| Common Name |
Tricetin
| Description |
Tricetin is found in cereals and cereal products. Tricetin is a constituent of the seed coat of lentil (Lens cliinaris).Tricetin has been shown to exhibit antibiotic and anti-inflammatory functions (PMID 20120106 , 19292976 ).Tricetin belongs to the family of Flavonols. These are compounds that has the 3-hydroxyflavone backbone.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29620 (Tricetin)
| Synonyms |
| Value |
Source |
3',4',5,5',7-PentahydroxyflavoneChEBI
5,7,3',4',5'-PentahydroxyflavoneChEBI
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
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-oneHMDB
MYFHMDB
| Chemical Formlia |
C15H10O7
| Average Molecliar Weight |
302.2357
| Monoisotopic Molecliar Weight |
302.042652674
| IUPAC Name |
5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
| Traditional Name |
tricetin
| CAS Registry Number |
520-31-0
| SMILES |
OC1=CC2=C(C(O)=C1)C(=O)C=C(O2)C1=CC(O)=C(O)C(O)=C1
| InChI Identifier |
InChI=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 Key |
ARSRJFRKVXALTF-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Phenylpropanoids and polyketides
| Sub Class |
Flavonoids
| Direct Parent |
Flavones
| Alternative Parents |
3-hydroxyflavonoids
4-hydroxyflavonoids
5-hydroxyflavonoids
7-hydroxyflavonoids
Chromones
Pyrogallols and derivatives
1-hydroxy-2-unsubstituted benzenoids
Pyranones and derivatives
1-hydroxy-4-unsubstituted benzenoids
Benzene and substituted derivatives
Vinylogous acids
Heteroaromatic compounds
Oxacyclic compounds
Polyols
Organic oxides
Hydrocarbon derivatives
| 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
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
pentahydroxyflavone (CHEBI:507499 )
flavones (C10192 )
Flavones and Flavonols (C10192 )
Flavones and Flavonols (LMPK12110847 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
anti-inflammatory
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point330 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.18 mg/mLALOGPS
logP2.29ALOGPS
logP2.1ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)6.63ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area127.45 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity76.88 m3·mol-1ChemAxon
Polarizability28.66 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| LC-MS/MS |
LC-MS/MS Spectrum – Linear Ion Trap , negativesplash10-0udi-0198000000-cba95552c614a2f9b7e7View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Linear Ion Trap , negativesplash10-0udi-0059000000-b7e0731c9dbeb70ddeb1View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Linear Ion Trap , negativesplash10-0fb9-0922000000-9e56c907be227f02313bView in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Linear Ion Trap , negativesplash10-0fb9-0922000000-44709dc0d0320556b03fView in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-TOF , negativesplash10-0udi-0009000000-3dcc5d7fef903a3c09f5View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-TOF , negativesplash10-0udi-0009000000-3dcc5d7fef903a3c09f5View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-TOF , negativesplash10-0002-0901000000-adca52e8c5d4d614e590View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-TOF , negativesplash10-0002-0901000000-adca52e8c5d4d614e590View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Linear Ion Trap , positivesplash10-001i-0290000000-0f57575f574a95305eb8View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Linear Ion Trap , positivesplash10-001i-0290000000-8d5cb27fdf5674bad3d3View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Linear Ion Trap , positivesplash10-000i-0290000000-2d8433bfc6706f733d6cView in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Linear Ion Trap , positivesplash10-000i-0290000000-34ded98bef3c50e30b29View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000790
| KNApSAcK ID |
C00013328
| Chemspider ID |
4445018
| KEGG Compound ID |
C10192
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29620
| Metagene Link |
HMDB29620
| METLIN ID |
Not Available
| PubChem Compound |
5281701
| PDB ID |
MYF
| ChEBI ID |
507499
Product: Dihydroartemisinin
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Pistelli L, Bertoli A, Noccioli C, Mendez J, Musmanno RA, Di Maggio T, Coratza G: Antimicrobial activity of Inga fendleriana extracts and isolated flavonoids. Nat Prod Commun. 2009 Dec;4(12):1679-83. [PubMed:20120106 ]
- Geraets L, Haegens A, Brauers K, Haydock JA, Vernooy JH, Wouters EF, Bast A, Hageman GJ: Inhibition of LPS-induced pulmonary inflammation by specific flavonoids. Biochem Biophys Res Commun. 2009 May 8;382(3):598-603. doi: 10.1016/j.bbrc.2009.03.071. Epub 2009 Mar 16. [PubMed:19292976 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 24755889