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Showing Compound Methoxyeugenol (FDB021092)

Record Information
Version1.0
Creation date2010-04-08 22:15:28 UTC
Update date2019-11-26 03:19:52 UTC
Primary IDFDB021092
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethoxyeugenol
DescriptionMethoxyeugenol belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Methoxyeugenol is a sweet, bacon, and burnt tasting compound. Methoxyeugenol has been detected, but not quantified in, a few different foods, such as bananas (Musa acuminata), herbs and spices, and star anises (Illicium verum). This could make methoxyeugenol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Methoxyeugenol.
CAS Number6627-88-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2,6-Dimethoxy-4-(2-propenyl)-phenolHMDB
2,6-Dimethoxy-4-(2-propenyl)phenol, 9ciHMDB
2,6-Dimethoxy-4-allylphenolHMDB, MeSH
2,6-DimethoxychavicolHMDB
4-(2-Propenyl)-2,6-dimethoxyphenolHMDB
4-Allyl-2,6-dimethoxy-phenolHMDB
4-Allyl-2,6-dimethoxyphenolHMDB
4-Allyl-2,6-dimethoxyphenol, 8ciHMDB
4-Allyl-2,6-dimetoxyphenolHMDB
4-AllylsyringolHMDB, MeSH
4-Hydroxy-3,5-dimethoxyallylbenzeneHMDB, MeSH
N-AllylcyclohexylamineHMDB
Phenol, 2,6-dimethoxy-4-(2-propenyl)- (9ci)HMDB
Phenol, 4-(2-propenyl)-2,6-dimethoxyHMDB
Phenol, 4-allyl-2,6-dimethoxy- (8ci)HMDB
2,6-Dimethoxy-4-(2-propenyl)phenolMeSH
6-MethoxyeugenolMeSH
2,6-Dimethoxy-4-(2-propenyl)phenol, 9CIdb_source
4-(2-Propenyl)-2,6-dimethoxyphenol (4-allylsyringol)biospider
4-Allyl-2,6-dimethoxyphenol, 8CIdb_source
4-allyl-2,6-dimetoxyphenolbiospider
Methoxyeugenoldb_source
N-allylcyclohexylaminebiospider
Phenol, 2,6-dimethoxy-4-(2-propenyl)-biospider
Phenol, 2,6-dimethoxy-4-(2-propenyl)- (9CI)biospider
Phenol, 4-allyl-2,6-dimethoxy-biospider
Phenol, 4-allyl-2,6-dimethoxy- (8CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility1.59 g/LALOGPS
logP2.23ALOGPS
logP2.45ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)9.34ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.69 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity55.25 m³·mol⁻¹ChemAxon
Polarizability20.54 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H14O3
IUPAC name2,6-dimethoxy-4-(prop-2-en-1-yl)phenol
InChI IdentifierInChI=1S/C11H14O3/c1-4-5-8-6-9(13-2)11(12)10(7-8)14-3/h4,6-7,12H,1,5H2,2-3H3
InChI KeyFWMPKHMKIJDEMJ-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(CC=C)=CC(OC)=C1O
Average Molecular Weight194.2271
Monoisotopic Molecular Weight194.094294314
Classification
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Methoxyphenol
  • Phenoxy compound
  • Methoxybenzene
  • Phenol ether
  • 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
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 68.02%; H 7.26%; O 24.71%DFC
Melting PointNot Available
Boiling PointBp2 123-125°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMethoxyeugenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fvl-1900000000-6bb088a84e5d530fd6a9Spectrum
Predicted GC-MSMethoxyeugenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0umi-6290000000-ddd8fa9b2271b5e885faSpectrum
Predicted GC-MSMethoxyeugenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-bf95219cde86264ddd0e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1900000000-b3789d49cb1d02ff5e012016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-7900000000-2b4993fb9c656f50c42f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-1cb6aa76e853c97dffa42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-7a91ae9052ae5aad302c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6s-3900000000-2d0b6fcc14c0098a2b402016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-62e0a52145f670b429c12021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1900000000-9d68b2e71ed843fa1b9a2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ou-9100000000-2bed599e076c0fa0e3192021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-b336d2e98c182ff7e0b02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ox-1900000000-fb6a83b5e663fc04cc802021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02t9-9300000000-a8dc328f94fd3fc6319f2021-09-24View Spectrum
NMRNot Available
ChemSpider ID196968
ChEMBL IDCHEMBL2059292
KEGG Compound IDNot Available
Pubchem Compound ID226486
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB41194
CRC / DFC (Dictionary of Food Compounds) IDNKV52-U:NKV54-W
EAFUS ID104
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID6627-88-9
GoodScent IDrw1037281
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 / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sweet
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
flower
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
roasted
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
burnt
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
meaty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bacon
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
smoky
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
ham
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference