5-hydroxyflavone
primuliten
Identification
| Name | 5-hydroxyflavone |
| IUPAC | 5-hydroxy-2-phenylchromen-4-one |
| CAS Number | 491-78-1 |
| EINECS | 207-743-1 |
| FDA UNII | 378AE9MHL3 |
| Molecular Formula | C15 H10 O3 |
| Molecular Weight | 238.24230000 |
| MDL Number | MFCD00016944 |
| Nikkaji Number | J94.471H |
| XlogP3 | 2.50 (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 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 | natural substances and extractives |
| Recommendation for 5-hydroxyflavone usage levels up to | not for fragrance use. |
| Recommendation for 5-hydroxyflavone flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
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.