71162

Naringin

≥95% (HPLC)

• 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.47
• PubChem Substance ID: 57652274
• EC Number: 233-566-4
• Beilstein/REAXYS Number: 102012
• MDL number: MFCD00148888

Properties

• Quality Segment: 200
• assay: ≥95% (HPLC)
• form: powder
• optical activity: [α]20/D −80±10°, c = 1% in ethanol
• mp: 83 °C ((181 °F ))
• solubility: ethanol: o.1 g/10 mL, clear to hazy, colorless to light greenish-yellow
• 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

Application

Naringin has been used:

• as a bitter tastant to compare the behavioral response of the Drosophila larva and adult(2)
• to study its anti-inflammatory property and to determine its effect on nucleus pulposus (NP) cells(3)
• to determine its effect on bone metabolism like osteogenic differentiation, inhibition of osteoclast formation(4)

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.

Naringin can interact with signaling molecules and modulates signaling pathways. It possesses anti-inflammatory and anti-cancer activities. It also exhibits pharmacological effects on oxidative stress, bone regeneration, genetic damage, metabolic syndrome and central nervous system (CNS) diseases.

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

• 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