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00140585

Isoquercitrin

primary reference standard

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C21H20O12
Numéro CAS:
482-35-9
Poids moléculaire :
464.38
Numéro Beilstein :
100989
Numéro MDL:
MFCD00017746
Code UNSPSC :
85151701
ID de substance PubChem :
329747007
Nomenclature NACRES :
NA.24

Qualité

primary reference standard

Durée de conservation

limited shelf life, expiry date on the label

Fabricant/nom de marque

HWI

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Chaîne SMILES 

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

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

Clé InChI

OVSQVDMCBVZWGM-QSOFNFLRSA-N

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Description générale

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

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Certificats d'analyse (COA)

Lot/Batch Number
HWI03431
HWI031291
HWI03129-1
HWI03129
HWI02733-1

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Quercetin 3,4′-diglucoside ≥85% (LC/MS-UV)

Sigma-Aldrich

SMB00547

Quercetin 3,4′-diglucoside

Quercetin 3-O-(6″-O-malonyl)-β-D-glucoside ≥85% (HPLC)

Sigma-Aldrich

16733

Quercetin 3-O-(6″-O-malonyl)-β-D-glucoside

Afzelin ≥90% (LC/MS-UV)

Sigma-Aldrich

SMB00515

Afzelin

Quercitrin European Pharmacopoeia (EP) Reference Standard

Y0001931

Quercitrin

Rutin phyproof® Reference Substance

PHL89270

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Quercitrin hydrate ≥78%

Sigma-Aldrich

Q3001

Quercitrin hydrate

Anti-inflammatory activity of quercetin and isoquercitrin in experimental murine allergic asthma.
Rogerio AP
Inflammation Research, 56(10), 402-408 (2007)
New insight into the flavonoid composition of Chenopodium botrys.
Bojilov, D., S. Dagnon, and I. Ivanov.
Phytochemistry Letters (2017)
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
Phytochemistry Letters." New insight into the flavonoid composition of Chenopodium botrys.
Bojilov, D., S. Dagnon, and I. Ivanov.
Phytochemistry Letters (2017)
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
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