GLPBio

Miquelianin (Quercetin 3-O-glucuronide)

Catalog No.: GC44795Purity:>98.00%Synonyms: Miquelianin, Quercetin 3-O-β-Dglucuronide
Miquelianin (Quercetin 3-O-glucuronide) is the main metabolite of quercetin in the body and is also a carbonyl reductase 1 (CBR1) inhibitor.

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Miquelianin (Quercetin 3-O-glucuronide)
Cas No.: 22688-79-5
10mM (in 1mL DMSO)In Stock
$69.00
1
5mgIn Stock
$63.00
1
10mgIn Stock
$98.00
1
25mgIn Stock
$210.00
1
50mgIn Stock
$336.00
1
100mgIn Stock
$546.00
1

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Description

Miquelianin (Quercetin 3-O-glucuronide) is the main metabolite of quercetin in the body and is also a carbonyl reductase 1 (CBR1) inhibitor [1]. Miquelianin effectively scavenges reactive oxygen species (ROS), inhibits inflammatory responses mediated by the NF-κB signaling pathway, and improves cellular metabolic homeostasis by activating the PI3K/Akt pathway [2]. Miquelianin is primarily used in experimental studies of oxidative, anti-inflammatory, neuroprotective, and metabolic regulatory mechanisms [3-4].

In MDCK cells, Miquelianin can effectively inhibit the replication of H1N1-UI182 virus, as manifested by a significant decrease in the expression of viral nucleoprotein (NP) and a significant reduction in cytopathic effect (CPE) observed under a microscope [5]. In C3H10T1/2 cells, Miquelianin (5μM, 10μM; 24h) can reduce intracellular lipid accumulation by promoting lipolysis and fatty acid β-oxidation and inhibiting lipid droplet formation, thereby exerting metabolic regulation and anti-fatty degeneration effects [6].

In atopic dermatitis (AD) mice model, Oral administration of Miquelianin (4mg/mL, 10mg/mL; po; 21d) can significantly reduce serum IgE levels and the expression of Th2-related cytokines (such as IL-4 and IL-5) in the spleen, thereby inhibiting excessive Th2 immune responses [7]. In HFD-fed mice model, Miquelianin (12.8mg/kg, 25.6mg/kg; ig; 12weeks) extract promotes white-to-beige fat conversion via blocking AMPK/DRP1/mitophagy and modulating gut microbiota [8].

References:
[1]. Terao J, Yamaguchi S, Shirai M, et al. Protection by quercetin and quercetin 3-O-β-D-glucuronide of peroxynitrite-induced antioxidant consumption in human plasma low-density lipoprotein[J]. Free Radical Research, 2001, 35(6): 925-931.
[2]. Wang T, Lv L, Feng H, et al. Unlocking the potential: quercetin and its natural derivatives as promising therapeutics for sepsis[J]. Biomedicines, 2024, 12(2): 444.
[3]. Bakirhan N K, Sener S O, Baran M Y, et al. An Electrochemical Approach for a Flavonoid: Miquelianin via Carbon-Based Electrodes and Its Analysis from Calystegia silvatica[J]. Journal of AOAC International, 2025: qsaf032.
[4]. Schepetkin I A, Ramstead A G, Kirpotina L N, et al. Therapeutic potential of polyphenols from Epilobium angustifolium (Fireweed)[J]. Phytotherapy research, 2016, 30(8): 1287-1297.
[5]. Li H, Shen B, Bi Y, et al. Miquelianin inhibits IAV infection via the MAPK signaling pathway both in vitro and in vivo[J]. Frontiers in Immunology, 2025, 16: 1532336.
[6]. Wang Z, Xue C, Yang T, et al. Miquelianin, a main functional flavonoid of lotus leaf, induces thermogenic signature via p38‐PINK1‐PARKIN‐mediated mitophagy and mimicking NRF2 signaling during brown adipocyte differentiation[J]. Food Frontiers, 2023, 4(4): 1831-1844.
[7]. Choi D W, Jung S Y, Kim G D, et al. Miquelianin inhibits allergic responses in mice by suppressing CD4+ T cell proliferation[J]. Antioxidants, 2021, 10(7): 1120.
[8]. Wang Z, Yang T, Zeng M, et al. Miquelianin in Folium Nelumbinis extract promotes white-to-beige fat conversion via blocking AMPK/DRP1/mitophagy and modulating gut microbiota in HFD-fed mice[J]. Food and Chemical Toxicology, 2023, 181: 114089.

Protocol

Cell experiment [1]:

Cell lines

MDCK cells

Preparation Method

MDCK cells were cultured in Dulbecco's modified Eagle's medium (DMEM) supplemented with 10% FBS, 100IU/mL penicillin, and 100μg/mL streptomycin at 37℃ and 5% CO2. When the cell density reached 70–80%, the supernatant was discarded, and different concentrations of the Miquelianin (6.25, 12.5, 25, 50, and 100μM) were plated in duplicate in five replicate wells. Virus-infected and uninfected cells were simultaneously treated with the working solution at different concentrations. Positive control wells (H1N1-UI182 virus only) and negative control wells (no H1N1-UI182 virus) were assigned to each plate. After 48 hours, cell viability was assessed using a CCK-8 assay.

Reaction Conditions

6.25-100μM; 48h

Applications

Miquiline can effectively inhibit the replication of H1N1-UI182 virus, as manifested by a significant decrease in the expression of viral nucleoprotein (NP) and a significant reduction in cytopathic effect (CPE) observed under a microscope.
Animal experiment [2]:

Animal models

Atopic dermatitis (AD) mice model

Preparation Method

To evaluate the anti-AD effects of oral Miquelianin treatment, the BALB/c mice were divided into five groups: naïve (TMA-non-exposed, n = 6), sham (untreated, n = 8), Miquelianin-4 (4mg/mL, n = 8), Miquelianin-10 (10mg/mL, n = 8), and Dex (1mg/mL, n = 6). Mice were sensitized on the shaved right flank with 50μL of 5% TMA in a mixed solvent (acetone/isopropyl myristate, 4:1 v/v) on day 0, and then 20μL of 2% TMA was applied to the surface of both ears on days 5, 8, 11, 14, 17, 20, 23, and 26. Miquelianin or Dex was administered orally daily from day 5 to 26.

Dosage form

4mg/mL, 10mg/mL; po; 21d

Applications

Oral administration of Miquelianin can significantly reduce serum IgE levels and the expression of Th2-related cytokines (such as IL-4 and IL-5) in the spleen, thereby inhibiting excessive Th2 immune responses.

References:
[1]. Li H, Shen B, Bi Y, et al. Miquelianin inhibits IAV infection via the MAPK signaling pathway both in vitro and in vivo[J]. Frontiers in Immunology, 2025, 16: 1532336.
[2]. Choi D W, Jung S Y, Kim G D, et al. Miquelianin inhibits allergic responses in mice by suppressing CD4+ T cell proliferation[J]. Antioxidants, 2021, 10(7): 1120.

Product Documents

Purity:>98.00%Appearance:A solid

Chemical Properties

CAS No.
22688-79-5
Synonyms
Miquelianin, Quercetin 3-O-β-Dglucuronide
SMILES
OC1=CC(O)=C(C(C(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O2)=C(C3=CC=C(O)C(O)=C3)O4)=O)C4=C1
Molecular Formula
C21H18O13
Molecular Weight
478.4
Solubility
DMF: 30 mg/ml,DMSO: 20 mg/ml,Ethanol: 10 mg/ml,PBS (pH 7.2): 2 mg/ml
Storage
Store at 2-8°C
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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