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Naringin

analytical standard

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:
85151701
PubChem Substanz-ID:
329770089
NACRES:
NA.24

Qualitätsniveau

100

Qualität

analytical standard

Assay

≥95.0% (HPLC)

Optische Aktivität

[α]/D -80±10°, c = 1 in ethanol

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Anwendung(en)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

Format

neat

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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Allgemeine Beschreibung

Naringin is a naturally occurring flavone glycoside, which may possess many pharmacological properties like anti-inflammatory, anti-oxidant and anti-apoptotic activity. It is widely found in fruits like grapes and oranges.

Anwendung

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Choose from one of the most recent versions:

Analysenzertifikate (COA)

Lot/Batch Number
BCCF2214
BCCD2945
BCCB8227
BCBX4456
BCBW0294

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Neoeriocitrin ~95% (HPLC)

Sigma-Aldrich

72129

Neoeriocitrin

Narirutin ≥98% (HPLC)

Sigma-Aldrich

SMB00321

Narirutin

Naringenin natural (US), 98%

Sigma-Aldrich

W530098

Naringenin

Hesperidin primary reference standard

04650590

Hesperidin

Coptisine Chloride ≥98% (HPLC)

Sigma-Aldrich

SMB00314

Coptisine Chloride

Therapeutic effects of silymarin and naringin on methotrexate?induced nephrotoxicity in rats: Biochemical evaluation of anti?inflammatory, antiapoptotic, and antiautophagic properties
Kandemir MF, et al.
Journal of Food Biochemistry, 41 (2017)
Naringin ameliorates diabetic nephropathy by inhibiting NADPH oxidase 4
Zhang J, et al.
European Journal of Pharmacology, 804, 1-6 (2017)
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
E Ramesh et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 51, 97-105 (2012-08-01)
Cervical cancer is the second most common female cancer worldwide, and it remains a challenge to manage preinvasive and invasive lesions. Fruit-based cancer prevention entities, such as flavonoid and their derivatives, have demonstrated a marked ability to inhibit preclinical models
Ayman M Mahmoud et al.
Journal of diabetes and its complications, 26(6), 483-490 (2012-07-20)
Abnormal regulation of glucose and impaired carbohydrate utilization that result from a defective or deficient insulin are the key pathogenic events in type 2 diabetes mellitus (T2DM). The present study was hypothesized to investigate the beneficial effects of hesperidin and
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