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Showing Compound cis-Anethole (FDB002796)

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 a sweet, anise, and balsam tasting compound. Anethole is found, on average, in the highest concentration within a few different foods, such as anises (Pimpinella anisum), star anises (Illicium verum), and fennels (Foeniculum vulgare) and in a lower concentration in tarragons (Artemisia dracunculus), dills (Anethum graveolens), and corianders (Coriandrum sativum). Anethole has also been detected, but not quantified in, several different foods, such as herbs and spices, common oreganos (Origanum vulgare), sweet bays (Laurus nobilis), rosemaries (Rosmarinus officinalis), and ceylon cinnamons (Cinnamomum verum). This could make anethole a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Anethole.
CAS Number4180-23-8
Structure
Thumb
MOLSDFPDBSMILESInChI
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
Predicted GC-MSAnethole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-436711faeb648ff2a2d52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-2900000000-7d9dfbe23492f9be6a292016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fr6-9600000000-582716ef7e52a802bbc12016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-e66c5cd440af8e6d0c882016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-709cb24546c67c386dde2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-3900000000-ecda3d7970e587876f662016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-c2f74e33d816bec66aa02021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-5aa2093882ee9ccdc8862021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-3900000000-03b30da0f9adb9d580ff2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-d856cd34f2f6f83def662021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dj-2900000000-b32a050861e7a927efa52021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9100000000-e059cbeab65dc16bd3b42021-09-23View Spectrum
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).