Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:06 UTC
Update Date2023-02-21 17:21:17 UTC
HMDB IDHMDB0031735
Secondary Accession Numbers
  • HMDB31735
Metabolite Identification
Common NameEthyl maltol
DescriptionEthyl maltol, also known as 3-hydroxy-2-ethyl-4-pyrone or indium ethylmaltol, is a member of the class of compounds known as pyranones and derivatives. These compounds contain a pyran ring which bears a ketone. Ethyl maltol is soluble (in water) and a very weakly acidic compound (based on its pKa). Ethyl maltol is an organic compound that is a common flavourant in some confectioneries. It is related to the more common flavorant maltol by replacement of the methyl group with an ethyl group. It is a white solid with a sweet smell that can be described as caramelized sugar and cooked fruit (Wikipedia ). Ethyl maltol is a flavour enhancer, flavouring agent, and a sweetener. It has 4-6X the potency of 3-hydroxy-2-methyl-4H-pyran-4-one.
Structure
Data?1677000077
Synonyms
ValueSource
2-Ethyl-3-hydroxy-4-pyroneHMDB
2-Ethylpyromeconic acidHMDB
3-Hydroxy-2-ethyl-1,4-pyroneHMDB
3-Hydroxy-2-ethyl-4-pyroneHMDB, MeSH
3-Hydroxy-2-ethyl-4H-pyran-4-oneHMDB
3-Hydroxy-2-ethyl-laquo gammaraquo -pyroneHMDB
e637HMDB
FEMA 3487HMDB
Ilekudinoside aHMDB
Veltol plusHMDB
EthylmaltolMeSH, HMDB
Indium ethylmaltolMeSH, HMDB
Chemical FormulaC7H8O3
Average Molecular Weight140.1366
Monoisotopic Molecular Weight140.047344122
IUPAC Name2-ethyl-3-hydroxy-4H-pyran-4-one
Traditional Nameethyl maltol
CAS Registry Number4940-11-8
SMILES
CCC1=C(O)C(=O)C=CO1
InChI Identifier
InChI=1S/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3
InChI KeyYIKYNHJUKRTCJL-UHFFFAOYSA-N
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 DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point90 - 91 °CNot Available
Boiling Point289.00 to 290.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility24230 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.630The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility58.4 g/LALOGPS
logP0.34ALOGPS
logP1.07ChemAxon
logS-0.38ALOGPS
pKa (Strongest Acidic)9.53ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.25 m³·mol⁻¹ChemAxon
Polarizability13.5 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+127.9931661259
DarkChem[M-H]-124.97931661259
DeepCCS[M+H]+134.10230932474
DeepCCS[M-H]-131.30930932474
DeepCCS[M-2H]-168.05730932474
DeepCCS[M+Na]+143.09130932474
AllCCS[M+H]+128.132859911
AllCCS[M+H-H2O]+123.332859911
AllCCS[M+NH4]+132.632859911
AllCCS[M+Na]+133.932859911
AllCCS[M-H]-126.332859911
AllCCS[M+Na-2H]-128.032859911
AllCCS[M+HCOO]-129.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl maltolCCC1=C(O)C(=O)C=CO11905.5Standard polar33892256
Ethyl maltolCCC1=C(O)C(=O)C=CO11163.7Standard non polar33892256
Ethyl maltolCCC1=C(O)C(=O)C=CO11173.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ethyl maltol,1TMS,isomer #1CCC1=C(O[Si](C)(C)C)C(=O)C=CO11353.9Semi standard non polar33892256
Ethyl maltol,1TBDMS,isomer #1CCC1=C(O[Si](C)(C)C(C)(C)C)C(=O)C=CO11627.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl maltol GC-MS (Non-derivatized) - 70eV, Positivesplash10-01vo-7900000000-76867d3703f3c854f8932017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl maltol GC-MS (1 TMS) - 70eV, Positivesplash10-00dj-8910000000-f84883a6e552d25dbb8f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl maltol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl maltol 10V, Positive-QTOFsplash10-0006-0900000000-e4ed3eb28b3f1958c1032021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl maltol 40V, Positive-QTOFsplash10-00di-9000000000-8a4bd0cc447badd314082021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl maltol 20V, Positive-QTOFsplash10-004l-1900000000-8a11dc4b0e615d9e43a92021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 10V, Positive-QTOFsplash10-0006-0900000000-9b8b6ea9166c562f4c042015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 20V, Positive-QTOFsplash10-0006-2900000000-352cec1e0913cc4ce95e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 40V, Positive-QTOFsplash10-0006-9100000000-7ef4d63ccf78564b68302015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 10V, Negative-QTOFsplash10-000i-1900000000-80cc07e29097652798f52015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 20V, Negative-QTOFsplash10-052r-5900000000-512dc846e01abb868b1d2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 40V, Negative-QTOFsplash10-0k96-9100000000-3c73ccd7471d0f22b2ce2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 10V, Negative-QTOFsplash10-000i-1900000000-769dae173863b66d06762021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 20V, Negative-QTOFsplash10-000i-9800000000-d71174a6586b3aec630d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 40V, Negative-QTOFsplash10-0ktf-9000000000-4bf79e9b1f58b6f43b512021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 10V, Positive-QTOFsplash10-006x-0900000000-01450ae969df68fc34582021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 20V, Positive-QTOFsplash10-0006-9400000000-e5b1f23d3f9cf50441412021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl maltol 40V, Positive-QTOFsplash10-0f6x-9000000000-e33841ce2e31d06b12e82021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008403
KNApSAcK IDNot Available
Chemspider ID19804
KEGG Compound IDC20362
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEthyl maltol
METLIN IDNot Available
PubChem Compound21059
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1004172
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .