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Record Information
Version2.0
Created at2022-04-27 23:27:15 UTC
Updated at2022-04-27 23:27:15 UTC
NP-MRD IDNP0052386
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-Methoxy-6,7-methylenedioxyflavone
Description9-Methoxy-6-phenyl-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone. Thus, 9-methoxy-6-phenyl-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one is considered to be a flavonoid lipid molecule. 5-Methoxy-6,7-methylenedioxyflavone is found in Celosia cristata, Polygonum lapathifolium , Physalis lagascae, Physalis minima and Thanatephorus cucumeris. 9-Methoxy-6-phenyl-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC17H12O5
Average Mass296.2780 Da
Monoisotopic Mass296.06847 Da
IUPAC Name9-methoxy-6-phenyl-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one
Traditional Name9-methoxy-6-phenyl-2H-[1,3]dioxolo[4,5-g]chromen-8-one
CAS Registry NumberNot Available
SMILES
COC1=C2OCOC2=CC2=C1C(=O)C=C(O2)C1=CC=CC=C1
InChI Identifier
InChI=1S/C17H12O5/c1-19-17-15-11(18)7-12(10-5-3-2-4-6-10)22-13(15)8-14-16(17)21-9-20-14/h2-8H,9H2,1H3
InChI KeyNGLORVNWTNPBMU-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Celosia cristataLOTUS Database
Persicaria lapathifoliaPlant
Physalis lagascaeLOTUS Database
Physalis minimaPlant
Thanatephorus cucumerisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent5-O-methylated flavonoids
Alternative Parents
Substituents
  • 5-methoxyflavonoid-skeleton
  • Flavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Benzodioxole
  • Anisole
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Vinylogous ester
  • Acetal
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • 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
logP2.7ALOGPS
logP2.43ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)15.19ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area53.99 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity79.2 m³·mol⁻¹ChemAxon
Polarizability30.24 ųChemAxon
Number of Rings4ChemAxon
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 IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available