A provitamin
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Labeled Version(s)
43796Vitamin K3-d3 41285Vitamin K3-d8
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Product Categories

Product Type

Biochemicals
Natural Products
Vitamins

Research Area

Cancer

Vitamin K3

Item No. 15950

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methyl-1,4-naphthalenedione
CAS Number
58-27-5
Synonyms
  • Menadione
  • NSC 4170
Molecular Formula
C11H8O2
Formula Weight
172.2
Purity
≥95%
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: 20 mg/mlEthanol: 10 mg/ml
λmax
251, 332 nm
SMILES
O=C1C(C)=CC(C2=CC=CC=C21)=O
InChi Code
InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
InChi Key
MJVAVZPDRWSRRC-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 g

    $35

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    50 g

    $65

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    100 g

    $118

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    250 g

    $242

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    Cayman Chemical
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    Product Description

    Vitamin K3 is a synthetic form of vitamin K that acts as a precursor to vitamin K2. It is capable of both redox cycling and arylating nucleophilic substrates by Michael addition and has been used as a model bifunctional quinone to study cellular stress induction.1 Vitamin K3 has been used as an antihemorrhagic agent and to inhibit the proliferation of various cancer cells.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Scott, G.K., Atsriku, C., Kaminker, P., et al. Vitamin K3 (menadione)-induced oncosis associated with keratin 8 phosphorylation and histone H3 arylation. Mol. Pharmacol. 68(3), 606-615 (2005).

    2. Pinilla, I., Izaquirre, L.B., Gonzalvo, F., et al. In vitro vitamin K3 effect on conjunctival fibroblast migration and proliferation. ScientificWorldJournal 2014, (2014).

    3. Chun, Y.J., Lee, B.Y., Yang, S.A., et al. Induction of cytochrome P450 1A1 gene expression by a vitamin K3 analog in mouse hepatoma Hepa-1c1c7 cells. Mol. Cells 12(2), 190-196 (2001).

    Product Citations

    Le, H.H., Lee, M.-T., Besler, K.R., et al. Host hepatic metabolism is modulated by gut microbiota-derived sphingolipids. Cell Host Microbe 30(6), 798-808 (2022).