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27740-01-8,MFCD01861503
Catalog No.:AA002UJT

27740-01-8 | β-D-Glucopyranosiduronic acid, 5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl

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5mg
98%(HPLC)
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10mg
≥98%
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25mg
98%(HPLC)
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100mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002UJT
Chemical Name:
β-D-Glucopyranosiduronic acid, 5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl
CAS Number:
27740-01-8
Molecular Formula:
C21H18O12
Molecular Weight:
462.3604
MDL Number:
MFCD01861503
SMILES:
OC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Computed Properties
 
Complexity:
777  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
7  
Rotatable Bond Count:
4  
XLogP3:
0.8  

Literature

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

Journal: Journal of biochemical and molecular toxicology 20150301

Title: Scutellarin inhibits high glucose-induced and hypoxia-mimetic agent-induced angiogenic effects in human retinal endothelial cells through reactive oxygen species/hypoxia-inducible factor-1α/vascular endothelial growth factor pathway.

Journal: Journal of cardiovascular pharmacology 20140901

Title: Synthesis and protective effect of scutellarein on focal cerebral ischemia/reperfusion in rats.

Journal: Molecules (Basel, Switzerland) 20120906

Title: Scutellarin inhibits cytochrome P450 isoenzyme 1A2 (CYP1A2) in rats.

Journal: Phytotherapy research : PTR 20120801

Title: Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13.

Journal: Bioorganic & medicinal chemistry letters 20120615

Title: Research on scutellarin parenteral solution's protective effects in rats with severe acute pancreatitis and multiple organ injuries.

Journal: Inflammation 20120601

Title: [Scutellarin starch microspheres' permeability through nasal mucosa of different animals in vitro].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120301

Title: Scutellarin inhibits translocation of protein kinase C in diabetic thoracic aorta of the rat.

Journal: Clinical and experimental pharmacology & physiology 20120201

Title: [Simultaneous determination of isoorientin, scutellarin and cynaroside in rat plasma and pharmacokinetics by UPLC-MS/MS].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120201

Title: Neuroprotective effects of scutellarin against hypoxic-ischemic-induced cerebral injury via augmentation of antioxidant defense capacity.

Journal: The Chinese journal of physiology 20111231

Title: Preparation, characterization and evaluation of breviscapine lipid emulsions coated with monooleate-PEG-COOH.

Journal: International journal of pharmaceutics 20111215

Title: Scutellarin protects against Aβ-induced learning and memory deficits in rats: involvement of nicotinic acetylcholine receptors and cholinesterase.

Journal: Acta pharmacologica Sinica 20111201

Title: Comparative studies on interactions of baicalein, baicalin and scutellarin with lysozyme.

Journal: European journal of medicinal chemistry 20111201

Title: Scutellarin-dependent inhibition of collagen biosynthesis in cultured fibroblasts.

Journal: Natural product research 20111101

Title: Absorption and disposition of scutellarin in rats: a pharmacokinetic explanation for the high exposure of its isomeric metabolite.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20111101

Title: [Simultaneous determination of protocatechuic acid, isoorientin and scutellarin in rat tissues after a single intravenous administration of compound hongcao for injection by UPLC-MS/MS].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20111101

Title: Flavonoids in Scutellaria immaculata and S. ramosissima (Lamiaceae) and their biological activity.

Journal: The Journal of pharmacy and pharmacology 20111001

Title: Scutellarin benzyl ester partially secured the ischemic injury by its anti-apoptosis mechanism in cardiomyocytes of neonatal rats.

Journal: Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20110901

Title: Intestinal transport of scutellarein and scutellarin and first-pass metabolism by UDP-glucuronosyltransferase-mediated glucuronidation of scutellarein and hydrolysis of scutellarin.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20110701

Title: Neuroprotection of Scutellarin is mediated by inhibition of microglial inflammatory activation.

Journal: Neuroscience 20110630

Title: Scutellarin blocks sodium current in freshly isolated mouse hippocampal CA1 neurons.

Journal: Neurochemical research 20110601

Title: Acute and subacute toxicological evaluation of scutellarin in rodents.

Journal: Regulatory toxicology and pharmacology : RTP 20110601

Title: Effects of scutellarin on MUC5AC mucin production induced by human neutrophil elastase or interleukin 13 on airway epithelial cells.

Journal: Journal of Korean medical science 20110601

Title: [Effect of scutellarin on expressions of nicotinic acetylcholine receptor protein and mRNA in the brains of dementia rats].

Journal: Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20110601

Title: Metabolic and pharmacokinetic studies of scutellarin in rat plasma, urine, and feces.

Journal: Acta pharmacologica Sinica 20110501

Title: [Studies on the chemical constituents from Conyza canadensis].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20110501

Title: Flavonoid composition of Juniperus oblonga Bieb.

Journal: Bulletin of experimental biology and medicine 20110401

Title: [Effect of pravastatin on transportation of scutellarin in mouse liver and its mechanism].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20110301

Title: Scutellarin alleviates interstitial fibrosis and cardiac dysfunction of infarct rats by inhibiting TGFβ1 expression and activation of p38-MAPK and ERK1/2.

Journal: British journal of pharmacology 20110201

Title: [Influence of scutellarin on oxidative stress and neuronal apoptosis of rats with dementia].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20110201

Title: [Determination of four effective components from total flavonoids of Scutellaria barbata by high performance liquid chromatography].

Journal: Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences 20110101

Title: Scutellarin attenuates human-neutrophil-elastase-induced mucus production by inhibiting the PKC-ERK signaling pathway in vitro and in vivo.

Journal: The American journal of Chinese medicine 20110101

Title: Synthesis and bio-activity evaluation of scutellarein as a potent agent for the therapy of ischemic cerebrovascular disease.

Journal: International journal of molecular sciences 20110101

Title: Scutellarin inhibits cell migration by regulating production of αvβ6 integrin and E-cadherin in human tongue cancer cells.

Journal: Oncology reports 20101101

Title: Scutellarin promotes in vitro angiogenesis in human umbilical vein endothelial cells.

Journal: Biochemical and biophysical research communications 20100910

Title: [Absorption and transportation characteristics of scutellarin and scutellarein across Caco-2 monolayer model].

Journal: Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20100901

Title: [Evaluation of brain-targeted trendence of scutellarin nasal administration].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100901

Title: PEG-scutellarin prodrugs: synthesis, water solubility and protective effect on cerebral ischemia/reperfusion injury.

Journal: European journal of medicinal chemistry 20100501

Title: Scutellarin protects against lipopolysaccharide-induced acute lung injury via inhibition of NF-kappaB activation in mice.

Journal: Journal of Asian natural products research 20100301

Title: Scutellarin exerts its anti-hypertrophic effects via suppressing the Ca2+-mediated calcineurin and CaMKII signaling pathways.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20100201

Title: Selective fraction of Scutellaria baicalensis and its chemopreventive effects on MCF-7 human breast cancer cells.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20100101

Title: [Advances in studies on pharmacokinetics of scutellarin and scutellarein].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20091201

Title: Metabolism profile of scutellarin in urine following oral administration to rats by ultra performance liquid chromatography coupled to time-of-flight mass spectrometry.

Journal: Talanta 20091115

Title: Estrogenic and neuroprotective properties of scutellarin from Erigeron breviscapus: a drug against postmenopausal symptoms and Alzheimer's disease.

Journal: Planta medica 20091101

Title: Suppression of diet-induced hypercholesterolemia by scutellarin in rats.

Journal: Planta medica 20090901

Title: Scutellarin sensitizes drug-evoked colon cancer cell apoptosis through enhanced caspase-6 activation.

Journal: Anticancer research 20090801

Title: [Effects of doubled CO2 concentration on Erigeron breviscapus growth and its active constituent accumulation].

Journal: Ying yong sheng tai xue bao = The journal of applied ecology 20090801

Title: [Effect of water stress on content of active constituents in Erigeron breviscaps].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090501

Title: Protective effects of scutellarin against cerebral ischemia in rats: evidence for inhibition of the apoptosis-inducing factor pathway.

Journal: Planta medica 20090201

Title: Nitric oxide and catalase-sensitive relaxation by scutellarin in the mouse thoracic aorta.

Journal: Journal of cardiovascular pharmacology 20090101

Title: Separation and purification of two flavone glucuronides from Erigeron multiradiatus (Lindl.) Benth with macroporous resins.

Journal: Journal of biomedicine & biotechnology 20090101

Title: [Study on optimal harvest time of Erigeron breviscapus].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20081201

Title: Simultaneous determination of five main active constituents of Erigeron multiradiatus by HPLC-DAD-MS.

Journal: Journal of pharmaceutical and biomedical analysis 20081104

Title: Pulmonary delivery of scutellarin solution and mucoadhesive particles in rats.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20081101

Title: Scutellarin-induced endothelium-independent relaxation in rat aorta.

Journal: Phytotherapy research : PTR 20081101

Title: Anti-inflammatory activity of the extracts and fractions from Erigeron multiradiatus through bioassay-guided procedures.

Journal: Journal of ethnopharmacology 20080926

Title: Scutellarin isolated from Erigeron multiradiatus inhibits high glucose-mediated vascular inflammation.

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20080901

Title: Comparative pharmacokinetics of breviscapine liposomes in dogs, rabbits and rats.

Journal: International journal of pharmaceutics 20080709

Title: [HPLC determination of four active components in dengzhanxixin injection].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080701

Title: Effect of ion-pairing and enhancers on scutellarin skin permeability.

Journal: The Journal of pharmacy and pharmacology 20080401

Title: [Optimizing extraction process of Scutellaria barbata by golden section method].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080401

Title: Plant regeneration of Erigeron breviscapus (vant.) Hand. Mazz. and its chromatographic fingerprint analysis for quality control.

Journal: Plant cell reports 20080101

Title: Mrp2-related efflux of scutellarin in the intestinal absorption in rats.

Journal: Die Pharmazie 20080101

Title: Scutellarin induced Ca(2+ ) release and blocked KCl-induced Ca(2+ ) influx in smooth muscle cells isolated from rat thoracic artery.

Journal: Journal of Asian natural products research 20080101

Title: The promoting angiogenesis and anti-inflammation effect of scutellarin on polyglycolic acid scaffold of balb/c mice model.

Journal: Journal of Asian natural products research 20080101

Title: Effects of scutellarin on apoptosis induced by cobalt chloride in PC12 cells.

Journal: The Chinese journal of physiology 20071231

Title: Separation of scutellarin from crude extracts of Erigeron breviscapus (vant.) Hand. Mazz. by macroporous resins.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20071015

Title: Effects of scutellarin on PKCgamma in PC12 cell injury induced by oxygen and glucose deprivation.

Journal: Acta pharmacologica Sinica 20071001

Title: Protective effects of scutellarin and breviscapine on brain and heart ischemia in rats.

Journal: Journal of cardiovascular pharmacology 20070901

Title: [Pharmacokinetic and tissue distribution study of scutellarin in rats].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070801

Title: Microwave-assisted extraction of scutellarin from Erigeron breviscapus Hand-Mazz and its determination by high-performance liquid chromatography.

Journal: Analytica chimica acta 20070522

Title: Two major urinary metabolites of scutellarin in rats.

Journal: Planta medica 20070401

Title: Flavonoids possess neuroprotective effects on cultured pheochromocytoma PC12 cells: a comparison of different flavonoids in activating estrogenic effect and in preventing beta-amyloid-induced cell death.

Journal: Journal of agricultural and food chemistry 20070321

Title: Scutellarin protects PC12 cells from oxidative stress-induced apoptosis.

Journal: Journal of Asian natural products research 20070301

Title: The protective action of scutellarin against immunological liver injury induced by concanavalin A and its effect on pro-inflammatory cytokines in mice.

Journal: The Journal of pharmacy and pharmacology 20070101

Title: Prodrugs of scutellarin: ethyl, benzyl and N,N-diethylglycolamide ester synthesis, physicochemical properties, intestinal metabolism and oral bioavailability in the rats.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20061201

Title: [Study on bile excretion of scutellarein].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061001

Title: Scutellarin protects PC12 cells from oxidative stress-induced apoptosis.

Journal: Journal of Asian natural products research 20060901

Title: Pharmacokinetics and metabolism of the flavonoid scutellarin in humans after a single oral administration.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060801

Title: Synthesis, characterization and in situ intestinal absorption of different molecular weight scutellarin-PEG conjugates.

Journal: Die Pharmazie 20060801

Title: Two-step purification of scutellarin from Erigeron breviscapus (vant.) Hand. Mazz. by high-speed counter-current chromatography.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060711

Title: [Ester prodrug of scutellarin: synthesis, physicochemical property and degradation].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20060701

Title: Determination of scutellarin in mouse plasma and different tissues by high-performance liquid chromatography.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060501

Title: [The synthesis, characterization and in situ intestinal absorption of different molecular weight scutellarin-PEG conjugates].

Journal: Sheng wu yi xue gong cheng xue za zhi = Journal of biomedical engineering = Shengwu yixue gongchengxue zazhi 20060401

Title: Determination of aglycone conjugated metabolites of scutellarin in rat plasma by HPLC.

Journal: Journal of pharmaceutical and biomedical analysis 20060213

Title: Sensitive liquid chromatography-tandem mass spectrometry method for the determination of scutellarin in human plasma: Application to a pharmacokinetic study.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060102

Title: [Pharmacokinetics of breviscapine liposomes following intravenous injection in Beagle dogs].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20060101

Title: Neuroprotective effects of scutellarin on rat neuronal damage induced by cerebral ischemia/reperfusion.

Journal: Acta pharmacologica Sinica 20051201

Title: [Pharmacokinetics and metabolites of scutellarin in normal and model rats].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20051101

Title: Stability of baicalin in biological fluids in vitro.

Journal: Journal of pharmaceutical and biomedical analysis 20050915

Title: Multivesicular liposome formulation for the sustained delivery of breviscapine.

Journal: International journal of pharmaceutics 20050914

Title: The anti-HIV-1 effect of scutellarin.

Journal: Biochemical and biophysical research communications 20050902

Title: The physicochemical characteristics of freeze-dried scutellarin-cyclodextrin tetracomponent complexes.

Journal: Drug development and industrial pharmacy 20050901

Title: Study on the role of hepatic first-pass elimination in the low oral bioavailability of scutellarin in rats.

Journal: Die Pharmazie 20050601

Title: [Effect of caffeic acid, seopoletin and scutellarin on rat retinal neurons in vitro].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050601

Title: A possible quantitative method to improve the sensitivity of scutellarin in human plasma.

Journal: Annali di chimica 20050601

Title: Effect of scutellarin on nitric oxide production in early stages of neuron damage induced by hydrogen peroxide.

Journal: Pharmacological research 20050301

Title: In vitro studies of baicalin alone or in combination with Salvia miltiorrhiza extract as a potential anti-cancer agent.

Journal: International journal of oncology 20050101

Title: Pharmacokinetics of scutellarin and its aglycone conjugated metabolites in rats.

Journal: European journal of drug metabolism and pharmacokinetics 20050101

Title: Antagonistic effect of scutellarin on the toxicity of selenium in rat livers.

Journal: Biological trace element research 20040601

Title: Scutellarin attenuates oxidative glutamate toxicity in PC12 cells.

Journal: Planta medica 20040501

Title: Protection against hydrogen peroxide-induced cytotoxicity in PC12 cells by scutellarin.

Journal: Life sciences 20040430

Title: Probing the binding of scutellarin to human serum albumin by circular dichroism, fluorescence spectroscopy, FTIR, and molecular modeling method.

Journal: Biomacromolecules 20040101

Title: Study on metabolism of scutellarin in rats by HPLC-MS and HPLC-NMR.

Journal: Journal of Asian natural products research 20031201

Title: [Pharmacokinetics of scutellarin in rabbits].

Journal: Sheng wu yi xue gong cheng xue za zhi = Journal of biomedical engineering = Shengwu yixue gongchengxue zazhi 20031201

Title: Determination of scutellarin in rat plasma by high-performance liquid chromatography with ultraviolet detection.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20031105

Title: [Study on the pharmacokinetics of scutellarin in dogs].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20030501

Title: Inhibition of [3H]-LSD binding to 5-HT7 receptors by flavonoids from Scutellaria lateriflora.

Journal: Journal of natural products 20030401

Title: Structure-activity relationships of flavonoids, isolated from Scutellaria baicalensis, binding to benzodiazepine site of GABA(A) receptor complex.

Journal: Planta medica 20021201

Title: Scutellarein 4'-methyl ether glycosides as taxonomic markers in Teucridium and Tripora (Lamiaceae, Ajugoideae).

Journal: Phytochemistry 20020801

Title: [Study on effects of scutellarin on scavenging reactive oxygen].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20020701

Title: Effects of flavonoids on Naja naja and human recombinant synovial phospholipases A2 and inflammatory responses in mice.

Journal: Life sciences 19940101

Title: Ke Y, et al. Scutellarin suppresses migration and invasion of human hepatocellular carcinoma by inhibiting the STAT3/Girdin/Akt activity. Biochem Biophys Res Commun. 2016 Dec 18. pii: S0006-291X(16)32174-X

Title: Yang LL, et al. Differential regulation of baicalin and scutellarin on AMPK and Akt in promoting adipose cell glucose disposal. Biochim Biophys Acta. 2016 Nov 27;1863(2):598-606.

Title: Wu CY, et al. Scutellarin attenuates microglia-mediated neuroinflammation and promotes astrogliosis in cerebral ischemia - a therapeutic consideration. Curr Med Chem. 2016 Nov 18. [Epub ahead of print

Title: Li Q, et al. Scutellarin attenuates vasospasm through the Erk5-KLF2-eNOS pathway after subarachnoid hemorrhage in rats. J Clin Neurosci. 2016 Dec;34:264-270

Title: Zhao S, et al. Scutellarin inhibits RANKL-mediated osteoclastogenesis and titanium particle-induced osteolysis via suppression of NF-κB and MAPK signaling pathway. Int Immunopharmacol. 2016 Nov;40:458-465

Title: Zhang GH, et al. The anti-HIV-1 effect of scutellarin. Biochem Biophys Res Commun. 2005 Sep 2;334(3):812-6.

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Tags:27740-01-8 Molecular Formula|27740-01-8 MDL|27740-01-8 SMILES|27740-01-8 β-D-Glucopyranosiduronic acid, 5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl