Quercetin (117-39-5)

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Quercetin (117-39-5) Overview Quercetin, a flavonoid found in fruits and vegetables, has unique biological properties that may improve mental/physical performance and reduce infection risk.

These properties form the basis for potential benefits to overall health and disease resistance, including anti-carcinogenic, anti-inflammatory, antiviral, antioxidant, and psychostimulant activities, as well as the ability to inhibit lipid peroxidation, platelet aggregation and capillary permeability, and to stimulate mitochondrial biogenesis.

Chemical Base Information Name

Quercetin

CAS

117-39-5

Purity

98%

Chemical name

2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran4-one 1/4

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Synonyms

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Kvercetin; Meletin; NCI-C60106; NSC 9219; NSC 9221; Quercetin; Quercetine; Quercetol; Quertine; Sophoretin; Xanthaurine.

Molecular Formula

C15H10O7

Molecular Weight

302.238 g/mol

Melting Point InChI Key

REFJWTPEDVJJIY-UHFFFAOYSA-N

Form

Solid

Appearance

Yellow powder

Half Life

11 hours

Solubility

Soluble in DMSO, not in water

Storage Condition

Dry, dark and at 0 – 4 C for short term (days to weeks) or -20 C for long term (months to years).

Application

Quercetin is a polyphenolic flavonoid with potential chemopreventive activity.

Testing Document

Available

Quercetin (117-39-5) General Description Quercetin is a flavonol, which is a sub-category of flavonoids.

Flavonoids are a particular chemical in plants, called phytonutrients, and have a wide range of health benefits.

Humans cannot make quercetin in their body, but many fruits, vegetables, and drinks contain it.

Quercetin is also present in herbal remedies, such as ginkgo biloba and St John’s wort. People can also take quercetin as a supplement.

Quercetin (117-39-5) History Quercetin is a flavonoid widely distributed in nature. The name has been used since 1857, and is derived from quercetum (oak forest), after Quercus.It is a naturally occurring polar auxin transport inhibitor.

Quercetin, a polyphenol derived from plants, has a wide range of biological actions including anti-carcinogenic, anti-inflammatory and antiviral activities; as well as attenuating lipid peroxidation, platelet aggregation and capillary permeability.

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Quercetin has been studied in basic research and small clinical trials. While quercetin supplements have been promoted for the treatment of cancer and various other diseases, there is no evidence that quercetin (via supplements or in food) is useful to treat cancer or any disease. The US FDA has issued warning letters to emphasize that quercetin is neither a defined nutrient nor an antioxidant, cannot be assigned a dietary content level, and is not regulated as a drug to treat any human disease.

Quercetin (117-39-5) Mechanism Of Action Quercetin is a pentahydroxyflavone having the five hydroxy groups placed at the 3-, 3′-, 4′-, 5- and 7-positions. It is one of the most abundant flavonoids in edible vegetables, fruit and wine. It has a role as an antibacterial agent, an antioxidant, a protein kinase inhibitor, an antineoplastic agent, an EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor, a plant metabolite, a phytoestrogen, a radical scavenger, a chelator and an Aurora kinase inhibitor. It is a pentahydroxyflavone and a 7-hydroxyflavonol. It is a conjugate acid of a quercetin-7-olate.

Quercetin (117-39-5) Application Beta-carboline is the parent compound of the beta-carbolines, a tricyclic structure comprising an indole ring system ortho- fused to C-3 and C-4 of a pyridine ring. It has a role as a marine metabolite and a fungal metabolite. It is a member of beta-carbolines and a mancude organic heterotricyclic parent.

Harman and norharmane with concentrations of 0.275 uM and 0.9 uM respectively might inhibited MAO-A and MAO-B. In adult male rats, a novel cocktail of cigarette smoke constituents, containing five minor alkaloids (nornicotine, cotinine, myosmine, anatabine, and anabasine), two β-carbolines (harman and norharmane), and acetaldehyde, did not significantly enhance nicotine self-administration.

Quercetin (117-39-5) More research Quercetin is a polyphenolic flavonoid with potential chemopreventive activity.

Quercetin, ubiquitous in plant food sources and a major bioflavonoid in the human diet, may produce antiproliferative effects resulting from the modulation of either EGFR or estrogen-receptor mediated signal transduction pathways. Although the mechanism of action of action is not fully known, the following effects have been described with this agent in vitro: decreased expression of mutant p53 protein and p21-ras oncogene, induction of cell cycle arrest at the G1 phase and inhibition of heat shock protein synthesis. This compound also demonstrates synergy and reversal 3/4

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of the multidrug resistance phenotype, when combined with chemotherapeutic drugs, in vitro. Quercetin also produces anti-inflammatory and anti-allergy effects mediated through the inhibition of the lipoxygenase and cyclooxygenase pathways, thereby preventing the production of pro-inflammatory mediators.

Quercetin (117-39-5) Document Download COA

Quercetin (117-39-5) Reference 1: Massi A, Bortolini O, Ragno D, Bernardi T, Sacchetti G, Tacchini M, De Risi C. Research Progress in the Modification of Quercetin Leading to Anticancer Agents.

Molecules. 2017 Jul 29;22(8). pii: E1270. doi: 10.3390/molecules22081270. Review.

PubMed PMID: 28758919.

2: Marunaka Y. Actions of quercetin, a flavonoid, on ion transporters: its physiological roles. Ann N Y Acad Sci. 2017 Jun;1398(1):142-151. doi: 10.1111/nyas.13361. Epub 2017 Jun 2. Review. PubMed PMID: 28574574.

3: Mohammadi-Sartang M, Mazloom Z, Sherafatmanesh S, Ghorbani M, Firoozi D. Effects of supplementation with quercetin on plasma C-reactive protein concentrations: a systematic review and meta-analysis of randomized controlled trials. Eur J Clin Nutr. 2017 May 24. doi: 10.1038/ejcn.2017.55. [Epub ahead of print] Review. PubMed PMID: 28537580.

4: Terao J. Factors modulating bioavailability of quercetin-related flavonoids and the consequences of their vascular function. Biochem Pharmacol. 2017 Apr 2. pii: S0006-2952(17)30183-1. doi: 10.1016/j.bcp.2017.03.021. [Epub ahead of print] Review. PubMed PMID: 28377278.

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