71162

Naringin

≥95% (HPLC)

• Synonyma: 4′,5,7-Trihydroxyflavanone 7-rhamnoglucoside, Naringenin 7-neohesperidoside, Naringenine-7-rhamnosidoglucoside, Naringoside
• Empirický vzorec (Hillův zápis): C₂₇H₃₂O₁₄
• Číslo CAS: 10236-47-2
• Molekulová hmotnost: 580.53
• UNSPSC Code: 12352201
• NACRES: NA.47
• PubChem Substance ID: 57652274
• EC Number: 233-566-4
• Beilstein/REAXYS Number: 102012
• MDL number: MFCD00148888

Vlastnosti

• 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

Popis

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

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Bezpečnostní informace

• Skladovací třída: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves