4',5,7-Trimethylapigenin (CHEM024865)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:58:34 UTC
Update Date2016-11-09 01:17:58 UTC
Accession NumberCHEM024865
Identification
Common Name4',5,7-Trimethylapigenin
ClassSmall Molecule
Description4',5,7-Trimethoxyflavone, also known as trimethylapigenin, 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, 4',5,7-trimethoxyflavone is considered to be a flavonoid lipid molecule. 4',5,7-Trimethoxyflavone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 4',5,7-trimethoxyflavone has been detected, but not quantified in, a few different foods, such as citrus, mandarin orange (clementine, tangerine), and sweet oranges. This could make 4',5,7-trimethoxyflavone a potential biomarker for the consumption of these foods.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
4',5,7-Trimethyl-apigeninMeSH
5,7,4'-TrimethylapigeninMeSH
4'57-TrimethoxyflavoneChEMBL, HMDB
4',5,7-Trimethoxy-flavoneHMDB
5,7,4'-TrimethoxyflavoneHMDB
5,7-Dimethoxy-2-(4-methoxyphenyl)-4H-1-benzenopyran-4-oneHMDB
5,7-Dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-oneHMDB
6-Hydroxy-4',5,7-trimethoxyflavoneHMDB
Apigenin 5,7,4'-trimethyl etherHMDB
Apigenin trimethyl etherHMDB
4',5,7-TrimethoxyflavoneMeSH
4’,5,7-TrimethoxyflavoneHMDB
5,7,4'-Tri-O-methylapigeninHMDB
5,7,4'-TrimethoxyapigeninHMDB
5,7,4’-Tri-O-methylapigeninHMDB
5,7,4’-TrimethoxyapigeninHMDB
5,7,4’-TrimethoxyflavoneHMDB
5,7-Dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-oneHMDB
5,7-Dimethoxy-2-(4-methoxyphenyl)chromoneHMDB
5,7-Dimethoxy-4-oxo-2-(4-methoxyphenyl)-4H-1-benzopyranHMDB
Tri-O-methylapigeninHMDB
TrimethylapigeninHMDB
Chemical FormulaC18H16O5
Average Molecular Mass312.317 g/mol
Monoisotopic Mass312.100 g/mol
CAS Registry Number5631-70-9
IUPAC Name5,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Traditional Name5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
SMILESCOC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C=C(OC)C=C2O1
InChI IdentifierInChI=1S/C18H16O5/c1-20-12-6-4-11(5-7-12)15-10-14(19)18-16(22-3)8-13(21-2)9-17(18)23-15/h4-10H,1-3H3
InChI KeyZXJJBDHPUHUUHD-UHFFFAOYSA-N
Chemical Taxonomy
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
  • 5-methoxyflavonoid-skeleton
  • 7-methoxyflavonoid-skeleton
  • Flavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Alkyl aryl ether
  • Pyranone
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Vinylogous ester
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP3.21ALOGPS
logP2.49ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)15.54ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area53.99 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity86.36 m³·mol⁻¹ChemAxon
Polarizability33.03 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01qa-0691000000-7a823829ea08d5c44987Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0009000000-5c2fa314b535098da3c3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0009000000-e66ded4021486610bfbeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053r-1490000000-a1ba798957d115c766daSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-6fd59ab6ee43b4030a5cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0029000000-1598e4635c488fb5e524Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kcr-1390000000-6872b99524899c8fbf57Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0009000000-0c9c5e8761c67e87c624Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0019000000-d5759b18375da517980aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0g4j-0190000000-5d008847ec007268d4ecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-70f2c2cfe29137281455Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xs-0097000000-951d276ce9092ed6732eSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0030842
FooDB IDFDB002800
Phenol Explorer IDNot Available
KNApSAcK IDC00003821
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID72029
ChEBI IDNot Available
PubChem Compound ID79730
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.