Record Information
Version1.0
Creation date2010-04-08 22:04:40 UTC
Update date2020-02-24 19:10:12 UTC
Primary IDFDB000690
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3'-Hydroxy-4',5,6,7,8-pentamethoxyflavone
Description3'-Hydroxy-4',5,6,7,8-pentamethoxyflavone belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, 3'-hydroxy-4',5,6,7,8-pentamethoxyflavone is considered to be a flavonoid. 3'-Hydroxy-4',5,6,7,8-pentamethoxyflavone has been detected, but not quantified in, citrus and mandarin orange (clementine, tangerine). This could make 3'-hydroxy-4',5,6,7,8-pentamethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3'-Hydroxy-4',5,6,7,8-pentamethoxyflavone.
CAS Number112448-39-2
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.039 g/LALOGPS
logP2.84ALOGPS
logP1.88ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)9.55ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area92.68 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity101.27 m³·mol⁻¹ChemAxon
Polarizability39.68 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC20H20O8
IUPAC name2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetramethoxy-4H-chromen-4-one
InChI IdentifierInChI=1S/C20H20O8/c1-23-13-7-6-10(8-11(13)21)14-9-12(22)15-16(24-2)18(25-3)20(27-5)19(26-4)17(15)28-14/h6-9,21H,1-5H3
InChI KeyXFYYZBJXMSDKCV-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O1)C(OC)=C(OC)C(OC)=C2OC
Average Molecular Weight388.368
Monoisotopic Molecular Weight388.115817616
Classification
Description Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent8-O-methylated flavonoids
Alternative Parents
Substituents
  • 7-methoxyflavonoid-skeleton
  • 6-methoxyflavonoid-skeleton
  • 8-methoxyflavonoid-skeleton
  • 5-methoxyflavonoid-skeleton
  • 4p-methoxyflavonoid-skeleton
  • Flavone
  • Hydroxyflavonoid
  • Monohydroxyflavonoid
  • 3'-hydroxyflavonoid
  • Chromone
  • 1-benzopyran
  • Methoxyphenol
  • Benzopyran
  • Methoxybenzene
  • Anisole
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous ester
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3'-Hydroxy-4',5,6,7,8-pentamethoxyflavone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0pi0-0109000000-52d1ad862e85b8b16d7cSpectrum
Predicted GC-MS3'-Hydroxy-4',5,6,7,8-pentamethoxyflavone, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-1013900000-6e53d34391614f48d49cSpectrum
Predicted GC-MS3'-Hydroxy-4',5,6,7,8-pentamethoxyflavone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0009000000-d465ec0e71a716a507682016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0009000000-0964af7d5aeba28aab912016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-4449000000-8434411cb9295a243ab22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0009000000-07ea1466af753fcc9c192016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0009000000-0e0de0c3783fb221044d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-059f-0049000000-b28359ff34e2bbc5f9142016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0009000000-2acd9d3ff7494eb530ed2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-007c-0009000000-cae272e33c4422eba5622021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0009000000-ede85f82b500aeed4a152021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0009000000-58f827296f0b35ad1cee2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00r2-0109000000-0301e1b15b943ca9e7172021-09-24View Spectrum
NMRNot Available
ChemSpider ID159521
ChEMBL IDCHEMBL225704
KEGG Compound IDNot Available
Pubchem Compound ID183466
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29545
CRC / DFC (Dictionary of Food Compounds) IDHBZ77-A:BFP34-B
EAFUS IDNot Available
Dr. Duke ID3'-HYDROXY-4',5,6,7,8-PENTAMETHOXY-FLAVONE
BIGG IDNot Available
KNApSAcK IDC00003935
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
Processing...
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— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.