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N1376

Naringin

≥90% (HPLC), from citrus fruit

Synonym(s):

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

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$77.50

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About This Item

Empirical Formula (Hill Notation):
C27H32O14
CAS Number:
10236-47-2
Molecular Weight:
580.53
Beilstein:
102012
EC Number:
233-566-4
MDL number:
MFCD00148888
UNSPSC Code:
12352201
PubChem Substance ID:
24897483
NACRES:
NA.25

Key Documents

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biological source

citrus fruit

Assay

≥90% (HPLC)

form

powder

color

white to light yellow

solubility

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

storage temp.

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

InChI key

DFPMSGMNTNDNHN-JJLSSNRUSA-N

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1 of 4

This Item
7116291842PHL89739
Naringin ≥90% (HPLC), from citrus fruit

Sigma-Aldrich

N1376

Naringin

Naringin ≥95% (HPLC)

Sigma-Aldrich

71162

Naringin

Naringin analytical standard

Supelco

91842

Naringin

Naringin phyproof® Reference Substance

PHL89739

Naringin

biological source

citrus fruit

biological source

-

biological source

-

biological source

-

assay

≥90% (HPLC)

assay

≥95% (HPLC)

assay

≥95.0% (HPLC)

assay

≥90.0% (HPLC)

solubility

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

solubility

ethanol: o.1 g/10 mL, clear to hazy, colorless to light greenish-yellow

solubility

-

solubility

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

-

form

powder

form

powder

form

-

form

-

storage temp.

room temp

storage temp.

-

storage temp.

-

storage temp.

-

General description

Naringin is a flavanone glycoside. [1]

Application

Naringin has been used in a study to assess aldosterone production by a human adrenocortical cell line. [2] Long-term naringin consumption reverses a glucose uptake defect and can be used to improve cognitive deficits of Alzheimer′s disease. [3]

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.

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000505757
0000505757
0000484870
0000483810
0000483810

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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
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
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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