Home Other Building Blocks 6665-86-7
6665-86-7,MFCD00006835
Catalog No.:AA003NCX

6665-86-7 | 7-Hydroxyflavone

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10mg
98%(HPLC)
in stock  
$34.00   $24.00
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1g
≥95%
in stock  
$48.00   $33.00
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5g
98%
in stock  
$162.00   $113.00
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25g
98%
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$544.00   $381.00
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100g
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$1,655.00   $1,159.00
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA003NCX
Chemical Name:
7-Hydroxyflavone
CAS Number:
6665-86-7
Molecular Formula:
C15H10O3
Molecular Weight:
238.2381
MDL Number:
MFCD00006835
SMILES:
Oc1ccc2c(c1)oc(cc2=O)c1ccccc1
NSC Number:
94258
Properties
Properties
 
BP:
450.1°C at 760 mmHg  
Form:
Solid  
MP:
245-247 °C(lit.)  
Refractive Index:
1.5740 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
355  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
3.6  

Literature

Title: Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects.

Journal: Toxicology letters 20180915

Title: Differential roles of 3-Hydroxyflavone and 7-Hydroxyflavone against nicotine-induced oxidative stress in rat renal proximal tubule cells.

Journal: PloS one 20170101

Title: In vitro effects of some flavones on human pyruvate kinase isoenzyme M2.

Journal: Journal of biochemical and molecular toxicology 20150301

Title: Inhibition of Enterovirus 71 replication by 7-hydroxyflavone and diisopropyl-flavon7-yl Phosphate.

Journal: PloS one 20140101

Title: Iron reduction potentiates hydroxyl radical formation only in flavonols.

Journal: Food chemistry 20121215

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Mutagenicity of flavonoids assayed by bacterial reverse mutation (Ames) test.

Journal: Molecules (Basel, Switzerland) 20120507

Title: Flavones and structurally related 4-chromenones inhibit carbonic anhydrases by a different mechanism of action compared to coumarins.

Journal: Bioorganic & medicinal chemistry letters 20120501

Title: Antioxidant properties of 4-quinolones and structurally related flavones.

Journal: Bioorganic & medicinal chemistry 20120115

Title: Anti-Japanese-encephalitis-viral effects of kaempferol and daidzin and their RNA-binding characteristics.

Journal: PloS one 20120101

Title: Inhibitory effects and underlying mechanism of 7-hydroxyflavone phosphate ester in HeLa cells.

Journal: PloS one 20120101

Title: Microbial transformations of 7-hydroxyflavanone.

Journal: TheScientificWorldJournal 20120101

Title: Docking and 3D-QSAR (quantitative structure activity relationship) studies of flavones, the potent inhibitors of p-glycoprotein targeting the nucleotide binding domain.

Journal: European journal of medicinal chemistry 20110901

Title: Sulfation of selected mono-hydroxyflavones by sulfotransferases in vitro: a species and gender comparison.

Journal: The Journal of pharmacy and pharmacology 20110701

Title: Structural requirements of flavonoids for the adipogenesis of 3T3-L1 cells.

Journal: Bioorganic & medicinal chemistry 20110501

Title: Design, synthesis and biological evaluation of new arylpiperazine derivatives bearing a flavone moiety as α1-adrenoceptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20110201

Title: Cyanide, a coproduct of plant hormone ethylene biosynthesis, contributes to the resistance of rice to blast fungus.

Journal: Plant physiology 20110101

Title: Mechanism of inhibition of enveloped virus membrane fusion by the antiviral drug arbidol.

Journal: PloS one 20110101

Title: Differential in vitro effects of intravenous versus oral formulations of silibinin on the HCV life cycle and inflammation.

Journal: PloS one 20110101

Title: The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease.

Journal: International journal of molecular sciences 20110101

Title: Fisetin lowers methylglyoxal dependent protein glycation and limits the complications of diabetes.

Journal: PloS one 20110101

Title: Evaluation of antiaggregatory activity of flavonoid aglycone series.

Journal: Nutrition journal 20110101

Title: Structure of flavonoids influences the degree inhibition of Benzo(a)pyrene - induced DNA damage and micronuclei in HepG2 cells.

Journal: Neoplasma 20110101

Title: A novel neurotrophic drug for cognitive enhancement and Alzheimer's disease.

Journal: PloS one 20110101

Title: Spectroscopic study of solvent effects on the electronic absorption spectra of flavone and 7-hydroxyflavone in neat and binary solvent mixtures.

Journal: International journal of molecular sciences 20110101

Title: Structure-function relationships of inhibition of human cytochromes P450 1A1, 1A2, 1B1, 2C9, and 3A4 by 33 flavonoid derivatives.

Journal: Chemical research in toxicology 20101220

Title: Isoform-selective inhibition of chrysin towards human cytochrome P450 1A2. Kinetics analysis, molecular docking, and molecular dynamics simulations.

Journal: Bioorganic & medicinal chemistry letters 20101015

Title: Multivariate QSAR study on the antimutagenic activity of flavonoids against 3-NFA on Salmonella typhimurium TA98.

Journal: European journal of medicinal chemistry 20101001

Title: Structure-affinity relationship of flavones on binding to serum albumins: effect of hydroxyl groups on ring A.

Journal: Molecular nutrition & food research 20100701

Title: Use of glucuronidation fingerprinting to describe and predict mono- and dihydroxyflavone metabolism by recombinant UGT isoforms and human intestinal and liver microsomes.

Journal: Molecular pharmaceutics 20100607

Title: 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.

Journal: European journal of medicinal chemistry 20100601

Title: Comprehensive review of Clerodendrum phlomidis: a traditionally used bitter.

Journal: Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20100601

Title: Pharmacophore modeling strategies for the development of novel nonsteroidal inhibitors of human aromatase (CYP19).

Journal: Bioorganic & medicinal chemistry letters 20100515

Title: 2-(4-Bromo-phen-yl)-6-methyl-4H-1-benzopyran-4-one (4'-bromo-6-methyl-flavone).

Journal: Acta crystallographica. Section E, Structure reports online 20100401

Title: Reliability of bond dissociation enthalpy calculated by the PM6 method and experimental TEAC values in antiradical QSAR of flavonoids.

Journal: Bioorganic & medicinal chemistry 20100101

Title: Methylation of dietary flavones increases their metabolic stability and chemopreventive effects.

Journal: International journal of molecular sciences 20091101

Title: Effect of flavonoids on androgen and glucocorticoid receptors based on in vitro reporter gene assay.

Journal: Bioorganic & medicinal chemistry letters 20090815

Title: AKR1C3 as a potential target for the inhibitory effect of dietary flavonoids.

Journal: Chemico-biological interactions 20090316

Title: Mechanism of CYP2C9 inhibition by flavones and flavonols.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20090301

Title: Intestinal first-pass glucuronidation activities of selected dihydroxyflavones.

Journal: International journal of pharmaceutics 20090121

Title: Metabolism and pharmacokinetics of 3,3',4',7-tetrahydroxyflavone (fisetin), 5-hydroxyflavone, and 7-hydroxyflavone and antihemolysis effects of fisetin and its serum metabolites.

Journal: Journal of agricultural and food chemistry 20090114

Title: Ground and excited state proton transfer and antioxidant activity of 7-hydroxyflavone in model membranes: absorption and fluorescence spectroscopic studies.

Journal: Biophysical chemistry 20090101

Title: Inhibition of fatty acid amide hydrolase by kaempferol and related naturally occurring flavonoids.

Journal: British journal of pharmacology 20080901

Title: QSAR modeling of the interaction of flavonoids with GABA(A) receptor.

Journal: European journal of medicinal chemistry 20080801

Title: Protein engineering on biphenyl dioxygenase for conferring activity to convert 7-hydroxyflavone and 5,7-dihydroxyflavone (chrysin).

Journal: Journal of bioscience and bioengineering 20080801

Title: Discovery of nonsteroidal 17beta-hydroxysteroid dehydrogenase 1 inhibitors by pharmacophore-based screening of virtual compound libraries.

Journal: Journal of medicinal chemistry 20080724

Title: Empirically predicted 13C NMR chemical shifts for 8-hydroxyflavone starting from 7,8,4'-trihydroxyflavone and from 7,8-dihydroxyflavone.

Journal: Magnetic resonance in chemistry : MRC 20080701

Title: Multi-substrate flavonol O-glucosyltransferases from strawberry (Fragaria x ananassa) achene and receptacle.

Journal: Journal of experimental botany 20080701

Title: Phytoestrogens and breast cancer prevention: possible mechanisms of action.

Journal: Environmental health perspectives 20080401

Title: Antimetastatic potentials of flavones on oral cancer cell via an inhibition of matrix-degrading proteases.

Journal: Archives of oral biology 20080301

Title: Interaction of 7-hydroxyflavone with human serum albumin: a spectroscopic study.

Journal: Journal of photochemistry and photobiology. B, Biology 20080130

Title: Structure-activity relationship studies of flavonoids as potent inhibitors of human platelet 12-hLO, reticulocyte 15-hLO-1, and prostate epithelial 15-hLO-2.

Journal: Bioorganic & medicinal chemistry 20071201

Title: Aromatase inhibition by bioavailable methylated flavones.

Journal: The Journal of steroid biochemistry and molecular biology 20071001

Title: Comparative molecular field analysis of flavonoid inhibitors of the PIM-1 kinase.

Journal: Bioorganic & medicinal chemistry 20071001

Title: 2-Styrylchromones: novel strong scavengers of reactive oxygen and nitrogen species.

Journal: Bioorganic & medicinal chemistry 20070915

Title: Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.

Journal: Journal of molecular graphics & modelling 20061101

Title: Phytoestrogens as inhibitors of the human progesterone metabolizing enzyme AKR1C1.

Journal: Molecular and cellular endocrinology 20061019

Title: Methylated flavonoids have greatly improved intestinal absorption and metabolic stability.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20061001

Title: Synthesis, biochemical evaluation and rationalisation of the inhibitory activity of a series of 4-hydroxyphenyl ketones as potential inhibitors of 17beta-hydroxysteroid dehydrogenase type 3 (17beta-HSD3).

Journal: Bioorganic & medicinal chemistry letters 20060901

Title: Inhibition of Plasmodium falciparum fatty acid biosynthesis: evaluation of FabG, FabZ, and FabI as drug targets for flavonoids.

Journal: Journal of medicinal chemistry 20060601

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Microbial metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones.

Journal: Chemical & pharmaceutical bulletin 20060301

Title: Effect of different flavonoids on collagen synthesis in human fibroblasts.

Journal: Plant foods for human nutrition (Dordrecht, Netherlands) 20060301

Title: [Study on the non-covalent interaction of 7-hydroxy flavone and its phosphate with DNA by fluorescence method].

Journal: Guang pu xue yu guang pu fen xi = Guang pu 20060301

Title: Characterization of polyphenols from plant materials through their silylation and 29Si NMR spectroscopy-line assignment through 29Si, 13C spin-spin couplings.

Journal: Magnetic resonance in chemistry : MRC 20051001

Title: Impact of induced fit on ligand binding to the androgen receptor: a multidimensional QSAR study to predict endocrine-disrupting effects of environmental chemicals.

Journal: Journal of medicinal chemistry 20050908

Title: Induction and inhibition of aromatase (CYP19) activity by natural and synthetic flavonoid compounds in H295R human adrenocortical carcinoma cells.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20041101

Title: Vasorelaxing effects of flavonoids: investigation on the possible involvement of potassium channels.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20041001

Title: Synthesis and inhibitory activity against COX-2 catalyzed prostaglandin production of chrysin derivatives.

Journal: Bioorganic & medicinal chemistry letters 20040308

Title: The inhibitory effects of flavonoids and antiestrogens on the Glut1 glucose transporter in human erythrocytes.

Journal: Chemico-biological interactions 20031215

Title: Manganese-based complexes of radical scavengers as neuroprotective agents.

Journal: Bioorganic & medicinal chemistry 20030515

Title: Insect antifeedant activity of flavones and chromones against Spodoptera litura.

Journal: Journal of agricultural and food chemistry 20030115

Title: 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.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20020701

Title: Evaluation of 7-hydroxy-flavones as inhibitors of oestrone and oestradiol biosynthesis.

Journal: Journal of enzyme inhibition 20011101

Title: Synthesis of potential antidipsotropic isoflavones: inhibitors of the mitochondrial monoamine oxidase-aldehyde dehydrogenase pathway.

Journal: Journal of medicinal chemistry 20010927

Title: No evidence for the in vivo activity of aromatase-inhibiting flavonoids.

Journal: The Journal of steroid biochemistry and molecular biology 20010901

Title: Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.

Journal: Chemical research in toxicology 20010301

Title: Inhibitors of human and rat testes microsomal 17beta-hydroxysteroid dehydrogenase (17beta-HSD) as potential agents for prostatic cancer.

Journal: Journal of enzyme inhibition 20010101

Title: Effect of simple phenolic compounds on azoxymethane-induced aberrant crypt foci in rat colon.

Journal: Nutrition and cancer 20010101

Title: Structure-activity relationships and molecular modeling analysis of flavonoids binding to the benzodiazepine site of the rat brain GABA(A) receptor complex.

Journal: Journal of medicinal chemistry 19991021

Title: Interactions of flavonoids and other phytochemicals with adenosine receptors.

Journal: Journal of medicinal chemistry 19960202

Title: Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds.

Journal: Biochemical pharmacology 19940803

Title: Stable expression of a human liver UDP-glucuronosyltransferase (UGT2B15) with activity toward steroid and xenobiotic substrates.

Journal: Drug metabolism and disposition: the biological fate of chemicals 19940101

Title: Differential inhibitory effects of various flavonoids on the activities of reverse transcriptase and cellular DNA and RNA polymerases.

Journal: European journal of biochemistry 19900705

Title: Vinutha K, et al. Aqueous extract from Madhuca indica bark protects cells from oxidative stress caused by electron beam radiation: in vitro, in vivo and in silico approach. Heliyon. 2019 May 30;5(5):e01749.

Title: Sengupta B, et al. Differential roles of 3-Hydroxyflavone and 7-Hydroxyflavone against nicotine-induced oxidative stress in rat renal proximal tubule cells. PLoS One. 2017 Jun 22;12(6):e0179777.

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Tags:6665-86-7 Molecular Formula|6665-86-7 MDL|6665-86-7 SMILES|6665-86-7 7-Hydroxyflavone |Heterocyclic_Building_Blocks