M9429

Sigma-Aldrich

Menadione

meets USP testing specifications

Synonym(s):
Vitamin K3, 2-Methyl-1,4-naphthoquinone
Empirical Formula (Hill Notation):
C11H8O2
CAS Number:
Molecular Weight:
172.18
Beilstein/REAXYS Number:
1908453
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

biological source

synthetic (organic)

Agency/Method

USP/NF
meets USP testing specifications

assay

98.5-101.0% dry basis

form

solid

mp

105-107 °C (lit.)

Featured Industry

Pharmaceutical (small molecule)

SMILES string

CC1=CC(=O)c2ccccc2C1=O

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

Gene Information

human ... NQO1(1728)

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General description

Menadione (Vitamin K3) is the synthetic form of vitamin K. It has the structure similar to vitamin K1 and K2. Vitamin K1, K2 and K3 are biologically active. Water soluble forms of menadiones are used in swine and poultry diets.

Application

Menadione has been used:
  • to treat HL-60 cells as positive control for apoptosis for flow cytometry
  • as an oxidative stress inducer in transgenic embryos after 24 h of post fertilization
  • to treat HaCaT cell line, for quantifying total and oxidised glutathione

Packaging

25, 100 g in glass bottle

Biochem/physiol Actions

Menadione is an oxidative stress inducer.

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Certificate of Analysis

Certificate of Origin

Nutrient Requirements of Swine, 75-75 (1998)
Dr. Jekyll and Mr. Hyde: Oxidizable phenol-generated reactive oxygen species enhance sulforaphane's antioxidant response element activation, even as they suppress Nrf2 protein accumulation
Bauman BM, et al.
Free Radical Biology & Medicine, 124(3), 532-540 (2018)
Proteomic profile of aminoglutethimide-induced apoptosis in HL-60 cells: role of myeloperoxidase and arylamine free radicals
Khan SR, et al.
Chemico-Biological Interactions, 239, 129-138 (2015)
The Transgenic Zebrafish Display Fluorescence Reflecting the Expressional Dynamics of Dihydrofolate Reductase
Chang WN, et al.
Zebrafish, 14(3), 223-235 (2017)
Juan Lucas Argueso et al.
Genome research, 19(12), 2258-2270 (2009-10-09)
Bioethanol is a biofuel produced mainly from the fermentation of carbohydrates derived from agricultural feedstocks by the yeast Saccharomyces cerevisiae. One of the most widely adopted strains is PE-2, a heterothallic diploid naturally adapted to the sugar cane fermentation process...

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