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Vitamin K3

Vitamin K3

Product ID V3479
Cas No. 58-27-5
Purity ≥98%
Product Unit SizeCostQuantityStock
10 g $43.20 In stock
25 g $69.30 In stock
Bulk Quote

Quicklinks

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

Description

Vitamin K3 is a synthetic analog of 1,4-naphthoquinone; it is also a precursor to vitamin K2. Vitamin K3 exhibits anticancer, neuromodulatory, and anti-inflammatory activities. In ovarian carcinoma cells, vitamin K3 induces caspase 8-dependent apoptosis, increases levels of ROS, and decreases levels of glutathione; additionally, vitamin K3 binds tubulin, inhibiting microtubule polymerization. In vitro, vitamin K3 also inhibits monoamine oxidases A and B (MAO-A/B). This compound increases ROS and inhibits leukotriene secretion by altering Ca2+ influx and 5-lipoxygenase signaling in vitro.

Product Info

Cas No.

58-27-5

Purity

≥98%

Formula

C11H8O2

Formula Wt.

172.18

Chemical Name

2-Methyl-1,4-naphthalenedione

IUPAC Name

2-methylnaphthalene-1,4-dione

Synonym

Menadione, Menaphthone, Kappaxin, Kayquinone, Thyloquinone, 2-Methyl-1,4-naphthoquinone

Melting Point

105-107°C

Solubility

Insoluble in water. Soluble in ethanol (16 mg/mL) and benzene. Slightly soluble in chloroform and carbon tetrachloride.

Appearance

Light yellow-green powder

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

V3479 MSDS PDF

Info Sheet

V3479 Info Sheet PDF

References

Kim YJ, Shin YK, Sohn DS, et al. Menadione induces the formation of reactive oxygen species and depletion of GSH-mediated apoptosis and inhibits the FAK-mediated cell invasion. Naunyn Schmiedebergs Arch Pharmacol. 2014 Sep;387(9):799-809. PMID: 24879465.

Coelho Cerqueira E, Netz PA, et al. Molecular insights into human monoamine oxidase (MAO) inhibition by 1,4-naphthoquinone: evidences for menadione (vitamin K3) acting as a competitive and reversible inhibitor of MAO. Bioorg Med Chem. 2011 Dec 15;19(24):7416-24. PMID: 22071524.

Kawamura F, Nakanishi M, Hirashima N. Effects of menadione, a reactive oxygen generator, on leukotriene secretion from RBL-2H3 cells. Biol Pharm Bull. 2010;33(5):881-5. PMID: 20460770.

Acharya BR, Choudhury D, Das A, et al. Vitamin K3 disrupts the microtubule networks by binding to tubulin: a novel mechanism of its antiproliferative activity. Biochemistry. 2009 Jul 28;48(29):6963-74. PMID: 19527023.

Custom Order

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