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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:31:56 UTC
Update Date2019-07-23 06:21:09 UTC
HMDB IDHMDB0036396
Secondary Accession Numbers
  • HMDB36396
Metabolite Identification
Common Name3-Methylbutyl 3-oxobutanoate
Description3-Methylbutyl 3-oxobutanoate, also known as 3-methylbutyl acetoacetate or acetoacetic acid isoamyl ester, belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom. 3-Methylbutyl 3-oxobutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Methylbutyl 3-oxobutanoate is a sweet, ethereal, and fermented tasting compound. Outside of the human body,.
Structure
Data?1563862869
Synonyms
ValueSource
3-Methylbutyl 3-oxobutanoic acidGenerator
3-Methylbutyl acetoacetateHMDB
3-Methylbutyl beta-ketobutyrateHMDB
Acetoacetic acid isoamyl esterHMDB
Acetoacetic acid, isopentyl esterHMDB
Butanoic acid, 3-oxo-, 3-methylbutyl esterHMDB
FEMA 3551HMDB
Isoamyl 3-oxobutanoateHMDB
Isoamyl acetoacetateHMDB
Isoamyl acetylacetateHMDB
Isoamyl beta-ketobutyrateHMDB
Isopentyl 3-oxobutanoateHMDB
Isopentyl acetoacetateHMDB
Isopentyl beta-ketobutyrateHMDB
Chemical FormulaC9H16O3
Average Molecular Weight172.2215
Monoisotopic Molecular Weight172.109944378
IUPAC Name3-methylbutyl 3-oxobutanoate
Traditional Name3-methylbutyl 3-oxobutanoate
CAS Registry Number2308-18-1
SMILES
CC(C)CCOC(=O)CC(C)=O
InChI Identifier
InChI=1S/C9H16O3/c1-7(2)4-5-12-9(11)6-8(3)10/h7H,4-6H2,1-3H3
InChI KeyXHRGPLDMNNGHCX-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassBeta-keto acids and derivatives
Direct ParentBeta-keto acids and derivatives
Alternative Parents
Substituents
  • Fatty acid ester
  • Beta-keto acid
  • Fatty acyl
  • 1,3-dicarbonyl compound
  • 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:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.27 g/LALOGPS
logP1.34ALOGPS
logP1.76ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)9.93ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity45.73 m³·mol⁻¹ChemAxon
Polarizability19.1 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-006x-9000000000-ea4087a7ea2378ba8ee9Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-006x-9000000000-ea4087a7ea2378ba8ee9Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-b5a7a7f3fd77fcc5bcd5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05fr-5900000000-5b85793e472e00da5a90Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9200000000-4b18b4fb8aefc4c94e58Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0603-9000000000-9911f00c3fa9b49f25f3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00e9-8900000000-4832666a5ea86a738fb0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pc0-9400000000-5bddb9d4b2cecd4370cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-9000000000-948f0c139308a9081b89Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDFDB015275
KNApSAcK IDNot Available
Chemspider ID55235
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61296
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .