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491-78-1,MFCD00016944
Catalog No.:AA003MPU

491-78-1 | 5-Hydroxyflavone

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100mg
98%
in stock  
$21.00   $15.00
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250mg
98%
in stock  
$34.00   $24.00
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1g
98%
in stock  
$90.00   $63.00
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5g
98%
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$320.00   $224.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003MPU
Chemical Name:
5-Hydroxyflavone
CAS Number:
491-78-1
Molecular Formula:
C15H10O3
Molecular Weight:
238.2381
MDL Number:
MFCD00016944
SMILES:
Oc1cccc2c1c(=O)cc(o2)c1ccccc1
NSC Number:
26745
Properties
Properties
 
Form:
Solid  
MP:
158-160°C  
Storage:
Room Temperature;Keep in dry area;  

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:
2.5  

Downstream Synthesis Route

[1]JournaloftheMaharajaSayajiraoUniversityofBaroda,1955,vol.4,p.1,4

[1]JournaloftheMaharajaSayajiraoUniversityofBaroda,1955,vol.4,p.1,4

[1]JournaloftheMaharajaSayajiraoUniversityofBaroda,1955,vol.4,p.1,4

[1]JournaloftheChemicalSociety,1934,p.1483    YakugakuZasshi,1935,vol.55,p.176,179

[1]Locationinpatent:experimentalpartHerath,Wimal;Mikell,JulieRakel;Hale,AmberLynn;Ferreira,Daneel;Khan,IkhlasAhmad[ChemicalandPharmaceuticalBulletin,2008,vol.56,#4,p.418-422]

Literature

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

Journal: Journal of biochemical and molecular toxicology 20150301

Title: Pyranoflavones: a group of small-molecule probes for exploring the active site cavities of cytochrome P450 enzymes 1A1, 1A2, and 1B1.

Journal: Journal of medicinal chemistry 20130523

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

Journal: Molecules (Basel, Switzerland) 20120507

Title: Microbial transformations of 7-hydroxyflavanone.

Journal: TheScientificWorldJournal 20120101

Title: Relationship between the structures of flavonoids and their NF-κB-dependent transcriptional activities.

Journal: Bioorganic & medicinal chemistry letters 20111015

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

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

Journal: European journal of medicinal chemistry 20101001

Title: Excited state intramolecular proton transfer in 3-hydroxy flavone and 5-hydroxy flavone: a DFT based comparative study.

Journal: Journal of molecular modeling 20100501

Title: Potent inhibitor scaffold against Trypanosoma cruzi trans-sialidase.

Journal: Bioorganic & medicinal chemistry 20100215

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

Journal: Bioorganic & medicinal chemistry letters 20090815

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

Journal: Journal of experimental botany 20080701

Title: Microbial metabolism part 9. Structure and antioxidant significance of the metabolites of 5,7-dihydroxyflavone (chrysin), and 5- and 6-hydroxyflavones.

Journal: Chemical & pharmaceutical bulletin 20080401

Title: A fluorescent fluoride ion probe based on a self-organized ensemble of 5-hydroxyflavone-Al(III) complex.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20080101

Title: Permeability profile estimation of flavonoids and other phenolic compounds by biopartitioning micellar capillary chromatography.

Journal: Journal of agricultural and food chemistry 20071017

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

Journal: Bioorganic & medicinal chemistry 20070915

Title: Fragmentation of 3-hydroxyflavone; a computational and mass spectrometric study.

Journal: Rapid communications in mass spectrometry : RCM 20070101

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

Journal: Journal of molecular graphics & modelling 20061101

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: Towards a photophysical model for 5-hydroxyflavone.

Journal: The Journal of chemical physics 20060314

Title: Phytoestrogens as inhibitors of fungal 17beta-hydroxysteroid dehydrogenase.

Journal: Steroids 20050901

Title: Time dependent density functional theory study of electronic absorption properties of lead(II) complexes with a series of hydroxyflavones.

Journal: The journal of physical chemistry. A 20050804

Title: Phytoestrogens as inhibitors of fungal 17beta-hydroxysteroid dehydrogenase.

Journal: Steroids 20050801

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: Biological effects of epicuticular flavonoids from Primula denticulata on human leukemia cells.

Journal: Journal of agricultural and food chemistry 20040128

Title: Flavonoids and nitric oxide synthase.

Journal: Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20021201

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: Steroid hormone activity of flavonoids and related compounds.

Journal: Breast cancer research and treatment 20000701

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: 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: Alexandra-Cristina Munteanu, et al. Synthesis, Characterization, Cytotoxic Activity, and Metabolic Studies of Ruthenium(II) Polypyridyl Complexes Containing Flavonoid Ligands. Inorg Chem. 2020 Apr 6;59(7):4424-4434.

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