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Record Information
Version2.0
Created at2022-09-02 13:04:21 UTC
Updated at2022-09-02 13:04:22 UTC
NP-MRD IDNP0155926
Secondary Accession NumbersNone
Natural Product Identification
Common Name4',5,6,7-tetramethoxyflavanone
Description2,3-Dihydro-2-(4-methoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one, also known as 4',5,6,7-tetramethoxyflavanone, 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, 2,3-dihydro-2-(4-methoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one is considered to be a flavonoid lipid molecule. 2,3-Dihydro-2-(4-methoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 4',5,6,7-tetramethoxyflavanone is found in Persicaria nepalensis. A methoxyflavanone that is flavanone substituted by methoxy groups at positions 5, 6, 7 and 4'.
Structure
Thumb
Synonyms
ValueSource
4',5,6,7-TetramethoxyflavanoneChEBI
5,6,7,4'-TetramethoxyflavanoneMeSH
Chemical FormulaC19H20O6
Average Mass344.3630 Da
Monoisotopic Mass344.12599 Da
IUPAC Name5,6,7-trimethoxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Name4',5,6,7-tetramethoxyflavanone
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C=C1)C1CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O1
InChI Identifier
InChI=1S/C19H20O6/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/h5-8,10,14H,9H2,1-4H3
InChI KeyAENXIAWIJGWYCP-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Polygonum nepalenseLOTUS Database
Chemical Taxonomy
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
  • Flavanone
  • Flavan
  • Chromone
  • Benzopyran
  • Chromane
  • 1-benzopyran
  • Phenoxy compound
  • Methoxybenzene
  • Aryl alkyl ketone
  • Phenol ether
  • Anisole
  • Aryl ketone
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Ketone
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.9ALOGPS
logP2.47ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)14.13ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area63.22 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity91.2 m³·mol⁻¹ChemAxon
Polarizability36.52 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00008234
Chemspider IDNot Available
KEGG Compound IDC15118
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound242486
PDB IDNot Available
ChEBI ID79637
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]