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Showing Compound 2-Ethylhexanoic acid (FDB003254)

Record Information
Version1.0
Creation date2010-04-08 22:05:43 UTC
Update date2019-11-26 02:58:42 UTC
Primary IDFDB003254
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Ethylhexanoic acid
Description2-Ethylhexanoic acid, also known as 2-ethylhexanoate or a-ethyl caproate, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 2-Ethylhexanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Ethylhexanoic acid is a potentially toxic compound.
CAS Number2025-56-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-EthylhexanoateGenerator
(+/-)-2-ethylhexanoIC ACIDHMDB
2-Butylbutanoic acidHMDB
2-Ethyl hexanoic acidHMDB
2-Ethyl-1-hexanoic acidHMDB
2-Ethyl-hexoic acidHMDB
2-Ethyl-hexonic acidHMDB
2-Ethylcaproic acidHMDB
2-Ethylcapronic acidHMDB
2-Ethylhexoic acidHMDB
3-Heptanecarboxylic acidHMDB
alpha-Ethylcaproic acidHMDB
alpha-Ethylhexanoic acidHMDB
Butylethylacetic acidHMDB
Sinesto bHMDB
a-Ethyl caproateHMDB
a-Ethyl caproic acidHMDB
alpha-Ethyl caproateHMDB
Α-ethyl caproateHMDB
Α-ethyl caproic acidHMDB
(±)-2-ethylhexanoic acidHMDB
Ethylhexanoic acidHMDB
Octylic acidHMDB
Α-ethylcaproic acidHMDB
Α-ethylhexanoic acidHMDB
2-Ethylhexanoic acidMeSH
(+/-)-2-ETHYLHEXANOIC ACIDbiospider
α-ethylcaproic acidbiospider
α-ethylhexanoic acidbiospider
2-ethyl-hexoic acidbiospider
Alpha-ethylcaproic acidbiospider
Ethyl hexanoic acid, 2-biospider
Hexonic acid, 2-ethyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility2.07 g/LALOGPS
logP2.61ALOGPS
logP2.8ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)5.14ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity40.25 m³·mol⁻¹ChemAxon
Polarizability16.99 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H16O2
IUPAC name2-ethylhexanoic acid
InChI IdentifierInChI=1S/C8H16O2/c1-3-5-6-7(4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10)
InChI KeyOBETXYAYXDNJHR-UHFFFAOYSA-N
Isomeric SMILESCCCCC(CC)C(O)=O
Average Molecular Weight144.2114
Monoisotopic Molecular Weight144.115029756
Classification
Description Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-chain fatty acid
  • 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:

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 PointNot Available
Boiling PointBoiling Pt : 228 oC
Experimental Water Solubility2 mg/mL at 20 oCRIEMENSCHNEIDER,W (1986)
Experimental logP2.64SANGSTER (1993)
Experimental pKa4.7
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-059i-9000000000-8e486671e74560231b2aSpectrum
GC-MS2-Ethylhexanoic acid, 1 TMS, GC-MS Spectrumsplash10-0fb9-3920000000-7e7fbb23d9bdc5a56044Spectrum
GC-MS2-Ethylhexanoic acid, non-derivatized, GC-MS Spectrumsplash10-0079-9000000000-ad0258cbd5d18520beb9Spectrum
Predicted GC-MS2-Ethylhexanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-054o-9300000000-2e3084f5a49e5800b8deSpectrum
Predicted GC-MS2-Ethylhexanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05i9-9200000000-e7de4220461eedb062f6Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-3900000000-66559dd7e31088c2bff8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052b-9400000000-2df69b4ff55243bf2d73Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-238efca128749a9ad743Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-4900000000-01f3d55a8d9b84636f29Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0005-9400000000-dec78c38085ece33408fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0005-9100000000-1e624a8a74aa0be27fb5Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID8373
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID8697
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31230
CRC / DFC (Dictionary of Food Compounds) IDCTZ35-F:CTZ35-F
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00007414
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia ID2-Ethylhexanoic_acid
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
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference