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Miquelianin (Quercetin 3-O-glucuronide) (Synonyms: Miquelianin, Quercetin 3-O-β-Dglucuronide)

Catalog No.GC44795

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) Chemical Structure

Cas No.: 22688-79-5

Size Price Stock Qty
10mM (in 1mL DMSO)
$69.00
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5mg
$63.00
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10mg
$98.00
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25mg
$210.00
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50mg
$336.00
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100mg
$546.00
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Sample solution is provided at 25 µL, 10mM.

Description of Miquelianin (Quercetin 3-O-glucuronide)

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 of Miquelianin (Quercetin 3-O-glucuronide)

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.

Chemical Properties of Miquelianin (Quercetin 3-O-glucuronide)

Cas No. 22688-79-5 SDF
Synonyms Miquelianin, Quercetin 3-O-β-Dglucuronide
Canonical 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
Formula C21H18O13 M.Wt 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 Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Miquelianin (Quercetin 3-O-glucuronide)

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1 mg 5 mg 10 mg
1 mM 2.0903 mL 10.4515 mL 20.903 mL
5 mM 418.1 μL 2.0903 mL 4.1806 mL
10 mM 209 μL 1.0452 mL 2.0903 mL
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

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Average Rating: 5 ★★★★★ (Based on Reviews and 23 reference(s) in Google Scholar.)

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