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Showing Compound Isobutyl isobutyrate (FDB019969)

Record Information
Version1.0
Creation date2010-04-08 22:14:43 UTC
Update date2019-11-26 03:18:11 UTC
Primary IDFDB019969
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameIsobutyl isobutyrate
DescriptionIsobutyl isobutyrate 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). Isobutyl isobutyrate is a grape skin, pineapple, and tropical tasting compound. Isobutyl isobutyrate has been detected, but not quantified in, several different foods, such as alcoholic beverages, fruits, roman camomiles (Chamaemelum nobile), and sweet bays (Laurus nobilis). This could make isobutyl isobutyrate a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Isobutyl isobutyrate.
CAS Number97-85-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Isobutyl isobutyric acidGenerator
2-Methyl-1-propyl 2-methylpropanoateHMDB
2-Methylpropyl 2-methylpropionateHMDB
2-Methylpropyl isobutyrateHMDB
FEMA 2189HMDB
Isobutyl 2-methylpropanoateHMDB
Isobutyl ester OF 2-methylpropanoic acidHMDB
Isobutyl isobutanoateHMDB
Isobutyl isobutyrateHMDB
Isobutylester kyseliny isomaselneHMDB
Isobutyric acid, isobutyl esterHMDB
Propanoic acid, 2-methyl-, 2-methylpropyl esterHMDB
2-Methylpropyl 2-methylpropionic acidGenerator
2-Methylpropyl 2-methylpropanoatebiospider
Isobutyl ester of 2-methylpropanoic acidbiospider
Isobutyl isobutyrate [UN2528] [Flammable liquid]biospider
Predicted Properties
PropertyValueSource
Water Solubility1.96 g/LALOGPS
logP2.56ALOGPS
logP2.41ChemAxon
logS-1.9ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity40.36 m³·mol⁻¹ChemAxon
Polarizability17.12 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H16O2
IUPAC name2-methylpropyl 2-methylpropanoate
InChI IdentifierInChI=1S/C8H16O2/c1-6(2)5-10-8(9)7(3)4/h6-7H,5H2,1-4H3
InChI KeyRXGUIWHIADMCFC-UHFFFAOYSA-N
Isomeric SMILESCC(C)COC(=O)C(C)C
Average Molecular Weight144.2114
Monoisotopic Molecular Weight144.115029756
Classification
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 Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 66.63%; H 11.18%; O 22.19%DFC
Melting PointMp -81°DFC
Boiling PointBp 147-148°DFC
Experimental Water Solubility1 mg/mL at 20 oCFLICK,EW (1991)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive Indexn20D 1.3980DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSIsobutyl isobutyrate, non-derivatized, GC-MS Spectrumsplash10-0596-9000000000-fb563351fb63b4833e24Spectrum
GC-MSIsobutyl isobutyrate, non-derivatized, GC-MS Spectrumsplash10-05fu-9000000000-5808ba7a72e3f14794fdSpectrum
GC-MSIsobutyl isobutyrate, non-derivatized, GC-MS Spectrumsplash10-00di-9000000000-074030ed9e891a78b12dSpectrum
GC-MSIsobutyl isobutyrate, non-derivatized, GC-MS Spectrumsplash10-0596-9000000000-cc0e2f654a9c0d39e1adSpectrum
GC-MSIsobutyl isobutyrate, non-derivatized, GC-MS Spectrumsplash10-0596-9000000000-fb563351fb63b4833e24Spectrum
GC-MSIsobutyl isobutyrate, non-derivatized, GC-MS Spectrumsplash10-05fu-9000000000-5808ba7a72e3f14794fdSpectrum
GC-MSIsobutyl isobutyrate, non-derivatized, GC-MS Spectrumsplash10-00di-9000000000-074030ed9e891a78b12dSpectrum
GC-MSIsobutyl isobutyrate, non-derivatized, GC-MS Spectrumsplash10-0596-9000000000-cc0e2f654a9c0d39e1adSpectrum
Predicted GC-MSIsobutyl isobutyrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0596-9000000000-03b197bc2c2ed4b44c64Spectrum
Predicted GC-MSIsobutyl isobutyrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052b-9600000000-730896e3131a90d2ee162016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9100000000-bde9bfffc19ea267c9312016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-efb977f0b56e97d235922016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-3900000000-878740376f9065e57a982016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000l-9300000000-1f2b6b9c863b0d9a4a5d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kr-9000000000-c7400c1ac784b6337d522016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-91a6d7eda80533c9e0fe2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000l-9300000000-a62b956a68fdf6326ad22021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-9000000000-e5ca3aa37766d93a9ea52021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0596-9000000000-d2446a05a51c544086f82021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0596-9000000000-ec5e12fbef2cce4b882e2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-6b82393cb0e4fb319fe72021-09-25View Spectrum
NMRNot Available
ChemSpider ID7073
ChEMBL IDCHEMBL3188433
KEGG Compound IDNot Available
Pubchem Compound ID7351
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40252
CRC / DFC (Dictionary of Food Compounds) IDCVK55-C:MHD03-O
EAFUS ID1872
Dr. Duke ID2-METHYL-PROPYL-2-METHYL-PROPIONATE|ISOBUTYL-ISOBUTYRATE
BIGG IDNot Available
KNApSAcK IDC00035117
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1007601
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
pineapple
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
grape skin
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).