Page last updated: 2024-12-05

3-methoxybenzoic acid

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

3-Methoxybenzoic acid, also known as m-anisic acid, is an organic compound with the formula CH3OC6H4COOH. It is a white solid that is soluble in organic solvents. 3-Methoxybenzoic acid is a useful intermediate in the synthesis of other organic compounds. It is also used as a flavoring agent in food and beverages. The compound is of interest for its potential therapeutic applications, particularly as an anti-inflammatory agent. Research has shown that 3-methoxybenzoic acid has significant antioxidant properties and can inhibit the production of pro-inflammatory cytokines. It is being investigated for its potential to treat a variety of inflammatory conditions, including arthritis and asthma. Studies are also exploring its potential role in the prevention and treatment of cancer. The compound's effects on various cellular processes are also being studied, with a focus on its interactions with enzymes and receptors.'

Cross-References

ID SourceID
PubMed CID11461
CHEMBL ID22425
CHEBI ID88458
SCHEMBL ID63427
MeSH IDM0157876

Synonyms (62)

Synonym
3-anisic acid
brn 0508838
einecs 209-574-9
nsc 9264
nsc 27014
ai3-24163
nsc27014
nsc-27014
nsc9264
586-38-9
benzoic acid, 3-methoxy-
3-methoxybenzoic acid ,
nsc-9264
wln: qvr co1
m-methoxybenzoic acid
m-anisic acid
benzoic acid,3-methoxy
inchi=1/c8h8o3/c1-11-7-4-2-3-6(5-7)8(9)10/h2-5h,1h3,(h,9,10
m-anisic acid, >=98%
3-methoxybenzoic acid, reagentplus(r), 99%
STK498490
AC-10896
A1070
CHEMBL22425 ,
chebi:88458 ,
3-methoxy-benzoic acid
AKOS000119695
AE-562/40299919
m-methylsalicylic acid
fema 3944
bdbm50405321
unii-e2i36fh6qz
e2i36fh6qz ,
FT-0615987
FT-0615988
S6025
AB2884
SCHEMBL63427
3-methoxybenzoic acid [fhfi]
fema no. 3944
5-methoxy-benzoic acid
3methoxybenzoic acid
3-methoxy benzoic acid
3-methoxylbenzoic acid
5-methoxybenzoic acid
DTXSID2060410
AM87081
W-105374
BS-3836
F2191-0079
mfcd00002499
Z57127526
3-methoxybenzoic acid, vetec(tm) reagent grade, 98%
m-anisic acid, 8ci
m-anisic-acid
CS-D1416
HY-Y0760
SY002325
Q63395840
EN300-18375
OVM ,
3-methoxybenzoicacid
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
flavouring agentA food additive that is used to added improve the taste or odour of a food.
human urinary metaboliteAny metabolite (endogenous or exogenous) found in human urine samples.
[role 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]

Drug Classes (1)

ClassDescription
methoxybenzoic acidAny benzoic acid carrying one or more methoxy substituents.
[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)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (4)

Processvia Protein(s)Taxonomy
nucleobase-containing compound metabolic processThiopurine S-methyltransferaseHomo sapiens (human)
xenobiotic metabolic processThiopurine S-methyltransferaseHomo sapiens (human)
methylationThiopurine S-methyltransferaseHomo sapiens (human)
xenobiotic catabolic processThiopurine S-methyltransferaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
protein bindingThiopurine S-methyltransferaseHomo sapiens (human)
thiopurine S-methyltransferase activityThiopurine S-methyltransferaseHomo sapiens (human)
S-adenosyl-L-methionine bindingThiopurine S-methyltransferaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
cytosolThiopurine S-methyltransferaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID28692Concentration of the drug in the kidney of rat1992Journal of medicinal chemistry, Sep-04, Volume: 35, Issue:18
Energy aspects of oil/water partition leading to the novel hydrophobic parameters for the analysis of quantitative structure-activity relationships.
AID392207Inhibition of FtsZ-mediated cell division in Bacillus subtilis 168 assessed as effect on cell morphology2009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Antibacterial alkoxybenzamide inhibitors of the essential bacterial cell division protein FtsZ.
AID213093Inhibition of purified human kidney thiopurine methyltransferase (TPMT)1986Journal of medicinal chemistry, Mar, Volume: 29, Issue:3
Thiopurine methyltransferase: structure-activity relationships for benzoic acid inhibitors and thiophenol substrates.
AID204563The concentration required to inhibit complement mediated hemolysis of sensitized sheep RBC; not active2003Bioorganic & medicinal chemistry letters, Apr-07, Volume: 13, Issue:7
Synthesis of low molecular weight compounds with complement inhibition activity.
AID226477Hammett constant was determined1993Journal of medicinal chemistry, Oct-01, Volume: 36, Issue:20
QSAR's from similarity matrices. Technique validation and application in the comparison of different similarity evaluation methods.
AID28666log (1/C') was determined1992Journal of medicinal chemistry, Sep-04, Volume: 35, Issue:18
Energy aspects of oil/water partition leading to the novel hydrophobic parameters for the analysis of quantitative structure-activity relationships.
AID293934Inhibition of pieris rapae Phenoloxidase2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors.
AID392205Antibacterial activity against Bacillus subtilis 1682009Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2
Antibacterial alkoxybenzamide inhibitors of the essential bacterial cell division protein FtsZ.
AID29132pI50 was determined1992Journal of medicinal chemistry, Sep-04, Volume: 35, Issue:18
Energy aspects of oil/water partition leading to the novel hydrophobic parameters for the analysis of quantitative structure-activity relationships.
AID204263The concentration effective to cause 50% hemolysis with sensitized sheep erythrocytes in the absence of complement2003Bioorganic & medicinal chemistry letters, Apr-07, Volume: 13, Issue:7
Synthesis of low molecular weight compounds with complement inhibition activity.
AID28693Concentration of the drug in the liver of rat1992Journal of medicinal chemistry, Sep-04, Volume: 35, Issue:18
Energy aspects of oil/water partition leading to the novel hydrophobic parameters for the analysis of quantitative structure-activity relationships.
AID28731Partition coefficient (logD2.0)1992Journal of medicinal chemistry, Sep-04, Volume: 35, Issue:18
Energy aspects of oil/water partition leading to the novel hydrophobic parameters for the analysis of quantitative structure-activity relationships.
AID226478Hammett constant was evaluated1996Journal of medicinal chemistry, May-24, Volume: 39, Issue:11
Comparative molecular moment analysis (CoMMA): 3D-QSAR without molecular superposition.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (20)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (10.00)18.7374
1990's9 (45.00)18.2507
2000's6 (30.00)29.6817
2010's2 (10.00)24.3611
2020's1 (5.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 38.55

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

MetricThis Compound (vs All)
Research Demand Index38.55 (24.57)
Research Supply Index3.04 (2.92)
Research Growth Index4.91 (4.65)
Search Engine Demand Index51.63 (26.88)
Search Engine Supply Index2.05 (0.95)

This Compound (38.55)

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%
Other20 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]