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N1376

Sigma-Aldrich

Naringin

≥90% (HPLC), from citrus fruit

Synonym(e):

4′,5,7-Trihydroxyflavanon-7-rhamnoglucosid, Naringenin-7-neohesperidosid, Naringenin-7-rhamnosidoglucosid, Naringosid

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About This Item

Empirische Formel (Hill-System):
C27H32O14
CAS-Nummer:
10236-47-2
Molekulargewicht:
580.53
Beilstein:
102012
EG-Nummer:
233-566-4
MDL-Nummer:
MFCD00148888
UNSPSC-Code:
12352201
PubChem Substanz-ID:
24897483
NACRES:
NA.25

Biologische Quelle

citrus fruit

Assay

≥90% (HPLC)

Form

powder

Farbe

white to light yellow

Löslichkeit

ethanol: 50 mg/mL, slightly hazy to slightly hazy, light yellow to yellow

Lagertemp.

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

InChIKey

DFPMSGMNTNDNHN-JJLSSNRUSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

Naringin is a flavanone glycoside.

Anwendung

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

Biochem./physiol. Wirkung

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.

Sonstige Hinweise

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Dongmei Wang et al.
Pharmacology, biochemistry, and behavior, 102(1), 13-20 (2012-06-29)
Naringin, a bioflavonoid, has been reported to have potent neuro-protective effects, but its preventive effects on amyloid-β (Aβ) induced, Alzheimer's disease (AD) related, cognitive impairment, and the underlying mechanisms of these effects have not been well characterised. Three-month-old APPswe/PSΔE9 transgenic
Denise C Endringer et al.
Journal of natural products, 71(6), 1082-1084 (2008-05-09)
Aromatase is a well-established target for the chemoprevention of breast cancer. The dihydroisocoumarin (3 R,4 R)-(-)-6-methoxy-1-oxo-3-pentyl-3,4-dihydro-1 H-isochromen-4-yl acetate (1) (IC 50 = 1.6 +/- 0.1 microM), isolated from aerial parts of Xyris pterygoblephara, showed aromatase inhibitory activity. The specificity of
Jiukai Zhang et al.
Food chemistry, 135(3), 1471-1478 (2012-09-08)
Huyou (Citrus changshanensis) is rich in naringin and neohesperidin, which are natural flavanone glycosides with a range of biological activities. Among the different fruit parts, i.e. flavedo, albedo, segment membrane (SM), and juice sacs (JS), albedo showed the highest contents
H Serra et al.
Bioorganic & medicinal chemistry, 16(7), 4009-4018 (2008-02-06)
Three glycosilated flavonoids (diosmin, hesperidin and naringin) and respective aglycones were characterized in terms of their apparent ionisation constants and bidirectional permeability using the cellular model Caco-2 as well as the artificial membrane model PAMPA. Ionisation curves were established by
Kenji Oki et al.
Endocrinology, 153(9), 4328-4335 (2012-07-17)
Angiotensin II (A-II) regulation of aldosterone secretion is initiated by inducing cell membrane depolarization, thereby increasing intracellular calcium and activating the calcium calmodulin/calmodulin kinase cascade. Mutations in the selectivity filter of the KCNJ5 gene coding for inward rectifying potassium channel
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