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Quercetin

Catalog Number
ACM117395-4
CAS
117-39-5
Structure
IUPAC Name
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one
Synonyms
3,5,7,3',4'-Pentahydroxyflavone
Molecular Weight
302.24
Molecular Formula
C15H10O7
Canonical SMILES
C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O
InChI
InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H
InChI Key
REFJWTPEDVJJIY-UHFFFAOYSA-N
Boiling Point
363.28 °C
Melting Point
316.5 °C
Flash Point
248.1 °C
Purity
95%+
Density
1.3616 g/cm³
Solubility
Soluble in alcohol, glacial acetic acid, insoluble in water
Appearance
Solid
Storage
Room temperature
Active Content
95%
Physical State
Solid
Typical Applications
Use as antioxidant.
Spec Sheet
Case Study

The Anti-Cancer Properties of Quercetin in Breast Cancer

The Anti-Cancer Properties of Quercetin in Breast Cancer Ezzati, Maryam, et al. Life sciences 248 (2020): 117463.

In recent years, breast cancer (BC) has been considered an increasingly serious problem among women. As a natural polyphenolic compound, flavonoids have been found to possess various properties, including anti-cancer, anti-inflammatory, anti-diabetic, anti-viral, and anti-allergic activities. Quercetin (Qu), an active antioxidant flavonoid, can prevent free radical damage to low-density lipoproteins. Therefore, the ability of Qu (a lipid peroxidation inhibitor) may be useful against cancer cells.
Quercetin Inhibits Lipogenesis Through FASN Suppression
Qu has been shown to be a more effective lipogenesis inhibitor by suppressing FASN (Fatty Acid Synthase). The loss of tumor suppressors or even oncogenes is often accompanied by the overexpression of FASN. Qu downregulates the expression of FASN, making Qu directly related to lipogenesis, as FASN is a key enzyme regulating lipogenesis. Furthermore, Qu directly regulates lipogenesis. Therefore, the research results suggest that FASN may be highly expressed in human BC. Additionally, the upregulation of FASN has been confirmed in metastatic tumors and during the early stages of carcinogenesis, which lead to short survival or rapid recurrence. Moreover, β-catenin is an important regulator that is modulated by Qu. FASN and β-catenin are involved in a reciprocal regulatory interaction. Interestingly, Qu not only reduced the expression of FASN but also degraded nuclear β-catenin in TNBC. β-Catenin serves as an adhesion molecule between two cells and also as an oncogene in the cell nucleus. β-Catenin and the WNT pathway play a role in the abnormal cell proliferation of human BC. A logical conclusion is that Qu can utilize the interplay between the FASN and β-catenin pathways to control the proliferation of cancer cells.

The Cardioprotective Effects of Quercetin

The Cardioprotective Effects of Quercetin Patel, Rahul V., et al. European journal of medicinal chemistry 155 (2018): 889-904.

Quercetin has demonstrated significant cardio-related benefits, such as inhibition of LDL oxidation, endothelium-independent vasodilation, reduced adhesion molecules and other inflammatory markers, protection of nitric oxide and endothelial function under oxidative stress conditions, prevention of neuronal oxidative and inflammatory injury, and anti-platelet aggregation effects.
Cardioprotective Properties of Quercetin
Based on the available bioassay evidence, it is hypothesized that quercetin and its derivatives have therapeutic potential in heart-related diseases. It can exert actions on a healthy heart, protecting it from disease, and serve as a drug in diseased states. To support this hypothesis, the key information regarding the heart and its characteristics was first evaluated, which strongly indicates that quercetin is responsive to cardioprotection. Let's look at the different therapeutic potentials of quercetin. Most of the evidence studied here is from experiments on mouse, rat, rabbit, or human hearts; other animals with similar cardiac physiology have also shown the same quercetin functional capabilities. Furthermore, researchers have found quercetin to be crucial in lowering blood pressure, possessing potent antioxidant potential, and exhibiting some beneficial effects on the heart.

Custom Q&A

What is the molecular formula of Quercetin?

The molecular formula of Quercetin is C15H10O7.

What is the molecular weight of Quercetin?

The molecular weight of Quercetin is 302.23 g/mol.

What are some synonyms for Quercetin?

Some synonyms for Quercetin include quercetin 117-39-5, Meletin, Sophoretin, and Quercetine.

What is the IUPAC name of Quercetin?

The IUPAC name of Quercetin is 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one.

What is the InChI key of Quercetin?

The InChI key of Quercetin is REFJWTPEDVJJIY-UHFFFAOYSA-N.

What is the canonical SMILES of Quercetin?

The canonical SMILES of Quercetin is C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O.

What is the CAS number of Quercetin?

The CAS number of Quercetin is 117-39-5.

What is the UN number of Quercetin?

The UN number of Quercetin is 2811.

What is the ChEMBL ID of Quercetin?

The ChEMBL ID of Quercetin is CHEMBL50.

What is the Lipid Maps ID of Quercetin?

The Lipid Maps ID of Quercetin is LMPK12110004.

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