Record Information
Version1.0
Creation date2010-04-08 22:04:39 UTC
Update date2020-02-24 19:10:11 UTC
Primary IDFDB000658
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Methylgalangin
Description5,7-Dihydroxy-3-methoxyflavone, also known as galangin 3-methyl ether or 3-methylgalangin, 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. Thus, 5,7-dihydroxy-3-methoxyflavone is considered to be a flavonoid lipid molecule. 5,7-Dihydroxy-3-methoxyflavone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5,7-Dihydroxy-3-methoxyflavone is found, on average, in the highest concentration within mexican oregano. 5,7-Dihydroxy-3-methoxyflavone has also been detected, but not quantified in, herbs and spices. This could make 5,7-dihydroxy-3-methoxyflavone a potential biomarker for the consumption of these foods.
CAS Number6665-74-3
Structure
Thumb
Synonyms
SynonymSource
Galangin 3-methyl etherChEBI
5,7-Dihydroxy-3-methoxy-2-phenyl-4H-1-benzopyran-4-oneKegg
3-MethylgalanginHMDB
5,7-Dihydroxy-3-methoxy-2-phenyl-4H-chromen-4-oneHMDB
5,7-Dihydroxy-3-methoxyflavoneChEBI
4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-methoxy-2-phenyl-biospider
5,7-dihydroxy-3-methoxy-2-phenyl-4H-chromen-4-onebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.066 g/LALOGPS
logP3.49ALOGPS
logP2.88ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)6.44ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity77.65 m³·mol⁻¹ChemAxon
Polarizability28.44 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC16H12O5
IUPAC name5,7-dihydroxy-3-methoxy-2-phenyl-4H-chromen-4-one
InChI IdentifierInChI=1S/C16H12O5/c1-20-16-14(19)13-11(18)7-10(17)8-12(13)21-15(16)9-5-3-2-4-6-9/h2-8,17-18H,1H3
InChI KeyLYISDADPVOHJBJ-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC=CC=C1
Average Molecular Weight284.2635
Monoisotopic Molecular Weight284.068473494
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
  • 3-methoxyflavonoid-skeleton
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • 3-methoxychromone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Vinylogous acid
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 67.60%; H 4.25%; O 28.14%DFC
Melting PointMp 299°DFC
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 KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0019-0980000000-40965d7fa7571c58982cJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-044i-3479600000-ac2b27802da118b5e460JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0090000000-d1d6d620c716e8d78e49JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-1abf15fd1c5dd8e8129bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxr-5790000000-3393b162a05d00da6e18JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-875cfdc42c4400b1eafaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-70c109aa6f75af9a8692JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fsi-1950000000-b51e0725d704b4e9bce4JSpectraViewer
ChemSpider ID4445223
ChEMBL IDCHEMBL1822221
KEGG Compound IDC11577
Pubchem Compound ID5281946
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID386
DrugBank IDNot Available
HMDB IDHMDB29522
CRC / DFC (Dictionary of Food Compounds) IDBFL05-Z:BFL07-B
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00004534
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
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— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.