Record Information
Version1.0
Creation date2010-04-08 22:05:46 UTC
Update date2020-09-17 15:36:02 UTC
Primary IDFDB003344
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Octanone
Description2-Octanone belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 2-Octanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2-Octanone is a trace constituent of plant oils. It is also a flavoring ingredient. 2-octanone has a very distinct odor that is described as musty, ketonic, bleu and parmesan cheese-like with earthy and dairy nuances. The associated flavor is described s woody, cheesy or mushroom-like. In the cosmetic industry 2-octanone is used as a perfuming agent. Also present in mushrooms, coffee, cocoa, beer, butter, carrot seeds, apple, apricot, banana, papaya, wheat bread, other breads, cheddar cheese, Swiss cheese, black tea, roasted filbert, plum brandy and cooked shrimp.
CAS Number111-13-7
Structure
Thumb
Synonyms
SynonymSource
N-Hexyl methyl ketoneChEBI
Hexyl methyl ketoneMeSH
Octan-2-oneChEMBL, HMDB
FEMA 2802HMDB
2-OctanoneMeSH
Predicted Properties
PropertyValueSource
Water Solubility0.72 g/LALOGPS
logP2.54ALOGPS
logP2.59ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)19.64ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity39.23 m³·mol⁻¹ChemAxon
Polarizability16.37 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H16O
IUPAC nameoctan-2-one
InChI IdentifierInChI=1S/C8H16O/c1-3-4-5-6-7-8(2)9/h3-7H2,1-2H3
InChI KeyZPVFWPFBNIEHGJ-UHFFFAOYSA-N
Isomeric SMILESCCCCCCC(C)=O
Average Molecular Weight128.212
Monoisotopic Molecular Weight128.120115134
Classification
Description Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 74.94%; H 12.58%; O 12.48%DFC
Melting PointFp -16°DFC
Boiling PointBp11 59-60°DFC
Experimental Water Solubility0.899 mg/mL at 20 oCYALKOWSKY,SH & HE,Y (2003)
Experimental logP2.37TANII,H & HASHIMOTO,K (1986)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 0.82DFC
Refractive Indexn20D 1.4151DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-052f-9000000000-52b01ebb1c5b2d3316c7Spectrum
GC-MS2-Octanone, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-eb76e1a919e8ba73aebcSpectrum
GC-MS2-Octanone, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-0c79f07e8e0b16f54caaSpectrum
GC-MS2-Octanone, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-e8eee7d65060bf23e4f7Spectrum
GC-MS2-Octanone, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-1a27068f4efa2d8111acSpectrum
GC-MS2-Octanone, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-eb76e1a919e8ba73aebcSpectrum
GC-MS2-Octanone, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-0c79f07e8e0b16f54caaSpectrum
GC-MS2-Octanone, non-derivatized, GC-MS Spectrumsplash10-052f-9000000000-e8eee7d65060bf23e4f7Spectrum
GC-MS2-Octanone, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-1a27068f4efa2d8111acSpectrum
Predicted GC-MS2-Octanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-4eaf5573633227d6579aSpectrum
Predicted GC-MS2-Octanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-1900000000-8a73689a15a142fe9d54Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03fr-7900000000-2d48af0e24a02dc25eb0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-8e8c8c5781d90ef01dc8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-cf42078e94987c04b901Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-4900000000-9a6ffd82ab0a457f79feSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9200000000-2bf2f5b30ac35d918511Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-e8448bc978ba2df6eddeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-2900000000-5595e054396126f6abb0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-507b09a57f62a6ceb31bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0aor-9000000000-b87fc221c68734225d79Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4l-9000000000-0165058ceb44f636e040Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-a228c73b6b89754b37f1Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID7802
ChEMBL IDCHEMBL18549
KEGG Compound IDNot Available
Pubchem Compound ID8093
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31294
CRC / DFC (Dictionary of Food Compounds) IDCWC30-K:CWC30-K
EAFUS ID2758
Dr. Duke ID2-OCTANONE|OCTAN-2-ONE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID111-13-7
GoodScent IDrw1001751
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
soap
  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
gasoline
  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
earthy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
weedy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
natural
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  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).