Page last updated: 2024-11-06

2,4,6-trihydroxybenzoic acid

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

2,4,6-Trihydroxybenzoic acid, also known as gallic acid, is a naturally occurring polyphenol found in various plants. It is a white, crystalline solid with a slightly bitter taste. Gallic acid is widely studied for its potential health benefits. It possesses antioxidant properties that protect cells from damage caused by free radicals. Gallic acid is also known to exhibit anti-inflammatory, antimicrobial, and anticancer activities. Research suggests that gallic acid may help in preventing heart disease, diabetes, and neurodegenerative disorders. Gallic acid can be synthesized from tannic acid, a natural compound found in oak galls. It is commonly used in food additives, cosmetics, and pharmaceuticals. It is also used as a precursor in the production of other valuable compounds, such as tannic acid and propyl gallate.'

Cross-References

ID SourceID
PubMed CID66520
CHEMBL ID3747578
CHEBI ID165217
SCHEMBL ID180437
MeSH IDM0445515

Synonyms (49)

Synonym
2,6-trihydroxy benzoic acid
nsc36720
phloroglucinic acid
phloroglucinol carboxylic acid
nsc-36720
2,6-trihydroxybenzene carboxylic acid
2,6-trihydroxybenzoic acid
phloroglucincarboxylic acid
benzoic acid,4,6-trihydroxy-
83-30-7
phloroglucinolcarboxylic acid
wln: qvr bq dq fq
einecs 201-467-5
ai3-15973
benzoic acid, 2,4,6-trihydroxy-
nsc 36720
brn 2212148
2,4,6-trihydroxybenzene carboxylic acid
2,4,6-trihydroxybenzoic acid
P0601
A840556
AKOS009158439
4-10-00-01987 (beilstein handbook reference)
unii-3nc0uq5emr
3nc0uq5emr ,
AE-562/43341371
FT-0609877
2,4,6-trihydroxybenzoic acid (m3)
bdbm108031
SCHEMBL180437
DTXSID1058890
W-104148
2,4,6-trihydroxybenzoicacid
DS-2070
2,4,6-trichydroxybenzoic acid
CHEMBL3747578
mfcd00002453
2,4,6-trihydroxy benzoic acid
2,4, 6-trihydroxy benzoic acid
2,4,6-trihydroxy-benzoic acid
Q374897
SY047634
AMY880
CS-0120031
CHEBI:165217
O10584
HY-W077292
EN300-109044
PD166630

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Especially, benzoic acids with ortho-substituted hydroxyl groups were more toxic than benzoic acids with meta- and/or para-substituted hydroxyl groups."( Acute toxicity of benzoic acids to the crustacean Daphnia magna.
Fukaya, Y; Kamaya, Y; Suzuki, K, 2005
)
0.33
[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 (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Xanthine dehydrogenase/oxidaseBos taurus (cattle)IC50 (µMol)6.50000.00303.10159.8000AID1800197
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (1)

Processvia Protein(s)Taxonomy
xanthine catabolic processXanthine dehydrogenase/oxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
xanthine dehydrogenase activityXanthine dehydrogenase/oxidaseBos taurus (cattle)
xanthine oxidase activityXanthine dehydrogenase/oxidaseBos taurus (cattle)
iron ion bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
molybdenum ion bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
protein homodimerization activityXanthine dehydrogenase/oxidaseBos taurus (cattle)
molybdopterin cofactor bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
flavin adenine dinucleotide bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
2 iron, 2 sulfur cluster bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
FAD bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
extracellular spaceXanthine dehydrogenase/oxidaseBos taurus (cattle)
peroxisomeXanthine dehydrogenase/oxidaseBos taurus (cattle)
xanthine dehydrogenase complexXanthine dehydrogenase/oxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (6)

Assay IDTitleYearJournalArticle
AID1800198Alpha-Glucosidase Assay from Article 10.1111/cbdd.12205: \\Antioxidant, a-glucosidase and xanthine oxidase inhibitory activity of bioactive compounds from maize (Zea mays L.).\\2014Chemical biology & drug design, Jan, Volume: 83, Issue:1
Antioxidant, α-glucosidase and xanthine oxidase inhibitory activity of bioactive compounds from maize (Zea mays L.).
AID1800197Xanthine Oxidase Activity from Article 10.1111/cbdd.12205: \\Antioxidant, a-glucosidase and xanthine oxidase inhibitory activity of bioactive compounds from maize (Zea mays L.).\\2014Chemical biology & drug design, Jan, Volume: 83, Issue:1
Antioxidant, α-glucosidase and xanthine oxidase inhibitory activity of bioactive compounds from maize (Zea mays L.).
AID1269372Binding affinity to HFIP-treated 15N-labelled wild type Amyloid beta (1 to 42) monomer (unknown origin) assessed as change in chemical shifts at 500 uM after 1 hr by NMR analysis2016Bioorganic & medicinal chemistry, Jan-15, Volume: 24, Issue:2
Structural insights into mechanisms for inhibiting amyloid β42 aggregation by non-catechol-type flavonoids.
AID1269387Drug level treated with kaempferol after 4 hrs by LC/Q Tof-MS/MS analysis2016Bioorganic & medicinal chemistry, Jan-15, Volume: 24, Issue:2
Structural insights into mechanisms for inhibiting amyloid β42 aggregation by non-catechol-type flavonoids.
AID1269388Inhibition of nucleation phase of HFIP-treated 15N-labelled wild type Amyloid beta (1 to 42) (unknown origin) assessed as time required for nucleation at 50 uM by Thioflavin-T fluorescence assay in presence of fibril seed (Rvb = 1 to 4 hrs)2016Bioorganic & medicinal chemistry, Jan-15, Volume: 24, Issue:2
Structural insights into mechanisms for inhibiting amyloid β42 aggregation by non-catechol-type flavonoids.
AID1269394Inhibition of wild type amyloid beta (1 to 42) (unknown origin) aggregation at 50 uM by Thioflavin-T fluorescence assay2016Bioorganic & medicinal chemistry, Jan-15, Volume: 24, Issue:2
Structural insights into mechanisms for inhibiting amyloid β42 aggregation by non-catechol-type flavonoids.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (14.29)18.7374
1990's0 (0.00)18.2507
2000's2 (28.57)29.6817
2010's2 (28.57)24.3611
2020's2 (28.57)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.14

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 Index24.14 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.58 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (24.14)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]