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Showing metabocard for Ethyl 2-methylpropanoate (HMDB0031248)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:41:51 UTC
Update Date2019-07-23 06:08:20 UTC
HMDB IDHMDB0031248
Secondary Accession Numbers
  • HMDB31248
Metabolite Identification
Common NameEthyl 2-methylpropanoate
DescriptionEthyl 2-methylpropanoate, also known as ethyl 2,2-dimethylacetate or isobutyric acid ethyl ester, 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). A fatty acid methyl ester obtained by the formal condensation of isobutyric acid with ethanol. Ethyl 2-methylpropanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ethyl 2-methylpropanoate is a sweet, alcoholic, and ethereal tasting compound. Outside of the human body, Ethyl 2-methylpropanoate has been detected, but not quantified in, several different foods, such as apples, figs, pomes, fruits, and lowbush blueberries. This could make ethyl 2-methylpropanoate a potential biomarker for the consumption of these foods.
Structure
Data?1563862100
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Ethyl 2,2-dimethylacetateChEBI
Isobutyric acid ethyl esterChEBI
Ethyl 2,2-dimethylacetic acidGenerator
Isobutyrate ethyl esterGenerator
Ethyl 2-methylpropanoic acidGenerator
Ethyl 2-methylpropanoate, 9ciHMDB
Ethyl 2-methylpropionateHMDB
Ethyl ester OF 2-methyl-propanoic acidHMDB
Ethyl isobutanoateHMDB
Ethyl isobutyrateHMDB
Ethyl-2-methylproanoateHMDB
EthylisobutyrateHMDB
EthylmethylpropanoateHMDB
FEMA 2428HMDB
Isobutyric acid, ethyl esterHMDB
Propanoic acid, 2-methyl-, ethyl esterHMDB
Propionic acid, 2-methyl-, ethyl esterHMDB
Ethyl 2-methylpropanoateMeSH
Chemical FormulaC6H12O2
Average Molecular Weight116.1583
Monoisotopic Molecular Weight116.083729628
IUPAC Nameethyl 2-methylpropanoate
Traditional Nameethyl isobutyrate
CAS Registry Number97-62-1
SMILES
CCOC(=O)C(C)C
InChI Identifier
InChI=1S/C6H12O2/c1-4-8-6(7)5(2)3/h5H,4H2,1-3H3
InChI KeyWDAXFOBOLVPGLV-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 Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-88.2 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility13.6 g/LALOGPS
logP1.72ALOGPS
logP1.52ChemAxon
logS-0.93ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.36 m³·mol⁻¹ChemAxon
Polarizability13.23 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)splash10-0006-9000000000-f3988eecc5f86a2f81e5Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-cda38c45f8e8f3e49d4fSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00dr-9100000000-16a5b597c42a23d7f22bSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002f-9000000000-a2cde32043924be5f69dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-f3988eecc5f86a2f81e5Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-cda38c45f8e8f3e49d4fSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00dr-9100000000-16a5b597c42a23d7f22bSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002f-9000000000-a2cde32043924be5f69dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-78006c6c9d7cc2f64b40Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-5900000000-b497e527a00dd10ccf60Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00xu-9200000000-15b9cf1d24ca63e9478bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9000000000-487b56262921939df240Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-3900000000-fa1705aa5e16f6891659Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9600000000-ccf9216bb7c78dde21d1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kr-9000000000-5f89823d58cd88cdbaf6Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Children (1-13 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Children (1-13 years old)BothAutism details
FecesDetected but not Quantified Children (1-13 years old)BothPervasive Developmental Disorder Not Otherwise Specified details
Associated Disorders and Diseases
Disease References
Autism
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Pervasive developmental disorder not otherwise specified
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003278
KNApSAcK IDNot Available
Chemspider ID7065
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7342
PDB IDNot Available
ChEBI ID87303
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.. .