22688-79-5
Chemical Structure
Miquelianin
Synonym(s): Quercetin 3-O-glucuronide; Quercetin 3-glucuronide
- CAS. Nr.: 22688-79-5
- Formula:C21H18O13
- Molecular Weight:478.36
IUPAC Name: (2S,3S,4S,5R,6S)-6-((2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
InChIKey: DUBCCGAQYVUYEU-ZUGPOPFOSA-N
SMILES: O=C1C2=C(O)C=C(O)C=C2OC(C3=CC=C(O)C(O)=C3)=C1O[C@@H]4O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]4O
Biological Activity: Miquelianin (Quercetin 3-O-glucuronide) is a metabolite of quercetin and a type of natural flavonoid. Miquelianin is also a CBR1 inhibitor. Miquelianin is permeable to the blood-brain barrier[1][2][3][4][5].
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Miquelianin | 99.96% | Miquelianin (Quercetin 3-O-glucuronide) is a metabolite of quercetin and a type of natural flavonoid. Miquelianin is also a CBR1 inhibitor. Miquelianin is permeable to the blood-brain barrier. | ||||||||||||||||||||
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Miquelianin (Standard) | ≥98% | Miquelianin (Standard) is the analytical standard of Miquelianin. This product is intended for research and analytical applications. Miquelianin (Quercetin 3-O-glucuronide) is a metabolite of quercetin and a type of natural flavonoid. Miquelianin is also a CBR1 inhibitor. | ||||||||||||||||||||
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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. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
- [4]. Yamazaki S, et al. Quercetin-3-O-glucuronide inhibits noradrenaline-promoted invasion of MDA-MB-231 human breast cancer cells by blocking β-adrenergic signaling. Arch Biochem Biophys. 2014 Sep 1;557:18-27. [Content Brief]
- [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. [Content Brief]
