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R-(−)-Iberin

R-(−)-Iberin

Product ID I0417
Cas No.
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $137.90 In stock
10 mg $224.70 In stock
25 mg $449.50 In stock
50 mg $749.20 In stock
100 mg $1,123.70 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Iberin is an isothiocyanate (ITC) and a sulforaphane homolog that exhibits antioxidative and anticancer chemotherapeutic activity. Like other ITCs, iberin may display chemopreventive potential by inducing phase II enzymes. In vitro, iberin induces Nrf2 nuclear translocation and increases levels of heme oxygenase-1 and glutamylcysteine synthetase, both potentially related to alterations in ERK signaling. Iberin also increases expression of antioxidative enzymes thioredoxin reductase 1 and glutathione peroxidase 2 in cellular models. In cancer cells, iberin induces p21 expression, decreases expression of cyclin-dependent kinases (CDKs) 2, 4, and 6, and increases caspase activity, resulting in apoptosis.

Product Info

Purity

≥98%

Formula

C5H9NOS2

Formula Wt.

163.26

Chemical Name

R(-) 1-Isothiocyanato-3-(methylsufinyl) propane

Synonym

3-Methylsulfinylpropyl isothiocyanate

Appearance

White to off white powder

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

I0417 MSDS PDF

Info Sheet

I0417 Info Sheet PDF

References

Ernst IM, Palani K, Esatbeyoglu T, et al. Synthesis and Nrf2-inducing activity of the isothiocyanates iberverin, iberin and cheirolin. Pharmacol Res. 2013 Apr;70(1):155-62. PMID: 23403058.

Barrera LN, Cassidy A, Wang W, et al. TrxR1 and GPx2 are potently induced by isothiocyanates and selenium, and mutually cooperate to protect Caco-2 cells against free radical-mediated cell death. Biochim Biophys Acta. 2012 Oct;1823(10):1914-24. PMID: 22820176.

Traka MH, Chambers KF, Lund EK, et al. Involvement of KLF4 in sulforaphane- and iberin-mediated induction of p21(waf1/cip1). Nutr Cancer. 2009;61(1):137-45. PMID: 19116884.

Jadhav U, Ezhilarasan R, Vaughn SF, et al. Iberin induces cell cycle arrest and apoptosis in human neuroblastoma cells. Int J Mol Med. 2007 Mar;19(3):353-61. PMID: 17273780.

Jakobsen TH, Bragason SK, Phipps RK, et al. Food as a source for quorum sensing inhibitors: iberin frmo horseradish revealed as a quorum sensing inhibitor of Pseudomonas aeruginosa. Appl Environ Microbiol. 2012 Apr;78(7):2410-2421. PMID: 22286987.

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