trans-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-4-benzopyrone

CAS: 20725-03-5 C15 H12 O6 MW: 288.25584000

Identification

Namefustin
IUPAC(2S,3R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-2,3-dihydrochromen-4-one
CAS Number20725-03-5
EINECS243-989-6
FDA UNII4994C1X19A
Molecular FormulaC15 H12 O6
Molecular Weight288.25584000

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 226.00 °C. @ 760.00 mm Hg
Boiling Point 644.19 °C. @ 760.00 mm Hg (est)
Flash Point 481.00 °F. TCC ( 249.20 °C. ) (est)
logP (o/w) 0.870
Soluble in water, 3.194e+004 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 fustin usage levels up tonot for fragrance use.
Recommendation for fustin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

4H-1- benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-, trans- (9CI) dihydrofisetin trans-2-(3,4- dihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-4-benzopyrone (2S,3R)-2-(3,4- dihydroxyphenyl)-3,7-dihydroxy-2,3-dihydrochromen-4-one flavanone, 3,3',4',7-tetrahydroxy- (VAN) (8CI) PubMed: Phenolic Composition of Vinegars over an Accelerated Aging Process Using Different Wood Species (Acacia, Cherry, Chestnut, and Oak): Effect of Wood Toasting. PubMed: Thermo-responsive properties of metallo-supramolecular block copolymer micellar hydrogels. PubMed: Isoform-specific monoclonal antibodies against 3β-hydroxysteroid dehydrogenase/isomerase family provide markers for subclassification of human primary aldosteronism. PubMed: Two new flavanonols from the bark of Akschindlium godefroyanum. PubMed: RNA-methylation-dependent RNA processing controls the speed of the circadian clock. PubMed: m(6)A mRNA methylation: a new circadian pacesetter. PubMed: Mice genetically deficient in vasopressin V1a and V1b receptors are resistant to jet lag. PubMed: Simultaneous determination of bioactive phenolic compounds in the stem extract of Rhus verniciflua stokes by high performance liquid chromatography. PubMed: Protective effect of detoxified Rhus verniciflua stokes on human keratinocytes and dermal fibroblasts against oxidative stress and identification of the bioactive phenolics. PubMed: Analysis of core circadian feedback loop in suprachiasmatic nucleus of mCry1-luc transgenic reporter mouse. PubMed: Pore-functionalized nanoporous materials derived from block copolymers. PubMed: Rhythmic nucleotide synthesis in the liver: temporal segregation of metabolites. PubMed: Polyphenols in red wine aged in acacia (Robinia pseudoacacia) and oak (Quercus petraea) wood barrels. PubMed: Antiviral activities of flavonoids isolated from the bark of Rhus verniciflua stokes against fish pathogenic viruses In Vitro. PubMed: Preparative isolation and purification of neuroprotective compounds from Rhus verniciflua by high speed counter-current chromatography. PubMed: Neuroprotective and anti-inflammatory effects of flavonoids isolated from Rhus verniciflua in neuronal HT22 and microglial BV2 cell lines. PubMed: Functionalized nanoporous thin films from metallo-supramolecular diblock copolymers. PubMed: Temperature-responsive aqueous micelles from terpyridine end-capped poly(N-isopropylacrylamide)-block-polystyrene diblock copolymers. PubMed: Functionalized nanoporous thin films from photocleavable block copolymers. PubMed: Flavanones inhibit the clonogenicity of HCT116 cololectal cancer cells. PubMed: Circadian clock signals in the adrenal cortex. PubMed: A single synthetic small molecule that generates force against a load. PubMed: Rotaxane-based mechanically linked block copolymers. PubMed: Circadian regulation of intracellular G-protein signalling mediates intercellular synchrony and rhythmicity in the suprachiasmatic nucleus. PubMed: Light-responsive block copolymers. PubMed: Accurate determination of S-phase fraction in proliferative cells by dual fluorescence and peroxidase immunohistochemistry with 5-bromo-2'-deoxyuridine (BrdU) and Ki67 antibodies. PubMed: Transportin 1 in the mouse brain: appearance in regions of neurogenesis, cerebrospinal fluid production/sensing, and circadian clock. PubMed: Improved limits on spin-dependent WIMP-proton interactions from a two liter CF3I bubble chamber. PubMed: Prevalence and socioeconomic aspects of epilepsy in the Croatian county of Sibenik-Knin: community-based survey. PubMed: Effect of toasting intensity at cooperage on phenolic compounds in acacia (Robinia pseudoacacia) heartwood. PubMed: Hypertension due to loss of clock: novel insight from the molecular analysis of Cry1/Cry2-deleted mice. PubMed: HPLC-DAD-MS analysis of dyes identified in textiles from Mount Athos. PubMed: Discovering new block terpolymer micellar morphologies. PubMed: Mammalian circadian clock system: Molecular mechanisms for pharmaceutical and medical sciences. PubMed: Activation of AMPA receptors in the suprachiasmatic nucleus phase-shifts the mouse circadian clock in vivo and in vitro. PubMed: Metallo-supramolecular diblock copolymers based on heteroleptic cobalt(III) and nickel(II) bis-terpyridine complexes. PubMed: Cotinus coggygria wood: novel flavanone dimer and development of an HPLC/UV/MS method for the simultaneous determination of fourteen phenolic constituents. PubMed: Polymeric micelles induced by interpolymer complexation. PubMed: Highly ordered conjugated polymer nanoarchitectures with three-dimensional structural control. PubMed: Fustin flavonoid attenuates beta-amyloid (1-42)-induced learning impairment. PubMed: Circadian expression of the Na+/H+ exchanger NHE3 in the mouse renal medulla. PubMed: Phytochemical analysis of young fustic (Cotinus coggygria heartwood) and identification of isolated colourants in historical textiles. PubMed: Transcriptional feedback loops in the ovine circadian clock. PubMed: Self-Assembly and pH-Responsiveness of ABC Miktoarm Star Terpolymers. PubMed: Cry1 circadian phase in vitro: wrapped up with an E-box. PubMed: Surface micellization of poly(2-oxazoline)s based copolymers containing a crystallizable block. PubMed: Egr1 involvement in evening gene regulation by melatonin. PubMed: Implication of the F-Box Protein FBXL21 in circadian pacemaker function in mammals. PubMed: Synthesis and pH-dependent micellization of diblock copolymer mixtures. PubMed: Ancestral TSH mechanism signals summer in a photoperiodic mammal. PubMed: Quantitative trait Loci for regional adiposity in mouse lines divergently selected for food intake. PubMed: Flavonoids with DNA strand-scission activity from Rhus javanica var. roxburghiana. PubMed: Protective effects of fustin, a flavonoid from Rhus verniciflua Stokes, on 6-hydroxydopamine-induced neuronal cell death. PubMed: One-step polymer grafting from silicon nitride SPM probes: from isolated chains to brush regime. PubMed: Kinetic model for the antiradical activity of the isolated p-catechol group in flavanone type structures using the free stable radical 2,2-diphenyl-1-picrylhydrazyl as the antiradical probe. PubMed: Reorganization of hydrogen-bonded block copolymer complexes. PubMed: Phenolic-rich fraction from Rhus verniciflua Stokes (RVS) suppress inflammatory response via NF-kappaB and JNK pathway in lipopolysaccharide-induced RAW 264.7 macrophages. PubMed: Rhus verniciflua stokes extract: radical scavenging activities and protective effects on H2O2-induced cytotoxicity in macrophage RAW 264.7 cell lines. PubMed: Tuning the hydrophilicity of gold nanoparticles templated in star block copolymers. PubMed: Microwave-assisted synthesis and micellization behavior of soy-based copoly(2-oxazoline)s. PubMed: Flavonoids purified from Rhus verniciflua Stokes actively inhibit cell growth and induce apoptosis in human osteosarcoma cells. PubMed: A paternally imprinted QTL for mature body mass on mouse chromosome 8. PubMed: Mice with low metabolic rates are not susceptible to weight gain when fed a high-fat diet. PubMed: Triblock terpolymer micelles: a personal outlook. PubMed: Parameters influencing the templated growth of colloidal crystals on chemically patterned surfaces. PubMed: Combinatorial synthesis of star-shaped block copolymers: host-guest chemistry of unimolecular reversed micelles. PubMed: Extract from Rhus verniciflua Stokes is capable of inhibiting the growth of human lymphoma cells. PubMed: Molecular and biochemical analysis of two cDNA clones encoding dihydroflavonol-4-reductase from Medicago truncatula. PubMed: Antimutagenic activity of flavonoids from the heartwood of Rhus verniciflua. PubMed: Antirheumatoid arthritis effect of Rhus verniciflua and of the active component, sulfuretin. PubMed: Mechanically linked polycarbonate. PubMed: Identification of Rhus verniciflua Stokes compounds that exhibit free radical scavenging and anti-apoptotic properties. PubMed: Physical consequences of a mechanically interlocked architecture: benzylic amide catenane NH stretching vibrations as sensitive probes for weakly hydrogen-bonding environments. PubMed: In vitro effects of natural plant polyphenols on the proliferation of normal and abnormal human lymphocytes and their secretions of interleukin-2. PubMed: Effects of flavonoids on cyclic AMP phosphodiesterase and lipid mobilization in rat adipocytes. PubMed: Condensed tannins. 6. Biochemical and stereochemical interrelationships of fustin from black-wattle heartwood (Acacia mollissima).