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Identification
YMDB IDYMDB01637
NameAnethole
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionAnethole is a phenylpropene, a type of aromatic compound that occurs widely in natural essential oils. It contributes a large component of the distinctive flavors of anise and fennel (both in the botanical family Apiaceae), anise myrtle (Myrtaceae), liquorice (Fabaceae), and star anise (Illiciaceae). It is responsible for aniseed or spicy-herbal aromas. Closely related to anethole is its double-bond isomer estragole, abundant in tarragon (Asteraceae) and basil (Lamiaceae), that has a flavor reminiscent of anise.
Structure
Thumb
Synonyms
  • 1-Methoxy-4-(1-propenyl)benzene
  • 1-Methoxy-4-propenylbenzene
  • 1-Propene, 1-(4-methoxyphenyl)-
  • 4-Methoxy-1-propenylbenzene
  • 4-Methoxypropenylbenzene
  • 4-Propenylanisole
  • Anethol
  • Anisole, p-propenyl-
  • Benzene, 1-methoxy-4-(1-propenyl)-
  • Isoestragole
  • Kohlenstoff
  • Methoxy-4-propenylbenzene
  • methyl 4-(1-propenyl)phenyl ether
  • p-1-Propenylanisole
  • p-Propenylanisole
  • p-Propenylphenyl methyl ether
  • Propene, 1-(p-methoxyphenyl)-
  • (e)-1-(4-Methoxyphenyl)propene
  • (e)-1-Methoxy-4-(1-propenyl)benzene
  • (e)-Anethole
  • (e)-p-Propenylanisole
  • trans-4-(1-Propenyl)anisole
  • trans-p-Methoxy-beta-methylstyrene
  • t-Anethole
  • trans-Anethole
  • trans-p-Methoxy-b-methylstyrene
  • trans-p-Methoxy-β-methylstyrene
  • Anethole, (Z)-isomer
  • Anethole, (e)-isomer
  • 1-(4-Methoxyphenyl)propene
  • 1-Methoxy-4-(1E)-1-propen-1-ylbenzene
  • (E)-1-p-Methoxyphenylpropene
  • (E)-Anethol
  • 1-Methoxy-4-[(1E)-1-propenyl]benzene
  • trans-1-(4-Methoxyphenyl)-1-propene
  • trans-1-(p-Methoxyphenyl)-1-propene
  • trans-1-(p-Methoxyphenyl)propene
  • trans-1-p-Anisylpropene
  • trans-Anethol
  • trans-p-Anethole
  • 1-Methoxy-4-(1-propen-1-yl)benzene
  • 4-(1-Propenyl)anisole
  • 4-(Propen-1-yl)anisole
  • Anethole
  • Anise camphor
  • p-Anethole
  • p-Methoxy-beta-methylstyrene
  • p-Methoxy-β-methylstyrene
CAS number104-46-1
WeightAverage: 148.2017
Monoisotopic: 148.088815006
InChI KeyRUVINXPYWBROJD-ONEGZZNKSA-N
InChIInChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+
IUPAC Name1-methoxy-4-[(1E)-prop-1-en-1-yl]benzene
Traditional IUPAC Nameanethole
Chemical FormulaC10H12O
SMILESCOC1=CC=C(\C=C\C)C=C1
Chemical Taxonomy
Description belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Methoxybenzene
  • Styrene
  • Anisole
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point21.3 °C
Experimental Properties
PropertyValueReference
Water Solubility0.111 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.18 g/LALOGPS
logP3.4ALOGPS
logP2.94ChemAxon
logS-2.9ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.88 m³·mol⁻¹ChemAxon
Polarizability17.46 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
AniseNot Available
BalsamNot Available
LicoriceNot Available
MimosaNot Available
SweetNot 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, Positivesplash10-007k-1900000000-6b0b95ae56bd0b27ee12JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-0002-0900000000-bfec50cc06010c66f2f6JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-0002-0900000000-90d955c9cfaf352cdf92JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-006t-0900000000-d77f74b9e25056082f47JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-00dj-0900000000-f7e82599c9afb925f6feJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-00di-0900000000-8635dd0b15dd10a4bc83JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-00di-0900000000-cec0a9a52424ef59c68cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-00di-0900000000-4b056688218e5df1d9d9JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-00di-0900000000-5fb552b62bd5b51a2c14JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-00di-2900000000-2025d1a8c37d1430def4JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-00dl-5900000000-833a39db24ba102e3d84JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-0096-9600000000-2be4c6fe22307d19d490JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 11V, positivesplash10-002f-9200000000-f04f3112b1d4617f5fceJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 13V, positivesplash10-00ou-9100000000-aceb3fe1562024ff36b9JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 10V, positivesplash10-00di-0900000000-c70a1009bba6e4f3a2c8JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 10V, positivesplash10-0006-9000000000-de4ad288da2744eda989JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 10V, positivesplash10-004i-9000000000-791c4364189bf936d4c3JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-00di-1900000000-91e07b08a0a8b9313cbdJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-00di-3900000000-82171be86f6a553d59faJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-00dl-7900000000-e648f7744375626c9f7dJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-436711faeb648ff2a2d5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-2900000000-7d9dfbe23492f9be6a29JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fr6-9600000000-582716ef7e52a802bbc1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-e66c5cd440af8e6d0c88JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-709cb24546c67c386ddeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-3900000000-ecda3d7970e587876f66JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID35616
HMDB IDNot Available
Pubchem Compound ID637563
Kegg IDC10428
ChemSpider IDNot Available
FOODB IDNot Available
Wikipedia IDAnethole
BioCyc IDNot Available