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Naringin

Naringin

Product ID N0069
Cas No. 10236-47-2
Purity ≥97%
Product Unit SizeCostQuantityStock
1 g $54.60 In stock
25 g $71.50 In stock
100 g $204.30 In stock
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  • Description
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Description

Naringin is a phytoestrogen and flavanone glycoside originally found in citrus fruits that exhibits anti-angiogenic, anticancer chemotherapeutic, antioxidative, neuroprotective, cognition enhancing, nephroprotective, and anti-inflammatory activities. Naringin inhibits release of VEGF in ER+ breast cancer cells; in similar cancer models, naringin increases expression of p21 and decreases expression of survivin and β-catenin, suppressing cell and tumor growth. This compound binds estrogen receptors, acting as a selective estrogen receptor modulator (SERM) in a concentration-dependent manner. Naringin also improves colchicine-induced deficits in cognitive performance and attenuates oxidative damage by decreasing levels of malondialdehyde and nitrates and increasing activity of superoxide dismutase, catalase, and glutathione-S-transferase. Naringin also improves cognitive function and CaMKII activity in animal models of Alzheimer’s disease. Additionally, this compound inhibits gentamicin-induced increases in TNF-α, IL-6, and NF-κB and suppresses levels of Bax, caspase 3, and p53.

Product Info

Cas No.

10236-47-2

Purity

≥97%

Formula

C27H32O14

Formula Wt.

580.53

Chemical Name

7-[[2-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-gluco- pyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxy- phenyl)-4H-1-benzopyran-4-one

IUPAC Name

(2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one

Synonym

Naringenin-7-rhamnoglucoside, Aurantiin

Melting Point

175-180°C

Solubility

Soluble in water (1 mg/ml), alcohol, acetone, and warm acetic acid

Appearance

Almost white powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

N0069 MSDS PDF

Info Sheet

N0069 Info Sheet PDF

Brochures

WNT Booklet

References

Sahu BD, Tatireddy S, Koneru M, et al. Naringin ameliorates gentamicin-induced nephrotoxicity and associated mitochondrial dysfunction, apoptosis and inflammation in rats: possible mechanism of nephroprotection. Toxicol Appl Pharmacol. 2014 May 15;277(1):8-20. PMID: 24637089.

Li H, Yang B, Huang J, et al. Naringin inhibits growth potential of human triple-negative breast cancer cells by targeting β-catenin signaling pathway. Toxicol Lett. 2013 Jul 18;220(3):219-28. PMID: 23694763.

Wang DM, Yang YJ, Zhang L, et al. Naringin Enhances CaMKII Activity and Improves Long-Term Memory in a Mouse Model of Alzheimer's Disease. Int J Mol Sci. 2013 Mar 11;14(3):5576-86. PMID: 23478434.

Guo D, Wang J, Wang X, et al. Double directional adjusting estrogenic effect of naringin from Rhizoma drynariae (Gusuibu). J Ethnopharmacol. 2011 Nov 18;138(2):451-7. PMID: 21964193.

Kumar A, Dogra S, Prakash A. Protective effect of naringin, a citrus flavonoid, against colchicine-induced cognitive dysfunction and oxidative damage in rats. J Med Food. 2010 Aug;13(4):976-84. PMID: 20673063.

Schindler R, Mentlein R. Flavonoids and vitamin E reduce the release of the angiogenic peptide vascular endothelial growth factor from human tumor cells. J Nutr. 2006 Jun;136(6):1477-82. PMID: 16702307.

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