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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=CC2=C(C(=O)C=C(O2)C3=CC(O)=C(O)C(O)=C3)C(O)=C1

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
A distinctive flavonoid chemistry for the anomalous genus Biebersteinia.
2001 Jan
Glycosides of tricetin methyl ethers as chemosystematic markers in Stachys subgenus Betonica.
2004 May
Sequential O-methylation of tricetin by a single gene product in wheat.
2006 Jul
Dietary flavones and flavonoles are inhibitors of poly(ADP-ribose)polymerase-1 in pulmonary epithelial cells.
2007 Oct
Structure-activity relationships of wheat flavone O-methyltransferase: a homodimer of convenience.
2008 May
Antimicrobial activity of Inga fendleriana extracts and isolated flavonoids.
2009 Dec
[Bioactivity guided isolation of alpha-glucosidase inhibitor from whole herbs of Crossostephium chinense].
2009 Sep
Tricetin, a dietary flavonoid, inhibits proliferation of human breast adenocarcinoma mcf-7 cells by blocking cell cycle progression and inducing apoptosis.
2009 Sep 23
Effects of Various Flavonoids on the α-Synuclein Fibrillation Process.
2010 Jan 28
Structure-function relationships of wheat flavone O-methyltransferase: Homology modeling and site-directed mutagenesis.
2010 Jul 29
Discovery of flavonoid derivatives as anti-HCV agents via pharmacophore search combining molecular docking strategy.
2012 Jun
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 Fri Dec 15 20:37:58 UTC 2023
Edited
by admin
on Fri Dec 15 20:37:58 UTC 2023
Record UNII
5627PY99ZO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRICETIN
Common Name English
5,7,3',4',5'-PENTAHYDROXYFLAVONE
Systematic 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 Fri Dec 15 20:37:58 UTC 2023 , Edited by admin on Fri Dec 15 20:37:58 UTC 2023
PRIMARY
CAS
520-31-0
Created by admin on Fri Dec 15 20:37:58 UTC 2023 , Edited by admin on Fri Dec 15 20:37:58 UTC 2023
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WIKIPEDIA
TRICETIN
Created by admin on Fri Dec 15 20:37:58 UTC 2023 , Edited by admin on Fri Dec 15 20:37:58 UTC 2023
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CHEBI
60045
Created by admin on Fri Dec 15 20:37:58 UTC 2023 , Edited by admin on Fri Dec 15 20:37:58 UTC 2023
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DRUG BANK
DB08230
Created by admin on Fri Dec 15 20:37:58 UTC 2023 , Edited by admin on Fri Dec 15 20:37:58 UTC 2023
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PUBCHEM
5281701
Created by admin on Fri Dec 15 20:37:58 UTC 2023 , Edited by admin on Fri Dec 15 20:37:58 UTC 2023
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EPA CompTox
DTXSID60199964
Created by admin on Fri Dec 15 20:37:58 UTC 2023 , Edited by admin on Fri Dec 15 20:37:58 UTC 2023
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FDA UNII
5627PY99ZO
Created by admin on Fri Dec 15 20:37:58 UTC 2023 , Edited by admin on Fri Dec 15 20:37:58 UTC 2023
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RXCUI
1994358
Created by admin on Fri Dec 15 20:37:58 UTC 2023 , Edited by admin on Fri Dec 15 20:37:58 UTC 2023
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CHEBI
507499
Created by admin on Fri Dec 15 20:37:58 UTC 2023 , Edited by admin on Fri Dec 15 20:37:58 UTC 2023
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