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Identification
YMDB IDYMDB01591
Name2-Phenoxyethanol
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description2-Phenoxyethanol, also known as phenyl cellosolve or phenoxetol, belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. 2-Phenoxyethanol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Phenoxyethanol is a potentially toxic compound.
Structure
Thumb
Synonyms
  • 1-Hydroxy-2-phenoxyethane
  • 2-Fenoxyethanol
  • 2-Hydroxyethyl phenyl ether
  • 2-Phenoxyethanol (rose ether)
  • 2-Phenoxyethyl alcohol
  • beta-Hydroxyethyl phenyl ether
  • beta-Phenoxyethanol
  • beta-Phenoxyethyl alcohol
  • Diethylene glycol monophenyl ether
  • Ethanol, 2-(2-phenoxyethoxy)-
  • Ethanol, 2-phenoxy-
  • Ethylene glycol monophenyl ether
  • Ethylene glycol phenyl ether
  • Glycol monophenyl ether
  • Phenoxethol
  • Phenoxetol
  • Phenoxydiglycol
  • Phenoxyethanol
  • Phenoxyethyl alcohol
  • Phenoxyl ethanol
  • Phenoxytol
  • Phenyl cellosolve
  • Phenylmonoglycol ether
  • Rose ether
  • Fungal terminator
  • b-Hydroxyethyl phenyl ether
  • Β-hydroxyethyl phenyl ether
  • 2-Phenoxyethanol, 9ci
  • Dalpad a
  • Newpol efp
  • Phenylcellosolve
  • Emuclens
  • Erisept
CAS number122-99-6
WeightAverage: 138.1638
Monoisotopic: 138.068079564
InChI KeyQCDWFXQBSFUVSP-UHFFFAOYSA-N
InChIInChI=1S/C8H10O2/c9-6-7-10-8-4-2-1-3-5-8/h1-5,9H,6-7H2
IUPAC Name2-phenoxyethan-1-ol
Traditional IUPAC Namephenoxyethanol
Chemical FormulaC8H10O2
SMILESOCCOC1=CC=CC=C1
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassNot Available
Direct ParentPhenol ethers
Alternative Parents
Substituents
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point14 °C
Experimental Properties
PropertyValueReference
Water Solubility26.7 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP1.16 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility24.1 g/LALOGPS
logP1.22ALOGPS
logP1.13ChemAxon
logS-0.76ALOGPS
pKa (Strongest Acidic)15.1ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity38.81 m³·mol⁻¹ChemAxon
Polarizability14.91 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)splash10-0006-9100000000-b40ca28428e0018311eaJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-f8c06faa8eb8d23a95c1JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-7b2a4d4d9b09c7b78741JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-9bb41b75d1ad646b88f0JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-000i-0900000000-9421e4830e44b3388570JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-f53c3891b4914dd833e8JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9200000000-b5db9ef1d198ca188c7cJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-ab2d6abdcb42c8020070JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-480278f55ce8ffc42edbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-b40ca28428e0018311eaJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-f8c06faa8eb8d23a95c1JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-7b2a4d4d9b09c7b78741JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-9bb41b75d1ad646b88f0JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-000i-0900000000-9421e4830e44b3388570JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-f53c3891b4914dd833e8JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9200000000-b5db9ef1d198ca188c7cJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-ab2d6abdcb42c8020070JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-480278f55ce8ffc42edbJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-7361de1cec4803e1cf4cJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9200000000-c4a3f9110ef42a31b02cJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - QTOF 3V, positivesplash10-00dl-9800000000-d264e377296013a0caaaJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 4V, positivesplash10-00dl-9700000000-232d8ba2fe1c4c7a1d9aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 5V, positivesplash10-006x-9500000000-a91a2ac720eff1ebcaa7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 7V, positivesplash10-006x-9300000000-cd24e556b117ca837b0dJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-0006-9100000000-60e5aeaf981325dbf370JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-0006-9000000000-44adee01bcbbb6f01205JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 17V, positivesplash10-0006-9000000000-ff06f2176a46ce6b3e9dJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 20V, positivesplash10-00kf-9000000000-28503e2d48df8aec3c59JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 23V, positivesplash10-00kf-9000000000-399719a15e64074994cfJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 25V, positivesplash10-00kf-9000000000-d2dc6a0aae0416082acfJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 27V, positivesplash10-014l-9000000000-32932848b2cfead29a00JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 30V, positivesplash10-014l-9000000000-1c834a91a5adc20fba1bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 33V, positivesplash10-014i-9000000000-a2f926fa84c5b56fcb75JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 35V, positivesplash10-014i-9000000000-8f6557af39a7b179151bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 40V, positivesplash10-014i-9000000000-43574a299eb0ad2a948aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - QTOF 45V, positivesplash10-0uy0-9000000000-b9b823b53494f7b464deJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 9V, positivesplash10-00di-2900000000-b3f7ed42e0410d07d1ccJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 9V, positivesplash10-0006-9000000000-e4b899ed0c9972aba84aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-00di-0900000000-cfe6a185ea4382b7d825JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-3900000000-82d3ea499e49a07dc9f5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000b-9700000000-964c725a4c63566fc458JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9000000000-cdc0027ea13905c59bedJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-3900000000-4c096ad99ce685693f0cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9300000000-519730edd99eab09801cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-d0cfac43ffd18d6c4a42JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-0006-9100000000-9c2de92b427cc8e30262JSpectraViewer | MoNA
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 ID64275
HMDB IDHMDB0041607
Pubchem Compound ID7715
Kegg IDNot Available
ChemSpider ID13848467
FOODB IDFDB021762
Wikipedia IDPhenoxyethanol
BioCyc IDNot Available