Shanghai Nianxing Industrial Co., Ltd
China
Product Name: Quercetin-3-O-glucuronide
Price:
Purity: 98.0%
Stocking Period: 10 Day
Contact: Yang

BioBioPha
China
Product Name: Quercetin-3-O-glucuronide
Price: ￥Inquiry/5mg
Purity: 96.0%
Stocking Period: 10 Day
Contact: Xueping-Zheng

Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Quercetin-3-O-glucuronide
Price: ￥1888.0/5mg
Purity: 98.0%
Stocking Period: 2 Day
Contact: Liu jia

DC Chemicals Limited
China
Product Name: Miquelianin (Quercetin 3-O-glucuronide)
Price: $600.0/100mg $1100.0/250mg $2100.0/1g
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

ShangHai DC Chemicals Co.,Ltd
China
Product Name: Miquelianin (Quercetin 3-O-glucuronide)
Price: ￥Inquiry/1g
Purity: 98.9%
Stocking Period: 1 Day
Contact: Tony Lai

22688-79-5

22688-79-5 structure

22688-79-5 structure

Name: Quercetin-3-O-glucuronide
Chemical Name: miquelianin
CAS Number: 22688-79-5
Molecular Formula: C₂₁H₁₈O₁₃
Molecular Weight: 478.360
Catalog: analytical chemistry Analytical reagent Ion chromatography reagent
Create Date: 2018-09-25 16:30:11
Modify Date: 2024-01-01 19:01:15
Miquelianin (Quercetin 3-O-glucuronide) is a metabolite of quercetin and a type of natural flavonoid.

Name	miquelianin
Synonyms	4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(β-D-glucopyranuronosyloxy)-5,7-dihydroxy- Querciturone Quercetin-3-O-glucuronide Quercetin-3-O-β-D-glucuronopyranoside Miquelianin quercetin 3-O-glucuronide Quercetin 3-O-β-D-glucuronide Quercetin-3-Glucuronide 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl β-D-glucopyranosiduronic acid Quercetin 3-glucuronide Miquelianin (Quercetin 3-O-glucuronide)

Description	Miquelianin (Quercetin 3-O-glucuronide) is a metabolite of quercetin and a type of natural flavonoid.
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Cancer Natural Products >> Flavonoids
In Vitro	Miquelianin shows an antioxidant effect in human plasma. At 50 μM, miquelianin suppresses the consumption of the three antioxidants lycopene, β-carotene and α-tocopherol significantly[1]. In vitro studies indicate that miquelianin is able to reach the central nervous system from the small intestine[2]. Miquelianin significantly reduces the generation of β-amyloid (Aβ) peptides by primary neuron cultures generated from the Tg2576 AD mouse model. It is also capable of interfering with the initial protein-protein interaction of Aβ1–40 and Aβ1–42 that is necessary for the formation of neurotoxic oligomeric Aβ species[3]. Treatment with 0.1 μM miquelianin suppresses ROS generation, cAMP and RAS activation, phosphorylation of ERK1/2 and the expression of HMOX1, MMP2, and MMP9 genes. Miquelianin suppresses invasion of MDA-MB-231 breast cancer cells and MMP-9 induction, and inhibits the binding of [3H]-NA to b2-AR. Miquelianin may function to suppress invasion of breast cancer cells by controlling b2-adrenergic signaling, and may be a dietary chemopreventive factor for stress-related breast cancer[4].
In Vivo	Miquelianin treatment, compared to vehicle-control treatment, significantly improves AD-type deficits in hippocampal formation basal synaptic transmission and long-term potentiation[3]. A flavonoid fraction obtained from a crude extract of Hypericum perforatum (St. John's wort) is remarkably active in the forced swimming test. Miquelianin is one of the compound separated from the fraction[5].
Animal Admin	Rats: Miquelianin is administered orally using the gavage techniques. The rats are treated with 0.6 mg/kg miquelianin for 12 days. Antidepressant activity is performed using the Forced Swimming Test[5].
References	[1]. Terao J, e al. Protection by quercetin and quercetin 3-O-beta-D-glucuronide of peroxynitrite-induced antioxidant consumption in human plasma low-density lipoprotein. Free Radic Res. 2001 Dec;35(6):925-31. [2]. Juergenliemk G, et al. In vitro studies indicate that miquelianin (quercetin 3-O-beta-D-glucuronopyranoside) is able to reach the CNS from the small intestine. Planta Med. 2003 Nov;69(11):1013-7. [3]. Butterweck V, et al. Flavonoids from Hypericum perforatum show antidepressant activity in the forced swimming test. Planta Med. 2000 Feb;66(1):3-6. [4]. Yamazaki S, et al. Quercetin-3-O-glucuronide inhibits noradrenaline-promoted invasion of MDA-MB-231 human breast cancer cells by blocking β₂-adrenergic signaling. Arch Biochem Biophys. 2014 Sep 1;557:18-27. [5]. Ho L, et al. Identification of brain-targeted bioactive dietary quercetin-3-O-glucuronide as a novel intervention for Alzheimer's disease. FASEB J. 2013 Feb;27(2):769-81.

Density	2.0±0.1 g/cm3
Boiling Point	927.8±65.0 °C at 760 mmHg
Molecular Formula	C₂₁H₁₈O₁₃
Molecular Weight	478.360
Flash Point	325.8±27.8 °C
Exact Mass	478.074738
PSA	227.58000
LogP	2.10
Vapour Pressure	0.0±0.3 mmHg at 25°C
Index of Refraction	1.819
Storage condition	?20°C

Safety Phrases	24/25
RIDADR	NONH for all modes of transport