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Identification
YMDB IDYMDB01399
Namebutyl butanoate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionButyl butyrate, also known as N-butyl butanoate or fema 2186, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Butyl butyrate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
  • 1-Butyl butyrate
  • Butanoic acid, butyl ester
  • Butyl butylate
  • Butyl butyrate
  • Butyl ester of butanoic acid
  • Butyl n-butyrate
  • Butyric acid, butyl ester
  • n-Butyl butanoate
  • n-Butyl butyrate
  • n-Butyl n-butanoate
  • n-Butyl n-butyrate
  • n-Butyric acid n-butyl ester
  • N-Butyric N-butyl ester
  • N-Butyl butanoic acid
  • N-Butyl butyric acid
  • Butyl butyric acid
  • Butyl butanoate
  • FEMA 2186
  • N-Butyl-N-butyrate
  • Butryl butyric acid
CAS number109-21-7
WeightAverage: 144.2114
Monoisotopic: 144.115029756
InChI KeyXUPYJHCZDLZNFP-UHFFFAOYSA-N
InChIInChI=1S/C8H16O2/c1-3-5-7-10-8(9)6-4-2/h3-7H2,1-2H3
IUPAC Namebutyl butanoate
Traditional IUPAC Namebutyl butyrate
Chemical FormulaC8H16O2
SMILESCCCCOC(=O)CCC
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Fatty acid ester
  • 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 Descriptors
Physical Properties
StateLiquid
Charge0
Melting point-91.5 °C
Experimental Properties
PropertyValueReference
Water Solubility0.5 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility1.36 g/LALOGPS
logP2.82ALOGPS
logP2.39ChemAxon
logS-2ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity40.51 m³·mol⁻¹ChemAxon
Polarizability17.34 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic Properties
Flavour/OdourSource
AppleFDB019248
BananaFDB019248
BerryFDB019248
FruityFDB019248
PeachFDB019248
PearFDB019248
PineappleFDB019248
SweetFDB019248
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0596-9000000000-d391cfb43ea3b2438e3dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05g3-9000000000-6475886c051aaeebd2f5JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05g0-9000000000-909ad81987b43bcf251eJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05bf-9000000000-0b6c3408eea71f00941fJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0596-9000000000-d391cfb43ea3b2438e3dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05g3-9000000000-6475886c051aaeebd2f5JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05g0-9000000000-909ad81987b43bcf251eJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05bf-9000000000-0b6c3408eea71f00941fJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6u-9100000000-f2ddcea30a5013f00c66JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-6900000000-81e862955ac61e874067JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9100000000-fd89ba380bf05df52583JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-fba91f33e8df2b7a62c3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00kf-9700000000-9c206aaf53a92583d5c5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00ku-9100000000-29b9b7fc42c82d1445f9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ko-9000000000-952de79adebdbf91db94JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Patel, S., Shibamoto, T. (2002). "Effect of different strains of Saccharomyces cerevisiae on production of volatiles in Napa Gamay wine and Petite Sirah wine." J Agric Food Chem 50:5649-5653.12236692
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID87429
HMDB IDHMDB0039620
Pubchem Compound ID7983
Kegg IDNot Available
ChemSpider ID7694
FOODB IDFDB019248
Wikipediabutyl_butanoate
BioCyc IDNot Available