Survey with prize
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:41:41 UTC
Update Date2019-07-23 06:08:17 UTC
HMDB IDHMDB0031221
Secondary Accession Numbers
  • HMDB31221
Metabolite Identification
Common Name2-Ethylbutanoic acid
Description2-Ethylbutanoic acid, also known as 2-ethylbutanoate or alpha-ethylbutyric acid, belongs to the class of organic compounds known as branched fatty acids. These are fatty acids containing a branched chain. 2-Ethylbutanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563862097
Synonyms
ValueSource
2-EthylbutanoateGenerator
2-Ethyl-butyric acidHMDB
2-Ethyl-butyrateHMDB
(C2H5)2chcoohHMDB
2-Ethyl butanoic acidHMDB
2-Ethyl-butanoic acidHMDB
2-Ethyl-N-butyric acidHMDB
2-Ethylbutyric acidHMDB
2-Ethylbutyric acid, 8ciHMDB
3-Pentane-carboxylic acidHMDB
3-Pentanecarboxylic acidHMDB
a-Ethylbutyric acidHMDB
alpha-Ethylbutyric acidHMDB
alpha-Ethylbuytyric acidHMDB
Diethyl acetic acidHMDB
Diethyl-acetic acidHMDB
Diethylacetic acidHMDB
FEMA 2429HMDB
Pentane-3-carboxylic acidHMDB
Diethyl acetateGenerator
Chemical FormulaC6H12O2
Average Molecular Weight116.1583
Monoisotopic Molecular Weight116.083729628
IUPAC Name2-ethylbutanoic acid
Traditional Name2-ethylbutyric acid
CAS Registry Number88-09-5
SMILES
CCC(CC)C(O)=O
InChI Identifier
InChI=1S/C6H12O2/c1-3-5(4-2)6(7)8/h5H,3-4H2,1-2H3,(H,7,8)
InChI KeyOXQGTIUCKGYOAA-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as branched fatty acids. These are fatty acids containing a branched chain.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentBranched fatty acids
Alternative Parents
Substituents
  • Branched fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • 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:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-15 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility18 mg/mL at 20 °CNot Available
LogP1.68Not Available
Predicted Properties
PropertyValueSource
Water Solubility18.5 g/LALOGPS
logP1.74ALOGPS
logP1.91ChemAxon
logS-0.8ALOGPS
pKa (Strongest Acidic)5.04ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.05 m³·mol⁻¹ChemAxon
Polarizability12.92 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)splash10-007c-9000000000-dbe4308a7aba1f8b1fdfSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-007c-9000000000-dbe4308a7aba1f8b1fdfSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00vl-9100000000-5476a8a41cb951ffee24Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9200000000-ef619e3db9bb76f469cfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-7900000000-d0f2c7acd46b28905b8eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9200000000-7d9fea82e813c2f83b15Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0096-9000000000-af987f811e7a646f50c3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-4900000000-887e435df0b4ac88f541Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00xr-9400000000-08331dd6d7c9cc7947c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00xu-9000000000-d39604dbae21a94e0a18Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • 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 IDFDB003245
KNApSAcK IDNot Available
Chemspider ID6649
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6915
PDB IDNot Available
ChEBI ID410868
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Herrmann K: Effects of the anticonvulsant drug valproic acid and related substances on the early development of the zebrafish (Brachydanio rerio). Toxicol In Vitro. 1993 Jan;7(1):41-54. [PubMed:20732170 ]
  2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  3. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  4. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  5. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  7. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.