TAMARIXETIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H12O7
Molecular Weight	316.2623
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(C=C1O)C2=C(O)C(=O)C3=C(O2)C=C(O)C=C3O

InChI

InChIKey=FPLMIPQZHHQWHN-UHFFFAOYSA-N

InChI=1S/C16H12O7/c1-22-11-3-2-7(4-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3

HIDE SMILES / InChI

Molecular Formula	C16H12O7
Molecular Weight	316.2623
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Cholinesterase inhibitors from Cleistocalyx operculatus buds.	2010-10	21052942
Free fruit at workplace intervention increases total fruit intake: a validation study using 24 h dietary recall and urinary flavonoid excretion.	2010-10	20683461
Platelet-mediated metabolism of the common dietary flavonoid, quercetin.	2010-03-12	20300638
[Chemical constituents of Laggera pterodonta].	2010-03	20506820
A structural basis for the inhibition of collagen-stimulated platelet function by quercetin and structurally related flavonoids.	2010-03	20148891
Effects of Various Flavonoids on the α-Synuclein Fibrillation Process.	2010-01-28	20976092
Flavonoids and isoflavonoids from Sophorae Flos improve glucose uptake in vitro.	2010-01	19637114
An efficient partial synthesis of 4'-O-methylquercetin via regioselective protection and alkylation of quercetin.	2009-11-04	20300474
Simultaneous determination of flavonoids and phenylethanoids in the flowers of Verbascum densiflorum and V. phlomoides by high-performance liquid chromatography.	2009-10-09	19813264
[Non-alkaloid constituents of Gelsemium elegans].	2009-09	20030082
A new ferulic acid ester and other constituents from Tamarix nilotica leaves.	2009-07	19571423
Quantitative determination of flavonoids by column high-performance liquid chromatography with mass spectrometry and ultraviolet absorption detection in Artemisia afra and comparative studies with various species of Artemisia plants.	2009-06-03	19485225
Aphyllin, the first isoferulic acid glycoside and other phenolics from Tamarix aphylla flowers.	2009-05	19530447
Bioactive terpenoids and flavonoids from Ginkgo biloba extract induce the expression of hepatic drug-metabolizing enzymes through pregnane X receptor, constitutive androstane receptor, and aryl hydrocarbon receptor-mediated pathways.	2009-04	19034627
Comparison of intraperitoneal honey and sodium hyaluronate-carboxymethylcellulose (Seprafilm) for the prevention of postoperative intra-abdominal adhesions.	2009	19488596
Glial metabolism of quercetin reduces its neurotoxic potential.	2008-10-15	18675775
Antioxidant activity and metabolite profile of quercetin in vitamin-E-depleted rats.	2008-07	17904346
Activation of EpRE-mediated gene transcription by quercetin glucuronides depends on their deconjugation.	2008-06	18375031
[Studies on flavonoids from Blumea riparia].	2008-04	18589780
St. John's wort flavonoids and their metabolites show antidepressant activity and accumulate in brain after multiple oral doses.	2008-04	18468390
Inhibitors of osteoclast differentiation from Cephalotaxus koreana.	2007-12	17994703
Flavonoids in horse chestnut (Aesculus hippocastanum) seeds and powdered waste water byproducts.	2007-10-17	17867637
[Studies on flavonoids of Eupatorium odoratum L].	2007-06	17918432
Flavonol galactoside caffeiate ester and homoisoflavones from Caesalpinia millettii HOOK. et ARN.	2007-04	17409566
Role of quercetin and its in vivo metabolites in protecting H9c2 cells against oxidative stress.	2007-01	17045724
The reaction of flavonoid metabolites with peroxynitrite.	2006-12-01	17045238
TCDD-induced CYP1A1 expression, an index of dioxin toxicity, is suppressed by flavonoids permeating the human intestinal Caco-2 cell monolayers.	2006-11-15	17090139
Ingestion of onion soup high in quercetin inhibits platelet aggregation and essential components of the collagen-stimulated platelet activation pathway in man: a pilot study.	2006-09	16925853
Consequences of quercetin methylation for its covalent glutathione and DNA adduct formation.	2006-04-15	16516181
Red wine alcohol promotes quercetin absorption and directs its metabolism towards isorhamnetin and tamarixetin in rat intestine in vitro.	2006-04	16444288
Determination of St. John's wort flavonoid-metabolites in rat brain through high performance liquid chromatography coupled with fluorescence detection.	2006-02-17	16434241
Dietary flavonoids as intracellular substrates for an erythrocyte trans-plasma membrane oxidoreductase activity.	2005-09	16176603
Synthesis of tamarixetin and isorhamnetin 3-O-neohesperidoside.	2005-07-25	15927167
A new antipsychotic effective neolignan from Firmiana simplex.	2005-01	15742805
Molecular characterization and functional expression of flavonol 6-hydroxylase.	2004-12-13	15596008
Ingestion of quercetin inhibits platelet aggregation and essential components of the collagen-stimulated platelet activation pathway in humans.	2004-12	15613018
Characterisation of metabolites of the putative cancer chemopreventive agent quercetin and their effect on cyclo-oxygenase activity.	2004-09-13	15292928
Inhibition of human cytochromes P450 by components of Ginkgo biloba.	2004-08	15285849
The type of sugar moiety is a major determinant of the small intestinal uptake and subsequent biliary excretion of dietary quercetin glycosides.	2004-06	15182387
Urinary excretion of flavonoids reflects even small changes in the dietary intake of fruits and vegetables.	2004-05	15159318
Free radical scavenging abilities of flavonoids as mechanism of protection against mutagenicity induced by tert-butyl hydroperoxide or cumene hydroperoxide in Salmonella typhimurium TA102.	2003-09-09	12972054
Intracellular metabolism and bioactivity of quercetin and its in vivo metabolites.	2003-05-15	12578560
Kinetic and stoichiometric assessment of the antioxidant activity of flavonoids by electron spin resonance spectroscopy.	2003-03-12	12617605
Ginkgo biloba extract EGb 761 increases stress resistance and extends life span of Caenorhabditis elegans.	2002-09	12396085
Endothelium-independent vasodilator effects of the flavonoid quercetin and its methylated metabolites in rat conductance and resistance arteries.	2002-07	12065701
Biologically active secondary metabolites from Ginkgo biloba.	2002-05-22	12009978
Flavonoids in human urine as biomarkers for intake of fruits and vegetables.	2002-05	12010860
In vitro investigation of cytochrome P450-mediated metabolism of dietary flavonoids.	2002-05	11955666
Antioxidant and antimicrobial activities of Tamarix ramosissima.	2001-12	11694365
The impact of different flavonoid classes on colonic CI- secretion in rats.	2001-10-15	11597584

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:56:54 GMT 2025` Edited by `admin` on `Mon Mar 31 18:56:54 GMT 2025`
Record UNII	73WRA8Z8M8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4'-O-METHYLQUERCETIN

Preferred Name

English

TAMARIXETIN

Common Name

English

4H-1-BENZOPYRAN-4-ONE, 3,5,7-TRIHYDROXY-2-(3-HYDROXY-4-METHOXYPHENYL)-

Systematic Name

English

3,3',5,7-TETRAHYDROXY-4'-METHOXYFLAVONE

Systematic Name

English

QUERCETIN 4'-METHYL ETHER

Common Name

English

Code System Code Type Description

CHEBI

67492