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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:39:20 UTC
Update Date2023-02-21 17:19:42 UTC
HMDB IDHMDB0030837
Secondary Accession Numbers
  • HMDB30837
Metabolite Identification
Common NameAnethole
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 sweet marjorams (Origanum majorana), sweet basils (Ocimum basilicum), and peppermints (Mentha X piperita). Anethole has also been detected, but not quantified in, several different foods, such as sweet bays (Laurus nobilis), gingers (Zingiber officinale), lemon balms (Melissa officinalis), ceylon cinnamons (Cinnamomum verum), and herbs and spices. 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.
Structure
Thumb
Synonyms
Chemical FormulaC10H12O
Average Molecular Weight148.2017
Monoisotopic Molecular Weight148.088815006
IUPAC Name1-methoxy-4-[(1Z)-prop-1-en-1-yl]benzene
Traditional Nameanethole (trans)
CAS Registry Number4180-23-8
SMILES
COC1=CC=C(\C=C/C)C=C1
InChI Identifier
InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3-
InChI KeyRUVINXPYWBROJD-ARJAWSKDSA-N
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
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point22.5 °CNot Available
Boiling Point237.50 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility98.68 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.168 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002793
KNApSAcK IDC00002713
Chemspider ID1266027
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAnethole
METLIN IDNot Available
PubChem Compound1549040
PDB IDNot Available
ChEBI ID78412
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1501611
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Toth M, Schmera D, Imrei Z: Optimization of a chemical attractant for Epicometis (Tropinota) hirta Poda. Z Naturforsch C. 2004 Mar-Apr;59(3-4):288-92. [PubMed:15241942 ]
  2. Ishida T, Matsumoto T, Caldwell J, Drake A: Enantioselective biotransformation of aryl-isopropyl, -isopropenyl, and -propenyl groups by the rabbit or by the rat. Enantiomer. 1998;3(2):133-47. [PubMed:9783432 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .