4',7-dihydroxyflavone

4H-1-benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)-

CAS: 2196-14-7 C15 H10 O4 MW: 254.24150000

Identification

Name4',7-dihydroxyflavone
IUPAC7-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
CAS Number2196-14-7
EINECS207-635-4
FDA UNII53ZZF57X0U
Molecular FormulaC15 H10 O4
Molecular Weight254.24150000
Nikkaji NumberJ78.045F
Beilstein0224356
XlogP33.30 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 512.80 °C. @ 760.00 mm Hg (est)
Flash Point 394.00 °F. TCC ( 201.20 °C. ) (est)
logP (o/w) 2.540 (est)
Soluble in water, 568.4 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral Toxicityintraperitoneal-mouse LD > 1000 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']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for 4',7-dihydroxyflavone usage levels up tonot for fragrance use.
Recommendation for 4',7-dihydroxyflavone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

alfalfa bean fava bean fenugreek not found in nature

Synonyms

4H-1- benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)- 7,4'- dihydroxyflavanone 7,4'- dihydroxyflavone flavone, 4',7-dihydroxy- 7- hydroxy-2-(4-hydroxyphenyl)chromen-4-one PubMed: Inducible De Novo Biosynthesis of Isoflavonoids in Soybean Leaves by Spodoptera litura Derived Elicitors: Tracer Techniques Aided by High Resolution LCMS. PubMed: Carboxymethyl flavonoids and a chromone with antimicrobial activity from Selaginella moellendorffii Hieron. PubMed: The Flavonoid 7,4'-Dihydroxyflavone Inhibits MUC5AC Gene Expression, Production, and Secretion via Regulation of NF-κB, STAT6, and HDAC2. PubMed: Inhibitory constituents of Sophora tonkinensis on nitric oxide production in RAW 264.7 macrophages. PubMed: Glycyrrhiza uralensis flavonoids present in anti-asthma formula, ASHMI™, inhibit memory Th2 responses in vitro and in vivo. PubMed: Synthesis, biological evaluation of 5-carbomethoxymethyl-7-hydroxy-2-pentylchromone, 5-carboethoxymethyl-4',7-dihydroxyflavone and their analogues. PubMed: Carboxymethyl flavonoids and a monoterpene glucoside from Selaginella moellendorffii. PubMed: Bioactive flavones and biflavones from Selaginella moellendorffii Hieron. PubMed: Intestinal first-pass glucuronidation activities of selected dihydroxyflavones. PubMed: Isolation and characterization of phenolic compounds from the leaves of Salix matsudana. PubMed: Flavones and flavonols play distinct critical roles during nodulation of Medicago truncatula by Sinorhizobium meliloti. PubMed: Microbial metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones. PubMed: Flavonoids of Crotalaria sessiliflora. PubMed: Flavonoid-related regulation of auxin accumulation in Agrobacterium tumefaciens-induced plant tumors. PubMed: New Rhizobium leguminosarum flavonoid-induced proteins revealed by proteome analysis of differentially displayed proteins. PubMed: [Flavone constituents in the seeds of Sophora vicii folia Hance]. PubMed: [Chemical components of decoction of radix Paeoniae and radix Glycyrrhizae]. PubMed: [Constituents of the petroleum ether and ethyl acetate extract fractions from Dracaena cochinensis (Lour.) S.C. Chen]. PubMed: Structurally diverse chitolipooligosaccharide nod factors accumulate primarily in membranes of wild type Rhizobium leguminosarum biovar trifolii. PubMed: Flavone-enhanced accumulation and symbiosis-related biological activity of a diglycosyl diacylglycerol membrane glycolipid from Rhizobium leguminosarum biovar trifolii. PubMed: Phospholipid and fatty acid compositions of Rhizobium leguminosarum biovar trifolii ANU843 in relation to flavone-activated pSym nod gene expression. PubMed: Chemotaxis of Rhizobium meliloti towards Nodulation Gene-Inducing Compounds from Alfalfa Roots. PubMed: Flavonoids released naturally from alfalfa promote development of symbiotic glomus spores in vitro. PubMed: Concurrent Synthesis and Release of nod-Gene-Inducing Flavonoids from Alfalfa Roots. PubMed: Chrysoeriol and Luteolin Released from Alfalfa Seeds Induce nod Genes in Rhizobium meliloti. PubMed: [HPLC analysis of flavonoids in the root of six Glycyrrhiza species]. PubMed: A Chalcone and Two Related Flavonoids Released from Alfalfa Roots Induce nod Genes of Rhizobium meliloti. PubMed: Interactions among Flavonoid nod Gene Inducers Released from Alfalfa Seeds and Roots. PubMed: Metabolism of apigenin and related compounds in the rat. Metabolite formation in vivo and by the intestinal microflora in vitro.