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Record Information
Version2.0
Created at2022-04-27 23:46:40 UTC
Updated at2022-04-27 23:46:40 UTC
NP-MRD IDNP0052875
Secondary Accession NumbersNone
Natural Product Identification
Common Name3,5,7-Trihydroxy-6,8-dimethoxy-2-phenyl-4H-1-benzopyran-4-one
Description3,5,7-Trihydroxy-6,8-dimethoxy-2-phenyl-4H-chromen-4-one belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, 3,5,7-trihydroxy-6,8-dimethoxy-2-phenyl-4H-chromen-4-one is considered to be a flavonoid lipid molecule. 3,5,7-Trihydroxy-6,8-dimethoxy-2-phenyl-4H-1-benzopyran-4-one is found in Anaphalis margaritacea, Gnaphalium obtusifolium and Helichrysum spp.. 3,5,7-Trihydroxy-6,8-dimethoxy-2-phenyl-4H-chromen-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC17H14O7
Average Mass330.2920 Da
Monoisotopic Mass330.07395 Da
IUPAC Name3,5,7-trihydroxy-6,8-dimethoxy-2-phenyl-4H-chromen-4-one
Traditional Name3,5,7-trihydroxy-6,8-dimethoxy-2-phenylchromen-4-one
CAS Registry NumberNot Available
SMILES
COC1=C(O)C2=C(OC(=C(O)C2=O)C2=CC=CC=C2)C(OC)=C1O
InChI Identifier
InChI=1S/C17H14O7/c1-22-16-11(19)9-10(18)12(20)14(8-6-4-3-5-7-8)24-15(9)17(23-2)13(16)21/h3-7,19-21H,1-2H3
InChI KeyOAFYQEVUFFOPBR-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anaphalis margaritaceaPlant
Gnaphalium obtusifoliumPlant
Helichrysum spp.Plant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavones
Direct ParentFlavonols
Alternative Parents
Substituents
  • 6-methoxyflavonoid-skeleton
  • 3-hydroxyflavone
  • 8-methoxyflavonoid-skeleton
  • 3-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • Hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • Phenol ether
  • Alkyl aryl ether
  • Pyranone
  • Phenol
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Heteroaromatic compound
  • Ether
  • Polyol
  • Organoheterocyclic compound
  • Oxacycle
  • 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
logP2.43ALOGPS
logP2.45ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)6.44ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area105.45 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity85.83 m³·mol⁻¹ChemAxon
Polarizability32.27 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0138002
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB093031
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15290459
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available