48 degC by spectrophotometric analysis2011ACS medicinal chemistry letters, Aug-11, Volume: 2, Issue:8
The myo-1,2-Diaminocyclitol Scaffold Defines Potent Glucocerebrosidase Activators and Promising Pharmacological Chaperones for Gaucher Disease.
AID699211Agonist activity at glucosylceramidase N370S mutant in lymphoblast obtained from Gaucher disease patient using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate preincubated at 5 nM for 3 days measured 2 hrs post substrate addition by fluorescence 2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID698125Antiviral activity against 1 MOI BVDV NADL infected in MDBK cells assessed as reduction in viral titer after 22 hrs2012Journal of medicinal chemistry, Jul-12, Volume: 55, Issue:13
Design, synthesis, and biological evaluation of N-alkylated deoxynojirimycin (DNJ) derivatives for the treatment of dengue virus infection.
AID592238Inhibition of recombinant glucocerebrosidase in McIlvaine buffer at pH 7.4 after 10 mins by fluorometric analysis2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID652484Inhibition of wild type beta-glucocerebrosidase in human fibroblasts assessed as 4-methyumbelliferone formation at 50 uM after 24 hrs by fluorimetric analysis2011ACS medicinal chemistry letters, Aug-11, Volume: 2, Issue:8
The myo-1,2-Diaminocyclitol Scaffold Defines Potent Glucocerebrosidase Activators and Promising Pharmacological Chaperones for Gaucher Disease.
AID700849Activation of Beta-glucocerebrosidase G202R mutant in cell based assay2011European journal of medicinal chemistry, Jun, Volume: 46, Issue:6
The many faces of the adamantyl group in drug design.
AID592295Inhibition of glucocerebrosidase in human intact fibroblasts at 50 uM after 24 hrs by fluorometric analysis2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID579726Activation of beta-glucocerebrosidase in human N370S cells assessed as increase of residual activity at 0.1 uM after 3 days relative to control2011Bioorganic & medicinal chemistry letters, Mar-01, Volume: 21, Issue:5
Synthesis of N-alkylated noeurostegines and evaluation of their potential as treatment for Gaucher's disease.
AID699347Inhibition of lysosomal beta-glucosidase in human fibroblast using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate preincubated at 50 uM for 24 hrs before substrate addition measured after 2 hrs by fluorimetry2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID1596611Induction of apoptosis in human CuFi1 cells incubated for 48 hrs by Muse Annexin V based cell counter assay2019European journal of medicinal chemistry, Aug-01, Volume: 175Exploring the effect of chirality on the therapeutic potential of N-alkyl-deoxyiminosugars: anti-inflammatory response to Pseudomonas aeruginosa infections for application in CF lung disease.
AID1596607Anti-inflammatory activity in human CuFi1 cells assessed as reduction in Pseudomonas aeruginosa PAO1-induced IL-8 mRNA expression level at 0.1 uM pretreated for 1 hr followed by Pseudomonas aeruginosa PAO1 challenge and measured after 4 hrs by RT-PCR anal2019European journal of medicinal chemistry, Aug-01, Volume: 175Exploring the effect of chirality on the therapeutic potential of N-alkyl-deoxyiminosugars: anti-inflammatory response to Pseudomonas aeruginosa infections for application in CF lung disease.
AID326315Increase in glucocerebrosidase protein localization in lysosomes of human N370S cells at 40 uM2007Proceedings of the National Academy of Sciences of the United States of America, Aug-07, Volume: 104, Issue:32
Three classes of glucocerebrosidase inhibitors identified by quantitative high-throughput screening are chaperone leads for Gaucher disease.
AID1412119Ratio of IC50 for inhibition of recombinant human GBA using compound incubated at pH 5.2 for 24 hrs prior to test to IC50 for inhibition of recombinant human GBA using compound incubated at pH 7 for 24 hrs prior to test2017MedChemComm, Nov-01, Volume: 8, Issue:11
Orthoester functionalized
AID700850Activation of Beta-glucocerebrosidase N370S mutant in cell based assay2011European journal of medicinal chemistry, Jun, Volume: 46, Issue:6
The many faces of the adamantyl group in drug design.
AID326304Inhibition of rice alpha-glucosidase2007Proceedings of the National Academy of Sciences of the United States of America, Aug-07, Volume: 104, Issue:32
Three classes of glucocerebrosidase inhibitors identified by quantitative high-throughput screening are chaperone leads for Gaucher disease.
AID556089Cytotoxicity against african green monkey Vero cells by MTT assay2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
Novel imino sugar derivatives demonstrate potent antiviral activity against flaviviruses.
AID556071Cytotoxicity against MDBK cells by MTT assay2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
Novel imino sugar derivatives demonstrate potent antiviral activity against flaviviruses.
AID482197Competitive inhibition of beta-glucocerebrosidase at pH 5.2 by Lineweaver-Burke plot analysis2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID482196Inhibition of recombinant beta-glucocerebrosidase at pH 5.2 after 10 mins by fluorimetry2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID699343Competitive inhibition of recombinant Imiglucerase using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate preincubated for 30 mins before substrate addition at pH 5.2 by Dixon plot assay2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID482200Binding affinity to recombinant beta-glucocerebrosidase assessed as enzymatic activity at 50 uM after 40 mins by thermal stabilization assay relative to control2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID592297Inhibition of glucosylceramide synthase in human A549 cells at 10 uM after 35 mins by fluorometric analysis2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID1412117Inhibition of recombinant human GALC at pH 5.2 pre-incubated for 10 mins followed by 4-methylumbelliferyl-beta-D-galactopyranoside substrate addition and measured after 20 mins by fluorescence assay2017MedChemComm, Nov-01, Volume: 8, Issue:11
Orthoester functionalized
AID326306Increase in glucocerebrosidase activity in human N370S mutant cells at 40 uM by pulse-chase assay2007Proceedings of the National Academy of Sciences of the United States of America, Aug-07, Volume: 104, Issue:32
Three classes of glucocerebrosidase inhibitors identified by quantitative high-throughput screening are chaperone leads for Gaucher disease.
AID764875Competitive inhibition of human beta-glucocerebrosidase by Lineweaver-Burk double reciprocal plot method2013Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17
Rapid modifications of N-substitution in iminosugars: development of new β-glucocerebrosidase inhibitors and pharmacological chaperones for Gaucher disease.
AID1596603Inhibition of GCase in human SH-SY5Y cells using MUG-Gluc as fluorogenic substrate preincubated for 30 mins followed by substrate addition and measured after 2 hrs in presence of conduritol B epoxide by fluorescence based assay2019European journal of medicinal chemistry, Aug-01, Volume: 175Exploring the effect of chirality on the therapeutic potential of N-alkyl-deoxyiminosugars: anti-inflammatory response to Pseudomonas aeruginosa infections for application in CF lung disease.
AID764868Induction of alpha-glucosidase in human GM00372 cells using 4-methylumbelliferyl alpha-D-glucoside as substrate at <6.25 uM after 4 days by fluorescence spectrophotometry relative to untreated control2013Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17
Rapid modifications of N-substitution in iminosugars: development of new β-glucocerebrosidase inhibitors and pharmacological chaperones for Gaucher disease.
AID482203Binding affinity to recombinant beta-glucocerebrosidase assessed as enzymatic activity at 100 uM after 40 mins by thermal stabilization assay relative to control2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID1412113Inhibition of bovine liver beta-galactosidase pre-incubated for 5 mins followed by p-nitrophenyl-beta-D-galactopyranoside substrate addition and measured after 30 mins by spectrophotometric assay2017MedChemComm, Nov-01, Volume: 8, Issue:11
Orthoester functionalized
AID592301Inhibition of yeast alpha-glucosidase2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID699344Competitive inhibition of recombinant Imiglucerase using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate preincubated for 30 mins before substrate addition at pH 7.0 by Dixon plot assay2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID731608Induction of beta glucosidase N370S mutant (unknown origin) at 10 uM relative to control2013Journal of medicinal chemistry, Apr-11, Volume: 56, Issue:7
Pharmacological chaperones as therapeutics for lysosomal storage diseases.
AID592236Inhibition of alpha-galactosidase from coffee beans2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID652472Inhibition of human recombinant beta-glucocerebrosidase assessed as 4-methyumbelliferone formation after 30 mins by spectrophotometric analysis at pH 5.22011ACS medicinal chemistry letters, Aug-11, Volume: 2, Issue:8
The myo-1,2-Diaminocyclitol Scaffold Defines Potent Glucocerebrosidase Activators and Promising Pharmacological Chaperones for Gaucher Disease.
AID592302Inhibition of bovine liver beta-galactosidase2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID553256Inhibition of lactase in mouse intestinal input by glucose release assay2011ACS medicinal chemistry letters, Feb-10, Volume: 2, Issue:2
Identification of potent and selective glucosylceramide synthase inhibitors from a library of N-alkylated iminosugars.
AID553257Inhibition of maltase in mouse intestinal input by glucose release assay2011ACS medicinal chemistry letters, Feb-10, Volume: 2, Issue:2
Identification of potent and selective glucosylceramide synthase inhibitors from a library of N-alkylated iminosugars.
AID482199Binding affinity to recombinant beta-glucocerebrosidase assessed as enzymatic activity at 50 uM after 20 mins by thermal stabilization assay relative to control2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID698124Cytotoxicity against MDBK cells assessed as cell viability by MTT assay2012Journal of medicinal chemistry, Jul-12, Volume: 55, Issue:13
Design, synthesis, and biological evaluation of N-alkylated deoxynojirimycin (DNJ) derivatives for the treatment of dengue virus infection.
AID350171Activation of beta-glucocerebrosidase N370S mutant in Goucher lymphoblasts cocultured with HL60 cells at 1 uM after 3 days relative to control2009Journal of medicinal chemistry, May-28, Volume: 52, Issue:10
Rational design and synthesis of highly potent pharmacological chaperones for treatment of N370S mutant Gaucher disease.
AID1596606Inhibition of NLGase in human SH-SY5Y cells at 1 nM to 1 mM using MUG-Gluc as fluorogenic substrate preincubated for 30 mins followed by substrate addition and measured after 2 hrs in presence of AMP-DNM by fluorescence based assay relative to control2019European journal of medicinal chemistry, Aug-01, Volume: 175Exploring the effect of chirality on the therapeutic potential of N-alkyl-deoxyiminosugars: anti-inflammatory response to Pseudomonas aeruginosa infections for application in CF lung disease.
AID1412116Inhibition of recombinant human GBA pre-incubated for 30 mins followed by 4-methylumbelliferyl-beta-D-glucopyranoside substrate addition and measured after 10 mins using compound incubated at pH 5.2 for 24 hrs prior to test by fluorescence assay2017MedChemComm, Nov-01, Volume: 8, Issue:11
Orthoester functionalized
AID1440982Chaperone activity assessed as enhancement of GCase N370S mutant enzyme in fibroblasts derived from type 2 gaucher disease patient up to 2 uM treated for 5 days prior to addition of 4-methylumbelliferyl beta-D-glucopyranoside as substrate by luminescence 2017Journal of medicinal chemistry, 03-09, Volume: 60, Issue:5
Fluorinated Chaperone-β-Cyclodextrin Formulations for β-Glucocerebrosidase Activity Enhancement in Neuronopathic Gaucher Disease.
AID764869Induction of alpha-glucosidase in human GM00372 cells using 4-methylumbelliferyl alpha-D-glucoside as substrate at 6.2 uM after 4 days by fluorescence spectrophotometry relative to untreated control2013Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17
Rapid modifications of N-substitution in iminosugars: development of new β-glucocerebrosidase inhibitors and pharmacological chaperones for Gaucher disease.
AID553258Selectivity index, ratio of IC50 for recombinant GBA1 to IC50 for glucosylceramide synthase in mouse RAW cells2011ACS medicinal chemistry letters, Feb-10, Volume: 2, Issue:2
Identification of potent and selective glucosylceramide synthase inhibitors from a library of N-alkylated iminosugars.
AID592235Inhibition of rice alpha-glucosidase2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID553252Inhibition of glucosylceramide synthase in mouse RAW cells preincubated with compound for 15 mins by in-situ enzyme inhibition assay2011ACS medicinal chemistry letters, Feb-10, Volume: 2, Issue:2
Identification of potent and selective glucosylceramide synthase inhibitors from a library of N-alkylated iminosugars.
AID553255Inhibition of sucrase in mouse intestinal input by glucose release assay2011ACS medicinal chemistry letters, Feb-10, Volume: 2, Issue:2
Identification of potent and selective glucosylceramide synthase inhibitors from a library of N-alkylated iminosugars.
AID731621Induction of beta glucosidase N370S mutant activity in primary skin fibroblast derived from Gaucher disease patient at 30 uM after 5 days relative to control2013Journal of medicinal chemistry, Apr-11, Volume: 56, Issue:7
Pharmacological chaperones as therapeutics for lysosomal storage diseases.
AID1412110Inhibition of yeast alpha-glucosidase pre-incubated for 5 mins followed by p-nitrophenyl-alpha-D-glucopyranoside substrate addition and measured after 30 mins by spectrophotometric assay2017MedChemComm, Nov-01, Volume: 8, Issue:11
Orthoester functionalized
AID699840Activation of human beta-glucocerebrosidase N370S/N370S mutant at 10 nM relative to control2012Journal of medicinal chemistry, Aug-09, Volume: 55, Issue:15
Conformationally-locked N-glycosides with selective β-glucosidase inhibitory activity: identification of a new non-iminosugar-type pharmacological chaperone for Gaucher disease.
AID556087Antiviral activity against West Nile virus infected in baby hamster kidney cells assessed as reduction in viral titer after 72 hrs by plaque reduction assay2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
Novel imino sugar derivatives demonstrate potent antiviral activity against flaviviruses.
AID592300Cytotoxicity against human wild type fibroblasts at up to 300 uM after 24 hrs by MTT assay2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID764876Inhibition of human beta-glucocerebrosidase at 20 uM by fluorescence spectrophotometry2013Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17
Rapid modifications of N-substitution in iminosugars: development of new β-glucocerebrosidase inhibitors and pharmacological chaperones for Gaucher disease.
AID482195Inhibition of recombinant beta-glucocerebrosidase at pH 7.4 after 10 mins by fluorimetry2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID1412115Inhibition of recombinant human GBA pre-incubated for 30 mins followed by 4-methylumbelliferyl-beta-D-glucopyranoside substrate addition and measured after 10 mins using compound incubated at pH 7 buffer for 24 hrs prior to test by fluorescence assay2017MedChemComm, Nov-01, Volume: 8, Issue:11
Orthoester functionalized
AID556088Cytotoxicity against BHK cells by MTT assay2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
Novel imino sugar derivatives demonstrate potent antiviral activity against flaviviruses.
AID652471Inhibition of human recombinant beta-glucocerebrosidase assessed as 4-methyumbelliferone formation after 30 mins by spectrophotometric analysis at pH 72011ACS medicinal chemistry letters, Aug-11, Volume: 2, Issue:8
The myo-1,2-Diaminocyclitol Scaffold Defines Potent Glucocerebrosidase Activators and Promising Pharmacological Chaperones for Gaucher Disease.
AID1412111Inhibition of green coffee beans alpha-galactosidase pre-incubated for 5 mins followed by p-nitrophenyl-alpha-D-galactopyranoside substrate addition and measured after 30 mins by spectrophotometric assay2017MedChemComm, Nov-01, Volume: 8, Issue:11
Orthoester functionalized
AID699355Inhibition of GBA2 activity in mouse tissue homogenate at 50 uM2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID1596604Inhibition of GCase in human SH-SY5Y cells at 1 nM to 1 mM using MUG-Gluc as fluorogenic substrate preincubated for 30 mins followed by substrate addition and measured after 2 hrs in presence of conduritol B epoxide by fluorescence based assay relative to2019European journal of medicinal chemistry, Aug-01, Volume: 175Exploring the effect of chirality on the therapeutic potential of N-alkyl-deoxyiminosugars: anti-inflammatory response to Pseudomonas aeruginosa infections for application in CF lung disease.
AID699346Binding affinity to recombinant imiglucerase using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate preincubated for 30 mins before substrate addition by Dixon plot assay2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID1596605Inhibition of NLGase in human SH-SY5Y cells using MUG-Gluc as fluorogenic substrate preincubated for 30 mins followed by substrate addition and measured after 2 hrs in presence of AMP-DNM by fluorescence based assay2019European journal of medicinal chemistry, Aug-01, Volume: 175Exploring the effect of chirality on the therapeutic potential of N-alkyl-deoxyiminosugars: anti-inflammatory response to Pseudomonas aeruginosa infections for application in CF lung disease.
AID699345Binding affinity to recombinant imiglucerase using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate preincubated for 30 mins before substrate addition by Lineweaver-Burk plot assay2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID482204Binding affinity to recombinant beta-glucocerebrosidase assessed as enzymatic activity at 100 uM after 60 mins by thermal stabilization assay relative to control2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID1596612Cytotoxicity against human CuFi1 cells assessed as reduction in cell viability incubated for 48 hrs by Muse cell analyser method2019European journal of medicinal chemistry, Aug-01, Volume: 175Exploring the effect of chirality on the therapeutic potential of N-alkyl-deoxyiminosugars: anti-inflammatory response to Pseudomonas aeruginosa infections for application in CF lung disease.
AID699364Agonist activity at glucosylceramidase N444P mutant in lymphoblast obtained from gauchers patient using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate preincubated at 1 to 5000 nM for 3 days measured 2 hrs post substrate addition by fluorescence2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID699341Competitive inhibition of recombinant Imiglucerase using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate preincubated for 30 mins before substrate addition at pH 5.2 by Lineweaver-Burk plot assay2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID553253Inhibition of recombinant GBA1 preincubated with compound for 30 mins using 4-methylumbelliferyl-B-glucoside substrate by fluorimetric assay2011ACS medicinal chemistry letters, Feb-10, Volume: 2, Issue:2
Identification of potent and selective glucosylceramide synthase inhibitors from a library of N-alkylated iminosugars.
AID699342Competitive inhibition of recombinant Imiglucerase using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate preincubated for 30 mins before substrate addition at pH 7.0 Lineweaver-Burk plot assay2012Journal of medicinal chemistry, May-10, Volume: 55, Issue:9
Potent aminocyclitol glucocerebrosidase inhibitors are subnanomolar pharmacological chaperones for treating gaucher disease.
AID1631446Antiviral activity against Dengue virus 2 NGC infected in BHK21 cells after 48 hrs by plaque reduction assay2016Journal of medicinal chemistry, 06-23, Volume: 59, Issue:12
The Medicinal Chemistry of Dengue Virus.
AID482207Binding affinity to recombinant beta-glucocerebrosidase assessed as enzymatic activity at 150 uM after 60 mins by thermal stabilization assay relative to control2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID482205Binding affinity to recombinant beta-glucocerebrosidase assessed as enzymatic activity at 150 uM after 20 mins by thermal stabilization assay relative to control2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID652490Increase in beta-glucocerebrosidase N370S mutant activity in lymphoblasts obtained from Gaucher disease patient at 5 uM after 3 days by fluorimetric analysis2011ACS medicinal chemistry letters, Aug-11, Volume: 2, Issue:8
The myo-1,2-Diaminocyclitol Scaffold Defines Potent Glucocerebrosidase Activators and Promising Pharmacological Chaperones for Gaucher Disease.
AID326310Increase in glucocerebrosidase activity in human N370S mutant cells at 13.3 uM by pulse-chase assay2007Proceedings of the National Academy of Sciences of the United States of America, Aug-07, Volume: 104, Issue:32
Three classes of glucocerebrosidase inhibitors identified by quantitative high-throughput screening are chaperone leads for Gaucher disease.
AID592294Enzyme stabilization ratio of recombinant glucocerebrosidase activity at 48 degC to at 37 degC at 100 uM after 60 mins2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID482223Inhibition of beta-glucocerebrosidase in human fibroblast at 50 uM after 24 hrs by fluorescence assay2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID1460459Inhibition of endoplasmic reticulum alpha-glucosidase in HEK293 cells infected with DENV assessed as reduction in viral infection2017ACS medicinal chemistry letters, Feb-09, Volume: 8, Issue:2
Ester Prodrugs of IHVR-19029 with Enhanced Oral Exposure and Prevention of Gastrointestinal Glucosidase Interaction.
AID1412114Inhibition of Penicillium decumbens naringinase pre-incubated for 5 mins followed by p-nitrophenyl-beta-D-glucopyranoside substrate addition and measured after 30 mins by spectrophotometric assay2017MedChemComm, Nov-01, Volume: 8, Issue:11
Orthoester functionalized
AID652473Competitive inhibition of human recombinant beta-glucocerebrosidase assessed as 4-methyumbelliferone formation after 30 mins by Lineweaver-Burk plot analysis at pH 5.22011ACS medicinal chemistry letters, Aug-11, Volume: 2, Issue:8
The myo-1,2-Diaminocyclitol Scaffold Defines Potent Glucocerebrosidase Activators and Promising Pharmacological Chaperones for Gaucher Disease.
AID592293Competitive inhibition of recombinant glucocerebrosidase2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID553254Inhibition of recombinant GBA2 preincubated with compound for 30 mins using 4-methylumbelliferyl-B-glucoside substrate by fluorimetric assay2011ACS medicinal chemistry letters, Feb-10, Volume: 2, Issue:2
Identification of potent and selective glucosylceramide synthase inhibitors from a library of N-alkylated iminosugars.
AID764873Induction of beta-glucocerebrosidase N370S mutant in human GM00372 cells using 4-methylumbelliferyl-beta-D-glucopyranoside as substrate at 12.5 uM by fluorescence spectrophotometry relative to untreated control2013Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17
Rapid modifications of N-substitution in iminosugars: development of new β-glucocerebrosidase inhibitors and pharmacological chaperones for Gaucher disease.
AID1412120Chaperone activity at GBA N370S mutant in Gaucher disease patient-derived fibroblasts assessed as restoration of enzyme activity at 1 to 10000 nM after 4 days by 4-methylumbelliferyl-beta-D-glucopyranoside substrate based fluorescence assay2017MedChemComm, Nov-01, Volume: 8, Issue:11
Orthoester functionalized
AID592298Inhibition of glucosylceramide synthase in human A549 cells at 50 uM after 35 mins by fluorometric analysis2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
New glucocerebrosidase inhibitors by exploration of chemical diversity of N-substituted aminocyclitols using click chemistry and in situ screening.
AID482202Binding affinity to recombinant beta-glucocerebrosidase assessed as enzymatic activity at 100 uM after 20 mins by thermal stabilization assay relative to control2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID482206Binding affinity to recombinant beta-glucocerebrosidase assessed as enzymatic activity at 150 uM after 40 mins by thermal stabilization assay relative to control2010Journal of medicinal chemistry, Jul-22, Volume: 53, Issue:14
Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease.
AID1797728In Vitro Enzyme Inhibition from Article 10.1016/j.bmc.2006.08.003: \\Alpha-1-C-octyl-1-deoxynojirimycin as a pharmacological chaperone for Gaucher disease.\\2006Bioorganic & medicinal chemistry, Dec-01, Volume: 14, Issue:23
Alpha-1-C-octyl-1-deoxynojirimycin as a pharmacological chaperone for Gaucher disease.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (36)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (2.78)18.2507
2000's12 (33.33)29.6817
2010's22 (61.11)24.3611
2020's1 (2.78)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.05

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.05 (24.57)
Research Supply Index3.66 (2.92)
Research Growth Index5.71 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.05)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (2.70%)5.53%
Reviews4 (10.81%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other32 (86.49%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]