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3-Hydroxy-2-methyl-4-pyrone (YMDB01601)

Identification
YMDB IDYMDB01601
Name3-Hydroxy-2-methyl-4-pyrone
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionMaltol 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. Based on a literature review very few articles have been published on Maltol.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 2-hydroxy-3-methyl-4H-pyran-4-one (maltol)
  • 2-Methyl pyromeconic acid
  • 2-methyl-3-hydroxy-4-pyranone (maltol)
  • 2-Methyl-3-hydroxy-4-pyrone
  • 2-Methyl-3-hydroxypyrone
  • 2-Methyl-3-oxy-«
  • 3-Hydroxy-2-methyl-«
  • 3-Hydroxy-2-methyl-1,4-pyrone
  • 3-Hydroxy-2-methyl-4-pyranone
  • 3-Hydroxy-2-methyl-4-pyrone
  • 3-Hydroxy-2-methyl-4-pyrone(maltol)
  • 3-Hydroxy-2-methyl-4H-pyran-4-one
  • 3-Hydroxy-2-methyl-4H-pyran-4-one (maltol)
  • 3-hydroxy-2-methylpyran-4-one
  • 3-Hydroxy-2-methylpyrone
  • 3-Hydroxy-2-pyran-4-one (maltol)
  • 4H-Pyran-4-one, 3-hydroxy-2-methyl-
  • 5-Hydroxy-6-methyl-4H-pyran-4-one (maltol)
  • carbone
  • Larixic acid
  • Larixinic acid
  • Maltol
  • Palatone
  • Talmon
  • Veltol
  • Vetol
  • e636
  • 2-Hydroxy-3-methyl-4H-pyran-4-one
  • 2-Methyl-3-hydroxy-4-pyranone
  • 2-Methyl-3-oxy-gamma-pyrone
  • 3-Hydroxy-2-methyl-g-pyrone
  • 3-Hydroxy-2-methyl-gamma-pyrone
  • 3-Hydroxy-2-pyran-4-one
  • 5-Hydroxy-6-methyl-4H-pyran-4-one
  • FEMA 2656
  • Laricinic acid
CAS number118-71-8
WeightAverage: 126.11
Monoisotopic: 126.031694058
InChI KeyXPCTZQVDEJYUGT-UHFFFAOYSA-N
InChIInChI=1S/C6H6O3/c1-4-6(8)5(7)2-3-9-4/h2-3,8H,1H3
IUPAC Name3-hydroxy-2-methyl-4H-pyran-4-one
Traditional IUPAC Nametalmon
Chemical FormulaC6H6O3
SMILESCC1=C(O)C(=O)C=CO1
Chemical Taxonomy
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
  • Cyclic ketone
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting point161.5 °C
Experimental Properties
PropertyValueReference
Water Solubility10.9 mg/mL at 15 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP0.09 [SANGSTER (1993)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility134 g/LALOGPS
logP-0.24ALOGPS
logP0.55ChemAxon
logS0.03ALOGPS
pKa (Strongest Acidic)9.45ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity33.72 m³·mol⁻¹ChemAxon
Polarizability11.6 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
BakedFDB002712
BreadFDB002712
CandyFDB002712
CaramelFDB002712
CottonFDB002712
FruityFDB002712
JamFDB002712
SweetFDB002712
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9500000000-9ab04dd29d36893ecd26JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-05ir-7900000000-600ebd59fb3066652709JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0002-9000000000-c04cc7216a3bd4a235e7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-004i-4900000000-aa92125c58514d72564eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-683526173a1cb2e60e9aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-4900000000-9cacfb0610f4c652bbfdJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-68373306ed89c51d3c8eJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-38440dc8d01235ec6030JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-2900000000-d055c9796b264b599b6aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9000000000-d0af17e3cc2dd76131f3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-69feb02bb47c24872d73JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-016s-9300000000-76b24f4971833037af7bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002g-9000000000-c6a03d90d227ae6c5653JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004l-6900000000-962e671fbe15160f2004JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9100000000-46cfacfee845f86dc959JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-6cab6127640d08dfd89fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-3900000000-5b997e243689ece01872JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0arv-9100000000-db550e8ed4a495f56e5cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-2ce65d95643025ecae24JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-004i-9400000000-e2ddaa7bab18abea7217JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID142577
HMDB IDHMDB0030776
Pubchem Compound ID8369
Kegg IDC11918
ChemSpider ID8066
FOODB IDFDB002712
Wikipedia IDMaltol
BioCyc IDNot Available