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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:35:32 UTC
Update Date2021-10-13 07:12:13 UTC
HMDB IDHMDB0038305
Secondary Accession Numbers
  • HMDB38305
Metabolite Identification
Common Name3-Methylbutyl 2-oxopropanoate
Description3-Methylbutyl 2-oxopropanoate belongs to the class of organic compounds known as alpha-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon. 3-Methylbutyl 2-oxopropanoate is an arrack, balsamic, and caramellic tasting compound. Based on a literature review very few articles have been published on 3-Methylbutyl 2-oxopropanoate.
Structure
Data?1563863175
Synonyms
ValueSource
3-Methylbutyl 2-oxopropanoic acidGenerator
FEMA 2083HMDB
Isoamyl pyruvateHMDB
Isopentyl pyruvateHMDB
Propanoic acid, 2-oxo-, 3-methylbutyl esterHMDB
Pyruvic acid, isopentyl esterHMDB
Isoamyl pyruvic acidGenerator
Chemical FormulaC8H14O3
Average Molecular Weight158.195
Monoisotopic Molecular Weight158.094294314
IUPAC Name3-methylbutyl 2-oxopropanoate
Traditional Name3-methylbutyl 2-oxopropanoate
CAS Registry Number7779-72-8
SMILES
CC(C)CCOC(=O)C(C)=O
InChI Identifier
InChI=1S/C8H14O3/c1-6(2)4-5-11-8(10)7(3)9/h6H,4-5H2,1-3H3
InChI KeyLBKWGGFVEDOVEP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassAlpha-keto acids and derivatives
Direct ParentAlpha-keto acids and derivatives
Alternative Parents
Substituents
  • Alpha-keto acid
  • Ketone
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point185.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility11110 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.458 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.18 g/LALOGPS
logP10(1.41) g/LALOGPS
logP10(2.06) g/LChemAxon
logS10(-2.1) g/LALOGPS
pKa (Strongest Acidic)16.9ChemAxon
pKa (Strongest Basic)-7.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.18 m³·mol⁻¹ChemAxon
Polarizability17.23 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+136.42731661259
DarkChem[M-H]-132.7931661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methylbutyl 2-oxopropanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-565e178abc30e59c22b32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methylbutyl 2-oxopropanoate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 10V, Positive-QTOFsplash10-0a4i-4900000000-2534b832c452898d34de2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 20V, Positive-QTOFsplash10-00di-9200000000-de66a89bcb10cf9a5aa52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 40V, Positive-QTOFsplash10-0abc-9000000000-3669b5c03726ea3125832016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 10V, Negative-QTOFsplash10-0a4i-2900000000-0ce0e53851a0aeaa1b2c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 20V, Negative-QTOFsplash10-000i-9300000000-e38508897f32bd4250962016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 40V, Negative-QTOFsplash10-000l-9000000000-a67f3b698a4da2758bda2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 10V, Positive-QTOFsplash10-00xr-9100000000-4a9bb5c803b9f476e8ef2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 20V, Positive-QTOFsplash10-006x-9000000000-0c78955a177b012ae5b72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 40V, Positive-QTOFsplash10-05mo-9000000000-143d37d2078fbafbbb0c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 10V, Negative-QTOFsplash10-0a4i-2900000000-cd18c102971ed55be2ad2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 20V, Negative-QTOFsplash10-052u-9100000000-2c6f31c23aae270edf582021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methylbutyl 2-oxopropanoate 40V, Negative-QTOFsplash10-0006-9000000000-8672755ae2d388cb526b2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB017634
KNApSAcK IDNot Available
Chemspider ID468274
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound537682
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1005741
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .