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N1376

Sigma-Aldrich

Naringin

≥90% (HPLC), from citrus fruit

Sinônimo(s):

4′,5,7-Trihydroxyflavanone 7-rhamnoglucoside, Naringenin 7-neohesperidoside, Naringenine-7-rhamnosidoglucoside, Naringoside

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About This Item

Fórmula empírica (Notação de Hill):
C27H32O14
Número CAS:
10236-47-2
Peso molecular:
580.53
Beilstein:
102012
Número CE:
233-566-4
Número MDL:
MFCD00148888
Código UNSPSC:
12352201
ID de substância PubChem:
24897483
NACRES:
NA.25

fonte biológica

citrus fruit

Nível de qualidade

200

Ensaio

≥90% (HPLC)

Formulário

powder

cor

white to light yellow

solubilidade

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

temperatura de armazenamento

room temp

cadeia de caracteres SMILES

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

chave InChI

DFPMSGMNTNDNHN-JJLSSNRUSA-N

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Descrição geral

Naringin is a flavanone glycoside.

Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Outras notas

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

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302

Declarações de precaução

P301 + P312 + P330

Classificações de perigo

Acute Tox. 4 Oral

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
SLCM2633
SLCL4474
SLCJ0771
SLCF9842
SLBZ9424

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Sigma-Aldrich

SMB00137

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Narirutin ≥98% (HPLC)

Sigma-Aldrich

SMB00321

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Prunin ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00076

Prunin

Neohesperidin dihydrochalcone ≥95% (HPLC)

Sigma-Aldrich

N8757

Neohesperidin dihydrochalcone

Limonina from citrus seeds, >90% (HPLC)

Sigma-Aldrich

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Neohesperidin ≥90% (HPLC)

Sigma-Aldrich

N1887

Neohesperidin

Naringin dihydrochalcone phyproof® Reference Substance

PHL83338

Naringin dihydrochalcone

Narirutin phyproof® Reference Substance

PHL83339

Narirutin

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
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
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
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
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
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