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Naringin

Item № 17923
CAS № 10236-47-2
Purity ≥95%
product image
                (CAS 10236-47-2)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     25 g $25.00 0.00
     50 g $48.00 0.00
     100 g $90.00 0.00
     250 g $200.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description
Synonyms
  • NSC 5548

Naringenin (Item No. 14173) is a citrus-derived flavonoid that inhibits cytochrome P450 (CYP) 3A4 activity in human liver microsomes (IC50s = 139-188 μM).1,2 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.3 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.4

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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
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

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References & Product Citations
Product Description References

1. Fuhr, U., Klittich, K., and Staib, A.H. Inhibitory effect of grapefruit juice and its bitter principal, naringenin, on CYP1A2 dependent metabolism of caffeine in man British Journal of Clinical Pharmacology 35(4), 431-436 (1993).

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

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

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

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