Isoquercitrin

Synonyms: Hirsutrin, 3-Glucosylquercetin, Quercetin 3-o-glucopyranoside

Isoquercitrin (Hirsutrin, 3-Glucosylquercetin, Quercetin 3-o-glucopyranoside), a flavonoid compound with anticancer activity isolated from Bidens bipinnata L, is an inhibitor of Wnt/β-catenin that acts downstream of the β-catenin nuclear translocation.

Isoquercitrin Chemical Structure

Isoquercitrin Chemical Structure

CAS No. 482-35-9

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Biological Activity

Description Isoquercitrin (Hirsutrin, 3-Glucosylquercetin, Quercetin 3-o-glucopyranoside), a flavonoid compound with anticancer activity isolated from Bidens bipinnata L, is an inhibitor of Wnt/β-catenin that acts downstream of the β-catenin nuclear translocation.
Targets
Wnt/β-catenin [1]
In vitro
In vitro Isoquercitrin exerts inhibitory effect on Wnt/β-catenin signaling and no toxic effects on colon cancer cell lines. It supresses the proliferation of colon cancer cells but does not affect non-tumoral colon cells. Isoquercitrin inhibits cell migration in colon cancer cells, but has also no apparent effect on the non-tumor colon cells. Isoquercitrin inhibits the signaling downstream of β-catenin nuclear translocation as isoquercitrin reverses the effect of β-catenin S33A, which cannot be phosphorylated and avoids degradation[1].
Cell Research Cell lines HCT-116 cells
Concentrations 75 and 150 μM
Incubation Time 24 h
Method HCT-116 cells are treated with flavonoid isoquercitrin for 24 h at concentrations of 75 and 150 μM. DMSO (used as a vehicle to solubilize the flavonoids) is added to control cultures at 1% v/v. To stimulate the Wnt pathway, cells are treated with Wnt3a-conditioned medium (CM) for 6 h at 25% of conditioned medium. Cells are co-treated with Wnt3a-CM and isoquercitrin for 6 h at 75 or 150 μM.
In Vivo
In vivo Isoquercitrin treatment significantly affects Xenopus embryo development, most likely by disturbing axial patterning. Isoquercitrin affects canonical Wnt signaling downstream of β-Catenin nucleus translocation[1]. In animals receiving isoquercitrin, eosinophil counts are lower in the bronchoalveolar lavage fluid (BALF), blood and lung pa-renchyma. Neutrophil counts in blood and IL-5 levels in lung homogenate are lower in isoquercitrin-treated mice. No alterations in mononuclear cell numbers are observed. Isoquercitrin also demonstrates anti-asthmatic activity by inhibiting of carbachol- and leukotriene D4-induced contraction in guinea pig airways[2].
Animal Research Animal Models a murine model of asthma (Female BALB/c mice)
Dosages 15 mg/kg
Administration by oral gavage

Chemical Information & Solubility

Molecular Weight 464.38 Formula

C21H20O12

CAS No. 482-35-9 SDF Download Isoquercitrin SDF
Smiles C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O
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In vitro
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DMSO : 92 mg/mL ( (198.11 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)


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In vivo
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Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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