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Showing Compound 7-Methylchrysin (FDB015536)

Record Information
Version1.0
Creation date2010-04-08 22:11:54 UTC
Update date2019-11-26 03:11:47 UTC
Primary IDFDB015536
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name7-Methylchrysin
Description7-methylchrysin, also known as 5-hydroxy-7-methoxyflavone or techtochrysin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 7-methylchrysin is considered to be a flavonoid lipid molecule. 7-methylchrysin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 7-methylchrysin can be found in pine nut, prunus (cherry, plum), sour cherry, and sweet cherry, which makes 7-methylchrysin a potential biomarker for the consumption of these food products.
CAS Number520-28-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
5-Hydroxy-7-methoxyflavoneChEBI
TechtochrysinKegg
4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-phenyl- (9CI)biospider
5-Hydroxy-7-methoxy-2-phenyl-4H-chromen-4-onebiospider
5-Hydroxy-7-methoxy-2-phenyl-chromen-4-onebiospider
7-Methoxy-5-hydroxyflavonebiospider
7-Methylchrysinmanual
Tectochrysindb_source
Predicted Properties
PropertyValueSource
Water Solubility0.052 g/LALOGPS
logP3.71ALOGPS
logP3.16ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)7.37ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity75.42 m³·mol⁻¹ChemAxon
Polarizability27.81 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H12O4
IUPAC name5-hydroxy-7-methoxy-2-phenyl-4H-chromen-4-one
InChI IdentifierInChI=1S/C16H12O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-9,17H,1H3
InChI KeyIRZVHDLBAYNPCT-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=CC=C1
Average Molecular Weight268.2641
Monoisotopic Molecular Weight268.073558872
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
  • 7-methoxyflavonoid-skeleton
  • 5-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous acid
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 71.64%; H 4.51%; O 23.86%DFC
Melting PointMp 163°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data389 () (MeOH-NaOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-014i-2490000000-bcfe0dbcc5668407bed3Spectrum
Predicted GC-MS7-Methylchrysin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0uxr-0970000000-2bea4a5032f14f916123Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-00n0-0900000000-317267c2e005616454deSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-00n0-0900000000-317267c2e005616454deSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-00n0-0900000000-317267c2e005616454deSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-0a4i-0040090010-e8e129c134ca3ac3aaeeSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-066r-0090050000-7d2f57f39c92f3d1078fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0090000000-2197c4971dbd1accaf3eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0090000000-a89fac898888a3274d66Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uy0-4950000000-fc306f9b8a3f33de33b5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-1109ff52ab7af096cbdeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0090000000-cbb17bea175e767a5a7eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uy1-3960000000-e9bca8437418c669666fSpectrum
NMR
TypeDescriptionView
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC11621
Pubchem Compound ID5281954
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDKDC55-C:KDC58-F
EAFUS IDNot Available
Dr. Duke IDTECTOCHRYSIN
BIGG IDNot Available
KNApSAcK IDC00003795
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia ID5-Hydroxy-7-methoxyflavone
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 ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).