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00140585

Isoquercitrin

primary reference standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C21H20O12
CAS Number:
482-35-9
Molecular Weight:
464.38
Beilstein:
100989
MDL number:
MFCD00017746
UNSPSC Code:
85151701
PubChem Substance ID:
329747007
NACRES:
NA.24

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

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

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

InChI key

OVSQVDMCBVZWGM-QSOFNFLRSA-N

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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

WGK

WGK 3

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Certificates of Analysis (COA)

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

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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)
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
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)
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
Anti-inflammatory activity of quercetin and isoquercitrin in experimental murine allergic asthma.
Rogerio AP
Inflammation Research, 56(10), 402-408 (2007)
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