Page last updated: 2024-12-07

2-nitrophenyl-beta-d-glucopyranoside

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

2-nitrophenyl-beta-d-glucopyranoside is a synthetic glycosidic compound that is commonly used as a substrate for studying the activity of β-glucosidases, enzymes that hydrolyze β-glucosidic bonds. It is synthesized by reacting 2-nitrophenol with β-D-glucopyranose in the presence of a catalyst. The nitro group on the phenyl ring enhances the compound's reactivity, making it an effective substrate for β-glucosidases. Its importance stems from its role as a model compound for understanding the catalytic mechanism of these enzymes. By studying the kinetics and thermodynamics of its hydrolysis, researchers can gain insights into the enzyme's active site and the factors that influence its activity. This information is crucial for developing new drugs that target β-glucosidases, which play a role in various physiological processes, including carbohydrate metabolism, detoxification, and the regulation of immune responses. 2-nitrophenyl-beta-d-glucopyranoside is also used in analytical chemistry for the colorimetric determination of β-glucosidase activity. Its hydrolysis releases 2-nitrophenol, a yellow-colored compound, which can be quantified spectrophotometrically. '

Cross-References

ID SourceID
PubMed CID92941
CHEMBL ID4442376
SCHEMBL ID150630
MeSH IDM0070325

Synonyms (33)

Synonym
2816-24-2
2-nitrophenyl beta-d-glucopyranoside, powder
o-nitrophenyl-beta-d-galactopyranoside
2-nitrophenyl-beta-d-glucopyranoside
o-nitrophenyl beta-glucoside
(2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(2-nitrophenoxy)oxane-3,4,5-triol
AKOS003631730
n-[5-[(9,10-dioxo-1-anthryl)amino]-9,10-dioxo-1-anthryl]benzamide
A819354
2-nitrophenyl beta-d-glucopyranoside
2-nitrophenyl beta-d-glucoside
o-nitrophenyl beta-d-glucopyranoside
ortho-nitrophenyl-beta-d-glucopyranoside
nsc 1947
beta-d-glucopyranoside, 2-nitrophenyl
einecs 220-568-5
glucopyranoside, o-nitrophenyl, beta-d-
2-nitrophenyl |a-d-glucopyranoside
SCHEMBL150630
2-nitrophenyl b-d-glucopyranoside
(2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(2-nitrophenoxy)tetrahydro-2h-pyran-3,4,5-triol
mfcd00065048
2-nitrophenyl-i(2)-d-glucopyranoside
b-d-glucopyranoside, 2-nitrophenyl
AKOS034830278
ortho-nitrophenyl beta-d-glucopyranoside
2-nitrophenyl-b-d-glucopyranoside
CHEMBL4442376
DTXSID901300913
2-nitrophenyl beta -d-glucopyranoside
HY-W013254
CS-W013970
EN300-7375394
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (2)

Processvia Protein(s)Taxonomy
detection of chemical stimulus involved in sensory perception of bitter tasteTaste receptor type 2 member 16Homo sapiens (human)
G protein-coupled receptor signaling pathwayTaste receptor type 2 member 16Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
G protein-coupled receptor activityTaste receptor type 2 member 16Homo sapiens (human)
protein bindingTaste receptor type 2 member 16Homo sapiens (human)
bitter taste receptor activityTaste receptor type 2 member 16Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
endoplasmic reticulumTaste receptor type 2 member 16Homo sapiens (human)
trans-Golgi networkTaste receptor type 2 member 16Homo sapiens (human)
plasma membraneTaste receptor type 2 member 16Homo sapiens (human)
external side of plasma membraneTaste receptor type 2 member 16Homo sapiens (human)
membraneTaste receptor type 2 member 16Homo sapiens (human)
membraneTaste receptor type 2 member 16Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (12.50)18.7374
1990's2 (25.00)18.2507
2000's3 (37.50)29.6817
2010's2 (25.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.56

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 Index12.56 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.76 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.56)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]