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(±)-Naringenin (CAS 67604-48-2)

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Alternate Names:
4′,5,7-Trihydroxyflavanone; (±)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4- one
Application:
(±)-Naringenin is a PI 3-kinase inhibitor
CAS Number:
67604-48-2
Purity:
≥95%
Molecular Weight:
272.30
Molecular Formula:
C15H12O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(±)-Naringenin is an antioxidant flavonoid found in citrus fruits with anti-inflammatory, anti-allergic, and antitumor properties. It induces apoptosis, stimulates DNA repair following oxidative damage, and inhibits the activity of PI 3-kinase (PI(3)K). (±)-Naringenin activates the PPAR-γ receptor, which is involved in regulating glucose metabolism, lipid metabolism, and inflammation. It also binds to and activates the sirtuin-1 receptor, which is involved in regulating inflammation, oxidative stress, and cell death. In addition, it may act to inhibit the activity of a number of enzymes, including cyclooxygenase-2, lipoxygenase, and matrix metalloproteinases.


(±)-Naringenin (CAS 67604-48-2) References

  1. Naringenin inhibits phosphoinositide 3-kinase activity and glucose uptake in 3T3-L1 adipocytes.  |  Harmon, AW. and Patel, YM. 2003. Biochem Biophys Res Commun. 305: 229-34. PMID: 12745063
  2. The citrus flavonoid naringenin stimulates DNA repair in prostate cancer cells.  |  Gao, K., et al. 2006. J Nutr Biochem. 17: 89-95. PMID: 16111881
  3. Naringenin-induced apoptosis via activation of NF-kappaB and necrosis involving the loss of ATP in human promyeloleukemia HL-60 cells.  |  Kanno, S., et al. 2006. Toxicol Lett. 166: 131-9. PMID: 16860949
  4. Inhibitory effect of naringenin chalcone on inflammatory changes in the interaction between adipocytes and macrophages.  |  Hirai, S., et al. 2007. Life Sci. 81: 1272-9. PMID: 17915259
  5. Naringenin attenuates non-alcoholic fatty liver disease by down-regulating the NLRP3/NF-κB pathway in mice.  |  Wang, Q., et al. 2020. Br J Pharmacol. 177: 1806-1821. PMID: 31758699
  6. Naringenin loaded multifunctional nanoparticles to enhance the chemotherapeutic efficacy in hepatic fibrosis.  |  Yang, F., et al. 2020. Biomed Microdevices. 22: 68. PMID: 32955605
  7. Naringenin alleviates nonalcoholic steatohepatitis in middle-aged Apoe-/-mice: role of SIRT1.  |  Hua, YQ., et al. 2021. Phytomedicine. 81: 153412. PMID: 33234364
  8. The Effects of Naringenin on miRNA-mRNA Profiles in HepaRG Cells.  |  Fan, W., et al. 2021. Int J Mol Sci. 22: PMID: 33669020
  9. Preparation, characterization of naringenin, β-cyclodextrin and carbon quantum dot antioxidant nanocomposites.  |  Liang, Y., et al. 2022. Food Chem. 375: 131646. PMID: 34848084
  10. Naringenin affords protection against lipopolysaccharide/D-galactosamine-induced acute liver failure: Role of autophagy.  |  Ahmedy, OA., et al. 2022. Arch Biochem Biophys. 717: 109121. PMID: 35065059
  11. Naringenin promoted spinal microglia M2 polarization in rat model of cancer-induced bone pain via regulating AMPK/PGC-1α signaling axis.  |  Ge, MM., et al. 2022. Biomed Pharmacother. 149: 112912. PMID: 35856853
  12. Naringenin suppresses BEAS-2B-derived extracellular vesicular cargoes disorder caused by cigarette smoke extract thereby inhibiting M1 macrophage polarization.  |  Chen, Z., et al. 2022. Front Immunol. 13: 930476. PMID: 35924248
  13. [Naringenin inhibits thoracic aortic aneurysm formation in mice with Marfan syndrome].  |  Li, ZQ., et al. 2022. Beijing Da Xue Xue Bao Yi Xue Ban. 54: 896-906. PMID: 36241232
  14. Naringenin Microsphere as a Novel Adjuvant Reverses Colistin Resistance via Various Strategies against Multidrug-Resistant Klebsiella pneumoniae Infection.  |  Sheng, Q., et al. 2022. J Agric Food Chem. 70: 16201-16217. PMID: 36530172
  15. Structure-antioxidant activity relationships of flavonoids and phenolic acids.  |  Rice-Evans, CA., et al. 1996. Free Radic Biol Med. 20: 933-56. PMID: 8743980

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(±)-Naringenin, 1 g

sc-203155
1 g
$47.00

(±)-Naringenin, 5 g

sc-203155A
5 g
$89.00

(±)-Naringenin, 25 g

sc-203155B
25 g
$161.00

(±)-Naringenin, 100 g

sc-203155C
100 g
$317.00

(±)-Naringenin, 500 g

sc-203155D
500 g
$837.00

For how long can I preserve Naringenin and at what temperature after opening?

Asked by: Sara
Thank you for your question. (±)-Naringenin is stable if kept refrigerated and used within 2 years.
Answered by: BlakeJ
Date published: 2025-02-13

is it in the racemic form?

Asked by: eliUniPr
Thank you for your question. (±)-Naringenin (CAS 67604-48-2) sc-203155 is supplied as a racemic mixture.
Answered by: Tech Support Europe
Date published: 2024-08-26

How is the obtention method?

Asked by: Carla12
Thank you for your question. Please contact one of our authorized distributors for information about current product availability and shipping lead times.
Answered by: Technical Support
Date published: 2020-07-09

is naringenin completely soluble in acetic acid

Asked by: tarun
Thank you for your questino. We have not tested the solubility of (±)-Naringenin in acetic acid. It is soluble in ethanol (50 mg/ml), DMSO, methanol, and ammonium hydroxide (50 mg/ml). If you have any further questions, please contact our Asia Technical Service team. You can reach them by phone at (86 21) 6093-6350, by email at: asia@scbio.cn or by live chat directly on our website, www.scbt.com
Answered by: Tech Service
Date published: 2017-01-13
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Rated 5 out of 5 by from Hirai et alHirai et al. (PubMed ID 17915259) found that ( )-Naringenin inhibited the production of pro-inlfammatory mediators by LPS-stimulated RAW 264 macrophages. -SCBT Publication Review
Date published: 2015-02-01
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(±)-Naringenin is rated 5.0 out of 5 by 1.
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