Homovanillyl alcohol (YMDB01712)

Identification
YMDB IDYMDB01712
NameHomovanillyl alcohol
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description(4-Hydroxy-3-methoxyphenyl)ethanol belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Based on a literature review very few articles have been published on (4-Hydroxy-3-methoxyphenyl)ethanol.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • (3-Methoxy-4-hydroxyphenyl)ethylene glycol
  • (4-Hydroxy-3-methoxyphenyl)ethylene glycol
  • 1-(4-Hydroxy-3-methoxyphenyl)-1,2-ethanediol
  • 2-(4-guaiacyl)-ethanol
  • 2-(4-hydroxy-3-methoxyphenyl)-ethanol
  • 3-Methoxy-4-hydroxyphenethylene glycol
  • 3-Methoxy-4-hydroxyphenyl glycol
  • 4-(2-Hydroxyethyl)-2-methoxyphenol
  • 4-(2-hydroxyethyl)guaiacol
  • 4-Hydroxy-3-methoxy-b-phenylglycol
  • 4-Hydroxy-3-methoxy-beta-phenylglycol
  • 4-Hydroxy-3-methoxyphenethyl alcohol
  • 4-Hydroxy-3-methoxyphenethylene glycol
  • 4-Hydroxy-3-methoxyphenyl glycol
  • 4-Hydroxy-3-methoxyphenylethyl alcohol
  • 4-Hydroxy-3-methoxyphenylglycol
  • Alcohol
  • Benzeneethanol, 4-hydroxy-3-methoxy-
  • guaiacyl ethanol
  • HMPG
  • Homovanilline alcohol
  • Hydroxymethoxyphenylglycol
  • Methoxyhydroxyphenylglycol
  • MHPG
  • MOPEG
  • Vanillic alcohol
  • Vanylglycol
  • 3-Methoxy-4-hydroxyphenylethanol
  • 4-Hydroxy-3-methoxy-benzeneethanol
  • 4-Hydroxy-3-methoxybenzeneethanol
  • 4-Hydroxy-3-methoxyphenethanol
  • Homovanillyl alcohol
  • Alcohol, hydroxymethoxyphenethyl
  • 3 Methoxy 4 hydroxyphenylethanol
  • Hydroxymethoxyphenethyl alcohol
  • MHPE
  • MOPET
  • Methoxyhydroxyphenylethanol
CAS number498-00-0
WeightAverage: 168.1898
Monoisotopic: 168.07864425
InChI KeyXHUBSJRBOQIZNI-UHFFFAOYSA-N
InChIInChI=1S/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3
IUPAC Name4-(2-hydroxyethyl)-2-methoxyphenol
Traditional IUPAC Namehomovanillyl alcohol
Chemical FormulaC9H12O3
SMILESCOC1=CC(CCO)=CC=C1O
Chemical Taxonomy
Description belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Tyrosol derivative
  • Tyrosol
  • Anisole
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Ether
  • Primary alcohol
  • Alcohol
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateSolid
Charge0
Melting point40-42 °C
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogP0.47 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility11.6 g/LALOGPS
logP0.95ALOGPS
logP1.03ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)10.19ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.07 m³·mol⁻¹ChemAxon
Polarizability17.67 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
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-1900000000-ec18d0012288a1646d7bJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00ds-7290000000-e17e60c8a1b9b0a0a16cJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uxr-0900000000-e378f4d70decbf0578dcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-76e9dea293f88631d206JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxr-6900000000-5598684c6eaf9935b19eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-7951a1a8dd3c9753f646JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-0900000000-970cb3f15302ce8baa7eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0596-4900000000-d479161434e3f78c8e93JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gdi-0900000000-8602c242641f709dc0e2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-066r-1900000000-29fe4c8fcc201ebccd23JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0570-9500000000-cce89f878e3630a1d5aeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01bi-0900000000-12edf23b10b6c75daaddJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-d4cb1b110dff3578e2e2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01b9-7900000000-3ef50a3f2ff0be2c0ab4JSpectraViewer
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
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
  • Chatonnet, P., Dubourdieu, D., & Boidron, J. N. (1992a) Incidence des conditions de fermentation et d’elevage des vins blanc secs en barriques sur leur composition en substances cedees par le bois de chene. Science des Aliments, 12, 665–685.
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID30879
HMDB IDHMDB01490
Pubchem Compound ID10805
Kegg IDC00069
ChemSpider ID16039
FOODB IDFDB018391
Wikipedia IDNot Available
BioCyc IDNot Available