Record Information
Version1.0
Creation date2010-04-08 22:04:43 UTC
Update date2020-02-24 19:10:14 UTC
Primary IDFDB000790
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTricetin
DescriptionTricetin belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, tricetin is considered to be a flavonoid. Tricetin is a bitter tasting compound. Tricetin has been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), red tea, green tea, ginkgo nuts (Ginkgo biloba), and pulses. This could make tricetin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Tricetin.
CAS Number520-31-0
Structure
Thumb
Synonyms
SynonymSource
3',4',5,5',7-PentahydroxyflavoneChEBI
5,7,3',4',5'-PentahydroxyflavoneChEBI
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-oneMeSH
5,7,3,4,5-PentahydroxyflavoneHMDB
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-oneHMDB
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one, 9ciHMDB
MYFHMDB
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one, 9CIdb_source
5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-onebiospider
Tricetindb_source
Predicted Properties
PropertyValueSource
Water Solubility0.18 g/LALOGPS
logP2.29ALOGPS
logP2.1ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)6.57ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area127.45 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity76.88 m³·mol⁻¹ChemAxon
Polarizability28.66 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H10O7
IUPAC name5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
InChI IdentifierInChI=1S/C15H10O7/c16-7-3-8(17)14-9(18)5-12(22-13(14)4-7)6-1-10(19)15(21)11(20)2-6/h1-5,16-17,19-21H
InChI KeyARSRJFRKVXALTF-UHFFFAOYSA-N
Isomeric SMILESOC1=CC2=C(C(O)=C1)C(=O)C=C(O2)C1=CC(O)=C(O)C(O)=C1
Average Molecular Weight302.2357
Monoisotopic Molecular Weight302.042652674
Classification
Description Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavones
Direct ParentFlavones
Alternative Parents
Substituents
  • 3'-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Benzenetriol
  • Pyrogallol derivative
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Vinylogous acid
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Oxacycle
  • Polyol
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 59.61%; H 3.33%; O 37.06%DFC
Melting PointMp 330°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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSTricetin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0uki-0691000000-88f18a856d20d64a9d7dSpectrum
Predicted GC-MSTricetin, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-1013059000-95ee4443442210260b10Spectrum
Predicted GC-MSTricetin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-0006-0901000000-f56262960dba956afd50Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-0006-0901000000-f56262960dba956afd50Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0udi-0019021000-2120b36108b3049a3b92Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-0udi-0009000000-3dcc5d7fef903a3c09f5Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-0002-0901000000-adca52e8c5d4d614e590Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0udi-0019021000-2120b36108b3049a3b92Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0198000000-cba95552c614a2f9b7e7Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0059000000-b7e0731c9dbeb70ddeb1Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0fb9-0922000000-9e56c907be227f02313bSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0fb9-0922000000-44709dc0d0320556b03fSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-0udi-0009000000-3dcc5d7fef903a3c09f5Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-0002-0901000000-adca52e8c5d4d614e590Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-001i-0290000000-0f57575f574a95305eb8Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-001i-0290000000-8d5cb27fdf5674bad3d3Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000i-0290000000-2d8433bfc6706f733d6cSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000i-0290000000-34ded98bef3c50e30b29Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-2fc4f29a425d7615cf06Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0009000000-8e740cef01c2d073c39dSpectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-55f2245ee61168ca6512Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0029000000-2639c7ffa8fd21499e87Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0159000000-5bcb1791e18c9991237cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002r-4690000000-f0fd1c4e0a31338873c9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-7f4283df70683b988cfdSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0029000000-702e4fc650b6dfb6c68dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0540-5970000000-cbadd30d87aae8c98ab9Spectrum
NMRNot Available
ChemSpider ID4445018
ChEMBL IDCHEMBL247484
KEGG Compound IDC10192
Pubchem Compound ID5281701
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB08230
HMDB IDHMDB29620
CRC / DFC (Dictionary of Food Compounds) IDBHJ40-K:BHJ40-K
EAFUS IDNot Available
Dr. Duke IDTRICETIN
BIGG IDNot Available
KNApSAcK IDC00013328
HET IDMYF
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
Flavours
FlavorCitations
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).