Record Information
Version1.0
Creation date2010-04-08 22:05:39 UTC
Update date2020-02-24 19:10:41 UTC
Primary IDFDB003090
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name6-Pentyl-2H-pyran-2-one
Description6-Pentyl-2H-pyran-2-one, also known as 6-amyl-alpha -pyrone or 2,4-decadien-5-olide, belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. 6-Pentyl-2H-pyran-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa). 6-Pentyl-2H-pyran-2-one is an almond, coconut, and creamy tasting compound. 6-Pentyl-2H-pyran-2-one has been detected, but not quantified in, fruits. This could make 6-pentyl-2H-pyran-2-one a potential biomarker for the consumption of these foods.
CAS Number27593-23-3
Structure
Thumb
Synonyms
SynonymSource
2,4-Decadien-5-olideHMDB
2-Pyrone, 6-pentylHMDB
5-Hydroxy-2,4-decadienoic acid D-lactoneHMDB
5-Hydroxy-2,4-decadienoic acid delta-lactoneHMDB
5-Hydroxy-2,4-decadienoic acid gamma-lactoneHMDB
6-Amyl-alpha -pyroneHMDB
6-Amyl-alpha-pyroneHMDB
6-N-Amyl alpha -pyroneHMDB
6-N-Pentyl-2H-pyran-2-oneHMDB
6-N-Pentyl-alpha-pyroneHMDB
6-Pentyl-2-pyroneHMDB
6-Pentyl-a-pyroneHMDB
6-Pentyl-alpha -pyroneHMDB
6-Pentyl-alpha-pyroneHMDB
6-Pentyl-pyran-2-oneHMDB
alpha -Pyrone, 6-pentylHMDB
FEMA 3696HMDB
6-PentylpyroneHMDB
α-Pyrone, 6-pentylbiospider
2H-Pyran-2-one, 6-pentyl-biospider
5-Hydroxy-2,4-decadienoic acid d-lactonedb_source
5-hydroxy-2,4-decadienoic acid gamma-lactonebiospider
6-Amyl-α-pyronebiospider
6-N-Amyl α-pyronebiospider
6-n-Pentyl-2H-pyran-2-onebiospider
6-n-Pentyl-alpha-pyronebiospider
6-pentyl-α-pyronebiospider
Pyran-2-one, 6-pentyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.29 g/LALOGPS
logP3.44ALOGPS
logP2.8ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity50.24 m³·mol⁻¹ChemAxon
Polarizability18.93 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H14O2
IUPAC name6-pentyl-2H-pyran-2-one
InChI IdentifierInChI=1S/C10H14O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h5,7-8H,2-4,6H2,1H3
InChI KeyMAUFTTLGOUBZNA-UHFFFAOYSA-N
Isomeric SMILESCCCCCC1=CC=CC(=O)O1
Average Molecular Weight166.217
Monoisotopic Molecular Weight166.099379692
Classification
Description belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrans
Sub ClassPyranones and derivatives
Direct ParentPyranones and derivatives
Alternative Parents
Substituents
  • Pyranone
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 72.26%; H 8.49%; O 19.25%DFC
Melting PointNot Available
Boiling PointBp0.35 92-93°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data301 (e 6320) (MeOH)DFC
Densityd25 1.01DFC
Refractive Indexn25D 1.5071DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000t-9200000000-022860393a31130e8775JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00ls-9200000000-5014144ac4670f88c240JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000t-9200000000-022860393a31130e8775JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00ls-9200000000-5014144ac4670f88c240JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004l-9500000000-c5045627163f1bfc93daJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-6e2ed781061f9e5a1479JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aor-7900000000-e1574993143baf6ce6e5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0k96-9100000000-70a8185297f2b7b48ad6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-6faa6b0ebd0566055fcdJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-2900000000-1a6444352ca6c3357f20JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9200000000-a5bca911ae95f76c6542JSpectraViewer
ChemSpider ID31302
ChEMBL IDCHEMBL503899
KEGG Compound IDNot Available
Pubchem Compound ID33960
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31085
CRC / DFC (Dictionary of Food Compounds) IDCQP66-W:CQP66-W
EAFUS ID1738
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00035961
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1005401
SuperScent ID33960
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
mushroom
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
coconut
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
almond
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
tonka
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
lactonic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creamy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fatty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference