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Menadione

SIGMA/M5625 - crystalline

Synonym: 2-Methyl-1,4-naphthoquinone; Vitamin K3

CAS Number: 58-27-5
Empirical Formula (Hill Notation): C11H8O2
Molecular Weight: 172.18
EC Number: 200-372-6
MDL Number: MFCD00001681
Linear Formula: C11H8O2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-M5625-25G 25 g
$72.20
1/EA
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45-M5625-100G 100 g
$233.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M5625-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M5625-25G

 

assay ≥98.0% (HPLC)
biological source synthetic
color faint green to green-yellow
form crystalline
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
mp 105-107 °C (lit.)
Quality Level 200 
SMILES string CC1=CC(=O)c2ccccc2C1=O
solubility oil: soluble
storage temp. room temp
technique(s) HPLC: suitable
Application: Menadione has been used for the generation of reactive oxygen species (ROS), followed by flow cytometry analysis. It has also been used in microbiological evaluation, such as to detect fastidious microorganisms.
Biochem/physiol Actions: Menadione (Vitamin K3) is a synthetic analogue of of 1,4-naphthoquinone with a methyl group in the 2-position. Menadione is used as a phosphatase inhibitor and an inhibitor of mitochondrial DNA polymerase γ (pol γ). Menadione can be used as an oxidative injury (free radical generator) inducing agent.
Biochem/physiol Actions: Menadione is an aromatic polycyclic ketone. It serves as a precursor for vitamin K synthesis. Menadione is converted to menaquinone-4, an active metabolite of vitamin K3. Menadione mediates cell death, by inducing the production of reactive oxygen species through the futile redox cycling.
Packaging: 25, 100 g in glass bottle
Purity ≥98.0% (HPLC)
mp 105-107 °C (lit.)
Storage Temp. room temp
UNSPSC 12352205

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