Record Information
Version1.0
Creation date2010-04-08 22:11:54 UTC
Update date2019-11-26 03:11:47 UTC
Primary IDFDB015537
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5,7-Dimethylchrysin
Description5,7-Dimethoxyflavone, also known as chrysin dimethyl ether, belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 5,7-dimethoxyflavone is considered to be a flavonoid. 5,7-Dimethoxyflavone has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make 5,7-dimethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5,7-Dimethoxyflavone.
CAS Number21392-57-4
Structure
Thumb
Synonyms
SynonymSource
Chrysin dimethyl etherChEBI
Chrysin 5,7-dimethyl etherKegg
5,7-Dimethoxy-2-phenyl-4H-1-benzopyran-4-oneHMDB
5,7-Dimethoxy-flavoneHMDB
Chrysin dimethyletherHMDB
Chrysin dmeHMDB
DimethylchrysinHMDB
5,7-DimethoxyflavoneChEBI
5,7-Dimethylchrysinmanual
Predicted Properties
PropertyValueSource
Water Solubility0.016 g/LALOGPS
logP3.29ALOGPS
logP2.65ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)15.36ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity79.9 m³·mol⁻¹ChemAxon
Polarizability29.86 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC17H14O4
IUPAC name5,7-dimethoxy-2-phenyl-4H-chromen-4-one
InChI IdentifierInChI=1S/C17H14O4/c1-19-12-8-15(20-2)17-13(18)10-14(21-16(17)9-12)11-6-4-3-5-7-11/h3-10H,1-2H3
InChI KeyJRFZSUMZAUHNSL-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(OC)=C2C(=O)C=C(OC2=C1)C1=CC=CC=C1
Average Molecular Weight282.2907
Monoisotopic Molecular Weight282.089208936
Classification
Description Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent7-O-methylated flavonoids
Alternative Parents
Substituents
  • 5-methoxyflavonoid-skeleton
  • 7-methoxyflavonoid-skeleton
  • Flavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Vinylogous ester
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 72.33%; H 5.00%; O 22.67%DFC
Melting PointMp 154° (149-150°)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data305 () (MeOH/NaOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS5,7-Dimethylchrysin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-0890000000-42092025496e60f91eacSpectrum
Predicted GC-MS5,7-Dimethylchrysin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5,7-Dimethylchrysin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-00di-0900000000-1177e616621f731f6c9dSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-03di-0190000000-56264f09d165a4f86044Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-014i-0090000000-16a60e7200676e1e31cfSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0159-0090000000-2a053a4f139031963d8eSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0159-0090000000-2d56eb9c45b5be9aaf71Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-014i-0090000000-08ef247066924cf66eb6Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-014i-0090000000-e94764cbdcd8be05ecd1Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4i-0019000000-4bb060d211ea525c39b1Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4i-0009000000-f82e9eb20061963d1f0aSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-014i-0090000000-5fc7292331f1f76fc99aSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-014i-0090000000-185f778a032930ee6111Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0159-0090000000-acf0b9cd032726878492Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0006-0090000000-ce3cf858295d5bfd1698Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-00kr-0390000000-5c9b867185c06b44cefeSpectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-000i-0390000000-2cab9d8aad62d5e3eef0Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-c2e10bf36e84171e4fbdSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-7a2c1475b181f25f7d11Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-673cbfb0a8c5d3a60ee4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-7710cba540138e2d8e76Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-4970000000-4e2deaa85c178a6d65edSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-808c80b0816e46cfc4a6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-df95679e3ff7d9bcbd23Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-2890000000-5f4873d8d5a30804f434Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-c44152ffeae3c0a6087eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00m0-0090000000-51c02e9c4bd546320b35Spectrum
NMRNot Available
ChemSpider ID80200
ChEMBL IDCHEMBL275391
KEGG Compound IDC10029
Pubchem Compound ID88881
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36620
CRC / DFC (Dictionary of Food Compounds) IDKDC55-C:KDC59-G
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00001028
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 / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference