Naringin

Alias: Naringoside;AI319008;Aurantiin; AI3-19008; AI3 19008; Naringin
Cat No.:V0823 Purity: ≥98%
Naringin (also known as Naringoside; AI319008;Aurantiin; AI3-19008), a flavanone-7-O-glycoside, is a novel, potent,natural flavanone glycoside found in citrus fruits (e.
Naringin Chemical Structure CAS No.: 10236-47-2
Product category: P450 (e.g. CYP)
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
10g
Other Sizes

Other Forms of Naringin:

  • Naringin Dihydrochalcone
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description

Naringin (also known as Naringoside; AI319008; Aurantiin; AI3-19008), a flavanone-7-O-glycoside, is a novel, potent, natural flavanone glycoside found in citrus fruits (e.g. tomatoes and grapefruits). It exerts a wide range of pharmacological effects such as antioxidant activity, blood lipid lowering, anticancer activity, and inhibition of cytochrome P450 enzymes. It inhibits hepatic P-glycoprotein (P-gp) and some drug-metabolizing cytochrome P450 enzymes, including CYP3A4 and CYP1A2, which may result in drug-drug interactions.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Naringin inhibits the activation of the NF-κ B signaling pathway. In HBZY-1 cells, naringenin prevents oxidative stress injury, inflammatory response, and proliferation brought on by high glucose[1]. AGS cancer cell growth is inhibited by naringin in a time- and dose-dependent way. In Naringin-treated AGS cells, phosphorylation of PI3K and its activated downstream targets, p-Akt and p-mTOR, is markedly reduced at 2 mM. In AGS cells, naringin causes autophagic cell death. In AGS cells, naringin triggered the autophagy-related protein[2]. PC12 cells are shielded from 3-NP neurotoxicity by naringin. When 3-NP-induced PC12 cells are treated with naringin, the release of lactate dehydrogenase is reduced. By raising the amount of reduced glutathione and the activities of enzymatic antioxidants, naringin therapy improves antioxidant defense[3].
ln Vivo
Naringin treatment considerably reduces renal damage in diabetic rats and causes a large rise in body weight. In diabetic rats, naringin administration successfully reduces collagen deposition and renal interstitial fibrosis. Naringin treatment may cause ROS and MDA levels to drop while SOD and GSH-Px activities rise[1]. Naringin administered orally dramatically enhances memory and learning capacities. The insulin signaling pathway is markedly enhanced by naringin[3].
Animal Protocol

Rats: The rats are randomly divided into six groups: control, naringin (80 mg/kg), STZ, STZ+naringin (20 mg/kg), STZ+naringin (40 mg/kg), STZ+naringin(80 mg/kg). The rats in the STZ and STZ+naringin groups are intraperitoneally injected with STZ (65 mg/kg). The control and naringin groups are intraperitoneally injected with 0.1 M citrate buffer of same volume. After injection of STZ for 3 and 5 days, blood glucose levels are measured by tail vein puncture blood sampling.

Mice: Sixty 4-week-old male mice are randomized into four groups and fed for 20 weeks with either control diet or high-fat diet chow. Mice are dosed with 100 mg/kg of naringin daily. Mice body weight and food intake are weekly measured. Following behavioral assessment, animals are deeply anesthetized with isoflurane and sacrificed by decapitation after fasting for at least 5 h. Their plasma is collected for further analysis.

Rats and mice

References
[1]. Chen F, et al. Naringin Alleviates Diabetic Kidney Disease through Inhibiting Oxidative Stress and Inflammatory Reaction. PLoS One. 2015 Nov 30;10(11):e0143868.
[2]. Raha S, et al. Naringin induces autophagy-mediated growth inhibition by downregulating the PI3K/Akt/mTOR cascade via activation of MAPK pathways in AGS cancer cells. Int J Oncol. 2015 Sep;47(3):1061-9.
[3]. Kulasekaran G, et al. Neuroprotective efficacy of naringin on 3-nitropropionic acid-induced mitochondrial dysfunction through the modulation of Nrf2 signaling pathway in PC12 cells. Mol Cell Biochem. 2015 Nov;409(1-2):199-211.
[4]. Wang D, et al. Naringin Improves Neuronal Insulin Signaling, Brain Mitochondrial Function, and Cognitive Function in High-Fat Diet-Induced Obese Mice. Cell Mol Neurobiol. 2015 Oct;35(7):1061-71
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C27H32O14
Molecular Weight
580.53
CAS #
10236-47-2
SMILES
O([C@@]1([H])[C@@]([H])([C@@]([H])([C@]([H])([C@]([H])(C([H])([H])[H])O1)O[H])O[H])O[H])[C@@]1([H])[C@]([H])(OC2=C([H])C(=C3C(C([H])([H])[C@@]([H])(C4C([H])=C([H])C(=C([H])C=4[H])O[H])OC3=C2[H])=O)O[H])O[C@]([H])(C([H])([H])O[H])[C@]([H])([C@]1([H])O[H])O[H]
InChi Key
DFPMSGMNTNDNHN-JJLSSNRUSA-N
InChi Code
InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16?,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
Chemical Name
7-(((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one
Synonyms
Naringoside;AI319008;Aurantiin; AI3-19008; AI3 19008; Naringin
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO:116 mg/mL (199.8 mM)
Water: 2 mg/mL (9.1 mM)
Ethanol: 2 mg/mL (3.4 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.7226 mL 8.6128 mL 17.2256 mL
5 mM 0.3445 mL 1.7226 mL 3.4451 mL
10 mM 0.1723 mL 0.8613 mL 1.7226 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

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