Record Information
Version1.0
Creation date2010-04-08 22:04:54 UTC
Update date2020-09-17 15:30:08 UTC
Primary IDFDB001267
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHexyl acetate
DescriptionHexyl acetate, also known as N-hexyl ethanoate or hexyl acetic acid, 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). Hexyl acetate is a very hydrophobic molecule, practically insoluble in water, very soluble in alcohols and relatively neutral. It is a naturally occurring organic compound found in many fruits such as apples and plums. Hexyl acetate is a sweet, apple, and banana tasting compound and has a fruity odor. Hexyl acetate is found in the highest concentrations in highbush blueberries and has been detected in alcoholic beverages, pears, oats, roman camomiles, and sweet cherries making it a potential biomarker for the consumption of these foods. Hexyl acetate is mainly used as a solvent for resins, polymers, fats and oils and as a paint additive to improve its dispersion on a surface ( https://doi.org/10.1002/14356007.a24_437).
CAS Number142-92-7
Structure
Thumb
Synonyms
SynonymSource
N-Hexyl ethanoateChEBI
N-Hexyl ethanoic acidGenerator
Hexyl acetic acidGenerator
1-Hexyl acetateHMDB
1-Octanamine, hydrochlorideHMDB
Acetate C6HMDB
Acetic acid N-hexyl esterHMDB
Acetic acid, hexyl esterHMDB
FEMA 2565HMDB
Hexyl alcohol, acetateHMDB
Hexyl ester OF acetic acidHMDB
Hexyl ethanoateHMDB
Methylamyl acetateHMDB
N-Hexyl acetateHMDB
1-octanamine, Hydrochloridebiospider
Acetic acid n-hexyl esterbiospider
Hexyl acetatedb_source
Hexyl ester of acetic acidbiospider
n-Hexyl acetatebiospider
N-hexyl ethanoatebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.45 g/LALOGPS
logP3.02ALOGPS
logP2.14ChemAxon
logS-2.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity40.49 m³·mol⁻¹ChemAxon
Polarizability17.57 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H16O2
IUPAC namehexyl acetate
InChI IdentifierInChI=1S/C8H16O2/c1-3-4-5-6-7-10-8(2)9/h3-7H2,1-2H3
InChI KeyAOGQPLXWSUTHQB-UHFFFAOYSA-N
Isomeric SMILESCCCCCCOC(C)=O
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:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 66.63%; H 11.18%; O 22.19%DFC
Melting PointFp -81°DFC
Boiling PointBp 169.2°DFC
Experimental Water Solubility0.511 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 0.87DFC
Refractive Indexn20D 1.4092DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-052f-9000000000-f72b4cda7606150aa804Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-a501dc38f24dd902d772Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-8bde2be982cc06c303c6Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0a5c-9000000000-6b68e54666d458c23e6bSpectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0ab9-9000000000-d6e7e57e88fb673af069Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-88601f99d038175f4279Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-a501dc38f24dd902d772Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-8bde2be982cc06c303c6Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0a5c-9000000000-6b68e54666d458c23e6bSpectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0ab9-9000000000-d6e7e57e88fb673af069Spectrum
GC-MSHexyl acetate, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-88601f99d038175f4279Spectrum
Predicted GC-MSHexyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-3491fb3e8a6ab76ee998Spectrum
Predicted GC-MSHexyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-4900000000-28caa8bae540fff6cabfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9200000000-18516c816e1df27baa97Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-1a25a9f1204ec52e74dfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-5900000000-c31f6fce2a7579cc03ebSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-9300000000-50527105286023147ccaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-898dec7fbf687dff6f20Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4l-9000000000-14261d9db48ae9874c3aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-9000000000-baac9328bd41e72b1fb6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-3db04ec4ac853aef0df9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1900000000-2ac8b7ac46df462cdaaaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-c01bbbf5bed889264ddbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-3e44aaba3cc3df109037Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID8568
ChEMBL IDCHEMBL2228454
KEGG Compound IDNot Available
Pubchem Compound ID8908
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29980
CRC / DFC (Dictionary of Food Compounds) IDDBR03-V:BXR18-F
EAFUS ID1669
Dr. Duke IDACETIC-ACID-HEXYL-ESTER|HEXAN-1-0L|HEXYL-ACETATE
BIGG IDNot Available
KNApSAcK IDC00035701
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID142-92-7
GoodScent IDrw1003201
SuperScent IDNot Available
Wikipedia IDHexyl_acetate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
fruit
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
herb
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
apple
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
banana
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
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).