Page last updated: 2024-11-07

3,4-dihydroxybenzyl alcohol

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

Description

3,4-Dihydroxybenzyl alcohol, also known as vanillyl alcohol, is a naturally occurring organic compound found in various plants. It is a phenolic compound with two hydroxyl groups attached to the benzene ring and an alcohol group attached to the benzyl position. Its synthesis can be achieved through various methods, including enzymatic oxidation of vanillin or chemical reduction of vanillin. Research interest in 3,4-dihydroxybenzyl alcohol stems from its potential biological activities, particularly its antioxidant and anti-inflammatory properties. Studies have shown that it can scavenge free radicals, protect cells from oxidative damage, and inhibit the production of inflammatory mediators. These properties make it a promising candidate for the development of therapeutic agents for conditions associated with oxidative stress and inflammation, such as cancer, cardiovascular diseases, and neurodegenerative disorders. In addition to its biological activities, 3,4-dihydroxybenzyl alcohol has potential applications in the food and cosmetic industries as a natural antioxidant and preservative. Further research is ongoing to investigate its therapeutic potential and explore its diverse applications.'

3,4-dihydroxybenzyl alcohol: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID100733
CHEMBL ID440107
SCHEMBL ID68232
MeSH IDM0198927

Synonyms (34)

Synonym
C0712
4-hydroxymethyl-benzene-1,2-diol
1, 4-(hydroxymethyl)-
3897-89-0
nsc355645
nsc-355645
4-hydroxymethylcatechol
3,4-dihydroxybenzyl alcohol
CHEMBL440107 ,
AKOS000248906
4-(hydroxymethyl)benzene-1,2-diol
alpha,3,4-trihydroxytoluene
D2620
4-hydroxymethylpyrocatechol
PUBCHEM3025 ,
A824358
1,2-benzenediol, 4-(hydroxymethyl)-
nsc 355645
FT-0635052
SCHEMBL68232
ag-f-37614
DTXSID30192260
mfcd00210409
AS-61388
protocatechuic alcohol
Q1765796
3,4-dihydroxybenzyl alcohol?
T70871
bdbm50553157
CS-0157083
EN300-1263448
benzyl alcohol, 3,4-dihydroxy-
8R7J3P76KE
protocatechuyl alcohol
[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)
Arginase-1Bos taurus (cattle)IC50 (µMol)106.00002.70002.70002.7000AID1695179
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (1)

Processvia Protein(s)Taxonomy
urea cycleArginase-1Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID1152628Antiviral activity against Influenza A virus (A/Vietnam/1194/2004(H5N1)) infected in MDCK cells assessed as inhibition of viral production at 30 uM treated 2 hrs post viral infection measured after 2 hrs by crystal violet staining-based plaque reduction a2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Design, synthesis and biological evaluation of small molecular polyphenols as entry inhibitors against H(5)N(1).
AID1152625Inhibition of Influenza A virus H5N1 neuraminidase up to 20 ug/ml by fluorescence spectrophotometric analysis2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Design, synthesis and biological evaluation of small molecular polyphenols as entry inhibitors against H(5)N(1).
AID1152624Selectivity index, ratio of CC50 for MDCK cells to IC50 for Influenza A virus (A/Vietnam/1194/2004(H5N1))2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Design, synthesis and biological evaluation of small molecular polyphenols as entry inhibitors against H(5)N(1).
AID1751483Antibiofilm activity against Staphylococcus aureus assessed as biofilm formation at 100 uM measured by crystal violet staining based microplate reader assay2021Bioorganic & medicinal chemistry letters, 09-15, Volume: 48Discovery of non-proteinogenic amino acids inhibiting biofilm formation by S. aureus and methicillin-resistant S. aureus.
AID1152629Antiviral activity against Influenza A virus (A/Vietnam/1194/2004(H5N1)) infected in MDCK cells assessed as inhibition of viral production at 30 uM treated 4 to 8 hrs post viral infection measured after 2 hrs by crystal violet staining-based plaque reduct2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Design, synthesis and biological evaluation of small molecular polyphenols as entry inhibitors against H(5)N(1).
AID1751482Antibacterial activity in Staphylococcus aureus assessed as bacterial growth rate at 100 uM measured by UV absorbance based analysis2021Bioorganic & medicinal chemistry letters, 09-15, Volume: 48Discovery of non-proteinogenic amino acids inhibiting biofilm formation by S. aureus and methicillin-resistant S. aureus.
AID1152626Antiviral activity against Influenza A virus (A/Vietnam/1194/2004(H5N1)) infected in MDCK cells assessed as inhibition of viral production at 30 uM pretreated for 2 to 4 hrs followed by compound washout and viral infection measured after 2 hrs by crystal 2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Design, synthesis and biological evaluation of small molecular polyphenols as entry inhibitors against H(5)N(1).
AID1152622Antiviral activity against Influenza A virus (A/Vietnam/1194/2004(H5N1)) infected in MDCK cells assessed as inhibition of viral replication after 2 to 3 days by crystal violet staining-based plaque reduction assay2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Design, synthesis and biological evaluation of small molecular polyphenols as entry inhibitors against H(5)N(1).
AID1152630Inhibition of Influenza A virus H5N1 hemagglutinin adsorption to chicken RBC at 100 ug/ml by two-fold dilution method2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Design, synthesis and biological evaluation of small molecular polyphenols as entry inhibitors against H(5)N(1).
AID39957Antagonistic activity against beta-1 adrenergic receptor on isolated guinea pig atria1985Journal of medicinal chemistry, Feb, Volume: 28, Issue:2
An interdisciplinary approach to the design of new structures active at the beta-adrenergic receptor. Aliphatic oxime ether derivatives.
AID1152627Antiviral activity against Influenza A virus (A/Vietnam/1194/2004(H5N1)) infected in MDCK cells assessed as inhibition of viral production at 30 uM treated simultaneously with viral infection measured after 2 hrs by crystal violet staining-based plaque re2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Design, synthesis and biological evaluation of small molecular polyphenols as entry inhibitors against H(5)N(1).
AID1152623Cytotoxicity against MDCK cells after 72 hrs by MTT assay2014Bioorganic & medicinal chemistry letters, Jun-15, Volume: 24, Issue:12
Design, synthesis and biological evaluation of small molecular polyphenols as entry inhibitors against H(5)N(1).
AID1695179Inhibition of recombinant bovine liver ARGI using L-arginine as substrate incubated for 60 mins by spectroscopic analysis2020RSC medicinal chemistry, May-01, Volume: 11, Issue:5
Synthesis, evaluation and molecular modelling of piceatannol analogues as arginase inhibitors.
[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-19901 (16.67)18.7374
1990's2 (33.33)18.2507
2000's0 (0.00)29.6817
2010's1 (16.67)24.3611
2020's2 (33.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.35

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 Index20.35 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (20.35)

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]