Record Information
Version1.0
Creation date2010-04-08 22:05:31 UTC
Update date2019-11-26 02:57:59 UTC
Primary IDFDB002796
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namecis-Anethole
DescriptionAnethole belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Anethole is an extremely weak basic (essentially neutral) compound (based on its pKa). Anethole is a sweet, anise, and balsam tasting compound. Anethole is found, on average, in the highest concentration within a few different foods, such as anises, star anises, and fennels and in a lower concentration in sweet basils, dills, and sweet marjorams. Anethole has also been detected, but not quantified in, several different foods, such as common oregano, cumins, white mustards, pepper (spice), and caraway. This could make anethole a potential biomarker for the consumption of these foods.
CAS Number4180-23-8
Structure
Thumb
Synonyms
SynonymSource
1-Methoxy-4-[(1Z)-prop-1-en-1-yl]benzeneChEBI
(e)-1-(4-Methoxyphenyl)propeneHMDB
(e)-1-Methoxy-4-(1-propenyl)benzeneHMDB
(e)-1-P-MethoxyphenylpropeneHMDB
(e)-AnetholHMDB
(e)-AnetholeHMDB
(e)-P-PropenylanisoleHMDB
1-(4-Methoxyphenyl)-1(3)-propeneHMDB
1-(Methyloxy)-4-[(1E)-prop-1-en-1-yl]benzeneHMDB
1-(P-Methoxyphenyl)-propeneHMDB
1-Methoxy-4-((1E)-1-propenyl)benzeneHMDB
1-Methoxy-4-(1-propenyl)-(e)-benzeneHMDB
1-Methoxy-4-(1-propenyl)benzene, 9ciHMDB
1-Methoxy-4-(1E)-1-propen-1-yl-benzeneHMDB
1-Methoxy-4-(1E)-1-propenyl-benzeneHMDB
1-Methoxy-4-(propen-1-yl)-benzeneHMDB
1-Methoxy-4-(propenyl)-benzeneHMDB
1-Methoxy-4-propenylbenzeneHMDB
1-Methoxy-4-[(1E)-prop-1-en-1-yl]benzeneHMDB
4-Methoxy-1-propenylbenzeneHMDB
4-MethoxypropenylbenzeneHMDB
4-PropenylanisoleHMDB
Anethole, usanHMDB
Anise camphorHMDB
Anisole, P-propenyl-, (e)- (8ci)HMDB
AnistearopteneHMDB
e-AnetholeHMDB
FEMA 2086HMDB
IsoestragoleHMDB
Methoxy-4-propenylbenzeneHMDB
P-AnetholeHMDB
P-Propenyl-trans-anisoleHMDB
P-Propenylanisole, 8ciHMDB
P-Propenylphenyl methyl etherHMDB
trans-1-(4-Methoxyphenyl)-1-propeneHMDB
trans-1-(P-Methoxyphenyl)-1-propeneHMDB
trans-1-(P-Methoxyphenyl)propeneHMDB
trans-1-Methoxy-4-(1-propenyl)benzeneHMDB
trans-1-P-AnisylpropeneHMDB
trans-4-(1-Propenyl)anisoleHMDB
trans-AnetholeHMDB
trans-Anise camphorHMDB
trans-P-AnetholeHMDB
trans-P-Methoxy-beta-methylstyreneHMDB
trans-P-PropenylanisoleHMDB
(z-)-anetholebiospider
(z)-anetholbiospider
(z)-anetholebiospider
1-Methoxy-4-(1e)-1-propen-1-yl-benzeneHMDB
1-Methoxy-4-(1e)-1-propenyl-benzeneHMDB
Anisole, p-propenyl-, cis-biospider
Benzene, 1-methoxy-4-(1-propenyl)-, (Z)-biospider
Benzene, 1-methoxy-4-(1-propenyl)-, (Z)- (9CI)biospider
Cis-anetholbiospider
cis-Anetholedb_source
Cis-p-anetholebiospider
Cis-p-propenylanisolebiospider
ghl.PD_Mitscher_leg0.374biospider
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
Polarizability17.21 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H12O
IUPAC name1-methoxy-4-[(1Z)-prop-1-en-1-yl]benzene
InChI IdentifierInChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3-
InChI KeyRUVINXPYWBROJD-ARJAWSKDSA-N
Isomeric SMILESCOC1=CC=C(\C=C/C)C=C1
Average Molecular Weight148.2017
Monoisotopic Molecular Weight148.088815006
Classification
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
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointBp2.5 63-65°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 0.99DFC
Refractive Indexn20D 1.5550DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSAnethole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000t-2900000000-0665985a70ac9c27eb53Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-436711faeb648ff2a2d5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-2900000000-7d9dfbe23492f9be6a29Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fr6-9600000000-582716ef7e52a802bbc1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-e66c5cd440af8e6d0c88Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-709cb24546c67c386ddeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-3900000000-ecda3d7970e587876f66Spectrum
NMRNot Available
ChemSpider ID1266027
ChEMBL IDCHEMBL1468832
KEGG Compound IDNot Available
Pubchem Compound ID1549040
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30837
CRC / DFC (Dictionary of Food Compounds) IDHBT07-B:CNR16-W
EAFUS IDNot Available
Dr. Duke IDCIS-ANETHOLE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1501611
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
toxic52209 A role played by the molecular entity or part thereof which causes the development of a pathological process.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
anise
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).