tamarixetin

flavone, 4'-methoxy-3,3',5,7-tetrahydroxy-

CAS: 603-61-2 C16 H12 O7 MW: 316.26604000

Identification

Nametamarixetin
IUPAC3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
CAS Number603-61-2
EINECS210-050-7
FDA UNII73WRA8Z8M8
Molecular FormulaC16 H12 O7
Molecular Weight316.26604000
MDL NumberMFCD00017308
Nikkaji NumberJ839G
Beilstein0324993
XlogP31.90 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 601.80 °C. @ 760.00 mm Hg (est)
Flash Point 444.00 °F. TCC ( 228.80 °C. ) (est)
logP (o/w) 2.420 (est)
Soluble in water, 1122 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for tamarixetin usage levels up tonot for fragrance use.
Recommendation for tamarixetin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

cotton mexican cotton ginkgo biloba

Synonyms

4H-1- benzopyran-4-one, 3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)- (9CI) flavone, 4'-methoxy-3,3',5,7-tetrahydroxy- 4'- methoxy-3,3',5,7-tetrahydroxy-flavone 4'- methoxyquercetin 4'- methylquercetin 4'-O- methylquercetin quercetin, 4'-methyl ether 3-O-alpha-l- rhamnopyranosyl-1-2-beta-d-glucopyranoside 3-O- rhamnopyranosyl-1-2-glucopyranoside tamaraxetin 3,5,7- trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone 3,5,7- trihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one PubMed: Quercetin bioavailability is associated with inadequate plasma vitamin C status and greater plasma endotoxin in adults. PubMed: [Chemical constituents of leaves of Psidium guajava]. PubMed: The minor structural difference between the antioxidants quercetin and 4'O-methylquercetin has a major impact on their selective thiol toxicity. PubMed: Anti-influenza sesquiterpene from the roots of Reynoutria japonica. PubMed: Flavonoids from Lindera glauca Blume as low-density lipoprotein oxidation inhibitors. PubMed: Dietary flavonoids modulate CYP2C to improve drug oral bioavailability and their qualitative/quantitative structure-activity relationship. PubMed: Flavonoid inhibitory pharmacodynamics on platelet function in physiological environments. PubMed: Indirect activation of the SV23 and SV24 splice variants of human constitutive androstane receptor: analysis with 3-hydroxyflavone and its analogues. PubMed: Induction of G2 /M phase arrest and apoptosis by the flavonoid tamarixetin on human leukemia cells. PubMed: Identification of novel dietary phytochemicals inhibiting the efflux transporter breast cancer resistance protein (BCRP/ABCG2). PubMed: Bioavailability of quercetin from its aglycone and its glucorhamnoside rutin in lactating dairy cows after intraduodenal administration. PubMed: Dietary fat increases quercetin bioavailability in overweight adults. PubMed: Evaluation of the inhibitory effects of quercetin-related flavonoids and tea catechins on the monoamine oxidase-A reaction in mouse brain mitochondria. PubMed: On line characterization of 58 phenolic compounds in Citrus fruit juices from Spanish cultivars by high-performance liquid chromatography with photodiode-array detection coupled to electrospray ionization triple quadrupole mass spectrometry. PubMed: Bioavailability of the flavonol quercetin in cows after intraruminal application of quercetin aglycone and rutin. PubMed: Competition between ascorbate and glutathione for the oxidized form of methylated quercetin metabolites and analogues: tamarixetin, 4'O-methylquercetin, has the lowest thiol reactivity. PubMed: Evaluation of flavonoids and enterolactone in overnight urine as intake biomarkers of fruits, vegetables and beverages in the Inter99 cohort study using the method of triads. PubMed: Small-molecule inhibitors of NMO-IgG binding to aquaporin-4 reduce astrocyte cytotoxicity in neuromyelitis optica. PubMed: The effective method for investigation meridian tropism theory in rats. PubMed: Antioxidant flavonol glycosides from Elaeocarpus serratus and Filicium decipiens. PubMed: Effects of O-methylated metabolites of quercetin on oxidative stress, thermotolerance, lifespan and bioavailability on Caenorhabditis elegans. PubMed: Enriched cereal bars are more effective in increasing plasma quercetin compared with quercetin from powder-filled hard capsules. PubMed: [Chemical constituents of Iris dichotoma]. PubMed: Flavonoid Glycosides from the Seeds of Litchi chinensis. PubMed: [Studies on the chemical constituents from the aerial parts of Gladiolus gandavensis]. PubMed: Cholinesterase inhibitors from Cleistocalyx operculatus buds. PubMed: Xanthine oxidase inhibitory activities of extracts and flavonoids of the leaves of Blumea balsamifera. PubMed: Free fruit at workplace intervention increases total fruit intake: a validation study using 24 h dietary recall and urinary flavonoid excretion. PubMed: [Chemical constituents of Laggera pterodonta]. PubMed: Plasma levels and distribution of flavonoids in rat brain after single and repeated doses of standardized Ginkgo biloba extract EGb 761®. PubMed: Platelet-mediated metabolism of the common dietary flavonoid, quercetin. PubMed: A structural basis for the inhibition of collagen-stimulated platelet function by quercetin and structurally related flavonoids. PubMed: [Non-alkaloid constituents of Gelsemium elegans]. PubMed: Simultaneous determination of flavonoids and phenylethanoids in the flowers of Verbascum densiflorum and V. phlomoides by high-performance liquid chromatography. PubMed: Flavonoids and isoflavonoids from Sophorae Flos improve glucose uptake in vitro. PubMed: A new ferulic acid ester and other constituents from Tamarix nilotica leaves. PubMed: Aphyllin, the first isoferulic acid glycoside and other phenolics from Tamarix aphylla flowers. PubMed: 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. PubMed: 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. PubMed: Daily quercetin supplementation dose-dependently increases plasma quercetin concentrations in healthy humans. PubMed: Tissue distribution of quercetin in pigs after long-term dietary supplementation. PubMed: [Studies on flavonoids from Blumea riparia]. PubMed: St. John's wort flavonoids and their metabolites show antidepressant activity and accumulate in brain after multiple oral doses. PubMed: Activation of EpRE-mediated gene transcription by quercetin glucuronides depends on their deconjugation. PubMed: Inhibitors of osteoclast differentiation from Cephalotaxus koreana. PubMed: [Studies on flavonoids of Eupatorium odoratum L]. PubMed: Antioxidant activity and metabolite profile of quercetin in vitamin-E-depleted rats. PubMed: Flavonoids in horse chestnut (Aesculus hippocastanum) seeds and powdered waste water byproducts. PubMed: Dual regulation of the Bacillus subtilis regulon comprising the lmrAB and yxaGH operons and yxaF gene by two transcriptional repressors, LmrA and YxaF, in response to flavonoids. PubMed: Flavonol galactoside caffeiate ester and homoisoflavones from Caesalpinia millettii HOOK. et ARN. PubMed: 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. PubMed: Synthesis of 3-O-(beta-D-xylopyranosyl-(1-->2)-beta-D-glucopyranosyl)-3'-O-(beta-D-glucopyranosyl)tamarixetin, the putative structure of aescuflavoside A from the seeds of Aesculus chinensis. PubMed: Red wine alcohol promotes quercetin absorption and directs its metabolism towards isorhamnetin and tamarixetin in rat intestine in vitro. PubMed: Determination of St. John's wort flavonoid-metabolites in rat brain through high performance liquid chromatography coupled with fluorescence detection. PubMed: Dietary flavonoids as intracellular substrates for an erythrocyte trans-plasma membrane oxidoreductase activity. PubMed: Synthesis of tamarixetin and isorhamnetin 3-O-neohesperidoside. PubMed: A new antipsychotic effective neolignan from Firmiana simplex. PubMed: Ingestion of quercetin inhibits platelet aggregation and essential components of the collagen-stimulated platelet activation pathway in humans. PubMed: Characterisation of metabolites of the putative cancer chemopreventive agent quercetin and their effect on cyclo-oxygenase activity. PubMed: Inhibition of human cytochromes P450 by components of Ginkgo biloba. PubMed: The type of sugar moiety is a major determinant of the small intestinal uptake and subsequent biliary excretion of dietary quercetin glycosides. PubMed: Urinary excretion of flavonoids reflects even small changes in the dietary intake of fruits and vegetables. PubMed: Free radical scavenging abilities of flavonoids as mechanism of protection against mutagenicity induced by tert-butyl hydroperoxide or cumene hydroperoxide in Salmonella typhimurium TA102. PubMed: Absorption and urinary excretion of quercetin, rutin, and alphaG-rutin, a water soluble flavonoid, in rats. PubMed: Kinetic and stoichiometric assessment of the antioxidant activity of flavonoids by electron spin resonance spectroscopy. PubMed: Ginkgo biloba extract EGb 761 increases stress resistance and extends life span of Caenorhabditis elegans. PubMed: Endothelium-independent vasodilator effects of the flavonoid quercetin and its methylated metabolites in rat conductance and resistance arteries. PubMed: Flavonoids in human urine as biomarkers for intake of fruits and vegetables. PubMed: Biologically active secondary metabolites from Ginkgo biloba. PubMed: In vitro investigation of cytochrome P450-mediated metabolism of dietary flavonoids. PubMed: Antioxidant and antimicrobial activities of Tamarix ramosissima. PubMed: The impact of different flavonoid classes on colonic CI- secretion in rats. PubMed: Bioavailability and metabolism of the flavonol quercetin in the pig. PubMed: Flavonol glycosides from Costus spicatus. PubMed: Relaxant effects of quercetin methyl ether derivatives in isolated guinea pig trachea and their structure-activity relationships. PubMed: Characterization of flavonoids as monofunctional or bifunctional inducers of quinone reductase in murine hepatoma cell lines. PubMed: In vitro biotransformation of flavonoids by rat liver microsomes. PubMed: Bioavailability of rutin and quercetin in rats. PubMed: [Studies on the chemical constituents of Cynanchum thesioides]. PubMed: Methoxylated flavonols and flavanones from Eupatorium odoratum. PubMed: Mutagenicity of plant flavonoids: structural requirements for mutagenic activity in Salmonella typhimurium.