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73577

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Scutellarin

analytical standard

Synonyme(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

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About This Item

Formule empirique (notation de Hill):
C21H18O12
Numéro CAS:
Poids moléculaire :
462.36
Numéro Beilstein :
71779
Numéro MDL:
Code UNSPSC :
85151701
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

Pureté

≥98.0% (HPLC)

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

food and beverages

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

DJSISFGPUUYILV-ZFORQUDYSA-N

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Description générale

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.

Actions biochimiques/physiologiques

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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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
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Bioorganic & medicinal chemistry letters, 23(1), 102-106 (2012-11-28)
Based on metabolic mechanism of scutellarin in vivo that scutellarin could be hydrolyzed into scutellarein by β-glucuronide enzyme, some glucose-containing scutellarein derivatives were designed and synthesized through the introduction of glucose moiety at C-7 position of scutellarein via a glucosidic
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