5-hydroxyflavone

primuliten

CAS: 491-78-1 C15 H10 O3 MW: 238.24230000

Identification

Name5-hydroxyflavone
IUPAC5-hydroxy-2-phenylchromen-4-one
CAS Number491-78-1
EINECS207-743-1
FDA UNII378AE9MHL3
Molecular FormulaC15 H10 O3
Molecular Weight238.24230000
MDL NumberMFCD00016944
Nikkaji NumberJ94.471H
XlogP32.50 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 425.00 °C. @ 760.00 mm Hg (est)
Flash Point 330.00 °F. TCC ( 165.40 °C. ) (est)
logP (o/w) 4.300
Soluble in water, 22.2 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
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 5-hydroxyflavone usage levels up tonot for fragrance use.
Recommendation for 5-hydroxyflavone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

alfalfa

Synonyms

4H-1- benzopyran-4-one, 5-hydroxy-2-phenyl- flavone, 5-hydroxy- 5- hydroxy-2-phenyl-4-benzopyrone 5- hydroxy-2-phenylchromen-4-one primuliten PubMed: Differences in the hydroxylation pattern of flavonoids alter their chemoprotective effect against direct- and indirect-acting mutagens. PubMed: Evaluation of estrogenic potential of flavonoids using a recombinant yeast strain and MCF7/BUS cell proliferation assay. PubMed: Hydroxyflavones as a new family of matrices for MALDI tissue imaging. PubMed: Synthesis and characterization of some new complexes of magnesium (II) and zinc (II) with the natural flavonoid primuletin. PubMed: Fluorescence behavior of (selected) flavonols: a combined experimental and computational study. PubMed: Pyranoflavones: a group of small-molecule probes for exploring the active site cavities of cytochrome P450 enzymes 1A1, 1A2, and 1B1. PubMed: Summation solute hydrogen bonding acidity values for hydroxyl substituted flavones determined by NMR spectroscopy. PubMed: Mutagenicity of flavonoids assayed by bacterial reverse mutation (Ames) test. PubMed: Novel copper-based therapeutic agent for anti-inflammatory: synthesis, characterization, and biochemical activities of copper(II) complexes of hydroxyflavone Schiff bases. PubMed: Structure-function relationships of inhibition of human cytochromes P450 1A1, 1A2, 1B1, 2C9, and 3A4 by 33 flavonoid derivatives. PubMed: Ultrasonic-assisted synthesis of chrysin derivatives linked with 1,2,3-triazoles by 1,3-dipolar cycloaddition reaction. PubMed: Excited state intramolecular proton transfer in 3-hydroxy flavone and 5-hydroxy flavone: a DFT based comparative study. PubMed: Effect of flavonoids on androgen and glucocorticoid receptors based on in vitro reporter gene assay. 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: Microbial metabolism part 9. Structure and antioxidant significance of the metabolites of 5,7-dihydroxyflavone (chrysin), and 5- and 6-hydroxyflavones. PubMed: Permeability profile estimation of flavonoids and other phenolic compounds by biopartitioning micellar capillary chromatography. PubMed: A fluorescent fluoride ion probe based on a self-organized ensemble of 5-hydroxyflavone-Al(III) complex. PubMed: Fragmentation of 3-hydroxyflavone; a computational and mass spectrometric study. 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: Towards a photophysical model for 5-hydroxyflavone. PubMed: Phytoestrogens as inhibitors of fungal 17beta-hydroxysteroid dehydrogenase. PubMed: Phytoestrogens as inhibitors of fungal 17beta-hydroxysteroid dehydrogenase. PubMed: A photoaffinity probe designed for host-specific signal flavonoid receptors in phytopathogenic Peronosporomycete zoospores of Aphanomyces cochlioides. PubMed: Inhibition of matrix metalloproteinase-2 and -9 activities by selected flavonoids. PubMed: Vasorelaxing effects of flavonoids: investigation on the possible involvement of potassium channels. PubMed: Biological effects of epicuticular flavonoids from Primula denticulata on human leukemia cells. PubMed: 7-OH-flavone is sulfated in the human liver and duodenum, whereas 5-OH-flavone and 3-OH-flavone are potent inhibitors of SULT1A1 activity and 7-OH-flavone sulfation rate. PubMed: Determination of the structure for polysubstituted flavonoid and 6-C-glucosyl flavonoids using 13C-1H long range couplings. PubMed: Aromatic hydroxylation and sulfation of 5-hydroxyflavone by Streptomyces fulvissimus.