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520-34-3,MFCD00017425
Catalog No.:AA003PLZ

520-34-3 | Diosmetin

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100mg
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$23.00   $16.00
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250mg
96%
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$28.00   $20.00
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1g
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$29.00   $20.00
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5g
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25g
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100g
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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:
AA003PLZ
Chemical Name:
Diosmetin
CAS Number:
520-34-3
Molecular Formula:
C16H12O6
Molecular Weight:
300.2629
MDL Number:
MFCD00017425
SMILES:
COc1ccc(cc1O)c1cc(=O)c2c(o1)cc(cc2O)O
Properties
Properties
 
BP:
576.7°C at 760 mmHg  
Form:
Solid  
MP:
256-258 °C  
Solubility:
DMSO: soluble1mg/mL, clear, light yellow to yellow  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
462  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
1.7  

Downstream Synthesis Route

[1]JournalOfScientificandIndustrialResearch,1954,vol.13B,p.598,601

[1]JournalofChemicalResearch,2014,vol.38,p.287-290

[2]Proceedings-IndianAcademyofSciences,SectionA,1949,p.151,157

[3]JournalofMedicinalChemistry,1981,vol.24,p.408-428

[1]BulletindelaSocieteChimiquedeFrance,1959,p.854

[1]ChemischeBerichte,1943,vol.76,p.452,457

[1]JournalofMedicinalChemistry,1981,vol.24,p.408-428

Literature

Title: Effects of diosmetin on nine cytochrome P450 isoforms, UGTs and three drug transporters in vitro.

Journal: Toxicology and applied pharmacology 20171101

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

Journal: Journal of biochemical and molecular toxicology 20150301

Title: A review on pharmacological and analytical aspects of diosmetin: a concise report.

Journal: Chinese journal of integrative medicine 20131001

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: On line characterization of 58 phenolic compounds in Citrus fruit juices from Spanish cultivars by high-performance liquid chromatography with photodiode-array detection coupled to electrospray ionization triple quadrupole mass spectrometry.

Journal: Talanta 20120915

Title: [Chemical constituents from Gueldenstaedtia stenophylla].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120501

Title: Simultaneous qualitative assessment and quantitative analysis of flavonoids in various tissues of lotus (Nelumbo nucifera) using high performance liquid chromatography coupled with triple quad mass spectrometry.

Journal: Analytica chimica acta 20120429

Title: [Chemical constituents contained in seeds of Notopterygium franchetii].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120401

Title: Probing the binding of the flavonoid diosmetin to human serum albumin by multispectroscopic techniques.

Journal: Journal of agricultural and food chemistry 20120314

Title: Antioxidant and anti-inflammatory activities of aqueous extracts of Schizonepeta tenuifolia Briq.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120301

Title: A new flavonol glycoside from Hylomecon vernalis.

Journal: Archives of pharmacal research 20120301

Title: Valuable nutrients and functional bioactives in different parts of olive (Olea europaea L.)-a review.

Journal: International journal of molecular sciences 20120101

Title: Molecular docking studies of banana flower flavonoids as insulin receptor tyrosine kinase activators as a cure for diabetes mellitus.

Journal: Bioinformation 20120101

Title: An overview of the evidence and mechanisms of herb-drug interactions.

Journal: Frontiers in pharmacology 20120101

Title: Evaluation of the cytotoxicity of Satureja spicigera and its main compounds.

Journal: TheScientificWorldJournal 20120101

Title: Toxicological aspects of the use of phenolic compounds in disease prevention.

Journal: Interdisciplinary toxicology 20111201

Title: Flavonoid C- and O-glycosides from the Mongolian medicinal plant Dianthus versicolor Fisch.

Journal: Carbohydrate research 20110927

Title: Iron deficiency enhances bioactive phenolics in lemon juice.

Journal: Journal of the science of food and agriculture 20110901

Title: Effects of Teucrium polium spp. capitatum flavonoids on the lipid and carbohydrate metabolism in rats.

Journal: Pharmaceutical biology 20110901

Title: Protective effects of diosmetin extracted from Galium verum L. on the thymus of U14-bearing mice.

Journal: Canadian journal of physiology and pharmacology 20110901

Title: Comparative CYP1A1 and CYP1B1 substrate and inhibitor profile of dietary flavonoids.

Journal: Bioorganic & medicinal chemistry 20110501

Title: Role of catechol-O-methyltransferase in the disposition of luteolin in rats.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110401

Title: Novel methodology for the extraction and identification of natural dyestuffs in historical textiles by HPLC-UV-Vis-ESI MS. Case study: chasubles from the Wawel Cathedral collection.

Journal: Analytical and bioanalytical chemistry 20110301

Title: Anti-inflammatory activity of Penstemon gentianoides and Penstemon campanulatus.

Journal: Pharmaceutical biology 20110201

Title: Tea prepared from Anastatica hirerochuntica seeds contains a diversity of antioxidant flavonoids, chlorogenic acids and phenolic compounds.

Journal: Phytochemistry 20110201

Title: New iridoid diesters of glucopyranose from Linaria canadensis (L.) Dum.

Journal: Journal of natural medicines 20110101

Title: A synergistic antiproliferation effect of curcumin and docosahexaenoic acid in SK-BR-3 breast cancer cells: unique signaling not explained by the effects of either compound alone.

Journal: BMC cancer 20110101

Title: Hepatoprotective activity of Leptadenia reticulata stems against carbon tetrachloride-induced hepatotoxicity in rats.

Journal: Indian journal of pharmacology 20110101

Title: Evaluation of antiaggregatory activity of flavonoid aglycone series.

Journal: Nutrition journal 20110101

Title: Chemical constituents and biological studies of Origanum vulgare Linn.

Journal: Pharmacognosy research 20110101

Title: Inhibition of cytochrome P450 2C8-mediated drug metabolism by the flavonoid diosmetin.

Journal: Drug metabolism and pharmacokinetics 20110101

Title: A potent inhibitor of SIK2, 3, 3', 7-trihydroxy-4'-methoxyflavon (4'-O-methylfisetin), promotes melanogenesis in B16F10 melanoma cells.

Journal: PloS one 20110101

Title: Betalain, Acid ascorbic, phenolic contents and antioxidant properties of purple, red, yellow and white cactus pears.

Journal: International journal of molecular sciences 20110101

Title: Flavonoids: A versatile source of anticancer drugs.

Journal: Pharmacognosy reviews 20110101

Title: Beta-glucuronidase from Helix pomatia origin is not suitable for diosmetin analysis.

Journal: Journal of pharmaceutical and biomedical analysis 20101201

Title: Selective inhibition of methoxyflavonoids on human CYP1B1 activity.

Journal: Bioorganic & medicinal chemistry 20100901

Title: Effects of plant-derived polyphenols on TNF-alpha and nitric oxide production induced by advanced glycation endproducts.

Journal: Molecular nutrition & food research 20100701

Title: Why do we need multifunctional neuroprotective and neurorestorative drugs for Parkinson's and Alzheimer's diseases as disease modifying agents.

Journal: Experimental neurobiology 20100601

Title: Flavonoids and antioxidant activity of Rosa agrestis leaves.

Journal: Natural product research 20100401

Title: Simultaneous determination of diosmin and diosmetin in human plasma by ion trap liquid chromatography-atmospheric pressure chemical ionization tandem mass spectrometry: Application to a clinical pharmacokinetic study.

Journal: Journal of pharmaceutical and biomedical analysis 20100311

Title: A selective TrkB agonist with potent neurotrophic activities by 7,8-dihydroxyflavone.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20100209

Title: Managing phenol contents in crop plants by phytochemical farming and breeding-visions and constraints.

Journal: International journal of molecular sciences 20100101

Title: Flavonoids diosmetin and hesperetin are potent inhibitors of cytochrome P450 2C9-mediated drug metabolism in vitro.

Journal: Drug metabolism and pharmacokinetics 20100101

Title: Effects of Various Flavonoids on the α-Synuclein Fibrillation Process.

Journal: Parkinson's disease 20100101

Title: 7-Hydroxy-benzopyran-4-one derivatives: a novel pharmacophore of peroxisome proliferator-activated receptor alpha and -gamma (PPARalpha and gamma) dual agonists.

Journal: Journal of medicinal chemistry 20091112

Title: [Chemical constituents of Galium verum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20091101

Title: [Studies on flavones from Flos Chrysanthemi Indici].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20091001

Title: Modulation of multidrug resistance protein 1 (MRP1/ABCC1)-mediated multidrug resistance by bivalent apigenin homodimers and their derivatives.

Journal: Journal of medicinal chemistry 20090910

Title: [Chemical constituents of Lobelia chinensis].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090901

Title: Cytotoxic activity of flavonoids from the flowers of Chrysanthemum morifolium on human colon cancer Colon205 cells.

Journal: Journal of Asian natural products research 20090901

Title: Antioxidant Activity of Caffeic Acid through a Novel Mechanism under UVA Irradiation.

Journal: Journal of clinical biochemistry and nutrition 20090701

Title: Anticancer effects of the flavonoid diosmetin on cell cycle progression and proliferation of MDA-MB 468 breast cancer cells due to CYP1 activation.

Journal: Oncology reports 20090601

Title: Flavonoids and cinnamic acid derivatives as inhibitors of 17beta-hydroxysteroid dehydrogenase type 1.

Journal: Molecular and cellular endocrinology 20090325

Title: Trihydroxynaphthalene reductase of Curvularia lunata--a target for flavonoid action?

Journal: Chemico-biological interactions 20090316

Title: The phytochemical analysis and antioxidant activity assessment of orange peel (Citrus sinensis) cultivated in Greece-Crete indicates a new commercial source of hesperidin.

Journal: Biomedical chromatography : BMC 20090301

Title: Bioactivation of the phytoestrogen diosmetin by CYP1 cytochromes P450.

Journal: Cancer letters 20090208

Title: Simultaneous determination of the flavonoid aglycones diosmetin and hesperetin in human plasma and urine by a validated GC/MS method: in vivo metabolic reduction of diosmetin to hesperetin.

Journal: Biomedical chromatography : BMC 20090201

Title: Aurintricarboxylic acid inhibits influenza virus neuraminidase.

Journal: Antiviral research 20090201

Title: Acasiane A and B and farnesirane A and B, diterpene derivatives from the roots of Acacia farnesiana.

Journal: Planta medica 20090201

Title: Ecdysteroids and a sucrose phenylpropanoid ester from Froelichia floridana.

Journal: Phytochemistry 20090201

Title: [Studies on chemical components of Lobelia chinensis].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090201

Title: Stimulatory constituents of Eclipta prostrata on mouse osteoblast differentiation.

Journal: Phytotherapy research : PTR 20090101

Title: Iron behaving badly: inappropriate iron chelation as a major contributor to the aetiology of vascular and other progressive inflammatory and degenerative diseases.

Journal: BMC medical genomics 20090101

Title: Cytochrome P450 CYP1A1: wider roles in cancer progression and prevention.

Journal: BMC cancer 20090101

Title: Oregano: a source for peroxisome proliferator-activated receptor gamma antagonists.

Journal: Journal of agricultural and food chemistry 20081224

Title: A new ferulic acid ester and other constituents from Dracocephalum peregrinum.

Journal: Archives of pharmacal research 20081001

Title: Effect of flavonoids on rat splenocytes, a structure-activity relationship study.

Journal: Biochemical pharmacology 20080815

Title: Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida.

Journal: Molecules (Basel, Switzerland) 20080616

Title: Diosmetin induces human osteoblastic differentiation through the protein kinase C/p38 and extracellular signal-regulated kinase 1/2 pathway.

Journal: Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20080601

Title: New features on the fragmentation and differentiation of C-glycosidic flavone isomers by positive electrospray ionization and triple quadrupole mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20080601

Title: Plant-derived polyphenols attenuate lipopolysaccharide-induced nitric oxide and tumour necrosis factor production in murine microglia and macrophages.

Journal: Molecular nutrition & food research 20080401

Title: Prediction of intestinal absorption and metabolism of pharmacologically active flavones and flavanones.

Journal: Bioorganic & medicinal chemistry 20080401

Title: Flavonoids diosmetin and luteolin inhibit midazolam metabolism by human liver microsomes and recombinant CYP 3A4 and CYP3A5 enzymes.

Journal: Biochemical pharmacology 20080315

Title: [Studies on chemical constituents in Huangjuhua (flowers of Chrysanthemum morifolium)].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080301

Title: Different flavonoids present in the micronized purified flavonoid fraction (Daflon 500 mg) contribute to its anti-hyperpermeability effect in the hamster cheek pouch microcirculation.

Journal: International angiology : a journal of the International Union of Angiology 20080201

Title: Flavonoids from Galium verum L.

Journal: Journal of Asian natural products research 20080101

Title: Two new flavonoids from Origanum vulgare.

Journal: Natural product research 20080101

Title: A new flavone glycoside from the fruits of Luffa cylindrica.

Journal: Fitoterapia 20071201

Title: Complete assignments of NMR data of 13 hydroxymethoxyflavones.

Journal: Magnetic resonance in chemistry : MRC 20071201

Title: Pensteminoside, an unusual catalpol-type iridoid from Penstemon gentianoides HBK (Plantaginaceae).

Journal: Phytochemistry 20070701

Title: Flavonoids modulate monocarboxylate transporter-1-mediated transport of gamma-hydroxybutyrate in vitro and in vivo.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070201

Title: Raddeanalin, a new flavonoid glycoside from the leaves of Salix raddeana Laksh.

Journal: Journal of Asian natural products research 20070101

Title: Inhibition of pro-inflammatory markers in primary bone marrow-derived mouse macrophages by naturally occurring flavonoids: analysis of the structure-activity relationship.

Journal: Biochemical pharmacology 20061016

Title: The efflux of flavonoids morin, isorhamnetin-3-O-rutinoside and diosmetin-7-O-beta-D-xylopyranosyl-(1-6) -beta-D-glucopyranoside in the human intestinal cell line caco-2.

Journal: Pharmaceutical research 20060801

Title: Polar constituents from the aerial parts of Origanum vulgare L. Ssp. hirtum growing wild in Greece.

Journal: Journal of agricultural and food chemistry 20060726

Title: Flavonoid glycosides in bergamot juice (Citrus bergamia Risso).

Journal: Journal of agricultural and food chemistry 20060531

Title: Anti-proliferative and antioxidant constituents from Tecoma stans.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101

Title: Determination of active components in rosemary by capillary electrophoresis with electrochemical detection.

Journal: Journal of pharmaceutical and biomedical analysis 20050915

Title: Flavonoid glycosides inhibit oral cancer cell proliferation--role of cellular uptake and hydrolysis to the aglycones.

Journal: The Journal of pharmacy and pharmacology 20050801

Title: In vitro antioxidant activity of some Teucrium species (Lamiaceae).

Journal: Acta pharmaceutica (Zagreb, Croatia) 20050601

Title: Quantitative structure activity relationship studies on the flavonoid mediated inhibition of multidrug resistance proteins 1 and 2.

Journal: Biochemical pharmacology 20050215

Title: Analysis and quantification of flavonoidic compounds from Portuguese olive (Olea europaea L.) leaf cultivars.

Journal: Natural product research 20050201

Title: A validated HPLC determination of the flavone aglycone diosmetin in human plasma.

Journal: Biomedical chromatography : BMC 20041201

Title: Inhibitory effects of flavonoids on phosphodiesterase isozymes from guinea pig and their structure-activity relationships.

Journal: Biochemical pharmacology 20041115

Title: Phytoestrogens/flavonoids reverse breast cancer resistance protein/ABCG2-mediated multidrug resistance.

Journal: Cancer research 20040615

Title: Antitubercular constituents of Valeriana laxiflora.

Journal: Planta medica 20040601

Title: Effect of the rootstock and interstock grafted in lemon tree (Citrus limon (L.) Burm.) on the flavonoid content of lemon juice.

Journal: Journal of agricultural and food chemistry 20040128

Title: Metabolism of apigenin by rat liver phase I and phase ii enzymes and by isolated perfused rat liver.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20040101

Title: [Investigation of the hepatoprotector action of natural flavonoids].

Journal: Eksperimental'naia i klinicheskaia farmakologiia 20040101

Title: The beta-D-glucoside and sodium-dependent glucose transporter 1 (SGLT1)-inhibitor phloridzin is transported by both SGLT1 and multidrug resistance-associated proteins 1/2.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20031101

Title: Free radical scavenging abilities of flavonoids as mechanism of protection against mutagenicity induced by tert-butyl hydroperoxide or cumene hydroperoxide in Salmonella typhimurium TA102.

Journal: Mutation research 20030909

Title: Structural requirements of flavonoids for nitric oxide production inhibitory activity and mechanism of action.

Journal: Bioorganic & medicinal chemistry 20030501

Title: Degradation of flavonoid aglycones by rabbit, rat and human fecal flora.

Journal: Biological & pharmaceutical bulletin 20030501

Title: DNA damage and cell cycle arrest induced by 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole (5F 203, NSC 703786) is attenuated in aryl hydrocarbon receptor deficient MCF-7 cells.

Journal: British journal of cancer 20030224

Title: Structural requirements of flavonoids for inhibition of antigen-Induced degranulation, TNF-alpha and IL-4 production from RBL-2H3 cells.

Journal: Bioorganic & medicinal chemistry 20021001

Title: Resistance of MCF-7 cells to dimethylbenz(a)anthracene-induced apoptosis is due to reduced CYP1A1 expression.

Journal: International journal of oncology 20020801

Title: A benzoquinone and flavonoids from Cyperus alopecuroides.

Journal: Phytochemistry 20020601

Title: Induction of human UDP-glucuronosyltransferase UGT1A1 by flavonoids-structural requirements.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020501

Title: Flavonolignan and flavone inhibitors of a Staphylococcus aureus multidrug resistance pump: structure-activity relationships.

Journal: Journal of medicinal chemistry 20010118

Title: Liu B, et al. Diosmetin induces apoptosis by upregulating p53 via the TGF-β signal pathway in HepG2 hepatoma cells. Mol Med Rep. 2016 Jul;14(1):159-64.

Title: Yu G, et al. Diosmetin ameliorates the severity of cerulein-induced acute pancreatitis in mice by inhibiting the activation of the nuclear factor-κB. Int J Clin Exp Pathol. 2014 Apr 15;7(5):2133-42.

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Tags:520-34-3 Molecular Formula|520-34-3 MDL|520-34-3 SMILES|520-34-3 Diosmetin