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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 03:14:42 UTC
Update Date2019-01-11 20:01:23 UTC
HMDB IDHMDB0041553
Secondary Accession Numbers
  • HMDB41553
Metabolite Identification
Common NameMethylisoeugenol
DescriptionMethylisoeugenol is found in carrot. Methylisoeugenol is a constituent of essential oils. Methylisoeugenol is a flavouring ingredient.
Structure
Data?1547236883
Synonyms
ValueSource
(Z)-Methyl isoeugenolChEBI
cis-4-Propenyl veratroleChEBI
cis-Methyl isoeugenolChEBI
(e)-Methyl eugenolHMDB
(e)-Methyl isoeugenolHMDB
1,2-Dimethoxy-4-(1-propenyl)benzene, 9ciHMDB
1,2-Dimethoxy-4-propenyl-(e)-benzeneHMDB
1,2-Dimethoxy-4-propenyl-benzeneHMDB
1,2-Dimethoxy-4-propenylbenzeneHMDB
1,3,4-Isoeugenol methyl etherHMDB
1-(3,4-Dimethoxyphenyl)-1-propeneHMDB
1-Veratryl-1-propeneHMDB
3,4-DimethoxypropenylbenzeneHMDB
4-(1-Propenyl)veratroleHMDB
4-Propenyl-1,2-dimethoxybenzeneHMDB
4-PropenylveratroleHMDB
4-trans-PropenylveratroleHMDB
FEMA 2476HMDB
Isoeugenol methyl etherHMDB
Isoeugenyl methyl etherHMDB
IsohomogenolHMDB
IsomethyleugenolHMDB
Methyl isoeugenolHMDB
O-MethylisoeugenolHMDB
trans-4-PropenylveratroleHMDB
trans-IsomethyleugenolHMDB
trans-Methyl isoeugenolHMDB
1,2-Dimethoxy-4-(1-e-propenyl)benzeneMeSH
1,2-Dimethoxy-4-(1-propenyl)benzeneMeSH
1,2-Dimethoxy-4-(1-Z-propenyl)benzeneMeSH
Isomethyleugenol, (e)-isomerMeSH
Isomethyleugenol, (Z)-isomerMeSH
Chemical FormulaC11H14O2
Average Molecular Weight178.2277
Monoisotopic Molecular Weight178.099379692
IUPAC Name1,2-dimethoxy-4-[(1Z)-prop-1-en-1-yl]benzene
Traditional Name(Z)-methyl isoeugenol
CAS Registry Number6379-72-2
SMILES
COC1=C(OC)C=C(\C=C/C)C=C1
InChI Identifier
InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4-8H,1-3H3/b5-4-
InChI KeyNNWHUJCUHAELCL-PLNGDYQASA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassMethoxybenzenes
Direct ParentDimethoxybenzenes
Alternative Parents
Substituents
  • O-dimethoxybenzene
  • Dimethoxybenzene
  • Phenoxy compound
  • Styrene
  • Phenol ether
  • Anisole
  • Alkyl aryl ether
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point16 - 17 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.16 g/LALOGPS
logP3.47ALOGPS
logP2.78ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area18.46 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity54.34 m³·mol⁻¹ChemAxon
Polarizability19.92 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03fs-1900000000-3d41a0d29a7363963fbbJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-1b4a5c893c8cb3d52797JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-2900000000-dd43f9e1c8e86b7ba6ffJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9500000000-20fd1ba2b53cc59be2eaJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-13d0af68ffab1cb5c56dJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-02afbb666cbaaa0c075eJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-07cr-4900000000-6a705aba56bdf50c3728JSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021536
KNApSAcK IDC00002760
Chemspider ID21242881
KEGG Compound IDC10478
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethyl isoeugenol
METLIN IDNot Available
PubChem Compound1549045
PDB IDNot Available
ChEBI ID50550
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Cartus AT, Merz KH, Schrenk D: Metabolism of methylisoeugenol in liver microsomes of human, rat, and bovine origin. Drug Metab Dispos. 2011 Sep;39(9):1727-33. doi: 10.1124/dmd.111.038851. Epub 2011 Jun 1. [PubMed:21632962 ]
  2. Pande C, Tewari G, Singh C, Singh S, Padalia RC: Chemical composition of the essential oil of Feronia elephantum Correa. Nat Prod Res. 2010 Nov;24(19):1807-10. doi: 10.1080/14786411003752078. [PubMed:21104525 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .