A natural isothiocyanate
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Iberin

Item No. 14016

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-isothiocyanato-3-(methylsulfinyl)-propane
CAS Number
505-44-2
Synonyms
  • NSC 321801
Molecular Formula
C5H9NOS2
Formula Weight
163.3
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 16 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
246 nm
SMILES
CS(CCCN=C=S)=O
InChi Code
InChI=1S/C5H9NOS2/c1-9(7)4-2-3-6-5-8/h2-4H2,1H3
InChi Key
LELAOEBVZLPXAZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $115

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    10 mg

    $194

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    25 mg

    $440

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    Cayman Chemical
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    Product Description

    Iberin is a natural isothiocyanate found in cruciferous plants.1 When introduced into the daily diet of rats or added to rat hepatocytes (40 μM), it induces the expression of phase II detoxification enzymes, including quinone reductase and glutathione S-transferase.1,2 In addition, iberin activates the nuclear factor E2-related protein Nrf2, which promotes the expression of antioxidant and phase II genes.2,3 Iberin also induces the apoptosis of some cancer cell lines.3,4 Interestingly, iberin also acts as a quorum sensing inhibitor, blocking acyl-homoserine lactone signaling in P. aeruginosa without affecting growth (IC50 = 31-62 μM).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Munday, R., and Munday, C.M. Induction of phase II detoxification enzymes in rats by plant-derived isothiocyanates: Comparison of allyl isothiocyanate with sulforaphane and related compounds. J. Agric. Food. Chem. 52(7), 1867-1871 (2004).

    2. La Marca, M., Beffy, P., Della Croce, C., et al. Structural influence of isothiocyanates on expression of cytochrome P450, phase II enzymes, and activation of Nrf2 in primary rat hepatocytes. Food Chem. Toxicol. 50(8), 2822-2830 (2012).

    3. Barrera, L.N., 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 1823(10), 1914-1924 (2012).

    4. Jadhav, U., Ezhilarasan, R., Vaughn, S.F., et al. Iberin induces cell cycle arrest and apoptosis in human neuroblastoma cells. Int. J. Mol. Med. 19(3), 353-361 (2007).

    5. Jakobsen, T.H., Bragason, S.K., Phipps, R.K., et al. Food as a source for quorum sensing inhibitors: Iberin from horseradish revealed as a quorum sensing inhibitor of Pseudomonas aeruginosa. Appl. Environ. Microbiol. 78(7), 2410-2421 (2012).