Compounds > methyl caproate
Page last updated: 2024-12-05

methyl caproate

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

Description

Methyl caproate, also known as hexanoic acid methyl ester, is a colorless liquid with a fruity odor. It is a naturally occurring compound found in various fruits and fermented products, including pineapple, apple, and rum. It is commonly used as a flavoring agent in the food industry. Methyl caproate can be synthesized via esterification of caproic acid with methanol using an acid catalyst. It has been studied for its potential applications in cosmetics, pharmaceuticals, and as a biofuel. The esterification reaction is reversible, and the equilibrium can be shifted towards the formation of methyl caproate by removing water from the reaction mixture. Methyl caproate is relatively stable and can be stored for extended periods. Research on methyl caproate focuses on its synthesis, potential applications, and environmental impact.'

methyl hexanoate : A fatty acid methyl ester derived from hexanoic (caproic acid). [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 CID7824
CHEBI ID77322
SCHEMBL ID124681
MeSH IDM0168698

Synonyms (61)

Synonym
LS-13339
methyl caproate
nsc-5023
106-70-7
nsc5023
hexanoic acid, methyl ester
methyl hexanoate
methyl capronate
methyl n-hexanoate
methyl hexoate
brn 1744683
einecs 203-425-1
methyl caproate (natural)
nsc 5023
fema no. 2708
methyl hexylate
inchi=1/c7h14o2/c1-3-4-5-6-7(8)9-2/h3-6h2,1-2h
hexanoic acid,methyl ester
methyl hexanoate, >=99%, fg
methyl hexanoate, natural, >=99%, fg
methyl hexanoate, 99%
338DD8BE-299B-44EE-816C-16C9BDD20EC6
caproic acid methyl ester
hexanoic acid methyl ester
H0111
S0304
AKOS000121260
A801486
we(1:0/6:0)
LMFA07010433
ec 203-425-1
unii-246364vpjs
246364vpjs ,
FT-0628711
methyl hexanoate [fcc]
methyl caproate [usp-rs]
methyl caproate [inci]
methyl hexanoate [fhfi]
SCHEMBL124681
DTXSID0047616
CHEBI:77322
caproic acid, methyl ester
methyl ester of hexanoic acid
methyl n-hexoate
n-caproic acid methyl ester
mfcd00009510
STL453686
J-001632
methyl hexanoate, certified reference material, tracecert(r)
methyl hexanoate, analytical standard
methyl caproate, united states pharmacopeia (usp) reference standard
methyl caproate; methyl hexanoate; hexanoic acid methyl ester
hexanoic acid-methyl ester
fema 2708
c06 fame
methylcaproate
343785-54-6
Q3135043
EN300-15456
hexanoic acid-methyl ester 1000 microg/ml in n-hexane
methyl-d3hexanoate

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Logarithmic dose-response curves for the current reduction by each homologue were sigmoidal and had slope factors of around four."( Effects of n-alkanols and a methyl ester on a transient potassium (IA) current in identified neurones from Helix aspersa.
Elliott, JR; Harper, AA; Winpenny, JP, 1992)		0.28
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
flavouring agentA food additive that is used to added improve the taste or odour of a food.
[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 (2)

ClassDescription
fatty acid methyl esterA fatty acid ester that is the carboxylic ester obtained by the formal condensation of a fatty acid with methanol.
hexanoate esterAny fatty acid ester where the carboxylic acid component is hexanoic (also known as caproic) acid.
[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]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (6.67)18.7374
1990's2 (13.33)18.2507
2000's6 (40.00)29.6817
2010's2 (13.33)24.3611
2020's4 (26.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 43.16

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 Index43.16 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index5.16 (4.65)
Search Engine Demand Index61.55 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (43.16)

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%
Other15 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
benzaldehyde
[no description available]		2.0710benzaldehydesEC 3.1.1.3 (triacylglycerol lipase) inhibitor;
EC 3.5.5.1 (nitrilase) inhibitor;
flavouring agent;
fragrance;
odorant receptor agonist;
plant metabolite
benzoic acid
Benzoic Acid: A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid.. benzoic acid : A compound comprising a benzene ring core carrying a carboxylic acid substituent.. aromatic carboxylic acid : Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring.		2.0110benzoic acidsalgal metabolite;
antimicrobial food preservative;
drug allergen;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
human xenobiotic metabolite;
plant metabolite
methanol
Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.		2.0110alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
sulfuric acid
sulfuric acid : A sulfur oxoacid that consists of two oxo and two hydroxy groups joined covalently to a central sulfur atom.		2.0110sulfur oxoacidcatalyst
minoxidil
Minoxidil: A potent direct-acting peripheral vasodilator (VASODILATOR AGENTS) that reduces peripheral resistance and produces a fall in BLOOD PRESSURE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p371). minoxidil : A pyrimidine N-oxide that is pyrimidine-2,4-diamine 3-oxide substituted by a piperidin-1-yl group at position 6.		1.9710dialkylarylamine;
tertiary amino compound
n-pentanol
n-pentanol: RN given refers to parent cpd. pentan-1-ol : A short-chain primary fatty alcohol that is pentane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It has been isolated from Melicope ptelefolia.		2.0410pentanol;
short-chain primary fatty alcohol		human metabolite;
plant metabolite
linalool
linalool: RN given refers to parent cpd without isomeric designation; structure. linalool : A monoterpenoid that is octa-1,6-diene substituted by methyl groups at positions 3 and 7 and a hydroxy group at position 3. It has been isolated from plants like Ocimum canum.		2.0410monoterpenoid;
tertiary alcohol		antimicrobial agent;
fragrance;
plant metabolite;
volatile oil component
acetophenone
acetophenone : A methyl ketone that is acetone in which one of the methyl groups has been replaced by a phenyl group.		2.0710acetophenonesanimal metabolite;
photosensitizing agent;
xenobiotic
carvone
carvone: an oxidized derivative of limonene; RN given refers to cpd without isomeric designation; L-carvone has spearmint flavor, D-carvone has dill/caraway flavor. carvone : A p-menthane monoterpenoid that consists of cyclohex-2-enone having methyl and isopropenyl substituents at positions 2 and 5, respectively.		2.0410botanical anti-fungal agent;
carvones		allergen
2-heptanone
heptan-2-one : A dialkyl ketone with methyl and pentyl as the alkyl groups.		2.0510dialkyl ketone;
methyl ketone		mouse metabolite;
pheromone
hexanoic acid
hexanoic acid : A C6, straight-chain saturated fatty acid.		2.0510medium-chain fatty acid;
straight-chain saturated fatty acid		human metabolite;
plant metabolite
5-methylhexanoic acid
[no description available]		2.0110medium-chain fatty acid
limonene
Limonene: A naturally-occurring class of MONOTERPENES which occur as a clear colorless liquid at room temperature. Limonene is the major component in the oil of oranges which has many uses, including as flavor and fragrance. It is recognized as safe in food by the Food and Drug Administration (FDA).. limonene : A monoterpene that is cyclohex-1-ene substituted by a methyl group at position 1 and a prop-1-en-2-yl group at position 4 respectively.		2.0410cycloalkene;
p-menthadiene		human metabolite
ethyl hexanoate
ethyl hexanoate : A fatty acid ethyl ester obtained by the formal condensation of hexanoic acid with ethanol.		2.4420fatty acid ethyl ester;
hexanoate ester		metabolite
isoamyl acetate
isoamyl acetate: structure in Merck, 9th ed, #4958. isoamyl acetate : The acetate ester of isoamylol.		2.0410acetate estermetabolite;
Saccharomyces cerevisiae metabolite
valerates
Valerates: Derivatives of valeric acid, including its salts and esters.		2.0410short-chain fatty acid anion;
straight-chain saturated fatty acid anion		plant metabolite
caprylates
Caprylates: Derivatives of caprylic acid. Included under this heading are a broad variety of acid forms, salts, esters, and amides that contain a carboxy terminated eight carbon aliphatic structure.. octanoate : A straight-chain saturated fatty acid anion that is the conjugate base of octanoic acid (caprylic acid); believed to block adipogenesis.		2.0110fatty acid anion 8:0;
straight-chain saturated fatty acid anion		human metabolite;
Saccharomyces cerevisiae metabolite
geraniol
[no description available]		2.04103,7-dimethylocta-2,6-dien-1-ol;
monoterpenoid;
primary alcohol		allergen;
fragrance;
plant metabolite;
volatile oil component
citral
citral: Xref geranial: geraniol is also available; Xref neral: nerol is also available; vitamin A antagonist; oxygenated monoterpene; inhibits cytosolic dehydrogenases; structure. citral : An enal that consists of octa-2,6-dienal bearing methyl substituents at positions 3 and 7. A mixture of the two geometric isomers geranial and neral, it is the major constituent (75-85%) of oil of lemon grass, the volatile oil of Cymbopogon citratus, or of C. flexuosus. It also occurs in oils of verbena, lemon, and orange.		2.0410enal;
monoterpenoid;
polyprenal		plant metabolite;
volatile oil component
ConditionIndicatedRelationship StrengthStudiesTrials
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.0110