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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:47:14 UTC
Update Date2019-07-23 06:31:53 UTC
HMDB IDHMDB0040251
Secondary Accession Numbers
  • HMDB40251
Metabolite Identification
Common NameButyl isobutyrate
DescriptionButyl isobutyrate, also known as fema 2188, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Butyl isobutyrate is an extremely weak basic (essentially neutral) compound (based on its pKa). Butyl isobutyrate is a sweet, apple, and banana tasting compound. Outside of the human body, Butyl isobutyrate has been detected, but not quantified in, several different foods, such as alcoholic beverages, fruits, milk and milk products, and pomes. This could make butyl isobutyrate a potential biomarker for the consumption of these foods.
Structure
Data?1563863513
Synonyms
ValueSource
Butyl isobutyric acidGenerator
Butyl ester OF 2-methylpropanoic acidHMDB
Butyl isobutanoateHMDB
FEMA 2188HMDB
Isobutyric acid N-butyl esterHMDB
Isobutyric acid, butyl esterHMDB
Isobutyric acid, butyl ester (6ci,7ci,8ci)HMDB
N-Butyl isobutyrateHMDB
Propanoic acid, 2-methyl-, butyl esterHMDB
Butyl 2-methylpropanoic acidGenerator
Chemical FormulaC8H16O2
Average Molecular Weight144.2114
Monoisotopic Molecular Weight144.115029756
IUPAC Namebutyl 2-methylpropanoate
Traditional Namebutyl 2-methylpropanoate
CAS Registry Number97-87-0
SMILES
CCCCOC(=O)C(C)C
InChI Identifier
InChI=1S/C8H16O2/c1-4-5-6-10-8(9)7(2)3/h7H,4-6H2,1-3H3
InChI KeyJSLCOZYBKYHZNL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.68 g/LALOGPS
logP2.82ALOGPS
logP2.49ChemAxon
logS-1.9ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity40.49 m³·mol⁻¹ChemAxon
Polarizability17.37 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-059f-9000000000-9688cae9c61bb66ddb0cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0abl-9000000000-c63b585334d9efe57448Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0079-9000000000-daacd4b011914e28155dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9000000000-ddfd71ef6bb2b00f9175Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-059f-9000000000-9688cae9c61bb66ddb0cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0abl-9000000000-c63b585334d9efe57448Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0079-9000000000-daacd4b011914e28155dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9000000000-ddfd71ef6bb2b00f9175Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05fu-9000000000-b2c694eef8f103b1cea3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-6900000000-18ee3f32bc7facbd8d57Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9100000000-8b81251c356eb6e9ee83Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0abc-9000000000-8b9fbf85679f1af8c092Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-4900000000-defaa4b67aa46d8230ffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9200000000-108745d6d6d7870ace4aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-9000000000-b4542384fc8980c56e0aSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB019968
KNApSAcK IDNot Available
Chemspider ID7075
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7353
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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.. .