TAMARIXETIN

Investigational

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
Antioxidant and antimicrobial activities of Tamarix ramosissima.	2001 Dec	11694365
The impact of different flavonoid classes on colonic CI- secretion in rats.	2001 Oct 15	11597584
Endothelium-independent vasodilator effects of the flavonoid quercetin and its methylated metabolites in rat conductance and resistance arteries.	2002 Jul	12065701
Flavonoids in human urine as biomarkers for intake of fruits and vegetables.	2002 May	12010860
In vitro investigation of cytochrome P450-mediated metabolism of dietary flavonoids.	2002 May	11955666
Biologically active secondary metabolites from Ginkgo biloba.	2002 May 22	12009978
Ginkgo biloba extract EGb 761 increases stress resistance and extends life span of Caenorhabditis elegans.	2002 Sep	12396085
Kinetic and stoichiometric assessment of the antioxidant activity of flavonoids by electron spin resonance spectroscopy.	2003 Mar 12	12617605
Intracellular metabolism and bioactivity of quercetin and its in vivo metabolites.	2003 May 15	12578560
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 Sep 9	12972054
Inhibition of human cytochromes P450 by components of Ginkgo biloba.	2004 Aug	15285849
Ingestion of quercetin inhibits platelet aggregation and essential components of the collagen-stimulated platelet activation pathway in humans.	2004 Dec	15613018
Molecular characterization and functional expression of flavonol 6-hydroxylase.	2004 Dec 13	15596008
The type of sugar moiety is a major determinant of the small intestinal uptake and subsequent biliary excretion of dietary quercetin glycosides.	2004 Jun	15182387
Urinary excretion of flavonoids reflects even small changes in the dietary intake of fruits and vegetables.	2004 May	15159318
Characterisation of metabolites of the putative cancer chemopreventive agent quercetin and their effect on cyclo-oxygenase activity.	2004 Sep 13	15292928
A new antipsychotic effective neolignan from Firmiana simplex.	2005 Jan	15742805
Synthesis of tamarixetin and isorhamnetin 3-O-neohesperidoside.	2005 Jul 25	15927167
Dietary flavonoids as intracellular substrates for an erythrocyte trans-plasma membrane oxidoreductase activity.	2005 Sep	16176603
Red wine alcohol promotes quercetin absorption and directs its metabolism towards isorhamnetin and tamarixetin in rat intestine in vitro.	2006 Apr	16444288
Consequences of quercetin methylation for its covalent glutathione and DNA adduct formation.	2006 Apr 15	16516181
The reaction of flavonoid metabolites with peroxynitrite.	2006 Dec 1	17045238
Determination of St. John's wort flavonoid-metabolites in rat brain through high performance liquid chromatography coupled with fluorescence detection.	2006 Feb 17	16434241
TCDD-induced CYP1A1 expression, an index of dioxin toxicity, is suppressed by flavonoids permeating the human intestinal Caco-2 cell monolayers.	2006 Nov 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 Sep	16925853
Flavonol galactoside caffeiate ester and homoisoflavones from Caesalpinia millettii HOOK. et ARN.	2007 Apr	17409566
Inhibitors of osteoclast differentiation from Cephalotaxus koreana.	2007 Dec	17994703
Role of quercetin and its in vivo metabolites in protecting H9c2 cells against oxidative stress.	2007 Jan	17045724
[Studies on flavonoids of Eupatorium odoratum L].	2007 Jun	17918432
Flavonoids in horse chestnut (Aesculus hippocastanum) seeds and powdered waste water byproducts.	2007 Oct 17	17867637
[Studies on flavonoids from Blumea riparia].	2008 Apr	18589780
St. John's wort flavonoids and their metabolites show antidepressant activity and accumulate in brain after multiple oral doses.	2008 Apr	18468390
Antioxidant activity and metabolite profile of quercetin in vitamin-E-depleted rats.	2008 Jul	17904346
Activation of EpRE-mediated gene transcription by quercetin glucuronides depends on their deconjugation.	2008 Jun	18375031
Glial metabolism of quercetin reduces its neurotoxic potential.	2008 Oct 15	18675775
Comparison of intraperitoneal honey and sodium hyaluronate-carboxymethylcellulose (Seprafilm) for the prevention of postoperative intra-abdominal adhesions.	2009	19488596
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 Apr	19034627
A new ferulic acid ester and other constituents from Tamarix nilotica leaves.	2009 Jul	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 Mar-Apr	19485225
Aphyllin, the first isoferulic acid glycoside and other phenolics from Tamarix aphylla flowers.	2009 May	19530447
An efficient partial synthesis of 4'-O-methylquercetin via regioselective protection and alkylation of quercetin.	2009 Nov 4	20300474
[Non-alkaloid constituents of Gelsemium elegans].	2009 Sep	20030082
Flavonoids and isoflavonoids from Sophorae Flos improve glucose uptake in vitro.	2010 Jan	19637114
Effects of Various Flavonoids on the α-Synuclein Fibrillation Process.	2010 Jan 28	20976092
[Chemical constituents of Laggera pterodonta].	2010 Mar	20506820
A structural basis for the inhibition of collagen-stimulated platelet function by quercetin and structurally related flavonoids.	2010 Mar	20148891
Platelet-mediated metabolism of the common dietary flavonoid, quercetin.	2010 Mar 12	20300638
Simultaneous determination of flavonoids and phenylethanoids in the flowers of Verbascum densiflorum and V. phlomoides by high-performance liquid chromatography.	2010 Mar-Apr	19813264
Cholinesterase inhibitors from Cleistocalyx operculatus buds.	2010 Oct	21052942
Free fruit at workplace intervention increases total fruit intake: a validation study using 24 h dietary recall and urinary flavonoid excretion.	2010 Oct	20683461

Substance Class	Chemical Created by `admin` on `Thu Jul 06 01:12:17 UTC 2023` Edited by `admin` on `Thu Jul 06 01:12:17 UTC 2023`
Record UNII	73WRA8Z8M8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TAMARIXETIN

Common Name

English

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

Systematic Name

English

4'-O-METHYLQUERCETIN

Common 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