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Supelco

Scutellarin

analytical standard

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Synonym(s):
4′,5,6,7-Tetrahydroxyflavone 7-glucuronide, 5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl-β-D-glucopyranosiduronic acid, 7-(β-D-Glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, Breviscapin, Scutellarein-7-O-β-D-glucuronide
Empirical Formula (Hill Notation):
C21H18O12
CAS Number:
27740-01-8
Molecular Weight:
462.36
Beilstein:
71779
MDL number:
MFCD01861503
PubChem Substance ID:
329765055
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

SMILES string

O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)Oc2cc3OC(=CC(=O)c3c(O)c2O)c4ccc(O)cc4

InChI

1S/C21H18O12/c22-8-3-1-7(2-4-8)10-5-9(23)13-11(31-10)6-12(14(24)15(13)25)32-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-22,24-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1

InChI key

DJSISFGPUUYILV-ZFORQUDYSA-N

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General description

Scutellarin is flavone glucuronide and an active ingredient of breviscapine. It is widely used for the treatment of cerebral infarction, coronary heart disease and angina pectoris.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Scutellarin may be used as an analytical reference standard for the quantification of the analyte in plasma samples using different chromatography techniques.

Biochem/physiol Actions

Scutellarin is a flavonoid that exhibits a number of cardio- and neuro-protective effects. Scutellarin inhibits p38 activity, ERK phosphorylation, and TGF-β expression and fibrosis in a rat myocardial infarct model. In a cerebral ischemia-reperfusion model, the compound reduced infarct volume and neurological deficits by increasing eNOS expression while inhibiting the induction of iNOS.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Shanshan Liu et al.
The Journal of pharmacy and pharmacology, 69(11), 1495-1501 (2017-08-16)
Scutellarin (SCU) is a traditional Chinese medicine used for the treatment of ischaemic cerebrovascular disease, but its clinic applications have been limited due to its poor water solubility, poor bioavailability and short half-life. In comparison with the conventional oral and
Yue-Qin Zeng et al.
Molecules (Basel, Switzerland), 23(4) (2018-04-13)
Alzheimer's disease (AD) is pathologically characterized by excessive accumulation of amyloid-beta (Aβ) within extracellular spaces of the brain. Aggregation of Aβ has been shown to trigger oxidative stress, inflammation, and neurotoxicity resulting in cognitive dysfunction. In this study, we use
Lina Raudone et al.
Acta poloniae pharmaceutica, 73(1), 135-145 (2016-03-25)
Perilla frutescens L. due to its aromatic, antibacterial, anti-inflammatory and antioxidant traits has been traditionally used as medicinal plant in Eastern Asia. Alterations of mitochondria are interconnected with many chronic diseases. Bioactives of herbal extracts can modulate mitochondrial effects and
Chunying Gao et al.
Drug metabolism and disposition: the biological fate of chemicals, 40(10), 2009-2020 (2012-07-24)
Scutellarin [scutellarein-7-O-glucuronide (S-7-G)] displayed a unique pharmacokinetic profile in humans after oral administration: the original compound was hardly detected, whereas its isomeric metabolite isoscutellarin [scutellarein-6-O-glucuronide (S-6-G)] had a markedly high exposure. Previous rat study revealed that S-7-G and S-6-G in
Determination of scutellarin in rat plasma by high-performance liquid chromatography with ultraviolet detection
Zhong D, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 796(2), 439-444 (2003)
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