Quercetin | CAS#117-39-5

MedKoo Cat#: 329688 | Name: Quercetin

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Quercetin is a plant polyphenol from the flavonoid group, found in many fruits, vegetables, leaves, and grains. It can be used as an ingredient in supplements, beverages, or foods. Quercetin has been reported to inhibit the oxidation of other molecules and hence is classified as an antioxidant. Quercetin contains a polyphenolic chemical substructure that stops oxidation by acting as a scavenger of free radicals that are responsible for oxidative chain reactions. Quercetin also activates or inhibits the activities of a number of proteins.

Chemical Structure

Quercetin

CAS#117-39-5

Theoretical Analysis

MedKoo Cat#: 329688

Name: Quercetin

CAS#: 117-39-5

Chemical Formula: C15H10O7

Exact Mass: 302.0427

Molecular Weight: 302.24

Elemental Analysis: C, 59.61; H, 3.34; O, 37.05

Price and Availability

Size	Price	Availability
25g	USD 250.00	2 Weeks
50g	USD 450.00	2 Weeks
100g	USD 695.00

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Related CAS #

482-35-9 (EMIQ) 482-35-9 (Isoquercetin) 17-39-5 (quercetin)

Synonym

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

IUPAC/Chemical Name

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

InChi Key

REFJWTPEDVJJIY-UHFFFAOYSA-N

InChi Code

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

SMILES Code

O=C1C(O)=C(C2=CC=C(O)C(O)=C2)OC3=CC(O)=CC(O)=C13

Appearance

Solid powder

Purity

>96% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

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

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

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.

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#C24B05B30

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Quercetin induces mitophagy, apoptosis and protective autophagy through the modulation of PI3K/Akt/mTOR, Wnt/-catenin, and MAPK/ERK1/2 pathways.

In vitro activity:

The apoptotic effects of quercetin were investigated on SW480 human colon cancer cell lines in monolayer and spheroid cultures. The quercetin treatment groups showed more cell death and less cell growth compared with the untreated control groups in both 2D and 3D cultures of SW480 cell lines. The results suggest that quercetin induces apoptosis, inhibits cell proliferation, and has a protective role against colon cancer.

In vivo activity:

Quercetin supplementation significantly improved the diversity of the gut bacterial community in antibiotic-treated mice. Intestinal barrier function also recovered as indicated by a decrease in the content of serum d-lactic acid and the activity of serum diamine oxidase. The length of intestinal villi and mucosal thickness and the production of butyrate in faeces were also significantly increased in response to quercetin treatment. In conclusion, quercetin is effective in recovering gut microbiota in mice after antibiotic treatment and may act as a prebiotic in combatting gut dysbiosis.

	Solvent	mg/mL	mM
Solubility
	DMSO	30.2	100.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 302.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Özgöçmen M, Bayram D, Armağan İ, Türel GY, Sevimli M, Şenol N. Is Quercetin Beneficial for Colon Cancer? A Cell Culture Study, Using the Apoptosis Pathways. Anticancer Agents Med Chem. 2022;22(1):193-200. doi: 10.2174/1871520621666210624110547. PMID: 34170811. 2. Jin X, Su R, Li R, Song L, Chen M, Cheng L, Li Z. Amelioration of particulate matter-induced oxidative damage by vitamin c and quercetin in human bronchial epithelial cells. Chemosphere. 2016 Feb;144:459-66. doi: 10.1016/j.chemosphere.2015.09.023. Epub 2015 Sep 18. PMID: 26386771. 3. Shi T, Bian X, Yao Z, Wang Y, Gao W, Guo C. Quercetin improves gut dysbiosis in antibiotic-treated mice. Food Funct. 2020 Sep 23;11(9):8003-8013. doi: 10.1039/d0fo01439g. PMID: 32845255. 4. Wei X, Meng X, Yuan Y, Shen F, Li C, Yang J. Quercetin exerts cardiovascular protective effects in LPS-induced dysfunction in vivo by regulating inflammatory cytokine expression, NF-κB phosphorylation, and caspase activity. Mol Cell Biochem. 2018 Sep;446(1-2):43-52. doi: 10.1007/s11010-018-3271-6. Epub 2018 Jan 10. PMID: 29322353.

In vitro protocol:

In vivo protocol:

1. Shi T, Bian X, Yao Z, Wang Y, Gao W, Guo C. Quercetin improves gut dysbiosis in antibiotic-treated mice. Food Funct. 2020 Sep 23;11(9):8003-8013. doi: 10.1039/d0fo01439g. PMID: 32845255. 2. Wei X, Meng X, Yuan Y, Shen F, Li C, Yang J. Quercetin exerts cardiovascular protective effects in LPS-induced dysfunction in vivo by regulating inflammatory cytokine expression, NF-κB phosphorylation, and caspase activity. Mol Cell Biochem. 2018 Sep;446(1-2):43-52. doi: 10.1007/s11010-018-3271-6. Epub 2018 Jan 10. PMID: 29322353.

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. 5: Marunaka Y, Marunaka R, Sun H, Yamamoto T, Kanamura N, Inui T, Taruno A. Actions of Quercetin, a Polyphenol, on Blood Pressure. Molecules. 2017 Jan 29;22(2). pii: E209. doi: 10.3390/molecules22020209. Review. PubMed PMID: 28146071. 6: Zizkova P, Stefek M, Rackova L, Prnova M, Horakova L. Novel quercetin derivatives: From redox properties to promising treatment of oxidative stress related diseases. Chem Biol Interact. 2017 Mar 1;265:36-46. doi: 10.1016/j.cbi.2017.01.019. Epub 2017 Jan 28. Review. PubMed PMID: 28137512. 7: Xia T, Eiteman MA. Quercetin Glucoside Production by Engineered Escherichia coli. Appl Biochem Biotechnol. 2017 Aug;182(4):1358-1370. doi: 10.1007/s12010-017-2403-x. Epub 2017 Jan 19. Review. PubMed PMID: 28102518. 8: Anand David AV, Arulmoli R, Parasuraman S. Overviews of Biological Importance of Quercetin: A Bioactive Flavonoid. Pharmacogn Rev. 2016 Jul-Dec;10(20):84-89. doi: 10.4103/0973-7847.194044. Review. PubMed PMID: 28082789; PubMed Central PMCID: PMC5214562. 9: McKay TB, Karamichos D. Quercetin and the ocular surface: What we know and where we are going. Exp Biol Med (Maywood). 2017 Mar;242(6):565-572. doi: 10.1177/1535370216685187. Epub 2017 Jan 5. Review. PubMed PMID: 28056553. 10: Chen S, Jiang H, Wu X, Fang J. Therapeutic Effects of Quercetin on Inflammation, Obesity, and Type 2 Diabetes. Mediators Inflamm. 2016;2016:9340637. doi: 10.1155/2016/9340637. Epub 2016 Nov 28. Review. PubMed PMID: 28003714; PubMed Central PMCID: PMC5149671. 11: Parvaresh A, Razavi R, Rafie N, Ghiasvand R, Pourmasoumi M, Miraghajani M. Quercetin and ovarian cancer: An evaluation based on a systematic review. J Res Med Sci. 2016 May 9;21:34. eCollection 2016. Review. PubMed PMID: 27904580; PubMed Central PMCID: PMC5122222. 12: Harris Z, Donovan MG, Branco GM, Limesand KH, Burd R. Quercetin as an Emerging Anti-Melanoma Agent: A Four-Focus Area Therapeutic Development Strategy. Front Nutr. 2016 Oct 31;3:48. eCollection 2016. Review. PubMed PMID: 27843913; PubMed Central PMCID: PMC5086580. 13: Oboh G, Ademosun AO, Ogunsuyi OB. Quercetin and Its Role in Chronic Diseases. Adv Exp Med Biol. 2016;929:377-387. Review. PubMed PMID: 27771934. 14: Suganthy N, Devi KP, Nabavi SF, Braidy N, Nabavi SM. Bioactive effects of quercetin in the central nervous system: Focusing on the mechanisms of actions. Biomed Pharmacother. 2016 Dec;84:892-908. doi: 10.1016/j.biopha.2016.10.011. Epub 2016 Oct 15. Review. PubMed PMID: 27756054. 15: Eid HM, Haddad PS. The Antidiabetic Potential of Quercetin: Underlying Mechanisms. Curr Med Chem. 2017;24(4):355-364. doi: 10.2174/0929867323666160909153707. Review. PubMed PMID: 27633685. 16: Khan F, Niaz K, Maqbool F, Ismail Hassan F, Abdollahi M, Nagulapalli Venkata KC, Nabavi SM, Bishayee A. Molecular Targets Underlying the Anticancer Effects of Quercetin: An Update. Nutrients. 2016 Aug 29;8(9). pii: E529. doi: 10.3390/nu8090529. Review. PubMed PMID: 27589790; PubMed Central PMCID: PMC5037516. 17: Hatahet T, Morille M, Hommoss A, Devoisselle JM, Müller RH, Bégu S. Quercetin topical application, from conventional dosage forms to nanodosage forms. Eur J Pharm Biopharm. 2016 Nov;108:41-53. doi: 10.1016/j.ejpb.2016.08.011. Epub 2016 Aug 24. Review. PubMed PMID: 27565033. 18: Kashyap D, Mittal S, Sak K, Singhal P, Tuli HS. Molecular mechanisms of action of quercetin in cancer: recent advances. Tumour Biol. 2016 Oct;37(10):12927-12939. Epub 2016 Jul 22. Review. PubMed PMID: 27448306. 19: Mlcek J, Jurikova T, Skrovankova S, Sochor J. Quercetin and Its Anti-Allergic Immune Response. Molecules. 2016 May 12;21(5). pii: E623. doi: 10.3390/molecules21050623. Review. PubMed PMID: 27187333. 20: Yan SX, Li X, Sun CD, Chen KS. [Hypoglycemic and hypolipidemic effects of quercetin and its glycosides]. Zhongguo Zhong Yao Za Zhi. 2015 Dec;40(23):4560-7. Review. Chinese. PubMed PMID: 27141664.