N1376

Naringin

≥90% (HPLC), from citrus fruit

• Synonym(s): 4′,5,7-Trihydroxyflavanone 7-rhamnoglucoside, Naringenin 7-neohesperidoside, Naringenine-7-rhamnosidoglucoside, Naringoside
• Empirical Formula (Hill Notation): C₂₇H₃₂O₁₄
• CAS Number: 10236-47-2
• Molecular Weight: 580.53
• UNSPSC Code: 12352201
• NACRES: NA.25
• PubChem Substance ID: 24897483
• EC Number: 233-566-4
• Beilstein/REAXYS Number: 102012
• MDL number: MFCD00148888

Properties

• biological source: citrus fruit
• Quality Segment: 200
• assay: ≥90% (HPLC)
• form: powder
• color: white to light yellow
• solubility: ethanol: 50 mg/mL, slightly hazy to slightly hazy, light yellow to yellow
• storage temp.: room temp
• SMILES string: C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2Oc3cc(O)c4C(=O)CC(Oc4c3)c5ccc(O)cc5)[C@H](O)[C@H](O)[C@H]1O
• 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
• InChI key: DFPMSGMNTNDNHN-JJLSSNRUSA-N

Description

General description

Naringin is a flavanone glycoside. [1]

Application

Naringin has been used in a study to assess aldosterone production by a human adrenocortical cell line. [2] Long-term naringin consumption reverses a glucose uptake defect and can be used to improve cognitive deficits of Alzheimer′s disease. [3]

Biochem/physiol Actions

Naringin, a flavanoid in grapefruit and other citrus fruits, potently inhibits intestinal organic anion-transporting polypeptide 1A2 (OATP1A2). Grapefruit juice thereby reduces bioavailability of many pharmacological agents taken at the same time.

Other Notes

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves