Page last updated: 2024-12-05

2,3,4-Trihydroxybenzoic acid

Cross-References

ID SourceID
PubMed CID11874
CHEMBL ID220779
CHEBI ID88714
SCHEMBL ID77708

Synonyms (52)

Synonym
pyrogallolcarboxylate
4-10-00-01971 (beilstein handbook reference)
unii-ad1id2jf5o
ad1id2jf5o ,
nsc27436
pyrogallolcarboxylic acid
nsc-27436
benzoic acid,3,4-trihydroxy-
610-02-6
2,4-trihydroxybenzoate
4-pyrogallolcarboxylic acid
2,4-trihydroxybenzene carboxylic acid
2,4-trihydroxybenzoic acid
brn 2210807
2,3,4-trihydroxybenzene carboxylic acid
2,3,4-trihydroxybenzoate
benzoic acid, 2,3,4-trihydroxy-
2,3,4-trihydroxybenzoic acid
einecs 210-205-9
nsc 27436
inchi=1/c7h6o5/c8-4-2-1-3(7(11)12)5(9)6(4)10/h1-2,8-10h,(h,11,12
2,3,4-trihydroxybenzoic acid, 97%
OPREA1_870375
AC-11254
CHEMBL220779 ,
chebi:88714 ,
bdbm50205386
P0571
pyrogallol-4-carboxylic acid
AKOS004114674
F1995-0241
2,3,4-trihydroxy-benzoic acid
benzoic acid, trihydroxy-
2,3,4-trihydroxybenzoic acid hydrate
FT-0609392
S12282
S6018
SCHEMBL77708
2,3,4-trihydroxybenzenecarboxylic acid
pyrogallic acid-4-carboxylic acid
BRRSNXCXLSVPFC-UHFFFAOYSA-N
W-105210
AS-8189
DTXSID20209851
mfcd00002447
2,3,4-trihydroxybenzoicacid
trihydroxybenzoic acid
CS-W017709
Q27160621
SY038924
HY-W016993
PD124114
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
hydroxybenzoic acidAny benzoic acid carrying one or more phenolic hydroxy groups on the benzene 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 (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
P-selectinHomo sapiens (human)IC50 (µMol)11.80005.00005.00005.0000AID280291
E-selectinHomo sapiens (human)IC50 (µMol)500.00000.02002.21336.6000AID280289
Autoinducer 2-binding periplasmic protein LuxPVibrio harveyiIC50 (µMol)61.00002.00003.00004.0000AID314588
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (23)

Processvia Protein(s)Taxonomy
cell adhesionL-selectinHomo sapiens (human)
leukocyte cell-cell adhesionL-selectinHomo sapiens (human)
calcium-dependent cell-cell adhesion via plasma membrane cell adhesion moleculesL-selectinHomo sapiens (human)
leukocyte tethering or rollingL-selectinHomo sapiens (human)
heterophilic cell-cell adhesion via plasma membrane cell adhesion moleculesL-selectinHomo sapiens (human)
response to cytokineL-selectinHomo sapiens (human)
positive regulation of leukocyte migrationP-selectinHomo sapiens (human)
inflammatory responseP-selectinHomo sapiens (human)
cell adhesionP-selectinHomo sapiens (human)
leukocyte cell-cell adhesionP-selectinHomo sapiens (human)
positive regulation of platelet activationP-selectinHomo sapiens (human)
calcium-dependent cell-cell adhesion via plasma membrane cell adhesion moleculesP-selectinHomo sapiens (human)
response to lipopolysaccharideP-selectinHomo sapiens (human)
regulation of integrin activationP-selectinHomo sapiens (human)
defense response to Gram-negative bacteriumP-selectinHomo sapiens (human)
leukocyte tethering or rollingP-selectinHomo sapiens (human)
positive regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionP-selectinHomo sapiens (human)
cell-cell adhesionP-selectinHomo sapiens (human)
positive regulation of leukocyte tethering or rollingP-selectinHomo sapiens (human)
response to cytokineP-selectinHomo sapiens (human)
heterophilic cell-cell adhesion via plasma membrane cell adhesion moleculesP-selectinHomo sapiens (human)
positive regulation of receptor internalizationE-selectinHomo sapiens (human)
leukocyte migration involved in inflammatory responseE-selectinHomo sapiens (human)
positive regulation of leukocyte migrationE-selectinHomo sapiens (human)
inflammatory responseE-selectinHomo sapiens (human)
heterophilic cell-cell adhesion via plasma membrane cell adhesion moleculesE-selectinHomo sapiens (human)
leukocyte cell-cell adhesionE-selectinHomo sapiens (human)
activation of phospholipase C activityE-selectinHomo sapiens (human)
calcium-mediated signalingE-selectinHomo sapiens (human)
actin filament-based processE-selectinHomo sapiens (human)
response to lipopolysaccharideE-selectinHomo sapiens (human)
response to tumor necrosis factorE-selectinHomo sapiens (human)
regulation of inflammatory responseE-selectinHomo sapiens (human)
leukocyte tethering or rollingE-selectinHomo sapiens (human)
response to interleukin-1E-selectinHomo sapiens (human)
positive regulation of leukocyte tethering or rollingE-selectinHomo sapiens (human)
response to cytokineE-selectinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (15)

Processvia Protein(s)Taxonomy
protease bindingL-selectinHomo sapiens (human)
calcium ion bindingL-selectinHomo sapiens (human)
protein bindingL-selectinHomo sapiens (human)
heparin bindingL-selectinHomo sapiens (human)
carbohydrate bindingL-selectinHomo sapiens (human)
glycosphingolipid bindingL-selectinHomo sapiens (human)
oligosaccharide bindingL-selectinHomo sapiens (human)
sialic acid bindingL-selectinHomo sapiens (human)
lipopolysaccharide bindingP-selectinHomo sapiens (human)
integrin bindingP-selectinHomo sapiens (human)
calcium ion bindingP-selectinHomo sapiens (human)
protein bindingP-selectinHomo sapiens (human)
heparin bindingP-selectinHomo sapiens (human)
sialic acid bindingP-selectinHomo sapiens (human)
fucose bindingP-selectinHomo sapiens (human)
glycosphingolipid bindingP-selectinHomo sapiens (human)
calcium-dependent protein bindingP-selectinHomo sapiens (human)
oligosaccharide bindingP-selectinHomo sapiens (human)
transmembrane signaling receptor activityE-selectinHomo sapiens (human)
protein bindingE-selectinHomo sapiens (human)
sialic acid bindingE-selectinHomo sapiens (human)
phospholipase bindingE-selectinHomo sapiens (human)
metal ion bindingE-selectinHomo sapiens (human)
oligosaccharide bindingE-selectinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
plasma membraneL-selectinHomo sapiens (human)
secretory granule membraneL-selectinHomo sapiens (human)
external side of plasma membraneL-selectinHomo sapiens (human)
extracellular spaceL-selectinHomo sapiens (human)
extracellular spaceP-selectinHomo sapiens (human)
plasma membraneP-selectinHomo sapiens (human)
external side of plasma membraneP-selectinHomo sapiens (human)
platelet dense granule membraneP-selectinHomo sapiens (human)
platelet alpha granule membraneP-selectinHomo sapiens (human)
extracellular spaceP-selectinHomo sapiens (human)
external side of plasma membraneP-selectinHomo sapiens (human)
extracellular spaceE-selectinHomo sapiens (human)
plasma membraneE-selectinHomo sapiens (human)
caveolaE-selectinHomo sapiens (human)
clathrin-coated pitE-selectinHomo sapiens (human)
cortical cytoskeletonE-selectinHomo sapiens (human)
membrane raftE-selectinHomo sapiens (human)
perinuclear region of cytoplasmE-selectinHomo sapiens (human)
external side of plasma membraneE-selectinHomo sapiens (human)
extracellular spaceE-selectinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID280289Inhibition of human E-selectin after 2 hrs2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Rational design of novel, potent small molecule pan-selectin antagonists.
AID280296Inhibition of attachment of HL60 cells to P-selectin at 109 uM after 5 mins2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Rational design of novel, potent small molecule pan-selectin antagonists.
AID1363739Inhibition of Influenza A (A/California/04/2009) (H1N1) clinical isolate N-terminal truncated PA endonuclease using 5'-FAM/3-TAMRA quencer labeled 17-mer ssDNA-oligo as substrate measured over 45 mins by FRET assay2018Journal of medicinal chemistry, 11-21, Volume: 61, Issue:22
Structure-Activity Relationships in Metal-Binding Pharmacophores for Influenza Endonuclease.
AID280293Inhibition of human L-selectin after 2 hrs2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Rational design of novel, potent small molecule pan-selectin antagonists.
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.
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.
AID280291Inhibition of human P-selectin after 2 hrs2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Rational design of novel, potent small molecule pan-selectin antagonists.
AID280295Inhibition of attachment of HL60 cells to E-selectin at 109 uM after 5 mins2007Journal of medicinal chemistry, Mar-22, Volume: 50, Issue:6
Rational design of novel, potent small molecule pan-selectin antagonists.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
[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's2 (40.00)29.6817
2010's2 (40.00)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: 23.30

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index23.30 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.30)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
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