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Merck

00140585

Isoquercitrin

primary reference standard

Sinónimos:

Quercetin 3-β-D-glucoside, 3,3′,4′,5,7-Pentahydroxyflavone 3-β-glucoside, Isoquercitrin

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Acerca de este artículo

Fórmula empírica (notación de Hill):
C21H20O12
Número CAS:
Peso molecular:
464.38
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
100989
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SMILES string

OC[C@H]1O[C@@H](OC2=C(Oc3cc(O)cc(O)c3C2=O)c4ccc(O)c(O)c4)[C@H](O)[C@@H](O)[C@@H]1O

InChI key

OVSQVDMCBVZWGM-QSOFNFLRSA-N

InChI

1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

Categorías relacionadas

General description

Isoquercitrin is a flavonoid, glucoside derivative of quercitrin, and protein disulfide isomerase (PDI) inhibitor. Obtained from the leaf of medicinal plants, such as Apocynum venetum among others, it is known for its anti-oxidant and anti-thrombotic activities.
Produced and qualified by HWI pharma services GmbH.
Exact content measured by quantitative NMR can be found on the certificate.

Application

The primary reference standard can be used for identification, assay, and purity testing, method development, and validation.It can also be used as follows:
  • Development of a synergistic cloud point extraction (SCPE) method for the extraction of isoquercitrin in rat plasma samples and its subsequent analysis by high-performance liquid chromatography (HPLC)
  • Electrochemical analysis of isoquercitrin and epigallocatechin gallate by cyclic voltammetry using carbon nanotubes based electrode
  • Simultaneous determination of rutin and isoquercitrin by differential pulse voltammetry (DPV) using glassy carbon electrode (GCE) modified with deposition of thio-β-cyclodextrin functionalized graphene/palladium nanoparticles (SH-β-CD-Gr/PdNPs) for pharmaceutical and medical analysis
  • Multi-residue analysis of isoquercitrin, campesterol, emodin 8-O-β-D-glucopyranoside, and quercetin in dried stem and flower extracts of Reynoutria sachalinensis by high-performance liquid chromatography coupled with diode-array detection

Other Notes

This compound is commonly found in plants of the genus: arnica sambucus

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3


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Qi Chang et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 59(3), 549-555 (2005-03-12)
The present study was to investigate oral absorption of the two similar flavonoid glycosides, isoquercitrin (IQ, quercetin-3-O-glucoside) and hyperoside (HP, quercetin-3-O-galactoside) in rats. Two groups of male SD rats received an oral dose of either IQ (4.5 mg/kg) or HP
A P Rogerio et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 56(10), 402-408 (2007-11-21)
Eosinophils and cytokines are implicated in the pathogenesis of allergic diseases. In the present study, we investigate the anti-inflammatory effect of quercetin and isoquercitrin in a murine model of asthma. BALB/c mice were immunized (ovalbumin/aluminum hydroxide, s. c.), followed by
Difference in absorption of the two structurally similar flavonoid glycosides, hyperoside and isoquercitrin, in rats.
Chang Q
European Journal of Pharmaceutics and Biopharmaceutics, 59(3), 549-555 (2005)
Effect of acyl donor chain length on isoquercitrin acylation and biological activities of corresponding esters.
Salem, Jamila Hadj, et al.
Process. Biochem., 45.3, 382-389 (2010)
New insight into the flavonoid composition of Chenopodium botrys.
Bojilov, D., S. Dagnon, and I. Ivanov.
Phytochemistry Letters (2017)

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