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

CAS: 528-48-3 C15 H10 O6 MW: 286.23990000

Identification

Namefisetin
IUPAC2-(3,4-dihydroxyphenyl)-3,7-dihydroxychromen-4-one
CAS Number528-48-3
EINECS208-434-4
FDA UNIIOO2ABO9578
Molecular FormulaC15 H10 O6
Molecular Weight286.23990000
MDL NumberMFCD00006829
Nikkaji NumberJ1.584I
Beilstein0292829

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 330.00 °C. @ 760.00 mm Hg
Boiling Point 599.41 °C. @ 760.00 mm Hg (est)
Flash Point 451.00 °F. TCC ( 233.00 °C. ) (est)
logP (o/w) 1.970 (est)
Soluble in water, 5489 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usescosmetic colorants

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintravenous-mouse LD50 180 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01998']

Safety in Use

Categorycosmetic agents
Recommendation for fisetin usage levels up tonot for fragrance use.
Recommendation for fisetin flavor usage levels up tonot for flavor use.

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Jiangyin Healthway International Trade Co., Ltd

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We provide custom synthesis and contract manufacturing from milligrams to metric tonnes.

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O'Laughlin Industries Inc.

Manufacturer of chemicals and ingredients used in flavors, fragrances, food, beverages and cosmetics

Leading the Flavor and Fragrance Industry since 1980.

View All Website (973) 376-4600 olcorphk@hkstar.com

TCI AMERICA

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Potential Uses

None Found

Natural Occurrence

cotinus coggygria soybean leaf

Synonyms

4H-1- benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy- C.I. natural brown 1 cotinin 5- deoxyquercetin 5- desoxy-quercetin 5- desoxyquercetin 3,7- dihydroxy-2-(3,4-dihydroxyphenyl)-4H-1-benzopyran-4-one 2-(3,4- dihydroxyphenyl)-3,7-dihydroxy-4H-1-benzopyran-4-one 2-(3,4- dihydroxyphenyl)-3,7-dihydroxychromen-4-one fiestin fisidenolon 1521 flavone, 3,3',4',7-tetrahydroxy- fustel fustet superfustel K 3,3',4',7- tetrahydroxy-flavone 3,3',4',7- tetrahydroxyflavone 3,7,3',4'- tetrahydroxyflavone 7,3',4'- trihydroxyflavonol PubMed: Fisetin improves glucose homeostasis through the inhibition of gluconeogenic enzymes in hepatic tissues of streptozotocin induced diabetic rats. PubMed: Effects of antioxidants of bamboo leaves and flavonoids on 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) formation in chemical model systems. PubMed: Differences in the hydroxylation pattern of flavonoids alter their chemoprotective effect against direct- and indirect-acting mutagens. PubMed: The flavonoid fisetin promotes osteoblasts differentiation through Runx2 transcriptional activity. PubMed: Immunosuppressive effects of fisetin against dinitrofluorobenzene-induced atopic dermatitis-like symptoms in NC/Nga mice. PubMed: Fisetin antagonizes cell fusion, cytoskeletal organization and bone resorption in RANKL-differentiated murine macrophages. 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: Dietary flavonoids fisetin, luteolin and their derived compounds inhibit arginase, a central enzyme in Leishmania (Leishmania) amazonensis infection. PubMed: The polyphenol fisetin protects bone by repressing NF-κB and MKP-1-dependent signaling pathways in osteoclasts. PubMed: Fisetin protects against hepatosteatosis in mice by inhibiting miR-378. PubMed: Fisetin, a tetra hydroxy flavone recuperates antioxidant status and protects hepatocellular ultrastructure from hyperglycemia mediated oxidative stress in streptozotocin induced experimental diabetes in rats. PubMed: Extract of Rhus verniciflua Bark Suppresses 2,4-Dinitrofluorobenzene-Induced Allergic Contact Dermatitis. PubMed: Cognitive-enhancing effects of Rhus verniciflua bark extract and its active flavonoids with neuroprotective and anti-inflammatory activities. PubMed: Effects of fisetin supplementation on hepatic lipogenesis and glucose metabolism in Sprague-Dawley rats fed on a high fat diet. PubMed: Hypocholesterolemic effect of daily fisetin supplementation in high fat fed Sprague-Dawley rats. PubMed: Fisetin regulates obesity by targeting mTORC1 signaling. PubMed: A diet low in animal fat and rich in N-hexacosanol and fisetin is effective in reducing symptoms of Parkinson's disease. PubMed: Dietary flavonoid fisetin: a novel dual inhibitor of PI3K/Akt and mTOR for prostate cancer management. 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: Fisetin prevents fluoride- and dexamethasone-induced oxidative damage in osteoblast and hippocampal cells. PubMed: Immunosuppressive effects of fisetin in ovalbumin-induced asthma through inhibition of NF-κB activity. PubMed: Dietary chromones as antioxidant agents--the structural variable. PubMed: Epigallocatechin-3-gallate does not affect the activity of enzymes involved in metabolic activation and cellular excretion of benzo[a]pyrene in human colon carcinoma cells. PubMed: Fisetin, a novel flavonol attenuates benzo(a)pyrene-induced lung carcinogenesis in Swiss albino mice. PubMed: Directly suspended droplet microextraction with in injection-port derivatization coupled to gas chromatography-mass spectrometry for the analysis of polyphenols in herbal infusions, fruits and functional foods. PubMed: Fisetin inhibits lipopolysaccharide-induced macrophage activation and dendritic cell maturation. PubMed: Regulation of survival, proliferation, invasion, angiogenesis, and metastasis of tumor cells through modulation of inflammatory pathways by nutraceuticals. PubMed: Fisetin induces apoptosis in Huh-7 cells via downregulation of BIRC8 and Bcl2L2. PubMed: Involvement of the ERK signaling pathway in fisetin reduces invasion and migration in the human lung cancer cell line A549. PubMed: The hydroxyflavone, fisetin, suppresses mast cell activation induced by interaction with activated T cell membranes. PubMed: Induction of p53 contributes to apoptosis of HCT-116 human colon cancer cells induced by the dietary compound fisetin. PubMed: Metabolism and pharmacokinetics of 3,3',4',7-tetrahydroxyflavone (fisetin), 5-hydroxyflavone, and 7-hydroxyflavone and antihemolysis effects of fisetin and its serum metabolites. PubMed: Cupric ion reducing antioxidant capacity assay for food antioxidants: vitamins, polyphenolics, and flavonoids in food extracts. PubMed: Analysis of flavonoids in propolis and Ginkgo biloba by micellar electrokinetic capillary chromatography. PubMed: [Effects of flavonoids with different structures on proliferation of leukemia cell line HL-60]. PubMed: Dietary flavones and flavonoles are inhibitors of poly(ADP-ribose)polymerase-1 in pulmonary epithelial cells. PubMed: Determination of flavonoid aglycones in several food samples by mixed micellar electrokinetic chromatography. PubMed: Effects of various plant polyphenols on bladder carcinogen benzidine-induced mutagenicity. PubMed: Distinctive antioxidant and antiinflammatory effects of flavonols. PubMed: Inhibition of the intestinal glucose transporter GLUT2 by flavonoids. PubMed: Flavonoids modulate monocarboxylate transporter-1-mediated transport of gamma-hydroxybutyrate in vitro and in vivo. PubMed: Nutraceutical inhibitors of urokinase: potential applications in prostate cancer prevention and treatment. PubMed: Fisetin inhibits the activities of cyclin-dependent kinases leading to cell cycle arrest in HT-29 human colon cancer cells. PubMed: Effects of naturally occurring compounds on fibril formation and oxidative stress of beta-amyloid. PubMed: Oral flavonoids delay recovery from experimental autoimmune encephalomyelitis in SJL mice. PubMed: Genotoxicity of phytoestrogens. PubMed: Novel total antioxidant capacity index for dietary polyphenols and vitamins C and E, using their cupric ion reducing capability in the presence of neocuproine: CUPRAC method. PubMed: Extract from Rhus verniciflua Stokes is capable of inhibiting the growth of human lymphoma cells. PubMed: Degradation of ethyl docosahexaenoate by gamma-ray irradiation and suppression of this degradation by antioxidants. PubMed: Antimutagenic activity of flavonoids from the heartwood of Rhus verniciflua. PubMed: Inhibitory effects of several flavonoids on E-selectin expression on human umbilical vein endothelial cells stimulated by tumor necrosis factor-alpha. PubMed: Inhibitory effects of plant-derived flavonoids and phenolic acids on malonaldehyde formation from ethyl arachidonate. PubMed: Kinetic and stoichiometric assessment of the antioxidant activity of flavonoids by electron spin resonance spectroscopy. PubMed: Inhibition of thyroid type 1 deiodinase activity by flavonoids. PubMed: High-performance liquid chromatographic analysis of polyhydroxyflavones using solid-phase borate-complex extraction. PubMed: Food constituents attenuate monoamine oxidase activity and peroxide levels in C6 astrocyte cells. PubMed: Japanese intake of flavonoids and isoflavonoids from foods. PubMed: In vitro attenuation of nitric oxide production in C6 astrocyte cell culture by various dietary compounds. PubMed: Column-switching high-performance liquid chromatographic assay for the determination of quercetin in human urine with ultraviolet absorbance detection. PubMed: In vitro biotransformation of flavonoids by rat liver microsomes. PubMed: The inhibition by flavonoids of 2-amino-3-methylimidazo[4,5-f]quinoline metabolic activation to a mutagen: a structure-activity relationship study. PubMed: In vivo effect of dietary factors on the molecular action of aflatoxin B1: role of non-nutrient phenolic compounds on the catalytic activity of liver fractions. PubMed: Lignans and flavonoids inhibit aromatase enzyme in human preadipocytes. PubMed: Antimutagenic effect of plant flavonoids in the Salmonella assay system. PubMed: Antimutagenic effects of flavonoids, chalcones and structurally related compounds on the activity of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and other heterocyclic amine mutagens from cooked food. PubMed: Protection by albumin against the pro-oxidant actions of phenolic dietary components. PubMed: Modifying role of dietary factors on the mutagenicity of aflatoxin B1: in vitro effect of plant flavonoids. PubMed: An overview of aflatoxicosis of poultry: its characteristics, prevention and reduction.