Compounds > 3,4,5-trihydroxybenzaldehyde
Page last updated: 2024-11-06

3,4,5-trihydroxybenzaldehyde

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

Description

3,4,5-Trihydroxybenzaldehyde, also known as gallic aldehyde, is a naturally occurring phenolic compound found in various plants. It is a precursor to gallic acid, a key component of tannins. 3,4,5-trihydroxybenzaldehyde exhibits antioxidant, anti-inflammatory, and antimicrobial properties. Research has explored its potential applications in treating various ailments, including diabetes, cancer, and neurological disorders. Its role in plant defense mechanisms and its potential use in cosmetics and pharmaceuticals make it an interesting compound for study.'

3,4,5-trihydroxybenzaldehyde: isolated from Geum japonicum; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
GeumgenusA plant genus of the family ROSACEAE. Members contain TRITERPENES.[MeSH]RosaceaeThe rose plant family in the order ROSALES and class Magnoliopsida. They are generally woody plants. A number of the species of this family contain cyanogenic compounds.[MeSH]

Cross-References

ID SourceID
PubMed CID83651
CHEMBL ID254710
SCHEMBL ID132439
MeSH IDM0528085

Synonyms (36)

Synonym
benzaldehyde, 3,4,5-trihydroxy-
3,4,5-trihydroxybenzaldehyde
inchi=1/c7h6o4/c8-3-4-1-5(9)7(11)6(10)2-4/h1-3,9-11
13677-79-7
nsc-153692
gallaldehyde
nsc153692
pyrogallol-5-carboxaldehyde
T2650
CHEMBL254710 ,
bdbm50234647
A807127
3,4,5-tris(oxidanyl)benzaldehyde
unii-c2k4p9n82x
c2k4p9n82x ,
einecs 237-168-1
nsc 153692
AKOS006228490
FT-0614151
3,4,5-trihydroxy-benzaldehyde
SCHEMBL132439
W-111728
DTXSID10159917
mfcd00003371
3,4,5-trihydroxybenzaldehyde, aldrichcpr
F19568
CS-W004486
gallic aldehyde
DS-16252
AMY452
YSWG237
HY-W004486
SY066817
3,4,5-trihydroxyl benzaldehyde
EN300-266992
Z1198147195
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Autoinducer 2-binding periplasmic protein LuxPVibrio harveyiIC50 (µMol)12.00002.00003.00004.0000AID314588
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (15)

Assay IDTitleYearJournalArticle
AID1201080Antioxidant activity assessed as DPPH free radical scavenging activity incubated for 30 mins2015European journal of medicinal chemistry, Apr-13, Volume: 94Phenolic thio- and selenosemicarbazones as multi-target drugs.
AID1201097Antiproliferative activity against human HBL100 cells after 48 hrs by sulforhodamine B assay2015European journal of medicinal chemistry, Apr-13, Volume: 94Phenolic thio- and selenosemicarbazones as multi-target drugs.
AID1152631Antioxidant activity assessed as DPPH free radical scavenging activity after 60 mins by spectrophotometric analysis2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Synthesis and radical scavenging activity of phenol-imidazole conjugates.
AID1201082Antioxidant activity assessed as inhibition of the lipid peroxidation at 0.74 mM incubated for 24 hrs by ferric thiocyanate method2015European journal of medicinal chemistry, Apr-13, Volume: 94Phenolic thio- and selenosemicarbazones as multi-target drugs.
AID1201096Antiproliferative activity against human A549 cells after 48 hrs by sulforhodamine B assay2015European journal of medicinal chemistry, Apr-13, Volume: 94Phenolic thio- and selenosemicarbazones as multi-target drugs.
AID1201099Antiproliferative activity against human HeLa cells after 48 hrs by sulforhodamine B assay2015European journal of medicinal chemistry, Apr-13, Volume: 94Phenolic thio- and selenosemicarbazones as multi-target drugs.
AID1201088Inhibition of baker's yeast alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside substrate assessed as reduction in p-nitrophenolate formation at 500 uM2015European journal of medicinal chemistry, Apr-13, Volume: 94Phenolic thio- and selenosemicarbazones as multi-target drugs.
AID1201081Antioxidant activity assessed as H2O2 scavenging activity at 100 uM incubated for 20 mins by phenol red based assay2015European journal of medicinal chemistry, Apr-13, Volume: 94Phenolic thio- and selenosemicarbazones as multi-target drugs.
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.
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.
AID1201100Antiproliferative activity against human T47D cells after 48 hrs by sulforhodamine B assay2015European journal of medicinal chemistry, Apr-13, Volume: 94Phenolic thio- and selenosemicarbazones as multi-target drugs.
AID1201101Antiproliferative activity against human WiDr cells after 48 hrs by sulforhodamine B assay2015European journal of medicinal chemistry, Apr-13, Volume: 94Phenolic thio- and selenosemicarbazones as multi-target drugs.
AID1201098Antiproliferative activity against human SW1573 cells after 48 hrs by sulforhodamine B assay2015European journal of medicinal chemistry, Apr-13, Volume: 94Phenolic thio- and selenosemicarbazones as multi-target drugs.
AID1152637Antioxidant activity assessed as hydroxyl radical scavenging activity at 5 uM after 1 hr by 2-Deoxy-D-ribose degradation assay in presence of FeCl32014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Synthesis and radical scavenging activity of phenol-imidazole conjugates.
AID1152636Antioxidant activity assessed as hydroxyl radical scavenging activity at 5 uM after 1 hr by 2-Deoxy-D-ribose degradation assay in presence of FeCl3 and EDTA2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Synthesis and radical scavenging activity of phenol-imidazole conjugates.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (33.33)29.6817
2010's3 (50.00)24.3611
2020's1 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 23.37

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 Index23.37 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.37)

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]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
4-hydroxybenzaldehyde
[no description available]		2.1110hydroxybenzaldehydeEC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor;
mouse metabolite;
plant metabolite
catechol
[no description available]		2.0410catecholsallelochemical;
genotoxin;
plant metabolite
gallic acid
gallate : A trihydroxybenzoate that is the conjugate base of gallic acid.		2.520trihydroxybenzoic acidantineoplastic agent;
antioxidant;
apoptosis inducer;
astringent;
cyclooxygenase 2 inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
geroprotector;
human xenobiotic metabolite;
plant metabolite
pyrogallol
benzenetriol : A triol in which three hydroxy groups are substituted onto a benzene ring.		2.0410benzenetriol;
phenolic donor		plant metabolite
vanillin
Vanilla: A plant genus of the family ORCHIDACEAE that is the source of the familiar flavoring used in foods and medicines (FLAVORING AGENTS).		2.110benzaldehydes;
monomethoxybenzene;
phenols		anti-inflammatory agent;
anticonvulsant;
antioxidant;
flavouring agent;
plant metabolite
tyrphostin 25
[no description available]		2.0410benzenetriol
fluorouracil
Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.		2.1110nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
protocatechualdehyde
protocatechualdehyde: found in wheat grains, wheat seedlings, & other plants; RN given refers to parent cpd; see also rancinamycins; structure		2.5120dihydroxybenzaldehyde
gallacetophenone
gallacetophenone: structure in first source		2.0410aromatic ketone
2,3,4-Trihydroxybenzoic acid
[no description available]		2.0410hydroxybenzoic acid
silver
Silver: An element with the atomic symbol Ag, atomic number 47, and atomic weight 107.87. It is a soft metal that is used medically in surgical instruments, dental prostheses, and alloys. Long-continued use of silver salts can lead to a form of poisoning known as ARGYRIA.		2.2110copper group element atom;
elemental silver		Escherichia coli metabolite
2,3-dihydroxypyridine
2,3-dihydroxypyridine: affects thyroid function. pyridine-2,3-diol : A dihydroxypyridine in which the two hydroxy groups are located at positions 2 and 3.		2.0410dihydroxypyridine
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
[no description available]		2.110chromanol;
monocarboxylic acid;
phenols		antioxidant;
ferroptosis inhibitor;
neuroprotective agent;
radical scavenger;
Wnt signalling inhibitor
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		2.2510D-glucopyranoseepitope;
mouse metabolite
2,4,6-trihydroxybenzaldehyde
2,4,6-trihydroxybenzaldehyde: structure in first source		2.110carboxylic ester
2,3,4-trihydroxbenzophenone
2,3,4-trihydroxbenzophenone : A benzenetriol that is benzophenone in which one of the phenyl groups is substituted by hydroxy groups at positions 2, 3, and 4. It is a redox mediator.		2.0410benzenetriol;
hydroxybenzophenone		drug metabolite;
EC 1.14.18.1 (tyrosinase) inhibitor;
human urinary metabolite;
quorum sensing inhibitor;
rat metabolite
3,4-dihydroxyphenylethanol
3,4-dihydroxyphenylethanol: serotonin metabolite; structure		2.1110catechols;
primary alcohol		antineoplastic agent;
antioxidant;
metabolite
tellimagrandin ii
tellimagrandin II: isolated from Filipendula palmata; structure in first source		2.2510
acarbose
[no description available]		2.1110amino cyclitol;
glycoside
daphnetin
[no description available]		2.0410hydroxycoumarin
zeolites
[no description available]		2.2110
ConditionIndicatedRelationship StrengthStudiesTrials
Injury, Ischemia-Reperfusion
[description not available]		02.2510
Reperfusion Injury
Adverse functional, metabolic, or structural changes in tissues that result from the restoration of blood flow to the tissue (REPERFUSION) following ISCHEMIA.		02.2510