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Quercitrin

CAS No.:
522-12-3
Catalog Number:
AG00393N
Molecular Formula:
C21H20O11
Molecular Weight:
448.3769
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥98%
1 week
United States
$91
- +
10mg
≥98%
1 week
United States
$123
- +
25mg
≥98%
1 week
United States
$179
- +
50mg
≥98%
1 week
United States
$265
- +
100mg
99%
1 week
United States
$490
- +
Product Description
Catalog Number:
AG00393N
Chemical Name:
Quercitrin
CAS Number:
522-12-3
Molecular Formula:
C21H20O11
Molecular Weight:
448.3769
MDL Number:
MFCD00150278
IUPAC Name:
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
InChI:
InChI=1S/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7-,15-,17+,18+,21-/m0/s1
InChI Key:
OXGUCUVFOIWWQJ-HQBVPOQASA-N
SMILES:
Oc1cc(O)c2c(c1)oc(c(c2=O)OC1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)c1ccc(c(c1)O)O
EC Number:
208-322-5
UNII:
2Y8906LC5P
Properties
Complexity:
741  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0
Exact Mass:
448.101g/mol
Formal Charge:
0
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
7  
Isotope Atom Count:
0
Molecular Weight:
448.38g/mol
Monoisotopic Mass:
448.101g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
186A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.9  
Literature
Title Journal
Molecular mechanisms of quercitrin-induced apoptosis in non-small cell lung cancer. Archives of medical research 20140801
Polyacetylenes and anti-hepatitis B virus active constituents from Artemisia capillaris. Fitoterapia 20140601
Antimicrobial activity of Schinus lentiscifolius (Anacardiaceae). Journal of ethnopharmacology 20130709
Quercetin and quercitrin protect against cytokine‑induced injuries in RINm5F β-cells via the mitochondrial pathway and NF-κB signaling. International journal of molecular medicine 20130101
Quercetin but not quercitrin ameliorates tumor necrosis factor-alpha-induced insulin resistance in C2C12 skeletal muscle cells. Biological & pharmaceutical bulletin 20130101
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One new diphenylmethane glycoside from the leaves of Psidium guajava L. Natural product research 20121101
Evaluation of cytotoxic activity of patriscabratine, tetracosane and various flavonoids isolated from the Bangladeshi medicinal plant Acrostichum aureum. Pharmaceutical biology 20121001
Anthraquinone glycosides from Cassia roxburghii and evaluation of its free radical scavenging activity. Carbohydrate research 20121001
Quercitrin protects against ultraviolet B-induced cell death in vitro and in an in vivo zebrafish model. Journal of photochemistry and photobiology. B, Biology 20120903
Evaluation of flavonoid contents and antioxidant capacity of the aerial parts of common and tartary buckwheat plants. Molecules (Basel, Switzerland) 20120813
Antiplasmodial activity of flavonol quercetin and its analogues in Plasmodium falciparum: evidence from clinical isolates in Bangladesh and standardized parasite clones. Parasitology research 20120601
Protective effect of quercitrin against hydrogen peroxide-induced dysfunction in osteoblastic MC3T3-E1 cells. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20120301
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The leishmanicidal flavonols quercetin and quercitrin target Leishmania (Leishmania) amazonensis arginase. Experimental parasitology 20120301
Campomanesia lineatifolia Ruiz & Pav. as a gastroprotective agent. Journal of ethnopharmacology 20120215
Suppression of nitric oxide production on LPS/IFN-γ-stimulated RAW264.7 macrophages by a novel catechin, pilosanol N, from Agrimonia pilosa Ledeb. Bioorganic & medicinal chemistry letters 20120215
Construction of an Indonesian herbal constituents database and its use in Random Forest modelling in a search for inhibitors of aldose reductase. Bioorganic & medicinal chemistry 20120201
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A validated chromatographic method for the determination of flavonoids in Copaifera langsdorffii by HPLC. Natural product communications 20120101
Quercitrin a bioflavonoid improves the antioxidant status in streptozotocin: induced diabetic rat tissues. Molecular and cellular biochemistry 20111201
A new biphenyl and antimicrobial activity of extracts and compounds from Clusia burlemarxii. Fitoterapia 20111201
Silicon-induced changes in antifungal phenolic acids, flavonoids, and key phenylpropanoid pathway genes during the interaction between miniature roses and the biotrophic pathogen Podosphaera pannosa. Plant physiology 20111201
Protective effect of components isolated from Lindera erythrocarpa against oxidative stress-induced apoptosis of H9c2 cardiomyocytes. Phytotherapy research : PTR 20111101
[Simultaneous determination of seven compounds in flowers of Polygonum orientale by ultra performance liquid chromatography coupled with photo diode array detection]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20111101
Protective effect of olive leaf extract on hippocampal injury induced by transient global cerebral ischemia and reperfusion in Mongolian gerbils. Phytomedicine : international journal of phytotherapy and phytopharmacology 20111015
Sweeping under controlled electroosmotic flow and micellar electrokinetic chromatography for on-line concentration and determination of trace phlorizin and quercitrin in urine samples. Journal of pharmaceutical and biomedical analysis 20110910
Herbal medicines and infectious diseases: characterization by LC-SPE-NMR of some medicinal plant extracts used against malaria. Planta medica 20110701
Stimulation of activity and expression of antioxidant enzymes by solvent fractions and isolated compound from Cedrela sinensis leaves in HepG2 cells. Journal of medicinal food 20110401
Consumption of polyphenol concentrate with dietary fructo-oligosaccharides enhances cecal metabolism of quercetin glycosides in rats. Nutrition (Burbank, Los Angeles County, Calif.) 20110301
Caffeic acid and quercitrin purified from Houttuynia cordata inhibit DNA topoisomerase I activity. Natural product research 20110201
Nanoencapsulation and characterization of Albizia chinensis isolated antioxidant quercitrin on PLA nanoparticles. Colloids and surfaces. B, Biointerfaces 20110101
HPLC analysis of kaempherol and quercetin derivatives isolated by different extraction techniques from plant matrix. Journal of AOAC International 20110101
[Tracking the active component of Tebatan medicine Meconopsis quintuplinervia from Gansu]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20110101
Polyphenols and phenolic acids from strawberry and apple decrease glucose uptake and transport by human intestinal Caco-2 cells. Molecular nutrition & food research 20101201
Doubly linked, A-type proanthocyanidin trimer and other constituents of Ixora coccinea leaves and their antioxidant and antibacterial properties. Phytochemistry 20101201
Antioxidant and hepatoprotective activities of Egyptian moraceous plants against carbon tetrachloride-induced oxidative stress and liver damage in rats. Pharmaceutical biology 20101101
Activity-guided isolation and identification of radical scavenging components in Gao-Cha tea. Journal of food science 20101001
Assessment of DNA damage induced by extracts, fractions and isolated compounds of Davilla nitida and Davilla elliptica (Dilleniaceae). Mutation research 20100930
An efficient and economical MTT assay for determining the antioxidant activity of plant natural product extracts and pure compounds. Journal of natural products 20100723
[Studies on the flavonoidls from the herb of Striga asiatica]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20100701
Quercitrin, a bioflavonoid improves glucose homeostasis in streptozotocin-induced diabetic tissues by altering glycolytic and gluconeogenic enzymes. Fundamental & clinical pharmacology 20100601
Secondary metabolites of Hypericum confertum and their possible chemotaxonomic significance. Natural product communications 20100601
[Chemical constituents from Parthenocissus quinquefolia]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100601
Lessons learned from herbal medicinal products: the example of St. John's Wort (perpendicular). Journal of natural products 20100528
[Studies on the chemical constituents of Lithocarpus polystachyus]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20100401
Single-step separation of bioactive flavonol glucosides from Osteomeles schwerinae by high-speed counter-current chromatography. Journal of separation science 20100301
Dietary compound quercitrin dampens VEGF induction and PPARgamma activation in oxidized LDL-exposed murine macrophages: association with scavenger receptor CD36. Journal of agricultural and food chemistry 20100127
Metabolic profile of the bioactive compounds of burdock (Arctium lappa) seeds, roots and leaves. Journal of pharmaceutical and biomedical analysis 20100120
Reliability of bond dissociation enthalpy calculated by the PM6 method and experimental TEAC values in antiradical QSAR of flavonoids. Bioorganic & medicinal chemistry 20100101
Inhibition of AP-1 and MAPK signaling and activation of Nrf2/ARE pathway by quercitrin. International journal of oncology 20100101
Dietary polyphenols affect MUC5AC expression and ciliary movement in respiratory cells and nasal mucosa. American journal of rhinology & allergy 20100101
[Study on fingerprints of the stems of Actinidia deliciosa by HPLC]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20100101
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Switchgrass water extracts: extraction, separation and biological activity of rutin and quercitrin. Journal of agricultural and food chemistry 20090909
Effect of the glycosylation of flavonoids on interaction with protein. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20090901
Eucalmaidins A-E, (+)-oleuropeic acid derivatives from the fresh leaves of Eucalyptus maideni. Journal of natural products 20090901
Inhibition of ATPase activity of Escherichia coli ATP synthase by polyphenols. International journal of biological macromolecules 20090701
Inhibitory effects of quercetin 3-rhamnoside on influenza A virus replication. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20090628
Antioxidant effects of different extracts from Melissa officinalis, Matricaria recutita and Cymbopogon citratus. Neurochemical research 20090501
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Improved assay for determining the total radical-scavenging capacity of antioxidants and foods. International journal of food sciences and nutrition 20090101
Chemical constituents of Hypericum adenotrichum Spach, an endemic Turkish species. Natural product research 20090101
Immunomodulatory pretreatment with Kalanchoe pinnata extract and its quercitrin flavonoid effectively protects mice against fatal anaphylactic shock. International immunopharmacology 20081210
Total peroxyl radical-scavenging capacity of the chemical components from the stems of Acer tegmentosum maxim. Journal of agricultural and food chemistry 20081126
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The inhibitory effect of quercitrin gallate on iNOS expression induced by lipopolysaccharide in Balb/c mice. Journal of veterinary science 20080901
HIV-1 ribonuclease H inhibitory phenolic glycosides from Eugenia hyemalis. Journal of natural products 20080901
[Contents of flavonoids in the extract of Lespedeza virgata]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20080501
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Isolation and identification of antioxidants from Pedilanthus tithymaloides. Journal of natural medicines 20080101
Enhanced electrochemiluminescence of Ru(bpy)3(2+) by flavone compounds. Luminescence : the journal of biological and chemical luminescence 20080101
Inhibitors of osteoclast differentiation from Cephalotaxus koreana. Journal of natural products 20071201
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Suppressive effects of germinated buckwheat on development of fatty liver in mice fed with high-fat diet. Phytomedicine : international journal of phytotherapy and phytopharmacology 20070801
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Antibacterial activity of plant extracts from northwestern Argentina. Journal of applied microbiology 20070601
Effect of quercitrin gallate on zymosan A-induced peroxynitrite production in macrophages. Archives of pharmacal research 20070601
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Quercitrin, a glycoside form of quercetin, prevents lipid peroxidation in vitro. Brain research 20060830
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Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
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Extraction of hyperoside and quercitrin from mimosa (Albizia julibrissin) foliage. Applied biochemistry and biotechnology 20060101
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Antinociceptive action of the extract and the flavonoid quercitrin isolated from Bauhinia microstachya leaves. The Journal of pharmacy and pharmacology 20051001
Flavonoid glycosides inhibit oral cancer cell proliferation--role of cellular uptake and hydrolysis to the aglycones. The Journal of pharmacy and pharmacology 20050801
Antitrichomonal and antioxidant activities of Dorstenia barteri and Dorstenia convexa. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20050701
Quercetin, but not rutin and quercitrin, prevention of H2O2-induced apoptosis via anti-oxidant activity and heme oxygenase 1 gene expression in macrophages. Biochemical pharmacology 20050615
Down-regulatory effect of quercitrin gallate on nuclear factor-kappa B-dependent inducible nitric oxide synthase expression in lipopolysaccharide-stimulated macrophages RAW 264.7. Biochemical pharmacology 20050601
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In vivo quercitrin anti-inflammatory effect involves release of quercetin, which inhibits inflammation through down-regulation of the NF-kappaB pathway. European journal of immunology 20050201
Structural and functional characterization of polyphenols isolated from acerola (Malpighia emarginata DC.) fruit. Bioscience, biotechnology, and biochemistry 20050201
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Proacrosin-acrosin activity in capacitated and acrosome reacted sperm from cryopreserved bovine semen. Biocell : official journal of the Sociedades Latinoamericanas de Microscopia Electronica ... et. al 20041201
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Tyrosinase inhibitor isolated from the leaves of Zanthoxylum piperitum. Bioscience, biotechnology, and biochemistry 20040901
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Detection of drug-induced, superoxide-mediated cell damage and its prevention by antioxidants. Free radical biology & medicine 20010315
Guaiane dimers from Xylopia vielana. Phytochemistry 20010201
Electrospray ionisation mass spectrometric study of degradation products of quercetin, quercetin-3-glucoside and quercetin-3-rhamnoglucoside, produced by in vitro fermentation with human faecal flora. Rapid communications in mass spectrometry : RCM 20010101
Phytochemical and pharmacological analysis of Bauhinia microstachya (Raddi) Macbr. (Leguminosae). Zeitschrift fur Naturforschung. C, Journal of biosciences 20010101
St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor. Proceedings of the National Academy of Sciences of the United States of America 20000620
A new flavonol glycoside gallate ester from Acer okamotoanum and its inhibitory activity against human immunodeficiency virus-1 (HIV-1) integrase. Journal of natural products 19980101
Application of the electrotopological state index to QSAR analysis of flavone derivatives as HIV-1 integrase inhibitors. Pharmaceutical research 19961201
Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds. Biochemical pharmacology 19940803
Inhibition of HIV infection by flavanoids. Antiviral research 19931001
Differential inhibitory effects of various flavonoids on the activities of reverse transcriptase and cellular DNA and RNA polymerases. European journal of biochemistry 19900705
Properties