Page last updated: 2024-11-05

gallacetophenone

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

Description

Gallacetophenone, also known as 3,4,5-trihydroxy acetophenone, is a natural phenolic compound found in various plants like *Rhus verniciflua* and *Terminalia chebula*. It exhibits a range of biological activities including antioxidant, anti-inflammatory, anti-cancer, and anti-microbial properties. Its synthesis is often achieved through various chemical methods, including the reaction of gallic acid with acetic anhydride. Gallacetophenone is being studied extensively for its potential therapeutic applications in treating various diseases, such as cancer, diabetes, and inflammatory conditions. Its strong antioxidant properties, arising from the presence of multiple hydroxyl groups, play a crucial role in its medicinal potential. The molecule's ability to scavenge free radicals and inhibit oxidative stress makes it a promising candidate for therapeutic development.'

gallacetophenone: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10706
CHEMBL ID242540
CHEBI ID193439
SCHEMBL ID105704
MeSH IDM0468363

Synonyms (57)

Synonym
2,3,4-trihydroxyacetophenone oxime
1-(2,3,4-trihydroxyphenyl)ethanone
2,3,4-trihydroxyacetophenone
2',3',4'-trihydroxyacetophenone
nsc 66553
einecs 208-430-2
acetophenone, 2,3,4-trihydroxy-
1-(2,3,4-trihydroxy-phenyl)-ethanone
ethanone, 1-(2,3,4-trihydroxyphenyl)-
acetophenone, 2',3',4'-trihydroxy-
acetophenone, 2,3,4-trihydroxy-,
acetophenone,3',4'-trihydroxy-
c.i. 57000
galloacetophenone
nsc-66553
nsc66553
alizarine yellow c
gallacetophenone
wln: qr bq cq dv1
528-21-2
2,4-trihydroxyacetophenone oxime
2,4-trihydroxyacetophenone
alizarin yellow c
ethanone,3,4-trihydroxyphenyl)-
inchi=1/c8h8o4/c1-4(9)5-2-3-6(10)8(12)7(5)11/h2-3,10-12h,1h
gallacetophenone, 97%
CHEMBL242540 ,
AKOS002214745
bdbm50234652
T1198
CHEBI:193439
STK519460
1-[2,3,4-tris(oxidanyl)phenyl]ethanone
A829268
4-acetylpyrogallol
1-(2,3,4-trihydroxyphenyl)ethan-1-one
unii-c70e921c4p
c70e921c4p ,
BP-12555
FT-0632303
SCHEMBL105704
BBL027373
gallacetophenone [mi]
2', 3', 4'-trihydroxyacetophenone
DTXSID2060179
W-105794
BS-3913
Z57124116
mfcd00002193
gallacetophenon
Q5518813
AMY11171
2 inverted exclamation marka,3 inverted exclamation marka,4 inverted exclamation marka- trihydroxyacetophenone
CS-0155152
EN300-203349
SY048565
2 inverted exclamation mark ,3 inverted exclamation mark ,4 inverted exclamation mark -trihydroxyacetophenone
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
aromatic ketoneA ketone in which the carbonyl group is attached to an aromatic ring.
[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 (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Autoinducer 2-binding periplasmic protein LuxPVibrio harveyiIC50 (µMol)21.00002.00003.00004.0000AID314588
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID314588Antagonist activity at LuxP receptor in Vibrio harveyi MM32 assessed as inhibition of autoinducer-2-mediated quorum sensing after 3 to 4 hrs2008Bioorganic & medicinal chemistry letters, Mar-01, Volume: 18, Issue:5
Pyrogallol and its analogs can antagonize bacterial quorum sensing in Vibrio harveyi.
AID381256Cytotoxicity against human 9KB cells assessed as cell survival at 100 ug/ml relative to control
AID295603Inhibition of Helicobacter pylori ATCC 43504 urease at 400 ug/mL after 3 hrs pre-incubation2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Polyphenols based on isoflavones as inhibitors of Helicobacter pylori urease.
AID381257Cytotoxicity against human 9KB cells assessed as cell survival at 10 ug/ml relative to control
AID314590Growth inhibition of Vibrio harveyi assessed as time required to double bacterial growth relative to control2008Bioorganic & medicinal chemistry letters, Mar-01, Volume: 18, Issue:5
Pyrogallol and its analogs can antagonize bacterial quorum sensing in Vibrio harveyi.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (60.00)29.6817
2010's1 (20.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 50.55

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index50.55 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.42 (4.65)
Search Engine Demand Index76.15 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (50.55)

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]