200,000+ products from a single source!
sales@angenechem.com
Home > Other Building Blocks > 28608-75-5
28608-75-5 | 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-β-D-glucopyranosyl-5,7-dihydroxy-
CAS No: 28608-75-5 Catalog No: AG002VV3 MDL No:MFCD00017432
Product Description
Catalog Number:
AG002VV3
Chemical Name:
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-β-D-glucopyranosyl-5,7-dihydroxy-
CAS Number:
28608-75-5
Molecular Formula:
C21H20O11
Molecular Weight:
448.3769
MDL Number:
MFCD00017432
IUPAC Name:
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
InChI:
InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1
InChI Key:
PLAPMLGJVGLZOV-VPRICQMDSA-N
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O
EC Number:
608-227-2
UNII:
IAX93XCW6C
Properties
Complexity:
729
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:
8
Isotope Atom Count:
0
Molecular Weight:
448.38g/mol
Monoisotopic Mass:
448.101g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
197A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.2
Literature
| Title | Journal |
|---|---|
| Screening and quantitative analysis of antioxidants in the fruits of Livistona chinensis R. Br using HPLC-DAD-ESI/MS coupled with pre-column DPPH assay. | Food chemistry 20121215 |
| Effect of salinity stress on phenolic compounds and carotenoids in buckwheat (Fagopyrum esculentum M.) sprout. | Food chemistry 20121201 |
| A critical evaluation on the reliability of two aluminum chloride chelation methods for quantification of flavonoids. | Food chemistry 20121201 |
| Antihypertensive and cardioprotective effects of the Lagenaria siceraria fruit in NG-nitro-L-arginine methyl ester (L-NAME) induced hypertensive rats. | Pharmaceutical biology 20121101 |
| Variation in phenolic content and antioxidant activity of fermented rooibos herbal tea infusions: role of production season and quality grade. | Journal of agricultural and food chemistry 20120912 |
| Simultaneous determination of alkaloids and flavonoids from aerial parts of Passiflora species and dietary supplements using UPLC-UV-MS and HPTLC. | Natural product communications 20120901 |
| Accumulation of phenylpropanoids and correlated gene expression during the development of tartary buckwheat sprouts. | Journal of agricultural and food chemistry 20120606 |
| Effects of green tea or Sasa quelpaertensis bamboo leaves on plasma and liver lipids, erythrocyte Na efflux, and platelet aggregation in ovariectomized rats. | Nutrition research and practice 20120401 |
| Enhancing aspalathin stability in rooibos (Aspalathus linearis) ready-to-drink iced teas during storage: the role of nano-emulsification and beverage ingredients, citric and ascorbic acids. | Journal of the science of food and agriculture 20120130 |
| Kinetic optimisation of the reversed phase liquid chromatographic separation of rooibos tea (Aspalathus linearis) phenolics on conventional high performance liquid chromatographic instrumentation. | Journal of chromatography. A 20120106 |
| Analysis of C-glycosyl flavonoids from South American Passiflora species by HPLC-DAD and HPLC-MS. | Phytochemical analysis : PCA 20120101 |
| Screening of anti-dengue activity in methanolic extracts of medicinal plants. | BMC complementary and alternative medicine 20120101 |
| Ficaria verna Huds. extracts and their β-cyclodextrin supramolecular systems. | Chemistry Central journal 20120101 |
| Seasonal variations of the antioxidant composition in ground bamboo Sasa argenteastriatus leaves. | International journal of molecular sciences 20120101 |
| A novel high-performance liquid chromatography fingerprint approach to discriminate Phyllostachys pubescens from China. | Pharmacognosy magazine 20120101 |
| Assessment of flavonoids contents and in vitro antioxidant activity of Launaea procumbens. | Chemistry Central journal 20120101 |
| Ethnobotany, phytochemistry and pharmacology of Biophytum sensitivum DC. | Pharmacognosy reviews 20120101 |
| Rapid Screening for Flavone C-Glycosides in the Leaves of Different Species of Bamboo and Simultaneous Quantitation of Four Marker Compounds by HPLC-UV/DAD. | International journal of analytical chemistry 20120101 |
| Antiosteoporotic activity of phytoestrogen-rich fraction separated from ethanol extract of aerial parts of Cissus quadrangularis in ovariectomized rats. | Indian journal of pharmacology 20120101 |
| Effect of Lagenaria siceraria fruit powder on sodium oxalate induced urolithiasis in Wistar rats. | Journal of Ayurveda and integrative medicine 20120101 |
| Dietary açai modulates ROS production by neutrophils and gene expression of liver antioxidant enzymes in rats. | Journal of clinical biochemistry and nutrition 20111101 |
| [Study of flavonoids from leaves of Santalum album]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20111101 |
| Antioxidant and urease inhibitory C-glycosylflavonoids from Celtis africana. | Journal of Asian natural products research 20110901 |
| Secondary metabolites of Centaurea calolepis and evaluation of cnicin for anti-inflammatory, antioxidant, and cytotoxic activities. | Pharmaceutical biology 20110801 |
| Orientin-induced cardioprotection against reperfusion is associated with attenuation of mitochondrial permeability transition. | Planta medica 20110701 |
| Metabolomic analysis of phenolic compounds in buckwheat (Fagopyrum esculentum M.) sprouts treated with methyl jasmonate. | Journal of agricultural and food chemistry 20110525 |
| [Chemical constituents of aerial parts of Gelsemium elegans]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110501 |
| Edible neotropical blueberries: antioxidant and compositional fingerprint analysis. | Journal of agricultural and food chemistry 20110413 |
| Phytochemical composition and antioxidant capacity of three malian medicinal plant parts. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| REC-2006-A Fractionated Extract of Podophyllum hexandrum Protects Cellular DNA from Radiation-Induced Damage by Reducing the Initial Damage and Enhancing Its Repair In Vivo. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Characterization of the Antidiabetic Role of Parkinsonia aculeata (Caesalpineaceae). | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Chemical Composition and, Cellular Evaluation of the Antioxidant Activity of Desmodium adscendens Leaves. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| Role of Ocimum sanctum as a Genoprotective Agent on Chlorpyrifos-Induced Genotoxicity. | Toxicology international 20110101 |
| Studies on the active components and antioxidant activities of the extracts of Mimosa pudica Linn. from southern China. | Pharmacognosy magazine 20110101 |
| Hepatoprotective effects of methanol extract of Carissa opaca leaves on CCl4-induced damage in rat. | BMC complementary and alternative medicine 20110101 |
| Role of phenolic compounds in peptic ulcer: An overview. | Journal of pharmacy & bioallied sciences 20110101 |
| Two new flavone C-glycosides from Trollius ledebourii. | Chemical & pharmaceutical bulletin 20110101 |
| A New Flavonoid C-Glycoside from Celtis australis L. and Celtis occidentalis L. Leaves and Potential Antioxidant and Cytotoxic Activities. | Scientia pharmaceutica 20110101 |
| Biological activities and medicinal properties of Cajanus cajan (L) Millsp. | Journal of advanced pharmaceutical technology & research 20110101 |
| Chemical composition of the SFE-CO extracts from Cajanus cajan (L.) Huth and their antimicrobial activity in vitro and in vivo. | Phytomedicine : international journal of phytotherapy and phytopharmacology 20101201 |
| Comparative study of the flavonoids of some Verbena species cultivated in Egypt by using high-performance liquid chromatography coupled with ultraviolet spectroscopy and atmospheric pressure chemical ionization mass spectrometry. | Journal of chromatography. A 20101008 |
| Antinociceptive properties of conocarpan and orientin obtained from Piper solmsianum C. DC. var. solmsianum (Piperaceae). | Journal of natural medicines 20101001 |
| Vitexin, orientin and other flavonoids from Spirodela polyrhiza inhibit adipogenesis in 3T3-L1 cells. | Phytotherapy research : PTR 20101001 |
| The compound isolated from the leaves of Phyllostachys nigra protects oxidative stress-induced retinal ganglion cells death. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100601 |
| Hypoglycemic effects of Cecropia pachystachya in normal and alloxan-induced diabetic rats. | Journal of ethnopharmacology 20100421 |
| New inhibitors for expression of IgE receptor on human mast cell. | Bioorganic & medicinal chemistry letters 20100401 |
| Identification of flavone phytoalexins and a pathogen-inducible flavone synthase II gene (SbFNSII) in sorghum. | Journal of experimental botany 20100201 |
| Reliability of bond dissociation enthalpy calculated by the PM6 method and experimental TEAC values in antiradical QSAR of flavonoids. | Bioorganic & medicinal chemistry 20100101 |
| Antioxidant Activity and Lipid-Lowering Effect of Essential Oils Extracted from Ocimum sanctum L. Leaves in Rats Fed with a High Cholesterol Diet. | Journal of clinical biochemistry and nutrition 20100101 |
| Spasmolytic Activity of Fruits of Tamarindus indica L. | Journal of young pharmacists : JYP 20100101 |
| Development and validation of an HPTLC method for simultaneous quantitation of isoorientin, isovitexin, orientin, and vitexin in bamboo-leaf flavonoids. | Journal of AOAC International 20100101 |
| Ocimum sanctum Linn. A reservoir plant for therapeutic applications: An overview. | Pharmacognosy reviews 20100101 |
| Pistia stratiotes (Jalkumbhi). | Pharmacognosy reviews 20100101 |
| Phytochemical and antifungal studies on Terminalia mollis and Terminalia brachystemma. | Fitoterapia 20090901 |
| Screening and structural characterization of alpha-glucosidase inhibitors from hawthorn leaf flavonoids extract by ultrafiltration LC-DAD-MS(n) and SORI-CID FTICR MS. | Journal of the American Society for Mass Spectrometry 20090801 |
| Neural cell protective compounds isolated from Phoenix hanceana var. formosana. | Phytochemistry 20090601 |
| Effect of heat on aspalathin, iso-orientin, and orientin contents and color of fermented rooibos (Aspalathus linearis) iced tea. | Journal of agricultural and food chemistry 20090527 |
| Phenolic contribution of South African herbal teas to a healthy diet. | Natural product communications 20090501 |
| Antioxidant activities of extracts and main components of Pigeonpea [Cajanus cajan (L.) Millsp.] leaves. | Molecules (Basel, Switzerland) 20090304 |
| Time-course study and effects of drying method on concentrations of gamma-aminobutyric acid, flavonoids, anthocyanin, and 2''-hydroxynicotianamine in leaves of buckwheats. | Journal of agricultural and food chemistry 20090114 |
| Gastric anti-ulcer activity of leaf fractions obtained of polar extract from Wilbrandia ebracteata in mice. | Natural product research 20090101 |
| Phytoconstituents of Jatropha curcas L. leaves and their immunomodulatory activity on humoral and cell-mediated immune response in chicks. | Zeitschrift fur Naturforschung. C, Journal of biosciences 20090101 |
| Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic system. | Planta medica 20081201 |
| Pharmacokinetic study of three active flavonoid glycosides in rat after intravenous administration of Trollius ledebourii extract by liquid chromatography. | Biomedical chromatography : BMC 20081001 |
| [Simultaneous determination of four glycosylflavones from Lophatherum gracile by RP-HPLC]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20081001 |
| Antioxidant constituents in the dayflower (Commelina communis L.) and their alpha-glucosidase-inhibitory activity. | Journal of natural medicines 20080701 |
| Pharmacokinetics and tissue distribution study of orientin in rat by liquid chromatography. | Journal of pharmaceutical and biomedical analysis 20080609 |
| Gynecological efficacy and chemical investigation of Vitex agnus-castus L. fruits growing in Egypt. | Natural product research 20080415 |
| Evaluation of Antioxidant and Wound Healing Effects of Alcoholic and Aqueous Extract of Ocimum sanctum Linn in Rats. | Evidence-based complementary and alternative medicine : eCAM 20080301 |
| Two new 11alpha,12alpha-epoxy-ursan-28,13beta-olides and other triterpenes from Cecropia catharinensis. | Natural product research 20080101 |
| Fructose-amino acid conjugate and other constituents from Cyperus rotundus L. | Natural product research 20080101 |
| 4'''-Acetylvitexin-2''-O-rhamnoside, isoorientin, orientin, and 8-methoxykaempferol-3-O-glucoside as markers for the differentiation of Crataegus monogyna and Crataegus pentagyna from Crataegus laevigata (Rosaceae). | Chemistry & biodiversity 20071201 |
| Use of cyclic voltammetry, photochemiluminescence, and spectrophotometric methods for the measurement of the antioxidant capacity of buckwheat sprouts. | Journal of agricultural and food chemistry 20071128 |
| Protective effect of Adhatoda vascia Nees against radiation-induced damage at cellular, biochemical and chromosomal levels in Swiss albino mice. | Evidence-based complementary and alternative medicine : eCAM 20070901 |
| [Protective effects of orientin on myocardial ischemia and hypoxia in animal models]. | Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20070801 |
| The antimutagenic activity of the major flavonoids of rooibos (Aspalathus linearis): some dose-response effects on mutagen activation-flavonoid interactions. | Mutation research 20070728 |
| Induction of flavonoid production by UV-B radiation in Passiflora quadrangularis callus cultures. | Fitoterapia 20070701 |
| Determination and pharmacokinetics of orientin in rabbit plasma by liquid chromatography after intravenous administration of orientin and Trollius chinensis Bunge extract. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070615 |
| Diterpenoids and flavonoids from the fruits of Vitex agnus-castus and antioxidant activity of the fruit extracts and their constituents. | Phytotherapy research : PTR 20070401 |
| Antiproliferative and antioxidant activities of a tricin acylated glycoside from sugarcane (Saccharum officinarum) juice. | Phytochemistry 20070401 |
| An anthocyanin compound in buckwheat sprouts and its contribution to antioxidant capacity. | Bioscience, biotechnology, and biochemistry 20070201 |
| Comparison of plants used for skin and stomach problems in Trinidad and Tobago with Asian ethnomedicine. | Journal of ethnobiology and ethnomedicine 20070101 |
| Podophyllum hexandrum Offers Radioprotection by Modulating Free Radical Flux: Role of Aryl-Tetralin Lignans. | Evidence-based complementary and alternative medicine : eCAM 20061201 |
| A rapid ultra-performance liquid chromatography-electrospray ionization tandem mass spectrometric method for the qualitative and quantitative analysis of the constituents of the flower of Trollius ledibouri Reichb. | Analytica chimica acta 20061124 |
| Phytochemical and nutrient composition of the freeze-dried amazonian palm berry, Euterpe oleraceae mart. (acai). | Journal of agricultural and food chemistry 20061101 |
| Antispasmodic effects of Rooibos tea (Aspalathus linearis) is mediated predominantly through K+ -channel activation. | Basic & clinical pharmacology & toxicology 20061101 |
| [Study on quality for Herba Polygoni Orientalis]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060701 |
| Flavonoid glycosides in bergamot juice (Citrus bergamia Risso). | Journal of agricultural and food chemistry 20060531 |
| Activity of Cecropia lyratiloba extract on contractility of cardiac and smooth muscles in Wistar rats. | Clinical and experimental pharmacology & physiology 20060101 |
| Anti-apoptotic effect and the mechanism of orientin on ischaemic/reperfused myocardium. | Journal of Asian natural products research 20060101 |
| On-line identification of further flavone C- and O-glycosides from sugarcane (Saccharum officinarum L., Gramineae) by HPLC-UV-MS. | Phytochemical analysis : PCA 20060101 |
| Isolation and purification of flavonoid glycosides from Trollius ledebouri using high-speed counter-current chromatography by stepwise increasing the flow-rate of the mobile phase. | Journal of chromatography. A 20051028 |
| Bioactivity guided isolation of antimicrobial compounds from Lythrum salicaria. | Fitoterapia 20050901 |
| Evaluation of antifungal activity of Piper solmsianum C. DC. var. solmsianum (Piperaceae). | Biological & pharmaceutical bulletin 20050801 |
| Flavone C-glycosides from flowers of Trollius ledebouri. | Phytochemistry 20050501 |
| Free radical scavengers and antioxidants from Lemongrass (Cymbopogon citratus (DC.) Stapf.). | Journal of agricultural and food chemistry 20050406 |
| LC and UV determination of flavonoids from Passiflora alata medicinal extracts and leaves. | Journal of pharmaceutical and biomedical analysis 20050223 |
| Determination of flavone C-glucosides in antioxidant of bamboo leaves (AOB) fortified foods by reversed-phase high-performance liquid chromatography with ultraviolet diode array detection. | Journal of chromatography. A 20050218 |
| Protection of mouse bone marrow against radiation-induced chromosome damage and stem cell death by the ocimum flavonoids orientin and vicenin. | Radiation research 20050201 |
| An analysis of flavonoid compounds in leaves of Japonolirion (Petrosaviaceae). | Journal of plant research 20050201 |
| Vasodilatation produced by orientin and its mechanism study. | Biological & pharmaceutical bulletin 20050101 |
| Distinction of the C-glycosylflavone isomer pairs orientin/isoorientin and vitexin/isovitexin using HPLC-MS exact mass measurement and in-source CID. | Phytochemical analysis : PCA 20050101 |
| [Determination of orientin and vitexin in Trollius chinesis preparation by HPLC]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20041101 |
| Protection against prenatal irradiation-induced genomic instability and its consequences in adult mice by Ocimum flavonoids, orientin and vicenin. | International journal of radiation biology 20040901 |
| Trollioside, a new compound from the flowers of Trollius chinensis. | Journal of Asian natural products research 20040601 |
| A HPTLC densitometric determination of flavonoids from Passiflora alata, P. edulis, P. incarnata and P. caerulea and comparison with HPLC method. | Phytochemical analysis : PCA 20040101 |
| Unfermented rooibos tea: quantitative characterization of flavonoids by HPLC-UV and determination of the total antioxidant activity. | Journal of agricultural and food chemistry 20031203 |
| [Studies on chemical constituents from Phyllostachys pubescens]. | Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20030801 |
| Antioxidative compounds from Crotalaria sessiliflora. | Bioscience, biotechnology, and biochemistry 20030201 |
| Flavonoids from Achillea nobilis L. | Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101 |
| High-speed countercurrent chromatography as a valuable tool to isolate C-glycosylflavones from Cecropia lyratiloba Miquel. | Phytochemical analysis : PCA 20030101 |
| Quantitative analysis of flavonoids in the flowers and leaves of Ficaria verna Huds. | Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101 |
| Naphthalene glucoside and other phenolics from the shoot and callus cultures of Drosophyllum lusitanicum. | Phytochemistry 20021001 |
| Quantitative characterization of flavonoid compounds in Rooibos tea (Aspalathus linearis) by LC-UV/DAD. | Journal of agricultural and food chemistry 20020925 |
| A benzoquinone and flavonoids from Cyperus alopecuroides. | Phytochemistry 20020601 |
| Pharmacologically active ellagitannins from Terminalia myriocarpa. | Planta medica 20020601 |
| Antioxidant constituents from Setaria viridis. | Archives of pharmacal research 20020601 |
| Antiviral activities of flavonoids and organic acid from Trollius chinensis Bunge. | Journal of ethnopharmacology 20020301 |
| O-Galloyl-C-glycosylflavones from Pelargonium reniforme. | Phytochemistry 20020201 |
| The role of UV-B radiation in aquatic and terrestrial ecosystems--an experimental and functional analysis of the evolution of UV-absorbing compounds. | Journal of photochemistry and photobiology. B, Biology 20020201 |
| Flavonoid concentrations in three grass species and a sedge grown in the field and under controlled environment conditions in response to enhanced UV-B radiation. | Journal of photochemistry and photobiology. B, Biology 20020201 |
| Chemotaxonomic features associated with flavonoids of cannabinoid-free cannabis (Cannabis sativa subsp. sativa L.) in relation to hops (Humulus lupulus L.). | Natural product letters 20020201 |
| Radiation protection of human lymphocyte chromosomes in vitro by orientin and vicenin. | Mutation research 20011115 |
| Synthesis of 8-C-glucosylflavones. | Carbohydrate research 20010830 |
| Antimicrobial evaluation of coumarins and flavonoids from the stems of Daphne gnidium L. | Phytomedicine : international journal of phytotherapy and phytopharmacology 20010701 |
| Characterization of the polyphenolic composition of purple loosestrife (Lythrum salicaria). | Zeitschrift fur Naturforschung. C, Journal of biosciences 20010101 |
| Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds. | Biochemical pharmacology 19940803 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.