An anticancer phytoalexin
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Brassinin

Item No. 20922

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(1H-indol-3-ylmethyl)-carbamodithioic acid, methyl ester
CAS Number
105748-59-2
Synonyms
  • BSN
Molecular Formula
C11H12N2S2
Formula Weight
236.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 MG/MLDMSO: 10 MG/MLEthanol: 10 MG/ML
λmax
220, 270 nm
SMILES
S=C(SC)NCC1=CNC2=CC=CC=C21
InChi Code
InChI=1S/C11H12N2S2/c1-15-11(14)13-7-8-6-12-10-5-3-2-4-9(8)10/h2-6,12H,7H2,1H3,(H,13,14)
InChi Key
QYKQWFZDEDFELK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $77

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    10 mg

    $135

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    25 mg

    $294

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    Cayman Chemical
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    Product Description

    Brassinin (BSN) is a phytoalexin isolated from B. campestris that exhibits anticancer, chemopreventative, antiproliferative, and antifungal activities.1,2 Brassinin suppresses constitutive and IL-6-induced STAT3 activation in vitro and attenuates tumor growth in a xenograft lung cancer mouse model through modulation of E3 SUMO-protein ligase 3 (PIAS-3) and suppressor of cytokine signaling-3 (SOCS-3).3 Brassinin also induces apoptosis in PC3 cells through suppression of PI3K, Akt, mTOR, and S6K1.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, S.-M., Park, J.H., Kim, K.D., et al. Brassinin induces apoptosis in PC-3 human prostate cancer cells through the suppression of PI3K/Akt/mTOR/S6K1 signaling cascades. Phytother. Res. 28(3), 423-431 (2014).

    2. Pedras, M.S., Montaut, S., and Suchy, M. Phytoalexins from the crucifer rutabaga: Structures, syntheses, biosyntheses, and antifungal activity. The Journal of Organic Chemistry 69(13), 4471-4476 (2004).

    3. Lee, J.H., Kim, C., Sethi, G., et al. Brassinin inhibits STAT3 signaling pathway through modulation of PIAS-3 and SOCS-3 expression and sensitizes human lung cancer xenograft in nude mice to paclitaxel. Oncotarget 6(8), 6386-6405 (2015).