Record Information
Version1.0
Creation date2010-04-08 22:14:38 UTC
Update date2015-07-21 06:39:28 UTC
Primary IDFDB019874
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameButyl levulinate
DescriptionButyl levulinate, also known as fema 2207, belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. Butyl levulinate is an extremely weak basic (essentially neutral) compound (based on its pKa). Butyl levulinate is a bitter, caramel, and fruity tasting compound.
CAS Number2052-15-5
Structure
Thumb
Synonyms
SynonymSource
Butyl levulinic acidGenerator
4-Ketopentanoic acid butyl esterHMDB
Butyl 4-ketovalerateHMDB
Butyl 4-oxopentanoateHMDB
Butyl acetylpropionateHMDB
Butyl laevulinateHMDB
FEMA 2207HMDB
Levulinic acid N-butyl esterHMDB
Levulinic acid, butyl esterHMDB
N-Butyl 4-oxopentanoateHMDB
N-Butyl laevulinateHMDB
N-Butyl levulinateHMDB
Pentanoic acid, 4-oxo-, butyl esterHMDB
Butyl 4-oxopentanoic acidGenerator
Butyl levulinatedb_source
Levulinic acid n-butyl esterbiospider
n-Butyl 4-oxopentanoatebiospider
N-butyl laevulinatebiospider
N-butyl levulinatebiospider
Predicted Properties
PropertyValueSource
Water Solubility2.91 g/LALOGPS
logP1.36ALOGPS
logP1.4ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)17.54ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity45.73 m³·mol⁻¹ChemAxon
Polarizability19.55 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H16O3
IUPAC namebutyl 4-oxopentanoate
InChI IdentifierInChI=1S/C9H16O3/c1-3-4-7-12-9(11)6-5-8(2)10/h3-7H2,1-2H3
InChI KeyISBWNEKJSSLXOD-UHFFFAOYSA-N
Isomeric SMILESCCCCOC(=O)CCC(C)=O
Average Molecular Weight172.2215
Monoisotopic Molecular Weight172.109944378
Classification
Description belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassGamma-keto acids and derivatives
Direct ParentGamma-keto acids and derivatives
Alternative Parents
Substituents
  • Gamma-keto acid
  • Fatty acid ester
  • Fatty acyl
  • 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:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 62.77%; H 9.36%; O 27.87%DFC
Melting PointNot Available
Boiling PointBp0.1 61°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd20 0.97DFC
Refractive Indexn20D 1.4283DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-9000000000-dd754b510d9a5b964618JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-9000000000-dd754b510d9a5b964618JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052g-9000000000-2aa9aa6898ccc66696afJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-4900000000-3b30aa503d4b32ce4e18JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9200000000-c275c9ef2dd4689bbe7cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-5fb37db543ff458e2c03JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dj-7900000000-eb3fb3bd06b7a50ba5b9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00r2-9600000000-cae40c7bc236f0fa944fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-ae41ac4c19ae4a4bf2b3JSpectraViewer
ChemSpider ID15496
ChEMBL IDCHEMBL3188634
KEGG Compound IDNot Available
Pubchem Compound ID16331
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40165
CRC / DFC (Dictionary of Food Compounds) IDCVR73-P:MDT52-C
EAFUS ID422
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1013561
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
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference