Naringin (Naringoside)

Naringin is a major flavanone glycoside obtained from tomatoes, grapefruits, and many other citrus fruits. Naringin exhibits biological properties such as antioxidant, anti-inflammatory, and antiapoptotic activities.

Product information

CAS Number: 10236-47-2

Molecular Weight: 580.53

Formula: C27H32O14

Synonym:

Aurantiin

AI3-19008

AI319008

AI3 19008

Naringin

Naringoside

Chemical 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]oxy}oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-3, 4-dihydro-2H-1-benzopyran-4-one

Smiles: C[C@@H]1O[C@@H](O[C@H]2[C@H](OC3C=C4O[C@@H](CC(=O)C4=C(O)C=3)C3C=CC(O)=CC=3)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChiKey: DFPMSGMNTNDNHN-ZPHOTFPESA-N

InChi: 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

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO: 100 mg/mL(172.25 mM).

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Naringin is a flavanone glycoside, which gives the grapefruit juice its bitter taste. Naringin inhibits hepatic P-glycoprotein (P-gp) and some drug-metabolizing cytochrome P450 enzymes, including CYP3A4 and CYP1A2, which may result in drug-drug interactions. Naringin is also an inhibitor of vascular endothelial growth factor (VEGF) release, which causes angiogenesis. In addition, Naringin reduces diabetes-induced neuropathy in rats.

In Vivo:

LD50: Mice 1650mg/kg.

References:

1. Kandhare AD, et al. Fitoterapia, 2012, 83(4), 650-659.
2. Schindler R, et al. J Nutr, 2006, 136(6), 1477-1482.
3. Ueng YF, et al. Life Sci, 1999, 65(24), 2591-2602.

Products are for research use only. Not for human use.