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Showing Compound 4'-Methylgenkwanin (FDB006911)

Record Information
Version1.0
Creation date2010-04-08 22:07:21 UTC
Update date2020-09-17 15:40:12 UTC
Primary IDFDB006911
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4'-Methylgenkwanin
Description5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one, also known as apigenin dimethylether or 4',7-dimethylapigenin, 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, 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one is considered to be a flavonoid lipid molecule. 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one has been detected, but not quantified in, common sages and sweet basils. This could make 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one a potential biomarker for the consumption of these foods. A dimethoxyflavone that is the 7,4'-dimethyl ether derivative of apigenin. Apigenin 7,4'-dimethyl ether is expected to be in
CAS Number5128-44-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.032 g/LALOGPS
logP3.56ALOGPS
logP3ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)7.37ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area64.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity81.88 m³·mol⁻¹ChemAxon
Polarizability30.98 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC17H14O5
IUPAC name5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
InChI IdentifierInChI=1S/C17H14O5/c1-20-11-5-3-10(4-6-11)15-9-14(19)17-13(18)7-12(21-2)8-16(17)22-15/h3-9,18H,1-2H3
InChI KeyLZERJKGWTQYMBB-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C=C(OC)C=C2O1
Average Molecular Weight298.2901
Monoisotopic Molecular Weight298.084123558
Classification
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
  • 7-methoxyflavonoid-skeleton
  • 5-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous acid
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS4'-Methylgenkwanin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00si-0790000000-bd5b3843125e40a143daSpectrum
Predicted GC-MS4'-Methylgenkwanin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ab9-2459000000-ab74840dd7d8ee043c52Spectrum
Predicted GC-MS4'-Methylgenkwanin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-QFT 20V, positivesplash10-03di-3690000000-4764ac85618acb2e6dcb2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 26V, positivesplash10-03di-5980000000-d67004b65dafdfd1b6ec2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 38V, positivesplash10-03di-8930000000-69b05c792645da2052842020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap 35V, positivesplash10-014i-0090000000-31905100020e204cfbd72020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-0002-0190000000-51c3a2cd27243fcd52e92020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-0002-0190000000-59de73307165880c28c32020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, positivesplash10-0a4i-0390000000-aba8401985ee8be94eb02020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 20V, negativesplash10-0a4i-9650000000-a17b4f1dd802988b84532020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 26V, negativesplash10-0a4i-9520000000-945a58d71564f417fde92020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 38V, negativesplash10-0a4i-9400000000-92426cec6e8038bc23f42020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap 35V, negativesplash10-001i-0090000000-5321255bfdca6b009dbb2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0390000000-aba8401985ee8be94eb02021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0002-0190000000-59de73307165880c28c32021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0002-0190000000-51c3a2cd27243fcd52e92021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-df9e2dedfcc65ff615c92016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0090000000-17cde1130baadb70ca322016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-1590000000-36d9b40330d2572d1cf22016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-8434d9ea510be9e6d4852016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-b3b12cac0c9a30d4ea2d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-2490000000-cca0a57a4535862d07b32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-9b410a4cce68ead03b3b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0090000000-68753556a141556a2a952021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-0190000000-9d70b6793d7f8baa743a2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-bfe4eca51ec0a2a32edf2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f7k-0090000000-f39510fa2043ee1bb0fc2021-09-22View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC10019
Pubchem Compound ID5281601
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke ID5-HYDROXY-4',7-DIMETHOXYFLAVONE
BIGG IDNot Available
KNApSAcK IDC00001016
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.