Record Information
Version1.0
Creation date2010-04-08 22:05:23 UTC
Update date2019-11-27 17:06:47 UTC
Primary IDFDB002465
Secondary Accession Numbers
  • FDB006978
Chemical Information
FooDB NameTetramethylscutellarein
Description4',5,6,7-Tetramethoxyflavone, also known as tetra-O-methylscutellarein or scutellarein tetramethyl 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, 4',5,6,7-tetramethoxyflavone is considered to be a flavonoid lipid molecule. 4',5,6,7-Tetramethoxyflavone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 4',5,6,7-Tetramethoxyflavone has been detected, but not quantified in, common sages. This could make 4',5,6,7-tetramethoxyflavone a potential biomarker for the consumption of these foods.
CAS Number1168-42-9
Structure
Thumb
Synonyms
SynonymSource
Tetra-O-methylscutellareinChEBI
4', 5,6,7-TetramethoxyflavoneHMDB
4',5,6,7-Tetramethoxy-flavoneHMDB
5,6,7,4'-TetramethoxyflavoneHMDB
5,6,7-Trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-oneHMDB
5,6,7-Trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-oneHMDB
Flavone, 4',5,6,7-tetramethoxy- (8ci)HMDB
Flavone, 5,6,7,4'-tetramethoxyHMDB
Scutellarein 5,6,7,4'-tetramethyl etherHMDB
Scutellarein tetramethyl etherHMDB
Scutellarein tetramethyletherHMDB
Tetramethyl-O-scutellarinHMDB
TetramethylscutellareinHMDB
4',5,6,7-TetramethoxyflavoneMeSH
Flavone, 4',5,6,7-tetramethoxy-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP3.17ALOGPS
logP2.34ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)15.41ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area63.22 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity92.82 m³·mol⁻¹ChemAxon
Polarizability36.03 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC19H18O6
IUPAC name5,6,7-trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
InChI IdentifierInChI=1S/C19H18O6/c1-21-12-7-5-11(6-8-12)14-9-13(20)17-15(25-14)10-16(22-2)18(23-3)19(17)24-4/h5-10H,1-4H3
InChI KeyURSUMOWUGDXZHU-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O1
Average Molecular Weight342.3426
Monoisotopic Molecular Weight342.110338308
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
  • 4p-methoxyflavonoid-skeleton
  • 5-methoxyflavonoid-skeleton
  • 6-methoxyflavonoid-skeleton
  • 7-methoxyflavonoid-skeleton
  • Flavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Methoxybenzene
  • Anisole
  • Phenol ether
  • Pyranone
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous ester
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 66.66%; H 5.30%; O 28.04%DFC
Melting PointMp 166-167° (dimorph.)DFC
Boiling PointNot Available
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
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-0549000000-36230e769480442bc7e0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-00di-0901000000-92a507468e91bbb0f99fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03ea-0696000000-2a2036cf1aa52e145023View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-01ox-0369000000-38efb629b1fb86a82bb8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0009000000-378d17496375ca581aa0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0009000000-1c1bec467a4824109868View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03e9-1494000000-282dead7c6482eb9cf13View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0009000000-ccd544873ea637418bc5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0009000000-498bca5d53bf1812d46aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-057i-1391000000-d2ee0102f8e8757b6f0aView in MoNA
ChemSpider ID86762
ChEMBL IDCHEMBL75349
KEGG Compound IDC14472
Pubchem Compound ID96118
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID244
DrugBank IDNot Available
HMDB IDHMDB30575
CRC / DFC (Dictionary of Food Compounds) IDCLX81-C:CLX90-E
EAFUS IDNot Available
Dr. Duke IDTETRA-O-METHYL-SCUTELLAREIN
BIGG IDNot Available
KNApSAcK IDC00003841
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— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
— 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.