Page last updated: 2024-12-05

methyl 4-anisate

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

Description

Methyl 4-anisate, also known as methyl p-methoxybenzoate, is a fragrant organic compound with a characteristic sweet, floral, and powdery aroma. It is commonly used in fragrances, cosmetics, and pharmaceuticals. Synthesis involves esterification of p-anisic acid with methanol in the presence of an acid catalyst. Its effects include potential anti-inflammatory and antioxidant properties, but more research is needed. Methyl 4-anisate is studied for its potential medicinal and industrial applications. It is also investigated for its role in plant defense mechanisms and its impact on environmental interactions.'

methyl 4-anisate: volatile biomarker of Mycobacterium tuberculosis; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

methyl p-anisate : A benzoate ester obtained by the formal condensation of the carboxy group of 4-methoxybenzoic acid with methanol. [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]

Cross-References

ID SourceID
PubMed CID8499
CHEMBL ID1762668
CHEBI ID86903
SCHEMBL ID231243
MeSH IDM0534093

Synonyms (67)

Synonym
AC-7084
F1335-0002
121-98-2
methyl p-anisate
4-methoxybenzoic acid methyl ester
wln: 1ovr do1
p-methoxybenzoic acid methyl ester
methyl 4-methoxybenzoate
methyl p-methoxybenzoate
nsc7324
nsc-7324
p-anisic acid, methyl ester
einecs 204-513-2
ai3-00229
brn 2208571
nsc 7324
methyl anisate
benzoic acid, p-methoxy-, methyl ester
fema no. 2679
inchi=1/c9h10o3/c1-11-8-5-3-7(4-6-8)9(10)12-2/h3-6h,1-2h
benzoic acid, 4-methoxy-, methyl ester
AQ-917/40232598
methyl p-anisate, >=99% (capillary gc)
methyl p-anisate, >=99%, fg
methyl p-anisate, 99%
STK041805
p-anisic acid methyl ester
A1125
AKOS000501135
BMSE010016
methyl-p-anisate
chebi:86903 ,
CHEMBL1762668 ,
4-methoxy-benzoic acid methyl ester
methyl p-methoxy benzoate
2mfl7873w9 ,
methyl 4-anisate
unii-2mfl7873w9
dtxsid7047645 ,
dtxcid5027645
NCGC00256751-01
tox21_302682
cas-121-98-2
bdbm50340087
fema 2679
FT-0671960
FT-0628647
AM20050128
methyl salicylate impurity d [ep impurity]
methyl anisate [fhfi]
anisate
SCHEMBL231243
SY003911
mfcd00008437
methyl ester of p-methoxybenzoic acid
methyl4-methoxybenzoate
CS-W016058
W-108443
4-methoxy methylbenzoate
DS-13900
Q6823933
AC7521
methyl-4-methoxybenzoate
HY-W015342
nsc7324nsc 7324
EN300-107567
Z19787338
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
benzoate esterEsters of benzoic acid or substituted benzoic acids.
monomethoxybenzeneCompounds containing a benzene skeleton substituted with one methoxy group.
[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 (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
estrogen nuclear receptor alphaHomo sapiens (human)Potency44.66200.000229.305416,493.5996AID743069; AID743079
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_aHomo sapiens (human)Potency34.37620.001723.839378.1014AID743083
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency27.30600.000323.4451159.6830AID743065
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Carbonic anhydrase 1Homo sapiens (human)Ki3.84000.00001.372610.0000AID589727
Carbonic anhydrase 2Homo sapiens (human)Ki3.53000.00000.72369.9200AID589728
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (12)

Processvia Protein(s)Taxonomy
one-carbon metabolic processCarbonic anhydrase 1Homo sapiens (human)
morphogenesis of an epitheliumCarbonic anhydrase 2Homo sapiens (human)
positive regulation of synaptic transmission, GABAergicCarbonic anhydrase 2Homo sapiens (human)
positive regulation of cellular pH reductionCarbonic anhydrase 2Homo sapiens (human)
angiotensin-activated signaling pathwayCarbonic anhydrase 2Homo sapiens (human)
regulation of monoatomic anion transportCarbonic anhydrase 2Homo sapiens (human)
secretionCarbonic anhydrase 2Homo sapiens (human)
regulation of intracellular pHCarbonic anhydrase 2Homo sapiens (human)
neuron cellular homeostasisCarbonic anhydrase 2Homo sapiens (human)
positive regulation of dipeptide transmembrane transportCarbonic anhydrase 2Homo sapiens (human)
regulation of chloride transportCarbonic anhydrase 2Homo sapiens (human)
carbon dioxide transportCarbonic anhydrase 2Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
arylesterase activityCarbonic anhydrase 1Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 1Homo sapiens (human)
protein bindingCarbonic anhydrase 1Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 1Homo sapiens (human)
hydro-lyase activityCarbonic anhydrase 1Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 1Homo sapiens (human)
arylesterase activityCarbonic anhydrase 2Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 2Homo sapiens (human)
protein bindingCarbonic anhydrase 2Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 2Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
cytosolCarbonic anhydrase 1Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 1Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
cytosolCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
myelin sheathCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 2Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID589727Inhibition of human cytosolic carbonic anhydrase 1 by stopped flow CO2 hydration assay2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Carbonic anhydrase inhibitors. Inhibition of the β-class enzymes from the fungal pathogens Candida albicans and Cryptococcus neoformans with branched aliphatic/aromatic carboxylates and their derivatives.
AID589729Inhibition of Cryptococcus neoformans Can2 beta-carbonic anhydrase by stopped flow CO2 hydration assay2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Carbonic anhydrase inhibitors. Inhibition of the β-class enzymes from the fungal pathogens Candida albicans and Cryptococcus neoformans with branched aliphatic/aromatic carboxylates and their derivatives.
AID1090826Antifeedant activity against Hylobius abietis (pine weevil ) in compound pre-treated Scots pine twig at 50 mM measured after 24 hr by two-choice laboratory bioassay2007Journal of agricultural and food chemistry, Nov-14, Volume: 55, Issue:23
Quantitative structure-activity relationships of pine weevil antifeedants, a multivariate approach.
AID589732Selectivity ratio of Ki for human cytosolic carbonic anhydrase 2 to Ki for Candida albicans Nce103 beta-carbonic anhydrase2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Carbonic anhydrase inhibitors. Inhibition of the β-class enzymes from the fungal pathogens Candida albicans and Cryptococcus neoformans with branched aliphatic/aromatic carboxylates and their derivatives.
AID589731Selectivity ratio of Ki for human cytosolic carbonic anhydrase 2 to Ki for Cryptococcus neoformans Can2 beta-carbonic anhydrase2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Carbonic anhydrase inhibitors. Inhibition of the β-class enzymes from the fungal pathogens Candida albicans and Cryptococcus neoformans with branched aliphatic/aromatic carboxylates and their derivatives.
AID589728Inhibition of human cytosolic carbonic anhydrase 2 by stopped flow CO2 hydration assay2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Carbonic anhydrase inhibitors. Inhibition of the β-class enzymes from the fungal pathogens Candida albicans and Cryptococcus neoformans with branched aliphatic/aromatic carboxylates and their derivatives.
AID589730Inhibition of Candida albicans Nce103 beta-carbonic anhydrase by stopped flow CO2 hydration assay2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Carbonic anhydrase inhibitors. Inhibition of the β-class enzymes from the fungal pathogens Candida albicans and Cryptococcus neoformans with branched aliphatic/aromatic carboxylates and their derivatives.
[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's2 (33.33)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: 25.87

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 Index25.87 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.87)

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]