4',7-dihydroxyflavone
4H-1-benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)-
Identification
| Name | 4',7-dihydroxyflavone |
| IUPAC | 7-hydroxy-2-(4-hydroxyphenyl)chromen-4-one |
| CAS Number | 2196-14-7 |
| EINECS | 207-635-4 |
| FDA UNII | 53ZZF57X0U |
| Molecular Formula | C15 H10 O4 |
| Molecular Weight | 254.24150000 |
| Nikkaji Number | J78.045F |
| Beilstein | 0224356 |
| XlogP3 | 3.30 (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 Toxicity | intraperitoneal-mouse LD > 1000 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for 4',7-dihydroxyflavone usage levels up to | not for fragrance use. |
| Recommendation for 4',7-dihydroxyflavone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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, ASHMIâ¢, 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.