3',4'-dihydroxyflavone
4-hydroxyflavonol
Identification
| Name | 3',4'-dihydroxyflavone |
| IUPAC | 2-(3,4-dihydroxyphenyl)chromen-4-one |
| CAS Number | 4143-64-0 |
| FDA UNII | KOH101S66V |
| Molecular Formula | C15 H10 O4 |
| Molecular Weight | 254.24150000 |
| MDL Number | MFCD00017600 |
| Nikkaji Number | J354.017K |
| Beilstein | 212540 |
| XlogP3 | 2.80 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 482.30 °C. @ 760.00 mm Hg (est) |
| Flash Point | 371.00 °F. TCC ( 188.40 °C. ) (est) |
| logP (o/w) | 3.080 (est) |
| Soluble in | water, 568.4 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| 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 | information only not used for fragrances or flavors |
| Recommendation for 3',4'-dihydroxyflavone usage levels up to | not for fragrance use. |
| Recommendation for 3',4'-dihydroxyflavone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-
2-(3,4-
dihydroxyphenyl)-4H-chromen-4-one
2-(3,4-
dihydroxyphenyl)chromen-4-one
4-
hydroxyflavonol
PubMed:
The O-methylation of chrysin markedly improves its intestinal anti-inflammatory properties: Structure-activity relationships of flavones.
PubMed:
3,3',4',5,5'-Pentahydroxyflavone is a potent inhibitor of amyloid β fibril formation.
PubMed:
Characterization of an O-methyltransferase from Streptomyces avermitilis MA-4680.
PubMed:
Flavonoid-induced morphological modifications of endothelial cells through microtubule stabilization.
PubMed:
Evaluation of novel chromogenic substrates for the detection of bacterial beta-glucosidase.
PubMed:
The anti-apoptotic and anti-oxidant effect of eriodictyol on UV-induced apoptosis in keratinocytes.
PubMed:
Spectroscopic and theoretical studies of the Zn(II) chelation with hydroxyflavones.
PubMed:
Time dependent density functional theory study of electronic absorption properties of lead(II) complexes with a series of hydroxyflavones.
PubMed:
Influence of biotransformation of luteolin, luteolin 7-O-glucoside, 3',4'-dihydroxyflavone and apigenin by cultured rat hepatocytes on antioxidative capacity and inhibition of EGF receptor tyrosine kinase activity.
PubMed:
Vasorelaxant and antioxidant activity of flavonols and flavones: structure-activity relationships.
PubMed:
Stability of ferric complexes with 3-hydroxyflavone (flavonol), 5,7-dihydroxyflavone (chrysin), and 3',4'-dihydroxyflavone.
PubMed:
Preparative separation of flavonoid glycosides in leaves extract of Ampelopsis grossedentata using high-speed counter-current chromatography.
PubMed:
3',4'-Dihydroxyflavonol reduces infarct size and injury associated with myocardial ischaemia and reperfusion in sheep.
PubMed:
Evaluation of novel beta-ribosidase substrates for the differentiation of Gram-negative bacteria.
PubMed:
The regioselectivity of glutathione adduct formation with flavonoid quinone/quinone methides is pH-dependent.
PubMed:
Complexes of Al(III) with 3'4'-dihydroxy-flavone: characterization, theoretical and spectroscopic study.
PubMed:
Phytoestrogens and inhibition of angiogenesis.
PubMed:
Flavonoids, dietary-derived inhibitors of cell proliferation and in vitro angiogenesis.
PubMed:
Microbiological transformation of flavone and isoflavone.
PubMed:
5,8-dihydroxyflavone (primetin) the contact sensitizer of Primula mistassinica Michaux.
PubMed:
Flavonoids and related compounds as inhibition of arachidonic acid peroxidation.
PubMed:
Chromosome number and flavonoid synthesis in Briza L. (Gramineae).
PubMed:
[Synthesis of various 3',4'-dihydroxyflavone derivatives].
PubMed:
Studies on flavonoid metabolism. Metabolism of flavone in the guinea pig.