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1,5-Decanolide (YMDB01579)

Identification
YMDB IDYMDB01579
Name1,5-Decanolide
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Descriptiondelta-Decalactone, also known as 5-decanolide or δ-amylvalerolactone, belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. Thus, delta-decalactone is considered to be a fatty ester lipid molecule. delta-Decalactone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • .delta.-Amylvalerolactone
  • 2H-Pyran-2-one, tetrahydro-6-pentyl-
  • 5-Decanolide
  • 5-Hydroxydecanoic acid «
  • 5-Hydroxydecanoic lactone
  • 5-Pentyl-5-pentanolide
  • 6-Pentyltetrahydro-2H-pyran-2-one
  • decan-5-olide
  • Decanoic acid, 5-hydroxy-, «
  • Decanolide-1,5
  • delta-Decalactone
  • 5-Hydroxydecanoic acid delta-lactone
  • 6-Pentylvalerolactone
  • delta-Amylvalerolactone
  • 5-Hydroxydecanoate delta-lactone
  • 5-Hydroxydecanoate δ-lactone
  • 5-Hydroxydecanoic acid δ-lactone
  • Δ-amylvalerolactone
  • Δ-decalactone
  • (+/-)-5-decanolide
  • (+/-)-6-pentyltetrahydro-2H-pyran-2-one
  • (+/-)-delta-pentyl-delta-valerolactone
  • 5-Amyl-5-hydroxypentanoic acid lactone
  • 5-Decalactone
  • 5-Decanolide (laquo deltaraquo -decalactone)
  • 5-Hydroxydecanoic acid lactone
  • 5-Hydroxydecanoic acid laquo deltaraquo -lactone
  • Amyl-delta-valerolactone
  • Amyl-laquo deltaraquo -valerolactone
  • D-Decalactone
  • Decanoic acid, 5-hydroxy-, laquo deltaraquo -lactone
  • delta-Decanolactone
  • delta-Pentyl-delta-valerolactone
  • FEMA 2361
  • Laquo deltaraquo -amylvalerolactone
  • Laquo deltaraquo -decalactone
  • Laquo deltaraquo -decanolactone
  • Laquo deltaraquo -decanolide
  • LT Laquo deltaraquo GT -decalactone
  • Tetrahydro-6-pentyl-2H-pyran-2-one
  • 5-Pentyl-δ-valerolactone
CAS number705-86-2
WeightAverage: 170.2487
Monoisotopic: 170.13067982
InChI KeyGHBSPIPJMLAMEP-UHFFFAOYSA-N
InChIInChI=1S/C10H18O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h9H,2-8H2,1H3
IUPAC Name6-pentyloxan-2-one
Traditional IUPAC Namedelta-decalactone
Chemical FormulaC10H18O2
SMILESCCCCCC1CCCC(=O)O1
Chemical Taxonomy
Description belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactones
Sub ClassDelta valerolactones
Direct ParentDelta valerolactones
Alternative Parents
Substituents
  • Delta_valerolactone
  • Delta valerolactone
  • Oxane
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.2 g/LALOGPS
logP3.07ALOGPS
logP2.87ChemAxon
logS-2.9ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity47.65 m³·mol⁻¹ChemAxon
Polarizability20.37 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-006y-9000000000-ac2a38db48be894bcefbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-006y-9000000000-ac2a38db48be894bcefbJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-054p-9200000000-4283f9517b8326841e44JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0900000000-3c39b7a149b7ba8485e4JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-052s-3900000000-42c0e919e06f752d329bJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-11bf82b4dc2d02619d9fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9300000000-779e83454acaf855ef9bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-e0b8ff2526444a9e77eaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-0900000000-68ca694b3df625447e8bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-016r-4900000000-eee21863a417d6e9e7dcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-c81b070c315fcda68fd2JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Loscos, N., Hernandez-Orte, P., Cacho, J., Ferreira, V. (2007). "Release and formation of varietal aroma compounds during alcoholic fermentation from nonfloral grape odorless flavor precursors fractions." J Agric Food Chem 55:6674-6684.17616208
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID87327
HMDB IDHMDB0037116
Pubchem Compound ID12810
Kegg IDNot Available
ChemSpider ID12282
FOODB IDFDB016109
Wikipedia IDΔ-Decalactone
BioCyc IDNot Available