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552-58-9,MFCD00135890
Catalog No.:AA00392K

552-58-9 | (S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone

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1mg
98%
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10mg
95%(HPLC)
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25mg
95%(HPLC)
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100mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00392K
Chemical Name:
(S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone
CAS Number:
552-58-9
Molecular Formula:
C15H12O6
Molecular Weight:
288.2522
MDL Number:
MFCD00135890
SMILES:
Oc1cc2O[C@@H](CC(=O)c2c(c1)O)c1ccc(c(c1)O)O
Properties
Computed Properties
 
Complexity:
400  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
1  
XLogP3:
2  

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Journal: Phytochemistry 20080101

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Journal: Drug and chemical toxicology 20080101

Title: Flavonoid glycosides and limonoids from Citrus molasses.

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Journal: Nutrition and cancer 20080101

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Journal: Molecular vision 20080101

Title: Evaluation of proinflammatory cytokine pathway inhibitors for p38 MAPK inhibitory potential.

Journal: Journal of medicinal chemistry 20071213

Title: Antimicrobial activity of flavonoids extracted from bergamot (Citrus bergamia Risso) peel, a byproduct of the essential oil industry.

Journal: Journal of applied microbiology 20071201

Title: Protective effects of epigallocatechin gallate after UV irradiation in cultured human retinal pigment epithelial cells.

Journal: Korean journal of ophthalmology : KJO 20071201

Title: Characterization of uridine-diphosphate dependent flavonoid glucosyltransferase from Oryza sativa.

Journal: Journal of biochemistry and molecular biology 20071130

Title: Isolation of antioxidative phenolic glucosides from lemon juice and their suppressive effect on the expression of blood adhesion molecules.

Journal: Bioscience, biotechnology, and biochemistry 20070801

Title: [Studies on antiproliferative effect of flavones compounds isolated from Yao herb medicines].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20070801

Title: Anti-inflammatory activity of flavonoids from Eupatorium arnottianum.

Journal: Journal of ethnopharmacology 20070725

Title: Kinetic model for the antiradical activity of the isolated p-catechol group in flavanone type structures using the free stable radical 2,2-diphenyl-1-picrylhydrazyl as the antiradical probe.

Journal: Journal of agricultural and food chemistry 20070711

Title: Platelet-activating factor (PAF) receptor binding antagonist activity of the methanol extracts and isolated flavonoids from Chromolaena odorata (L.) King and Robinson.

Journal: Biological & pharmaceutical bulletin 20070601

Title: Enantioseparation of some chiral flavanones using microbial cyclic beta-(1-->3),(1-->6)-glucans as novel chiral additives in capillary electrophoresis.

Journal: Carbohydrate research 20070409

Title: Polymethoxylated flavones and other phenolic derivates from citrus in their inhibitory effects on P-glycoprotein-mediated transport of talinolol in Caco-2 cells.

Journal: Journal of agricultural and food chemistry 20070404

Title: Antibacterial phenolic compounds from the spines of Gleditsia sinensis Lam.

Journal: Natural product research 20070401

Title: Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.

Journal: Bioorganic & medicinal chemistry 20070201

Title: Chemosystematic value of flavonoids from Crataegus x macrocarpa (Rosaceae) with special emphasis on (R)- and (S)-eriodictyol-7-O-glucuronide and luteolin-7-O-glucuronide.

Journal: Chemistry & biodiversity 20070201

Title: Stereospecific high-performance liquid chromatographic analysis of eriodictyol in urine.

Journal: Journal of pharmaceutical and biomedical analysis 20070104

Title: Structure-proteasome-inhibitory activity relationships of dietary flavonoids in human cancer cells.

Journal: Frontiers in bioscience : a journal and virtual library 20070101

Title: The anti-apoptotic and anti-oxidant effect of eriodictyol on UV-induced apoptosis in keratinocytes.

Journal: Biological & pharmaceutical bulletin 20070101

Title: Anti-inflammatory activity of flavonoids from Populus davidiana.

Journal: Archives of pharmacal research 20061201

Title: [A new alkaloid from the husk of Xanthoceras sorbifolia].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20061201

Title: New bitter-masking compounds: hydroxylated benzoic acid amides of aromatic amines as structural analogues of homoeriodictyol.

Journal: Journal of agricultural and food chemistry 20061101

Title: [Chemical constituents from Viscum nudum and their accelerating PC12 cell differentiation].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 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: Flavonoids protect human retinal pigment epithelial cells from oxidative-stress-induced death.

Journal: Investigative ophthalmology & visual science 20060701

Title: Bioactive constituents of Spatholobus suberectus in regulating tyrosinase-related proteins and mRNA in HEMn cells.

Journal: Phytochemistry 20060601

Title: Characterization of flavonoid 7-O-glucosyltransferase from Arabidopsis thaliana.

Journal: Bioscience, biotechnology, and biochemistry 20060601

Title: Cytotoxic and new tetralone derivatives from Berchemia floribunda (Wall.) Brongn.

Journal: Chemistry & biodiversity 20060601

Title: Flavonoid 3'-O-methyltransferase from rice: cDNA cloning, characterization and functional expression.

Journal: Phytochemistry 20060201

Title: Difference in plasma metabolite concentration after ingestion of lemon flavonoids and their aglycones in humans.

Journal: Journal of nutritional science and vitaminology 20060201

Title: Characterization of flavonoids and pectins from bergamot (Citrus bergamia Risso) peel, a major byproduct of essential oil extraction.

Journal: Journal of agricultural and food chemistry 20060111

Title: Triterpenic acids and flavonoids from Satureja parvifolia. Evaluation of their antiprotozoal activity.

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

Title: Transcriptome changes in the phenylpropanoid pathway of Glycine max in response to Pseudomonas syringae infection.

Journal: BMC plant biology 20060101

Title: Isolation and structure elucidation of phenolic antioxidants from Tamarind (Tamarindus indica L.) seeds and pericarp.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20051101

Title: Structural and mechanistic studies on anthocyanidin synthase catalysed oxidation of flavanone substrates: the effect of C-2 stereochemistry on product selectivity and mechanism.

Journal: Organic & biomolecular chemistry 20050907

Title: Oxidation of the flavonoid eriodictyol by tyrosinase.

Journal: Plant physiology and biochemistry : PPB 20050901

Title: Antioxidant constituents of the aerial parts of Globularia alypum growing in Morocco.

Journal: Journal of natural products 20050801

Title: Evaluation of bitter masking flavanones from Herba Santa (Eriodictyon californicum (H. and A.) Torr., Hydrophyllaceae).

Journal: Journal of agricultural and food chemistry 20050727

Title: High-performance liquid chromatographic separation and chiroptical properties of the enantiomers of naringenin and other flavanones.

Journal: Journal of chromatography. A 20050527

Title: [Isolation and structure identification of chemical constituents from Viscum liquidambaricolum].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20050401

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

Journal: Biochemical pharmacology 20050215

Title: Cytotoxicity of flavonoids toward cultured normal human cells.

Journal: Biological & pharmaceutical bulletin 20050201

Title: Two new hepatoprotective stilbene glycosides from Acer mono leaves.

Journal: Journal of natural products 20050101

Title: Antiprotozoal compounds from Psorothamnus polydenius.

Journal: Journal of natural products 20050101

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

Journal: Biochemical pharmacology 20041115

Title: Xanthine oxidase inhibitory activity of Vietnamese medicinal plants.

Journal: Biological & pharmaceutical bulletin 20040901

Title: The pig caecum model: a suitable tool to study the intestinal metabolism of flavonoids.

Journal: Molecular nutrition & food research 20040901

Title: Urinary excretion of flavonoids reflects even small changes in the dietary intake of fruits and vegetables.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20040501

Title: Structural requirements for the flavonoid-mediated modulation of glutathione S-transferase P1-1 and GS-X pump activity in MCF7 breast cancer cells.

Journal: Biochemical pharmacology 20040415

Title: Flavonoid methylation: a novel 4'-O-methyltransferase from Catharanthus roseus, and evidence that partially methylated flavanones are substrates of four different flavonoid dioxygenases.

Journal: Phytochemistry 20040401

Title: Cytotoxic constituents of the twigs and leaves of Aglaia rubiginosa.

Journal: Journal of natural products 20040301

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: Flavonoids as chemotaxonomic markers for Erythroxylum australe.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20040101

Title: Inhibitory effects of several flavonoids on E-selectin expression on human umbilical vein endothelial cells stimulated by tumor necrosis factor-alpha.

Journal: Phytotherapy research : PTR 20031201

Title: Constituents of the stems and fruits of Opuntia ficus-indica var. saboten.

Journal: Archives of pharmacal research 20031201

Title: LC-UV-solid-phase extraction-NMR-MS combined with a cryogenic flow probe and its application to the identification of compounds present in Greek oregano.

Journal: Analytical chemistry 20031115

Title: Formation of novel flavonoids in apple (Malusxdomestica) treated with the 2-oxoglutarate-dependent dioxygenase inhibitor prohexadione-Ca.

Journal: Phytochemistry 20031001

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: Separation of some chiral flavanones by micellar electrokinetic chromatography.

Journal: Electrophoresis 20030801

Title: Antioxidant chalcone glycosides and flavanones from Maclura (Chlorophora) tinctoria.

Journal: Journal of natural products 20030801

Title: The splanchnic metabolism of flavonoids highly differed according to the nature of the compound.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20030601

Title: Potential cancer chemopreventive constituents of the seeds of Dipteryx odorata (tonka bean).

Journal: Journal of natural products 20030501

Title: Sesquiterpene lactones from Anthemis altissima and their anti-Helicobacter pylori activity.

Journal: Journal of natural products 20030501

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SDS
Tags:552-58-9 Molecular Formula|552-58-9 MDL|552-58-9 SMILES|552-58-9 (S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone