A natural flavanone glycoside
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Naringin

Item No. 17923

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-7-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
10236-47-2
Synonyms
  • NSC 5548
Molecular Formula
C27H32O14
Formula Weight
580.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/ml
λmax
214, 226, 283, 329 nm
SMILES
OC1=C(C(C[C@@H](C2=CC=C(O)C=C2)O3)=O)C3=CC(O[C@H]4[C@H](O[C@]5([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C1
InChi Code
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-ZPHOTFPESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 g

    $41

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    50 g

    $75

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    100 g

    $142

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    250 g

    $293

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    Product Description

    Naringin is a natural flavanone glycoside formed from naringenin and neohesperidose. It undergoes extensive metabolism in the liver, giving rise to naringenin and other bioactive metabolites that have anti-oxidant, anti-inflammatory, and anti-apoptotic effects.1 Naringin is a weak inhibitor of CYP3A4, providing 14% inhibition at 200 µM.2 It suppresses apoptosis in neurons and increases the expression of neurotrophic factor in dopaminergic neurons, providing neuroprotection.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bharti, S., Rani, N., Krishnamurthy, B., et al. Preclinical evidence for the pharmacological actions of naringin: A review. Planta Med. 80(6), 437-451 (2014).

    2. Ho, P.C., and Saville, D.J. Inhibition of human CYP3A4 activity by grapefruit flavonoids, furanocoumarins and related compounds. J. Pharm. Pharm. Sci. 4(3), 217-227 (2001).

    3. Jung, U.J., Leem, E., and Kim, S.R. Naringin: A protector of the nigrostriatal dopaminergic projection. Exp. Neurobiol. 23(2), 124-129 (2014).