An analog of vitamin K3
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VK3-OCH3

Item No. 21476

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(2-methoxyethyl)thio]-3-methyl-1,4-naphthalenedione
CAS Number
255906-59-3
Synonyms
  • Vitamin K3-OCH3
Molecular Formula
C14H14O3S
Formula Weight
262.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 25 mg/mlEthanol: 5 mg/ml
λmax
257 nm
SMILES
O=C1C(SCCOC)=C(C)C(C2=CC=CC=C21)=O
InChi Code
InChI=1S/C14H14O3S/c1-9-12(15)10-5-3-4-6-11(10)13(16)14(9)18-8-7-17-2/h3-6H,7-8H2,1-2H3
InChi Key
JTCRCMIBIBLUOK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $69

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    10 mg

    $120

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    50 mg

    $493

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    Cayman Chemical
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    Product Description

    VK3-OCH3 is an analog of vitamin K3 (Item No. 15950) that that has antiproliferative activities in vitro.1 It preferentially decreases proliferation of IMR-32, LA-N-1, NB-39, and SK-N-SH neuroblastoma cells (IC50s = 2.43, 1.55, 10.69, and 3.45 µM, respectively) compared with non-cancerous HUVEC and HDF cells (IC50s = 26.24 and 87.11 µM, respectively). It increases heme oxygenase-1 (HO-1) and caveolin-1 levels, induces apoptosis, and halts the cell cycle at the G2/M phase in IMR-32 cells. VK3-OCH3 also inhibits protein-tyrosine phosphorylase (PTPase) activity (IC50 = 57.2 µM in a cell-free assay), induces protein-tyrosine phosphorylation in Hep3B hepatoma cells when used at a concentration of 50 µM, and inhibits the growth of Hep3B cells (IC50 = 8.6 µM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kitano, T., Yoda, H., Tabata, K., et al. Vitamin K3 analogs induce selective tumor cytotoxicity in neuroblastoma. Biol. Pharm. Bull. 35(4), 617-623 (2012).

    2. Nishikawa, Y., Wang, Z., Kerns, J., et al. Inhibition of hepatoma cell growth in vitro by arylating and non-arylating K vitamin analogs. Significance of protein tyrosine phosphatase inhibition. The Journal of Biological Chemisty 274(49), 34803-34810 (1999).