7-hydroxyflavone
4H-1-benzopyran-4-one, 7-hydroxy-2-phenyl-
 
Notes:
None found
  • BOC Sciences
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      Product(s):
      6665-86-7 7-hydroxy-2-phenyl-4-benzopyrone >97.0%(T)
       
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      Product(s):
      H0852 7-Hydroxyflavone >97.0%(T)
       
Synonyms   Articles   Notes   Search
CAS Number: 6665-86-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 229-705-3
FDA UNII: ZE72458E4L
Nikkaji Web: J46.306J
MDL: MFCD00006835
XlogP3: 3.60 (est)
Molecular Weight: 238.24230000
Formula: C15 H10 O3
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 245.00 °C. @ 760.00 mm Hg
Boiling Point: 450.12 °C. @ 760.00 mm Hg (est)
Flash Point: 349.00 °F. TCC ( 176.30 °C. ) (est)
logP (o/w): 3.620
Soluble in:
 water, 84.55 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
7-hydroxy-2-phenyl-4-benzopyrone >97.0%(T)
ExtraSynthese
For experimental / research use only.
7-Hydroxyflavone (HPLC) ≥90%
Penta International
7-HYDROXYFLAVONE
Santa Cruz Biotechnology
For experimental / research use only.
7-Hydroxyflavone
Sigma-Aldrich: Aldrich
For experimental / research use only.
7-Hydroxyflavone ≥98%
TCI AMERICA
For experimental / research use only.
7-Hydroxyflavone >97.0%(T)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for 7-hydroxyflavone usage levels up to:
 not for fragrance use.
 
Recommendation for 7-hydroxyflavone flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5281894
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 7-hydroxy-2-phenylchromen-4-one
Chemidplus: 0006665867
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References:
 7-hydroxy-2-phenylchromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5281894
Pubchem (sid): 135030367
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C11264
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2932.99.7000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
4H-1-benzopyran-4-one, 7-hydroxy-2-phenyl-
 flavone, 7-hydroxy-
7-hydroxy flavone
7-hydroxy-2-phenyl-4-benzopyrone
7-hydroxy-2-phenyl-4H-chromen-4-one
7-hydroxy-2-phenyl-chromen-4-one
7-hydroxy-2-phenylchromen-4-one
7-hydroxy-2-phenylchromone
7-hydroxy-flavone
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Articles:
PubMed: Analysis of the erythroid differentiation effect of flavonoid apigenin on K562 human chronic leukemia cells.
PubMed: Effects of 6-Hydroxyflavone on Osteoblast Differentiation in MC3T3-E1 Cells.
PubMed: 7-hydroxyflavone revisited: spectral, acid-base properties, and interplay of the protolytic forms in the ground and excited states.
PubMed: Inhibition of Enterovirus 71 replication by 7-hydroxyflavone and diisopropyl-flavon7-yl Phosphate.
PubMed: Differences in the hydroxylation pattern of flavonoids alter their chemoprotective effect against direct- and indirect-acting mutagens.
PubMed: Natural potential therapeutic agents of neurodegenerative diseases from the traditional herbal medicine Chinese dragon's blood.
PubMed: Simultaneous quantitation of 5- and 7-hydroxyflavone antioxidants and their binding constants with BSA using dual chiral capillary electrophoresis (dCCE) and HPLC with fluorescent detection.
PubMed: Urease inhibitory constituents from Daphne retusa.
PubMed: Identification of a novel flavonoid glycoside sulfotransferase in Arabidopsis thaliana.
PubMed: Evaluation of estrogenic potential of flavonoids using a recombinant yeast strain and MCF7/BUS cell proliferation assay.
PubMed: Mutual regioselective inhibition of human UGT1A1-mediated glucuronidation of four flavonoids.
PubMed: Identification and characterization of a novel kaempferol sulfotransferase from Arabidopsis thaliana.
PubMed: Summation solute hydrogen bonding acidity values for hydroxyl substituted flavones determined by NMR spectroscopy.
PubMed: Binding of diverse environmental chemicals with human cytochromes P450 2A13, 2A6, and 1B1 and enzyme inhibition.
PubMed: Influences of glucose on the dietary hydroxyflavonoid-plasma protein interaction.
PubMed: Structural and functional analysis of the natural JNK1 inhibitor quercetagetin.
PubMed: Iron reduction potentiates hydroxyl radical formation only in flavonols.
PubMed: Inhibitory effects and underlying mechanism of 7-hydroxyflavone phosphate ester in HeLa cells.
PubMed: Mutagenicity of flavonoids assayed by bacterial reverse mutation (Ames) test.
PubMed: Spectroscopic study of solvent effects on the electronic absorption spectra of flavone and 7-hydroxyflavone in neat and binary solvent mixtures.
PubMed: Structure of flavonoids influences the degree inhibition of Benzo(a)pyrene - induced DNA damage and micronuclei in HepG2 cells.
PubMed: Sulfation of selected mono-hydroxyflavones by sulfotransferases in vitro: a species and gender comparison.
PubMed: Structure-function relationships of inhibition of human cytochromes P450 1A1, 1A2, 1B1, 2C9, and 3A4 by 33 flavonoid derivatives.
PubMed: Comprehensive review of Clerodendrum phlomidis: a traditionally used bitter.
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: Structure-affinity relationship of flavones on binding to serum albumins: effect of hydroxyl groups on ring A.
PubMed: Use of glucuronidation fingerprinting to describe and predict mono- and dihydroxyflavone metabolism by recombinant UGT isoforms and human intestinal and liver microsomes.
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: Mechanism of CYP2C9 inhibition by flavones and flavonols.
PubMed: Ground and excited state proton transfer and antioxidant activity of 7-hydroxyflavone in model membranes: absorption and fluorescence spectroscopic studies.
PubMed: Intestinal first-pass glucuronidation activities of selected dihydroxyflavones.
PubMed: Protein engineering on biphenyl dioxygenase for conferring activity to convert 7-hydroxyflavone and 5,7-dihydroxyflavone (chrysin).
PubMed: Inhibition of fatty acid amide hydrolase by kaempferol and related naturally occurring flavonoids.
PubMed: Empirically predicted 13C NMR chemical shifts for 8-hydroxyflavone starting from 7,8,4'-trihydroxyflavone and from 7,8-dihydroxyflavone.
PubMed: [Effects of flavonoids with different structures on proliferation of leukemia cell line HL-60].
PubMed: Interaction of 7-hydroxyflavone with human serum albumin: a spectroscopic study.
PubMed: A novel approach to the synthesis of 6-amino-7-hydroxy-flavone.
PubMed: Antimetastatic potentials of flavones on oral cancer cell via an inhibition of matrix-degrading proteases.
PubMed: Aromatase inhibition by bioavailable methylated flavones.
PubMed: Characterization of a potent and selective small-molecule inhibitor of the PIM1 kinase.
PubMed: Design, synthesis, and antiproliferative and CDK2-cyclin a inhibitory activity of novel flavopiridol analogues.
PubMed: Phytoestrogens as inhibitors of the human progesterone metabolizing enzyme AKR1C1.
PubMed: Methylated flavonoids have greatly improved intestinal absorption and metabolic stability.
PubMed: [Study on the non-covalent interaction of 7-hydroxy flavone and its phosphate with DNA by fluorescence method].
PubMed: Effect of different flavonoids on collagen synthesis in human fibroblasts.
PubMed: Microbial metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones.
PubMed: Characterization of polyphenols from plant materials through their silylation and 29Si NMR spectroscopy-line assignment through 29Si, 13C spin-spin couplings.
PubMed: Anti-inflammatory inhibition of endothelial cell adhesion molecule expression by flavone derivatives.
PubMed: Vasorelaxing effects of flavonoids: investigation on the possible involvement of potassium channels.
PubMed: Induction and inhibition of aromatase (CYP19) activity by natural and synthetic flavonoid compounds in H295R human adrenocortical carcinoma cells.
PubMed: The inhibitory effects of flavonoids and antiestrogens on the Glut1 glucose transporter in human erythrocytes.
PubMed: Manganese-based complexes of radical scavengers as neuroprotective agents.
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: Effect of simple phenolic compounds on azoxymethane-induced aberrant crypt foci in rat colon.
PubMed: Induction of human UDP-glucuronosyltransferase UGT1A1 by flavonoids-structural requirements.
PubMed: Evaluation of 7-hydroxy-flavones as inhibitors of oestrone and oestradiol biosynthesis.
PubMed: No evidence for the in vivo activity of aromatase-inhibiting flavonoids.
PubMed: Inhibitors of human and rat testes microsomal 17beta-hydroxysteroid dehydrogenase (17beta-HSD) as potential agents for prostatic cancer.
PubMed: Role of ATP sensitive potassium channel on 7-hydroxy flavone induced antinociception and possible association with changes in glycaemic status.
PubMed: Effects of flavonoids on the growth and cell cycle of cancer cells.
PubMed: Aromatase and 17beta-hydroxysteroid dehydrogenase inhibition by flavonoids.
PubMed: Comparative inhibition of human cytochromes P450 1A1 and 1A2 by flavonoids.
PubMed: Effects of flavonoids on aromatase activity, an in vitro study.
PubMed: A chalcone glycoside from Clerodendron phlomidis.
PubMed: Biochemical studies of a new class of alcohol dehydrogenase inhibitors from Radix puerariae.
PubMed: Aromatase inhibition by flavonoids.
PubMed: Flavone mutagenicity in Salmonella typhimurium: dependence on the pKM101 plasmid and excision-repair deficiency.
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