crystalline

Sinônimo(s):

2-Methyl-1,4-naphthoquinone, Vitamin K₃

About This Item

Fórmula empírica (Notação de Hill):

C₁₁H₈O₂

Número CAS:

58-27-5

Peso molecular:

172.18

Beilstein:

1908453

Número CE:

200-372-6

Número MDL:

MFCD00001681

Código UNSPSC:

12352205

ID de substância PubChem:

24897023

NACRES:

NA.79

fonte biológica

synthetic

Nível de qualidade

200

Ensaio

≥98.0% (HPLC)

forma

crystalline

técnica(s)

HPLC: suitable

cor

faint green to green-yellow

pf

105-107 °C (lit.)

solubilidade

oil: soluble

temperatura de armazenamento

room temp

cadeia de caracteres SMILES

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

chave InChI

MJVAVZPDRWSRRC-UHFFFAOYSA-N

Informações sobre genes

human ... NQO1(1728)

Aplicação

Menadione has been used for the generation of reactive oxygen species (ROS), followed by flow cytometry analysis.[1][2] It has also been used in microbiological evaluation,[3] such as to detect fastidious microorganisms.[4]

Ações bioquímicas/fisiológicas

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.

Menadione is an aromatic polycyclic ketone. It serves as a precursor for vitamin K synthesis.[5] Menadione is converted to menaquinone-4, an active metabolite of vitamin K3.[6] Menadione mediates cell death, by inducing the production of reactive oxygen species through the futile redox cycling.[5]