21637-25-2,MFCD00017746
Catalog No.:AA00BE32

21637-25-2 | 3-(((2S,3R,4R,5R)-5-((R)-1,2-Dihydroxyethyl)-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

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Purity
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5mg
≥98%
in stock  
$36.00   $25.00
- +
10mg
≥98%
in stock  
$58.00   $40.00
- +
25mg
≥98%
in stock  
$135.00   $94.00
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50mg
≥98%
in stock  
$252.00   $176.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00BE32
Chemical Name:
3-(((2S,3R,4R,5R)-5-((R)-1,2-Dihydroxyethyl)-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
CAS Number:
21637-25-2
Molecular Formula:
C21H20O12
Molecular Weight:
464.3763
MDL Number:
MFCD00017746
SMILES:
OC[C@H]([C@H]1O[C@H]([C@@H]([C@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O)O
Properties
Computed Properties
 
Complexity:
758  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
8  
Isotope Atom Count:
0  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
0.4  

Downstream Synthesis Route

[1]ChemistryofNaturalCompounds,2001,vol.37,p.226-227

[1]JournalofAgriculturalandFoodChemistry,2009,vol.57,p.5843-5852

[2]ChemistryofNaturalCompounds,2010,vol.46,p.799-800

[1]PreparativeBiochemistryandBiotechnology,2020,vol.50,p.1-9

Literature

Title: Induction of hepatic apolipoprotein A-I gene expression by the isoflavones quercetin and isoquercetrin.

Journal: Life sciences 20140806

Title: Effect of enzymatically modified isoquercitrin on preneoplastic liver cell lesions induced by thioacetamide promotion in a two-stage hepatocarcinogenesis model using rats.

Journal: Toxicology 20130308

Title: One new diphenylmethane glycoside from the leaves of Psidium guajava L.

Journal: Natural product research 20121101

Title: Quercetin, quercetin glycosides and taxifolin differ in their ability to induce AhR activation and CYP1A1 expression in HepG2 cells.

Journal: Phytotherapy research : PTR 20121101

Title: Validation of a surgical technique for rat intestinal irradiation: potential side effects prevention by dietary grape phenolics.

Journal: Digestive diseases and sciences 20121001

Title: ILs-based microwave-assisted extraction coupled with aqueous two-phase for the extraction of useful compounds from Chinese medicine.

Journal: The Analyst 20120907

Title: Development of a signal-ratio-based antioxidant index for assisting the identification of polyphenolic compounds by mass spectrometry.

Journal: Analytical chemistry 20120904

Title: Complete 1H NMR spectral analysis of ten chemical markers of Ginkgo biloba.

Journal: Magnetic resonance in chemistry : MRC 20120801

Title: In vitro 5-LOX inhibitory and antioxidant activities of extracts and compounds from the aerial parts of Lopholaena coriifolia (Sond.) E. Phillips & C.A. Sm.

Journal: Journal of complementary & integrative medicine 20120620

Title: Identification of rutin deglycosylated metabolites produced by human intestinal bacteria using UPLC-Q-TOF/MS.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20120601

Title: Inhibitory effect of Salicornia europaea on the marine alga Skeletonema costatum.

Journal: Science China. Life sciences 20120601

Title: Mechanisms underlying the diuretic effects of Tropaeolum majus L. extracts and its main component isoquercitrin.

Journal: Journal of ethnopharmacology 20120507

Title: [Chemical constituents of Eupatorium lindleyanum].

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

Title: The leishmanicidal flavonols quercetin and quercitrin target Leishmania (Leishmania) amazonensis arginase.

Journal: Experimental parasitology 20120301

Title: Determination of hyperoside and isoquercitrin in rat plasma by membrane-protected micro-solid-phase extraction with high-performance liquid chromatography.

Journal: Journal of separation science 20120201

Title: Synthesis and antiviral activity of substituted quercetins.

Journal: Bioorganic & medicinal chemistry letters 20120101

Title: Phenolic contents and compositions in skins of red wine grape cultivars among various genetic backgrounds and originations.

Journal: International journal of molecular sciences 20120101

Title: Fast screening for antioxidant properties of flavonoids from Pterogyne nitens using electrochemical methods.

Journal: Journal of AOAC International 20120101

Title: Anticonvulsant, antidepressant-like activity of Abelmoschus manihot ethanol extract and its potential active components in vivo.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20111115

Title: Persicaria hydropiper (L.) spach and its flavonoid components, isoquercitrin and isorhamnetin, activate the Wnt/β-catenin pathway and inhibit adipocyte differentiation of 3T3-L1 cells.

Journal: Phytotherapy research : PTR 20111101

Title: Suppressive effect of enzymatically modified isoquercitrin on phenobarbital-induced liver tumor promotion in rats.

Journal: Archives of toxicology 20111101

Title: In vivo antioxidative effect of isoquercitrin on cadmium-induced oxidative damage to mouse liver and kidney.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20110501

Title: Concomitant apoptosis and regeneration of liver cells as a mechanism of liver-tumor promotion by β-naphthoflavone involving TNFα-signaling due to oxidative cellular stress in rats.

Journal: Toxicology 20110428

Title: Regioselective deglycosylation of onion quercetin glucosides by Saccharomyces cerevisiae.

Journal: Biotechnology letters 20110401

Title: [Absorption of flavonoids from Abelmoschus manihot extract by in situ intestinal perfusion].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20110401

Title: Flavonoid composition of Juniperus oblonga Bieb.

Journal: Bulletin of experimental biology and medicine 20110401

Title: Diuretic and potassium-sparing effect of isoquercitrin-an active flavonoid of Tropaeolum majus L.

Journal: Journal of ethnopharmacology 20110324

Title: Antihypertensive effects of isoquercitrin and extracts from Tropaeolum majus L.: evidence for the inhibition of angiotensin converting enzyme.

Journal: Journal of ethnopharmacology 20110324

Title: Aglycone specificity of Thermotoga neapolitana β-glucosidase 1A modified by mutagenesis, leading to increased catalytic efficiency in quercetin-3-glucoside hydrolysis.

Journal: BMC biochemistry 20110101

Title: Isoquercitrin is the most effective antioxidant in the plant Thuja orientalis and able to counteract oxidative-induced damage to a transformed cell line (RGC-5 cells).

Journal: Neurochemistry international 20101201

Title: Inhibition of influenza virus replication by plant-derived isoquercetin.

Journal: Antiviral research 20101101

Title: [Simultaneous determination of rutin, isoquercitrin and chlorogenic acid in Farfarae Flos by HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20101001

Title: alpha-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans.

Journal: Archives of biochemistry and biophysics 20100901

Title: Free radical scavenging activities and inhibition of inflammatory enzymes of phenolics isolated from Tripodanthus acutifolius.

Journal: Journal of ethnopharmacology 20100720

Title: Oral bioavailability of quercetin from different quercetin glycosides in dogs.

Journal: The British journal of nutrition 20100701

Title: Antioxidant enzymatically modified isoquercitrin suppresses the development of liver preneoplastic lesions in rats induced by beta-naphthoflavone.

Journal: Toxicology 20100209

Title: Antioxidant enzymatically modified isoquercitrin or melatonin supplementation reduces oxidative stress-mediated hepatocellular tumor promotion of oxfendazole in rats.

Journal: Archives of toxicology 20100201

Title: Who is the king? The alpha-hydroxy-beta-oxo-alpha,beta-enone moiety or the catechol B ring: relationship between the structure of quercetin derivatives and their pro-oxidative abilities.

Journal: Chemistry & biodiversity 20100101

Title: Effects of a flavonoid extract from Cynomorium songaricum on the swimming endurance of rats.

Journal: The American journal of Chinese medicine 20100101

Title: Fifty-two week chronic toxicity of enzymatically decomposed rutin in Wistar rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100101

Title: Comparative evaluation of quercetin, isoquercetin and rutin as inhibitors of alpha-glucosidase.

Journal: Journal of agricultural and food chemistry 20091223

Title: Nondigestible saccharides suppress the bacterial degradation of quercetin aglycone in the large intestine and enhance the bioavailability of quercetin glucoside in rats.

Journal: Journal of agricultural and food chemistry 20091028

Title: Neuroactive flavonoid glycosides from Tilia petiolaris DC. extracts.

Journal: Phytotherapy research : PTR 20091001

Title: Synergistic effect of apple extracts and quercetin 3-beta-d-glucoside combination on antiproliferative activity in MCF-7 human breast cancer cells in vitro.

Journal: Journal of agricultural and food chemistry 20090923

Title: Preventative effect of a flavonoid, enzymatically modified isoquercitrin on ocular symptoms of Japanese cedar pollinosis.

Journal: Allergology international : official journal of the Japanese Society of Allergology 20090901

Title: In vitro and in vivo determination of antioxidant activity and mode of action of isoquercitrin and Hyptis fasciculata.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20090801

Title: Isoquercitrin isolated from Hyptis fasciculata reduces glioblastoma cell proliferation and changes beta-catenin cellular localization.

Journal: Anti-cancer drugs 20090801

Title: Environmental stresses induce health-promoting phytochemicals in lettuce.

Journal: Plant physiology and biochemistry : PPB 20090701

Title: Inhibition of ATPase activity of Escherichia coli ATP synthase by polyphenols.

Journal: International journal of biological macromolecules 20090701

Title: Neural cell protective compounds isolated from Phoenix hanceana var. formosana.

Journal: Phytochemistry 20090601

Title: Level of catechin, myricetin, quercetin and isoquercitrin in buckwheat (Fagopyrum esculentum Moench), changes of their levels during vegetation and their effect on the growth of selected weeds.

Journal: Journal of agricultural and food chemistry 20090408

Title: Study on the interaction between 3 flavonoid compounds and alpha-amylase by fluorescence spectroscopy and enzymatic kinetics.

Journal: Journal of food science 20090401

Title: Effect of enzymatically modified isoquercitrin, a flavonoid, on symptoms of Japanese cedar pollinosis: a randomized double-blind placebo-controlled trial.

Journal: International archives of allergy and immunology 20090101

Title: Biological activity of quercetin-3-O-glucoside, a known plant flavonoid.

Journal: Bioorganicheskaia khimiia 20090101

Title: Effects of hyperin, isoquercitrin and quercetin on lipopolysaccharide-induced nitrite production in rat peritoneal macrophages.

Journal: Phytotherapy research : PTR 20081101

Title: [Studies on the chemical constituents of flowers of Prunus mume].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20081101

Title: Flavonoid glycosides isolated from Salicornia herbacea inhibit matrix metalloproteinase in HT1080 cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20081001

Title: Antioxidant effects of flavonoids used as food additives (purple corn color, enzymatically modified isoquercitrin, and isoquercitrin) on liver carcinogenesis in a rat medium-term bioassay.

Journal: Journal of food science 20080901

Title: Principal components of phenolics to characterize red Vinho Verde grapes: anthocyanins or non-coloured compounds?

Journal: Talanta 20080615

Title: Antiinflammatory and antioxidant activity of Hypericum rumeliacum Boiss. subsp. apollinis (Boiss. & Heldr.) Robson & Strid methanol extract.

Journal: Phytotherapy research : PTR 20080601

Title: HPLC analysis and pharmacokinetic study of quercitrin and isoquercitrin in rat plasma after administration of Hypericum japonicum thunb. extract.

Journal: Biomedical chromatography : BMC 20080401

Title: The opposing effects of the flavonoids isoquercitrin and sissotrin, isolated from Pterospartum tridentatum, on oral glucose tolerance in rats.

Journal: Phytotherapy research : PTR 20080401

Title: Quercetin 3-glucoside protects neuroblastoma (SH-SY5Y) cells in vitro against oxidative damage by inducing sterol regulatory element-binding protein-2-mediated cholesterol biosynthesis.

Journal: The Journal of biological chemistry 20080125

Title: Chemical constituents from the leaves of Ilex pernyi.

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20080101

Title: Isolation and identification of antioxidants from Pedilanthus tithymaloides.

Journal: Journal of natural medicines 20080101

Title: Anti-inflammatory activity of quercetin and isoquercitrin in experimental murine allergic asthma.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20071001

Title: Flavonoids from Astragalus hamosus.

Journal: Natural product research 20070501

Title: Reactive oxygen species scavenging activity of flavone glycosides from Melilotus neapolitana.

Journal: Molecules (Basel, Switzerland) 20070227

Title: Identification and determination of glycosides in tobacco leaves by liquid chromatography with atmospheric pressure chemical ionization tandem mass spectrometry.

Journal: Journal of separation science 20070201

Title: Effect of enzymatically modified isoquercitrin in spontaneously hypertensive rats.

Journal: Journal of nutritional science and vitaminology 20070201

Title: Enzyme-catalyzed change of antioxidants content and antioxidant activity of asparagus juice.

Journal: Journal of agricultural and food chemistry 20070110

Title: In silico prediction of pregnane X receptor activators by machine learning approaches.

Journal: Molecular pharmacology 20070101

Title: Distinct inhibitory mechanisms of isoquercitrin gallate and its aglycone on zymosan-induced peroxynitrite production in macrophages.

Journal: Nitric oxide : biology and chemistry 20070101

Title: Antidiabetic and antioxidative effects of Annona squamosa leaves are possibly mediated through quercetin-3-O-glucoside.

Journal: BioFactors (Oxford, England) 20070101

Title: Intestinal absorption of hawthorn flavonoids--in vitro, in situ and in vivo correlations.

Journal: Life sciences 20061125

Title: A new alpha-methylanthraquinone glucoside from Emex spinosus.

Journal: Natural product research 20060710

Title: The flavonol quercetin-3-glucoside inhibits cyanidin-3-glucoside absorption in vitro.

Journal: Journal of agricultural and food chemistry 20060628

Title: Qualitative and quantitative analysis of flavonoids of the strawberry tree - Arbutus unedo L. (Ericaceae).

Journal: Acta pharmaceutica (Zagreb, Croatia) 20060601

Title: Red wine alcohol promotes quercetin absorption and directs its metabolism towards isorhamnetin and tamarixetin in rat intestine in vitro.

Journal: British journal of pharmacology 20060401

Title: In vitro degradation of the flavonol quercetin and of quercetin glycosides in the porcine hindgut.

Journal: Archives of animal nutrition 20060401

Title: Antimicrobial activity of flavonoids from Pelargonium radula (Cav.) L'Hérit.

Journal: Acta pharmaceutica (Zagreb, Croatia) 20051201

Title: Isoquercitrin from Argemone platyceras inhibits carbachol and leukotriene D4-induced contraction in guinea-pig airways.

Journal: European journal of pharmacology 20051017

Title: Pressurized liquid extraction-capillary electrophoresis-mass spectrometry for the analysis of polar antioxidants in rosemary extracts.

Journal: Journal of chromatography. A 20050819

Title: Difference in absorption of the two structurally similar flavonoid glycosides, hyperoside and isoquercitrin, in rats.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20050401

Title: Antifungal activity of camptothecin, trifolin, and hyperoside isolated from Camptotheca acuminata.

Journal: Journal of agricultural and food chemistry 20050112

Title: In vitro digestion and lactase treatment influence uptake of quercetin and quercetin glucoside by the Caco-2 cell monolayer.

Journal: Nutrition journal 20050101

Title: [Applications of two-dimensional liquid chromatography coupled to mass spectrometry for the separation and identification of compounds in ginkgo biloba extracts].

Journal: Se pu = Chinese journal of chromatography 20050101

Title: Preliminary HPLC study on some polyphenols of Geranium robertianum L. (Geraniaceae).

Journal: Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi 20050101

Title: Lack of carcinogenicity of enzymatically modified isoquercitrin in F344/DuCrj rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20041201

Title: Cytotoxic activity of nepetin, a flavonoid from Eupatorium ballotaefolium HBK.

Journal: Die Pharmazie 20041201

Title: Uptake of quercetin and quercetin 3-glucoside from whole onion and apple peel extracts by Caco-2 cell monolayers.

Journal: Journal of agricultural and food chemistry 20041117

Title: The type of sugar moiety is a major determinant of the small intestinal uptake and subsequent biliary excretion of dietary quercetin glycosides.

Journal: The British journal of nutrition 20040601

Title: Quercetin glucosides inhibit glucose uptake into brush-border-membrane vesicles of porcine jejunum.

Journal: The British journal of nutrition 20040601

Title: Quercetin-4'-glucoside is more potent than quercetin-3-glucoside in protection of rat intestinal mucosa homogenates against iron ion-induced lipid peroxidation.

Journal: Journal of agricultural and food chemistry 20040407

Title: Evaluation of the toxicity of enzymatically decomposed rutin with 13-weeks dietary administration to Wistar rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040301

Title: Field survey of Glycyrrhiza plants in Central Asia (3). Chemical characterization of G. glabra collected in Uzbekistan.

Journal: Chemical & pharmaceutical bulletin 20031101

Title: Inhibition of clastogenicity of benzo[a]pyrene and of its trans-7,8-dihydrodiol in mice in vivo by fruits, vegetables, and flavonoids.

Journal: Mutation research 20030606

Title: Absorption of quercetin-3-glucoside and quercetin-4'-glucoside in the rat small intestine: the role of lactase phlorizin hydrolase and the sodium-dependent glucose transporter.

Journal: Biochemical pharmacology 20030401

Title: Transformation of flavonoids by intestinal microorganisms.

Journal: International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition 20030301

Title: Biorelevant dissolution testing of St John's wort products.

Journal: The Journal of pharmacy and pharmacology 20021201

Title: Flavonoids uptake and their effect on cell cycle of human colon adenocarcinoma cells (Caco2).

Journal: British journal of cancer 20020520

Title: Quercetin, but not its glycosides, is absorbed from the rat stomach.

Journal: Journal of agricultural and food chemistry 20020130

Title: [Two flavone glycosides from Chinese traditional medicine Amomum villosum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20020101

Title: [Studies on the chemical constituents in the leaves of Cyclocarya paliurus].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20020101

Title: [Constituents of the leaves of Ligustrum delavayanum Hariot].

Journal: Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti 20011101

Title: High-performance liquid chromatographic method for simultaneous determination of hawthorn active components in rat plasma.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010905

Title: Anti-inflammatory and spasmolytic activity of extracts from Droserae herba.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20010501

Title: Presence of aldose reductase inhibitors in tea leaves.

Journal: Japanese journal of pharmacology 20010301

Title: Interaction of quercetin glucosides with the intestinal sodium/glucose co-transporter (SGLT-1).

Journal: Cancer letters 20010126

Title: 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.

Journal: Rapid communications in mass spectrometry : RCM 20010101

Title: St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20000620

Title: Jung SH, et al. Isoquercitrin is the most effective antioxidant in the plant Thuja orientalis and able to counteract oxidative-induced damage to a transformed cell line (RGC-5 cells). Neurochem Int. 2010 Dec;57(7):713-21.

Title: Rogerio AP, et al. Anti-inflammatory activity of quercetin and isoquercitrin in experimental murine allergic asthma. Inflamm Res. 2007 Oct;56(10):402-8.

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SDS
Tags:21637-25-2 Molecular Formula|21637-25-2 MDL|21637-25-2 SMILES|21637-25-2 3-(((2S,3R,4R,5R)-5-((R)-1,2-Dihydroxyethyl)-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
Catalog No.: AA00BE32
21637-25-2,MFCD00017746
21637-25-2 | 3-(((2S,3R,4R,5R)-5-((R)-1,2-Dihydroxyethyl)-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
Pack Size: 5mg
Purity: ≥98%
in stock
$36.00 $25.00
Pack Size: 10mg
Purity: ≥98%
in stock
$58.00 $40.00
Pack Size: 25mg
Purity: ≥98%
in stock
$135.00 $94.00
Pack Size: 50mg
Purity: ≥98%
in stock
$252.00 $176.00
Quantity
- +
Add to Card
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bulk Quotation Request
Technical Information
Catalog Number: AA00BE32
Chemical Name: 3-(((2S,3R,4R,5R)-5-((R)-1,2-Dihydroxyethyl)-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
CAS Number: 21637-25-2
Molecular Formula: C21H20O12
Molecular Weight: 464.3763
MDL Number: MFCD00017746
SMILES: OC[C@H]([C@H]1O[C@H]([C@@H]([C@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O)O
Properties
Complexity: 758  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 5  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 33  
Hydrogen Bond Acceptor Count: 12  
Hydrogen Bond Donor Count: 8  
Isotope Atom Count: 0  
Rotatable Bond Count: 5  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 0.4  
Downstream Synthesis Route
21637-25-2    117-39-5 

[1]ChemistryofNaturalCompounds,2001,vol.37,p.226-227

21637-25-2    50-99-7    117-39-5 

[1]JournalofAgriculturalandFoodChemistry,2009,vol.57,p.5843-5852

[2]ChemistryofNaturalCompounds,2010,vol.46,p.799-800

153-18-4    21637-25-2 

[1]PreparativeBiochemistryandBiotechnology,2020,vol.50,p.1-9

Literature fold

Title: Induction of hepatic apolipoprotein A-I gene expression by the isoflavones quercetin and isoquercetrin.

Journal: Life sciences20140806

Title: Effect of enzymatically modified isoquercitrin on preneoplastic liver cell lesions induced by thioacetamide promotion in a two-stage hepatocarcinogenesis model using rats.

Journal: Toxicology20130308

Title: One new diphenylmethane glycoside from the leaves of Psidium guajava L.

Journal: Natural product research20121101

Title: Quercetin, quercetin glycosides and taxifolin differ in their ability to induce AhR activation and CYP1A1 expression in HepG2 cells.

Journal: Phytotherapy research : PTR20121101

Title: Validation of a surgical technique for rat intestinal irradiation: potential side effects prevention by dietary grape phenolics.

Journal: Digestive diseases and sciences20121001

Title: ILs-based microwave-assisted extraction coupled with aqueous two-phase for the extraction of useful compounds from Chinese medicine.

Journal: The Analyst20120907

Title: Development of a signal-ratio-based antioxidant index for assisting the identification of polyphenolic compounds by mass spectrometry.

Journal: Analytical chemistry20120904

Title: Complete 1H NMR spectral analysis of ten chemical markers of Ginkgo biloba.

Journal: Magnetic resonance in chemistry : MRC20120801

Title: In vitro 5-LOX inhibitory and antioxidant activities of extracts and compounds from the aerial parts of Lopholaena coriifolia (Sond.) E. Phillips & C.A. Sm.

Journal: Journal of complementary & integrative medicine20120620

Title: Identification of rutin deglycosylated metabolites produced by human intestinal bacteria using UPLC-Q-TOF/MS.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20120601

Title: Inhibitory effect of Salicornia europaea on the marine alga Skeletonema costatum.

Journal: Science China. Life sciences20120601

Title: Mechanisms underlying the diuretic effects of Tropaeolum majus L. extracts and its main component isoquercitrin.

Journal: Journal of ethnopharmacology20120507

Title: [Chemical constituents of Eupatorium lindleyanum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica20120401

Title: The leishmanicidal flavonols quercetin and quercitrin target Leishmania (Leishmania) amazonensis arginase.

Journal: Experimental parasitology20120301

Title: Determination of hyperoside and isoquercitrin in rat plasma by membrane-protected micro-solid-phase extraction with high-performance liquid chromatography.

Journal: Journal of separation science20120201

Title: Synthesis and antiviral activity of substituted quercetins.

Journal: Bioorganic & medicinal chemistry letters20120101

Title: Phenolic contents and compositions in skins of red wine grape cultivars among various genetic backgrounds and originations.

Journal: International journal of molecular sciences20120101

Title: Fast screening for antioxidant properties of flavonoids from Pterogyne nitens using electrochemical methods.

Journal: Journal of AOAC International20120101

Title: Anticonvulsant, antidepressant-like activity of Abelmoschus manihot ethanol extract and its potential active components in vivo.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology20111115

Title: Persicaria hydropiper (L.) spach and its flavonoid components, isoquercitrin and isorhamnetin, activate the Wnt/β-catenin pathway and inhibit adipocyte differentiation of 3T3-L1 cells.

Journal: Phytotherapy research : PTR20111101

Title: Suppressive effect of enzymatically modified isoquercitrin on phenobarbital-induced liver tumor promotion in rats.

Journal: Archives of toxicology20111101

Title: In vivo antioxidative effect of isoquercitrin on cadmium-induced oxidative damage to mouse liver and kidney.

Journal: Naunyn-Schmiedeberg's archives of pharmacology20110501

Title: Concomitant apoptosis and regeneration of liver cells as a mechanism of liver-tumor promotion by β-naphthoflavone involving TNFα-signaling due to oxidative cellular stress in rats.

Journal: Toxicology20110428

Title: Regioselective deglycosylation of onion quercetin glucosides by Saccharomyces cerevisiae.

Journal: Biotechnology letters20110401

Title: [Absorption of flavonoids from Abelmoschus manihot extract by in situ intestinal perfusion].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica20110401

Title: Flavonoid composition of Juniperus oblonga Bieb.

Journal: Bulletin of experimental biology and medicine20110401

Title: Diuretic and potassium-sparing effect of isoquercitrin-an active flavonoid of Tropaeolum majus L.

Journal: Journal of ethnopharmacology20110324

Title: Antihypertensive effects of isoquercitrin and extracts from Tropaeolum majus L.: evidence for the inhibition of angiotensin converting enzyme.

Journal: Journal of ethnopharmacology20110324

Title: Aglycone specificity of Thermotoga neapolitana β-glucosidase 1A modified by mutagenesis, leading to increased catalytic efficiency in quercetin-3-glucoside hydrolysis.

Journal: BMC biochemistry20110101

Title: Isoquercitrin is the most effective antioxidant in the plant Thuja orientalis and able to counteract oxidative-induced damage to a transformed cell line (RGC-5 cells).

Journal: Neurochemistry international20101201

Title: Inhibition of influenza virus replication by plant-derived isoquercetin.

Journal: Antiviral research20101101

Title: [Simultaneous determination of rutin, isoquercitrin and chlorogenic acid in Farfarae Flos by HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica20101001

Title: alpha-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans.

Journal: Archives of biochemistry and biophysics20100901

Title: Free radical scavenging activities and inhibition of inflammatory enzymes of phenolics isolated from Tripodanthus acutifolius.

Journal: Journal of ethnopharmacology20100720

Title: Oral bioavailability of quercetin from different quercetin glycosides in dogs.

Journal: The British journal of nutrition20100701

Title: Antioxidant enzymatically modified isoquercitrin suppresses the development of liver preneoplastic lesions in rats induced by beta-naphthoflavone.

Journal: Toxicology20100209

Title: Antioxidant enzymatically modified isoquercitrin or melatonin supplementation reduces oxidative stress-mediated hepatocellular tumor promotion of oxfendazole in rats.

Journal: Archives of toxicology20100201

Title: Who is the king? The alpha-hydroxy-beta-oxo-alpha,beta-enone moiety or the catechol B ring: relationship between the structure of quercetin derivatives and their pro-oxidative abilities.

Journal: Chemistry & biodiversity20100101

Title: Effects of a flavonoid extract from Cynomorium songaricum on the swimming endurance of rats.

Journal: The American journal of Chinese medicine20100101

Title: Fifty-two week chronic toxicity of enzymatically decomposed rutin in Wistar rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20100101

Title: Comparative evaluation of quercetin, isoquercetin and rutin as inhibitors of alpha-glucosidase.

Journal: Journal of agricultural and food chemistry20091223

Title: Nondigestible saccharides suppress the bacterial degradation of quercetin aglycone in the large intestine and enhance the bioavailability of quercetin glucoside in rats.

Journal: Journal of agricultural and food chemistry20091028

Title: Neuroactive flavonoid glycosides from Tilia petiolaris DC. extracts.

Journal: Phytotherapy research : PTR20091001

Title: Synergistic effect of apple extracts and quercetin 3-beta-d-glucoside combination on antiproliferative activity in MCF-7 human breast cancer cells in vitro.

Journal: Journal of agricultural and food chemistry20090923

Title: Preventative effect of a flavonoid, enzymatically modified isoquercitrin on ocular symptoms of Japanese cedar pollinosis.

Journal: Allergology international : official journal of the Japanese Society of Allergology20090901

Title: In vitro and in vivo determination of antioxidant activity and mode of action of isoquercitrin and Hyptis fasciculata.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology20090801

Title: Isoquercitrin isolated from Hyptis fasciculata reduces glioblastoma cell proliferation and changes beta-catenin cellular localization.

Journal: Anti-cancer drugs20090801

Title: Environmental stresses induce health-promoting phytochemicals in lettuce.

Journal: Plant physiology and biochemistry : PPB20090701

Title: Inhibition of ATPase activity of Escherichia coli ATP synthase by polyphenols.

Journal: International journal of biological macromolecules20090701

Title: Neural cell protective compounds isolated from Phoenix hanceana var. formosana.

Journal: Phytochemistry20090601

Title: Level of catechin, myricetin, quercetin and isoquercitrin in buckwheat (Fagopyrum esculentum Moench), changes of their levels during vegetation and their effect on the growth of selected weeds.

Journal: Journal of agricultural and food chemistry20090408

Title: Study on the interaction between 3 flavonoid compounds and alpha-amylase by fluorescence spectroscopy and enzymatic kinetics.

Journal: Journal of food science20090401

Title: Effect of enzymatically modified isoquercitrin, a flavonoid, on symptoms of Japanese cedar pollinosis: a randomized double-blind placebo-controlled trial.

Journal: International archives of allergy and immunology20090101

Title: Biological activity of quercetin-3-O-glucoside, a known plant flavonoid.

Journal: Bioorganicheskaia khimiia20090101

Title: Effects of hyperin, isoquercitrin and quercetin on lipopolysaccharide-induced nitrite production in rat peritoneal macrophages.

Journal: Phytotherapy research : PTR20081101

Title: [Studies on the chemical constituents of flowers of Prunus mume].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials20081101

Title: Flavonoid glycosides isolated from Salicornia herbacea inhibit matrix metalloproteinase in HT1080 cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA20081001

Title: Antioxidant effects of flavonoids used as food additives (purple corn color, enzymatically modified isoquercitrin, and isoquercitrin) on liver carcinogenesis in a rat medium-term bioassay.

Journal: Journal of food science20080901

Title: Principal components of phenolics to characterize red Vinho Verde grapes: anthocyanins or non-coloured compounds?

Journal: Talanta20080615

Title: Antiinflammatory and antioxidant activity of Hypericum rumeliacum Boiss. subsp. apollinis (Boiss. & Heldr.) Robson & Strid methanol extract.

Journal: Phytotherapy research : PTR20080601

Title: HPLC analysis and pharmacokinetic study of quercitrin and isoquercitrin in rat plasma after administration of Hypericum japonicum thunb. extract.

Journal: Biomedical chromatography : BMC20080401

Title: The opposing effects of the flavonoids isoquercitrin and sissotrin, isolated from Pterospartum tridentatum, on oral glucose tolerance in rats.

Journal: Phytotherapy research : PTR20080401

Title: Quercetin 3-glucoside protects neuroblastoma (SH-SY5Y) cells in vitro against oxidative damage by inducing sterol regulatory element-binding protein-2-mediated cholesterol biosynthesis.

Journal: The Journal of biological chemistry20080125

Title: Chemical constituents from the leaves of Ilex pernyi.

Journal: Yao xue xue bao = Acta pharmaceutica Sinica20080101

Title: Isolation and identification of antioxidants from Pedilanthus tithymaloides.

Journal: Journal of natural medicines20080101

Title: Anti-inflammatory activity of quercetin and isoquercitrin in experimental murine allergic asthma.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.]20071001

Title: Flavonoids from Astragalus hamosus.

Journal: Natural product research20070501

Title: Reactive oxygen species scavenging activity of flavone glycosides from Melilotus neapolitana.

Journal: Molecules (Basel, Switzerland)20070227

Title: Identification and determination of glycosides in tobacco leaves by liquid chromatography with atmospheric pressure chemical ionization tandem mass spectrometry.

Journal: Journal of separation science20070201

Title: Effect of enzymatically modified isoquercitrin in spontaneously hypertensive rats.

Journal: Journal of nutritional science and vitaminology20070201

Title: Enzyme-catalyzed change of antioxidants content and antioxidant activity of asparagus juice.

Journal: Journal of agricultural and food chemistry20070110

Title: In silico prediction of pregnane X receptor activators by machine learning approaches.

Journal: Molecular pharmacology20070101

Title: Distinct inhibitory mechanisms of isoquercitrin gallate and its aglycone on zymosan-induced peroxynitrite production in macrophages.

Journal: Nitric oxide : biology and chemistry20070101

Title: Antidiabetic and antioxidative effects of Annona squamosa leaves are possibly mediated through quercetin-3-O-glucoside.

Journal: BioFactors (Oxford, England)20070101

Title: Intestinal absorption of hawthorn flavonoids--in vitro, in situ and in vivo correlations.

Journal: Life sciences20061125

Title: A new alpha-methylanthraquinone glucoside from Emex spinosus.

Journal: Natural product research20060710

Title: The flavonol quercetin-3-glucoside inhibits cyanidin-3-glucoside absorption in vitro.

Journal: Journal of agricultural and food chemistry20060628

Title: Qualitative and quantitative analysis of flavonoids of the strawberry tree - Arbutus unedo L. (Ericaceae).

Journal: Acta pharmaceutica (Zagreb, Croatia)20060601

Title: Red wine alcohol promotes quercetin absorption and directs its metabolism towards isorhamnetin and tamarixetin in rat intestine in vitro.

Journal: British journal of pharmacology20060401

Title: In vitro degradation of the flavonol quercetin and of quercetin glycosides in the porcine hindgut.

Journal: Archives of animal nutrition20060401

Title: Antimicrobial activity of flavonoids from Pelargonium radula (Cav.) L'Hérit.

Journal: Acta pharmaceutica (Zagreb, Croatia)20051201

Title: Isoquercitrin from Argemone platyceras inhibits carbachol and leukotriene D4-induced contraction in guinea-pig airways.

Journal: European journal of pharmacology20051017

Title: Pressurized liquid extraction-capillary electrophoresis-mass spectrometry for the analysis of polar antioxidants in rosemary extracts.

Journal: Journal of chromatography. A20050819

Title: Difference in absorption of the two structurally similar flavonoid glycosides, hyperoside and isoquercitrin, in rats.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V20050401

Title: Antifungal activity of camptothecin, trifolin, and hyperoside isolated from Camptotheca acuminata.

Journal: Journal of agricultural and food chemistry20050112

Title: In vitro digestion and lactase treatment influence uptake of quercetin and quercetin glucoside by the Caco-2 cell monolayer.

Journal: Nutrition journal20050101

Title: [Applications of two-dimensional liquid chromatography coupled to mass spectrometry for the separation and identification of compounds in ginkgo biloba extracts].

Journal: Se pu = Chinese journal of chromatography20050101

Title: Preliminary HPLC study on some polyphenols of Geranium robertianum L. (Geraniaceae).

Journal: Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi20050101

Title: Lack of carcinogenicity of enzymatically modified isoquercitrin in F344/DuCrj rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20041201

Title: Cytotoxic activity of nepetin, a flavonoid from Eupatorium ballotaefolium HBK.

Journal: Die Pharmazie20041201

Title: Uptake of quercetin and quercetin 3-glucoside from whole onion and apple peel extracts by Caco-2 cell monolayers.

Journal: Journal of agricultural and food chemistry20041117

Title: The type of sugar moiety is a major determinant of the small intestinal uptake and subsequent biliary excretion of dietary quercetin glycosides.

Journal: The British journal of nutrition20040601

Title: Quercetin glucosides inhibit glucose uptake into brush-border-membrane vesicles of porcine jejunum.

Journal: The British journal of nutrition20040601

Title: Quercetin-4'-glucoside is more potent than quercetin-3-glucoside in protection of rat intestinal mucosa homogenates against iron ion-induced lipid peroxidation.

Journal: Journal of agricultural and food chemistry20040407

Title: Evaluation of the toxicity of enzymatically decomposed rutin with 13-weeks dietary administration to Wistar rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20040301

Title: Field survey of Glycyrrhiza plants in Central Asia (3). Chemical characterization of G. glabra collected in Uzbekistan.

Journal: Chemical & pharmaceutical bulletin20031101

Title: Inhibition of clastogenicity of benzo[a]pyrene and of its trans-7,8-dihydrodiol in mice in vivo by fruits, vegetables, and flavonoids.

Journal: Mutation research20030606

Title: Absorption of quercetin-3-glucoside and quercetin-4'-glucoside in the rat small intestine: the role of lactase phlorizin hydrolase and the sodium-dependent glucose transporter.

Journal: Biochemical pharmacology20030401

Title: Transformation of flavonoids by intestinal microorganisms.

Journal: International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition20030301

Title: Biorelevant dissolution testing of St John's wort products.

Journal: The Journal of pharmacy and pharmacology20021201

Title: Flavonoids uptake and their effect on cell cycle of human colon adenocarcinoma cells (Caco2).

Journal: British journal of cancer20020520

Title: Quercetin, but not its glycosides, is absorbed from the rat stomach.

Journal: Journal of agricultural and food chemistry20020130

Title: [Two flavone glycosides from Chinese traditional medicine Amomum villosum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica20020101

Title: [Studies on the chemical constituents in the leaves of Cyclocarya paliurus].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica20020101

Title: [Constituents of the leaves of Ligustrum delavayanum Hariot].

Journal: Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti20011101

Title: High-performance liquid chromatographic method for simultaneous determination of hawthorn active components in rat plasma.

Journal: Journal of chromatography. B, Biomedical sciences and applications20010905

Title: Anti-inflammatory and spasmolytic activity of extracts from Droserae herba.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology20010501

Title: Presence of aldose reductase inhibitors in tea leaves.

Journal: Japanese journal of pharmacology20010301

Title: Interaction of quercetin glucosides with the intestinal sodium/glucose co-transporter (SGLT-1).

Journal: Cancer letters20010126

Title: 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.

Journal: Rapid communications in mass spectrometry : RCM20010101

Title: St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor.

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