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Showing Compound 2-Methylpentanoic acid (FDB008203)

Record Information
Version1.0
Creation date2010-04-08 22:07:58 UTC
Update date2025-11-18 23:07:46 UTC
Primary IDFDB008203
Secondary Accession Numbers
  • FDB008205
Chemical Information
FooDB Name2-Methylpentanoic acid
Description2-Methylpentanoic acid is a member of the class of compounds known as methyl-branched fatty acids. Methyl-branched fatty acids are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Thus, 2-methyl valeric acid is considered to be a fatty acid lipid molecule. 2-methyl valeric acid is soluble (in water) and a very weakly acidic compound (based on its pKa). 2-Methylpentanoic acid is a cheese and sour tasting compound found in pepper (spice), which makes 2-methylpentanoic acid a potential biomarker for the consumption of this food product. Methyl pentanoate, commonly known as methyl valerate, is the methyl ester of pentanoic acid (valeric acid) with a fruity odor .
CAS Number97-61-0
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
2-Methyl-N-valeric acidChEBI
2-Pentanecarboxylic acidChEBI
alpha-Methylvaleric acidChEBI
FEMA 2754ChEBI
Methylpropylacetic acidChEBI
2-Methyl-N-valerateGenerator
2-PentanecarboxylateGenerator
a-MethylvalerateGenerator
a-Methylvaleric acidGenerator
alpha-MethylvalerateGenerator
Α-methylvalerateGenerator
Α-methylvaleric acidGenerator
MethylpropylacetateGenerator
(±)-2-methylpentanoateGenerator
2-MethylvalerateMeSH
2-Methylvaleric acidMeSH
(+/-)-2-methylvaleric acidHMDB
2-Methyl valerateGenerator
2-MethylpentanoateGenerator
2-Methylpentanoic acidbiospider
Pentanoic acid, 2-methyl-biospider
Valeric acid, 2-methyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility15.5 g/LALOGPS
logP1.79ALOGPS
logP1.91ChemAxon
logS-0.87ALOGPS
pKa (Strongest Acidic)5.05ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.05 m³·mol⁻¹ChemAxon
Polarizability12.85 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H12O2
IUPAC name2-methylpentanoic acid
InChI IdentifierInChI=1S/C6H12O2/c1-3-4-5(2)6(7)8/h5H,3-4H2,1-2H3,(H,7,8)
InChI KeyOVBFMEVBMNZIBR-UHFFFAOYSA-N
Isomeric SMILESCCCC(C)C(O)=O
Average Molecular Weight116.1583
Monoisotopic Molecular Weight116.083729628
Classification
Description Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMethyl-branched fatty acids
Alternative Parents
Substituents
  • Methyl-branched fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 62.04%; H 10.41%; O 27.55%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2-Methylpentanoic acid, non-derivatized, GC-MS Spectrumsplash10-00dl-9000000000-2befc58fc5f43a0d13c2Spectrum
GC-MS2-Methylpentanoic acid, non-derivatized, GC-MS Spectrumsplash10-00dl-9000000000-2befc58fc5f43a0d13c2Spectrum
Predicted GC-MS2-Methylpentanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0096-9100000000-aad0d32a3f29d3e5bd42Spectrum
Predicted GC-MS2-Methylpentanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9200000000-2ae4b8cbd71c1da0e661Spectrum
Predicted GC-MS2-Methylpentanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-9800000000-e1d2389dce6a911366a62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9100000000-76013c5d58d68d05fc9e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9000000000-4fef8f2befac4d5185372016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1900000000-5cface7a9aa19e123bcc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00xr-9500000000-76fcd77e1d3b1874e65c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-5e664872f3a0e817e17a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014j-5900000000-4baa39d6e406953af7642021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-2900000000-a6a840c9a64c9047391f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-61ed0228aa652a4afe172021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-9000000000-0255bd2d588d736326f82021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-9000000000-93c1c72b730b54aaa3bb2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-c7f4b10843b872e4cb862021-09-22View Spectrum
NMRNot Available
ChemSpider ID7064
ChEMBL IDCHEMBL1204680
KEGG Compound IDNot Available
Pubchem Compound ID7341
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB0031580
CRC / DFC (Dictionary of Food Compounds) IDDDM72-E:DDM72-E
EAFUS ID2560
Dr. Duke ID2-METHYL-PENTANOIC-ACID
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1033021
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sour
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cheese
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).