Record Information
Version1.0
Creation date2010-04-08 22:11:54 UTC
Update date2019-11-26 03:11:48 UTC
Primary IDFDB015545
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEugenin
DescriptionEugenin belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. Eugenin has been detected, but not quantified in, several different foods, such as carrots (Daucus carota ssp. sativus), cloves (Syzygium aromaticum), herbs and spices, java plums (Syzygium cumini), and wild carrots (Daucus carota). This could make eugenin a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Eugenin.
CAS Number480-34-2
Structure
Thumb
Synonyms
SynonymSource
5-Hydroxy-7-methoxy-2-methyl-4H-1-benzopyran-4-oneChEBI
5-Hydroxy-7-methoxy-2-methylchromen-4-oneChEBI
5-Hydroxy-7-methoxy-2-methylchromoneChEBI
2-Methyl-5-hydroxy-7-methoxychromoneKegg
5-Hydroxy-7-methoxy-2-methyl-4H-chromen-4-oneHMDB
5-Hydroxy-7-methoxy-2-methyl-chromoneHMDB
5-Hydroxy-7-methoxy-2-methylchroneHMDB
4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-methyl-biospider
5-hydroxy-7-methoxy-2-methyl-4H-chromen-4-onebiospider
Chromone, 5-hydroxy-7-methoxy-2-methyl-biospider
Eugenindb_source
Predicted Properties
PropertyValueSource
Water Solubility1.91 g/LALOGPS
logP1.98ALOGPS
logP2.06ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)8.58ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity55.55 m³·mol⁻¹ChemAxon
Polarizability20.55 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H10O4
IUPAC name5-hydroxy-7-methoxy-2-methyl-4H-chromen-4-one
InChI IdentifierInChI=1S/C11H10O4/c1-6-3-8(12)11-9(13)4-7(14-2)5-10(11)15-6/h3-5,13H,1-2H3
InChI KeySUTUBQHKZRNZRA-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(O)=C2C(=O)C=C(C)OC2=C1
Average Molecular Weight206.1947
Monoisotopic Molecular Weight206.057908808
Classification
Description Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentChromones
Alternative Parents
Substituents
  • Chromone
  • Anisole
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Vinylogous acid
  • Ether
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 64.07%; H 4.89%; O 31.04%DFC
Melting PointMp 119-120°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data288 (e 7950) (EtOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSEugenin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a73-0920000000-166493955765f2af796eSpectrum
Predicted GC-MSEugenin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-08mi-3290000000-44e8533816a77387e0f6Spectrum
Predicted GC-MSEugenin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0190000000-9d3284c6c48660f910cdSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0290000000-b48df3b08073c0ba0a5dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05n0-1900000000-dfa3f428a8c0211cd7d2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-4c90595e1fdeeb6c4ddeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0190000000-b2df505f2b6732b8640cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00rj-5900000000-36d8f1c802565e500576Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-d59b09fd60f8eef41793Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0190000000-d356be22aa951378cb27Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-007d-4900000000-3fa044fbf762e6d6061eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-99c859898d8c3407680eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0090000000-99c859898d8c3407680eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9800000000-8fccbe606d2054e3d381Spectrum
NMRNot Available
ChemSpider ID9777
ChEMBL IDCHEMBL446974
KEGG Compound IDC20210
Pubchem Compound ID10189
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36627
CRC / DFC (Dictionary of Food Compounds) IDKDD24-X:KDD27-A
EAFUS IDNot Available
Dr. Duke IDEUGENIN|EUGENINE
BIGG IDNot Available
KNApSAcK IDC00030226
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
anti aggregantDUKE
anti plateletDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.