6-hydroxyflavone
4H-1-benzopyran-4-one, 6-hydroxy-2-phenyl-
Identification
| Name | 6-hydroxyflavone |
| IUPAC | 6-hydroxy-2-phenylchromen-4-one |
| CAS Number | 6665-83-4 |
| EINECS | 229-704-8 |
| FDA UNII | 148S6Z78H6 |
| Molecular Formula | C15 H10 O3 |
| Molecular Weight | 238.24230000 |
| MDL Number | MFCD00017329 |
| Nikkaji Number | J298.052E |
| XlogP3 | 3.60 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 450.12 °C. @ 760.00 mm Hg (est) |
| Flash Point | 349.00 °F. TCC ( 176.30 °C. ) (est) |
| logP (o/w) | 4.445 (est) |
| Soluble in | water, 270.9 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 6-hydroxyflavone usage levels up to | not for fragrance use. |
| Recommendation for 6-hydroxyflavone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 6-hydroxy-2-phenyl-
6-
hydroxy-2-phenyl-4-benzopyrone
6-
hydroxy-2-phenyl-4H-chromen-4-one
6-
hydroxy-2-phenyl-chromen-4-one
6-
hydroxy-2-phenylchromen-4-one
6-
hydroxy-flavone
PubMed:
Effects of 6-Hydroxyflavone on Osteoblast Differentiation in MC3T3-E1 Cells.
PubMed:
β-Cyclodextrin assisted solubilization of Cu and Cr complexes of flavonoids in aqueous medium: a DNA-interaction study.
PubMed:
Influences of glucose on the dietary hydroxyflavonoid-plasma protein interaction.
PubMed:
Interference of selected flavonoid aglycons in platelet aggregation assays.
PubMed:
A new strategy to rapidly evaluate kinetics of glucuronide efflux by breast cancer resistance protein (BCRP/ABCG2).
PubMed:
Non-covalent interaction of dietary polyphenols with total plasma proteins of type II diabetes: molecular structure/property-affinity relationships.
PubMed:
Noncovalent interaction of dietary polyphenols with common human plasma proteins.
PubMed:
Sulfation of selected mono-hydroxyflavones by sulfotransferases in vitro: a species and gender comparison.
PubMed:
[Effect of seven kinds of flavonoids on recombinant human protein tyrosine phosphatase].
PubMed:
A comparative study of flavonoid analogues on streptozotocin-nicotinamide induced diabetic rats: quercetin as a potential antidiabetic agent acting via 11beta-hydroxysteroid dehydrogenase type 1 inhibition.
PubMed:
GABA(A) receptor subtype selectivity underlying anxiolytic effect of 6-hydroxyflavone.
PubMed:
Mechanism of CYP2C9 inhibition by flavones and flavonols.
PubMed:
Secretion of cortisol and aldosterone as a vulnerable target for adrenal endocrine disruption - screening of 30 selected chemicals in the human H295R cell model.
PubMed:
Microbial metabolism part 9. Structure and antioxidant significance of the metabolites of 5,7-dihydroxyflavone (chrysin), and 5- and 6-hydroxyflavones.
PubMed:
[Effects of flavonoids with different structures on proliferation of leukemia cell line HL-60].
PubMed:
Analysis of flavonoids by CE using capacitively coupled contactless conductivity detection.
PubMed:
Flavonoid inhibition of overexpressed human 3beta-hydroxysteroid dehydrogenase type II.
PubMed:
Relaxant effects of flavonoids in isolated guinea pig trachea and their structure-activity relationships.
PubMed:
Effects of flavonoid phytochemicals on cortisol production and on activities of steroidogenic enzymes in human adrenocortical H295R cells.
PubMed:
Covalent alteration of the CYP3A4 active site: evidence for multiple substrate binding domains.
PubMed:
Effects of flavonoids on the growth and cell cycle of cancer cells.
PubMed:
Development of a simple method for the determination of genistein, daidzein, biochanin A, and formononetin (biochanin B) in human urine.
PubMed:
Expression of p56lck in B-cell neoplasias.
PubMed:
Methylated C-glycosylflavones as taxonomic markers in orchids of the subtribe Ornithocephalinae.
PubMed:
Antimutagenic effects of flavonoids, chalcones and structurally related compounds on the activity of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and other heterocyclic amine mutagens from cooked food.
PubMed:
Antiproliferative effects of synthetic and naturally occurring flavonoids on tumor cells of the human breast carcinoma cell line, ZR-75-1.