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Details

Stereochemistry ACHIRAL
Molecular Formula C15H10O7
Molecular Weight 302.2357
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRICETIN

SMILES

OC1=CC(O)=C2C(=O)C=C(OC2=C1)C3=CC(O)=C(O)C(O)=C3

InChI

InChIKey=ARSRJFRKVXALTF-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C15H10O7
Molecular Weight 302.2357
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Tricetin is a dietary flavonoid found in cereals and cereal products, ginkgo nuts, pulses, and tea. It has demonstrated anti-inflammatory and anticancer effects in a number of in vitro model.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P14780
Gene ID: 4318.0
Gene Symbol: MMP9
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Discovery of flavonoid derivatives as anti-HCV agents via pharmacophore search combining molecular docking strategy.
2012-06
Structure-function relationships of wheat flavone O-methyltransferase: Homology modeling and site-directed mutagenesis.
2010-07-29
Effects of Various Flavonoids on the α-Synuclein Fibrillation Process.
2010-01-28
Antimicrobial activity of Inga fendleriana extracts and isolated flavonoids.
2009-12
Tricetin, a dietary flavonoid, inhibits proliferation of human breast adenocarcinoma mcf-7 cells by blocking cell cycle progression and inducing apoptosis.
2009-09-23
[Bioactivity guided isolation of alpha-glucosidase inhibitor from whole herbs of Crossostephium chinense].
2009-09
Inhibition of LPS-induced pulmonary inflammation by specific flavonoids.
2009-05-08
Nanocapsule@xerogel microparticles containing sodium diclofenac: a new strategy to control the release of drugs.
2008-06-24
Structure-activity relationships of wheat flavone O-methyltransferase: a homodimer of convenience.
2008-05
Cation dependent O-methyltransferases from rice.
2008-02
Dietary flavones and flavonoles are inhibitors of poly(ADP-ribose)polymerase-1 in pulmonary epithelial cells.
2007-10
Sequential O-methylation of tricetin by a single gene product in wheat.
2006-07
Glycosides of tricetin methyl ethers as chemosystematic markers in Stachys subgenus Betonica.
2004-05
Flavone glucosides with immunomodulatory activity from the leaves of Pleioblastus amarus.
2004-04
Quantitative high-performance liquid chromatography analyses of flavonoids in Australian Eucalyptus honeys.
2004-01-28
Identification of lipophilic flavones and flavonols by comparative HPLC, TLC and UV spectral analysis.
2003-04-16
The unique occurrence of the flavone aglycone tricetin in Myrtaceae pollen.
2002-11-21
A distinctive flavonoid chemistry for the anomalous genus Biebersteinia.
2001-01
Patents

Sample Use Guides

Tricetin was administered to four rats at an oral dose of 100 mg which resulted in the urinary excretion of unchanged tricetin, accompanied by small amounts of 3,5-dihydroxyphenylpropionic acid.
Route of Administration: Oral
Human MCF-7 breast cancer cells were maintained in monolayer cultures at 37 deg-C under a 5% CO2 atmosphere in DMEM supplemented with 10% FCS, 5 micro-g/mL insulin, 100 units/mL of penicillin G, 100 micro-g/mL of streptomycin, and 0.25 micro-g/mL of amphotericin B. Cells were plated in 96-well culture plates, and incubated for 24 hours prior to treatment with various concentrations of triceten and a further 48 hour incubation period. Inhibition of cell proliferation by tricetin was measured by XTT assay. Triceten inhibited the growth of MCF-7 cells in a dose-dependent manner with an IC50 value of 32.17 micro-M.
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:12:13 GMT 2025
Edited
by admin
on Mon Mar 31 20:12:13 GMT 2025
Record UNII
5627PY99ZO
Record Status Validated (UNII)
Record Version
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Name Type Language
5,7,3',4',5'-PENTAHYDROXYFLAVONE
Preferred Name English
TRICETIN
Common Name English
5,7-DIHYDROXY-2-(3,4,5-TRIHYDROXYPHENYL)CHROMEN-4-ONE
Systematic Name English
Code System Code Type Description
DAILYMED
5627PY99ZO
Created by admin on Mon Mar 31 20:12:13 GMT 2025 , Edited by admin on Mon Mar 31 20:12:13 GMT 2025
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CAS
520-31-0
Created by admin on Mon Mar 31 20:12:13 GMT 2025 , Edited by admin on Mon Mar 31 20:12:13 GMT 2025
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WIKIPEDIA
TRICETIN
Created by admin on Mon Mar 31 20:12:13 GMT 2025 , Edited by admin on Mon Mar 31 20:12:13 GMT 2025
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CHEBI
60045
Created by admin on Mon Mar 31 20:12:13 GMT 2025 , Edited by admin on Mon Mar 31 20:12:13 GMT 2025
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DRUG BANK
DB08230
Created by admin on Mon Mar 31 20:12:13 GMT 2025 , Edited by admin on Mon Mar 31 20:12:13 GMT 2025
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PUBCHEM
5281701
Created by admin on Mon Mar 31 20:12:13 GMT 2025 , Edited by admin on Mon Mar 31 20:12:13 GMT 2025
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EPA CompTox
DTXSID60199964
Created by admin on Mon Mar 31 20:12:13 GMT 2025 , Edited by admin on Mon Mar 31 20:12:13 GMT 2025
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FDA UNII
5627PY99ZO
Created by admin on Mon Mar 31 20:12:13 GMT 2025 , Edited by admin on Mon Mar 31 20:12:13 GMT 2025
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RXCUI
1994358
Created by admin on Mon Mar 31 20:12:13 GMT 2025 , Edited by admin on Mon Mar 31 20:12:13 GMT 2025
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CHEBI
507499
Created by admin on Mon Mar 31 20:12:13 GMT 2025 , Edited by admin on Mon Mar 31 20:12:13 GMT 2025
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