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M9429

Sigma-Aldrich

Menadione

meets USP testing specifications

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Synonym(s):
2-Methyl-1,4-naphthoquinone, Vitamin K3
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

biological source

synthetic (organic)

Quality Level

agency

USP/NF
meets USP testing specifications

assay

98.5-101.0% dry basis

form

solid

mp

105-107 °C (lit.)

application(s)

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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1 of 4

This Item
M5625PHR141147775
vibrant-m

M9429

Menadione

vibrant-m

M5625

Menadione

vibrant-m

PHR1411

Menadione

vibrant-m

47775

Menadione (K3)

assay

98.5-101.0% dry basis

assay

≥98.0% (HPLC)

assay

-

assay

-

form

solid

form

crystalline

form

-

form

-

application(s)

pharmaceutical (small molecule)

application(s)

-

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)
vitamins, nutraceuticals, and natural products

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

100

mp

105-107 °C (lit.)

mp

105-107 °C (lit.)

mp

105-107 °C (lit.)

mp

105-107 °C (lit.)

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

Biochem/physiol Actions

Menadione is an oxidative stress inducer.

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Proteomic profile of aminoglutethimide-induced apoptosis in HL-60 cells: role of myeloperoxidase and arylamine free radicals
Khan SR, et al.
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The Transgenic Zebrafish Display Fluorescence Reflecting the Expressional Dynamics of Dihydrofolate Reductase
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