Record Information
Version1.0
Creation date2010-04-08 22:04:29 UTC
Update date2018-05-28 22:34:15 UTC
Primary IDFDB000218
Secondary Accession Numbers
  • FDB016896
Chemical Information
FooDB Name5,4'-Dihydroxy-3,3'-dimethoxy-6:7-methylenedioxyflavone
DescriptionA polyphenol compound found in foods of plant origin (PhenolExplorer).
CAS NumberNot Available
Structure
Thumb
Synonyms
SynonymSource
DDMDF CPDHMDB
5,4'-Dihydroxy-3,3'-dimethoxy-6,7-methylenedioxyflavoneMeSH
Predicted Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP2.55ALOGPS
logP2.34ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)8.58ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area103.68 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity89.88 m³·mol⁻¹ChemAxon
Polarizability35.07 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC18H14O8
IUPAC name9-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one
InChI IdentifierInChI=1S/C18H14O8/c1-22-10-5-8(3-4-9(10)19)16-18(23-2)15(21)13-11(26-16)6-12-17(14(13)20)25-7-24-12/h3-6,19-20H,7H2,1-2H3
InChI KeyQDUQFPNXGXDSQJ-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(O)C=CC(=C1)C1=C(OC)C(=O)C2=C(O1)C=C1OCOC1=C2O
Average Molecular Weight358.299
Monoisotopic Molecular Weight358.068867424
Classification
Description belongs to the class of organic compounds known as 3-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent3-O-methylated flavonoids
Alternative Parents
Substituents
  • 3p-methoxyflavonoid-skeleton
  • 3-methoxyflavonoid-skeleton
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • 3-methoxychromone
  • Chromone
  • Benzopyran
  • Methoxyphenol
  • 1-benzopyran
  • Benzodioxole
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Alkyl aryl ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Oxacycle
  • Acetal
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
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
ChemSpider ID21375136
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID44259873
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID389
DrugBank IDNot Available
HMDB IDHMDB29272
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET 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 Reference
  1. Masakazu A, Kawasaki T: Three highly oxygenated flavone glucuronides in leaves of Spinacia oleracea. Phytochemistry. 1984 Aug;23(9):2043-47. Article [Structure] [No Pubmed ID]
Content Reference