Anethole (YMDB01637)

Identification

YMDB ID

YMDB01637

Name

Anethole

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Anethole 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

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

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 number

104-46-1

Weight

Average: 148.2017
Monoisotopic: 148.088815006

InChI Key

RUVINXPYWBROJD-ONEGZZNKSA-N

InChI

InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+

IUPAC Name

1-methoxy-4-[(1E)-prop-1-en-1-yl]benzene

Traditional IUPAC Name

anethole

Chemical Formula

C₁₀H₁₂O

SMILES

COC1=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.

Kingdom

Super Class

Class

Sub Class

Direct Parent

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 Framework

Aromatic homomonocyclic compounds

External Descriptors

anethole (CHEBI:35616 )
Monolignols (C10428 )

Physical Properties

State

Liquid

Charge

Melting point

21.3 °C

Experimental Properties

Property	Value	Reference
Water Solubility	0.111 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	3.4	ALOGPS
logP	2.94	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	47.88 m³·mol⁻¹	ChemAxon
Polarizability	17.46 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

Not Available

Organoleptic Properties

Flavour/Odour	Source
Anise	Not Available
Balsam	Not Available
Licorice	Not Available
Mimosa	Not Available
Sweet	Not Available

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-007k-1900000000-6b0b95ae56bd0b27ee12	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0002-0900000000-bfec50cc06010c66f2f6	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-0002-0900000000-90d955c9cfaf352cdf92	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-006t-0900000000-d77f74b9e25056082f47	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-00dj-0900000000-f7e82599c9afb925f6fe	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-00di-0900000000-8635dd0b15dd10a4bc83	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-00di-0900000000-cec0a9a52424ef59c68c	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-00di-0900000000-4b056688218e5df1d9d9	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-00di-0900000000-5fb552b62bd5b51a2c14	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-00di-2900000000-2025d1a8c37d1430def4	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, positive	splash10-00dl-5900000000-833a39db24ba102e3d84	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-0096-9600000000-2be4c6fe22307d19d490	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 11V, positive	splash10-002f-9200000000-f04f3112b1d4617f5fce	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, positive	splash10-00ou-9100000000-aceb3fe1562024ff36b9	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-00di-0900000000-c70a1009bba6e4f3a2c8	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-0006-9000000000-de4ad288da2744eda989	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, positive	splash10-004i-9000000000-791c4364189bf936d4c3	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-00di-1900000000-91e07b08a0a8b9313cbd	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-00di-3900000000-82171be86f6a553d59fa	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-00dl-7900000000-e648f7744375626c9f7d	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0900000000-436711faeb648ff2a2d5	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-2900000000-7d9dfbe23492f9be6a29	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fr6-9600000000-582716ef7e52a802bbc1	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-e66c5cd440af8e6d0c88	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-709cb24546c67c386dde	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-3900000000-ecda3d7970e587876f66	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer

References

References:

Not Available

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	35616
HMDB ID	Not Available
Pubchem Compound ID	637563
Kegg ID	C10428
ChemSpider ID	Not Available
FOODB ID	Not Available
Wikipedia ID	Anethole
BioCyc ID	Not Available

Structure for #<Compound:0xadc93c24>