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Merck

M5750

Sigma-Aldrich

Menadione sodium bisulfite

≥95% (TLC)

Sinónimos:

2-Methyl-1,4-naphthoquinone sodium bisulfite

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About This Item

Fórmula empírica (notación de Hill):
C11H9NaO5S
Número de CAS:
Peso molecular:
276.24
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

origen biológico

synthetic

Nivel de calidad

Análisis

≥95% (TLC)

formulario

powder

color

white to off-white

solubilidad

H2O: ≥50 mg/mL, clear, colorless to faintly yellow

aplicaciones

cell analysis

emisor

Eli Lilly

temp. de almacenamiento

−20°C

cadena SMILES

[Na+].CC1(CC(=O)c2ccccc2C1=O)S([O-])(=O)=O

InChI

1S/C11H10O5S.Na/c1-11(17(14,15)16)6-9(12)7-4-2-3-5-8(7)10(11)13;/h2-5H,6H2,1H3,(H,14,15,16);/q;+1/p-1

Clave InChI

XDPFHGWVCTXHDX-UHFFFAOYSA-M

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Aplicación

Menadione sodium bisulfite has been used:
  • as a priming agent in tomato for improving salt tolerance
  • to induce reactive oxygen species (ROS) in human lung epithelium BEAS-2B microtissues
  • to induce endogenous superoxide production in mouse C17.2 neural stem cells

Acciones bioquímicas o fisiológicas

Menadione sodium bisulfite is a water-soluble form of menadione, which belongs to the Vitamin K class of compounds. These are necessary for the biosynthesis of prothrombin and other blood clotting factors. Menadione is a prothrombogenic compound and is used as a model quinone in cell culture and in vivo investigations.

Menadione has been shown to affect gap-junctional intercellular communication by mediation of tyrosine phosphorylation. Menadione has demonstrated cytotoxic activity against a variety of cell lines and can induce apoptosis in cultured cells, such as osteoclasts and osteoblasts, via elevation of peroxide and superoxide radical levels.

An HPLC method for detection of menadione sodium bisulfite in multivitamin formulations has been published. A chemiluminescence assay for menadione sodium bisulfite in pharmaceutical preparations and biological fluids has been reported.

Características y beneficios

This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Otras notas

Water soluble vitamin K3.

Pictogramas

Exclamation markEnvironment

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Arit Ghosh et al.
G3 (Bethesda, Md.), 4(2), 349-365 (2013-12-19)
Protein phosphatases are integral components of the cellular signaling machinery in eukaryotes, regulating diverse aspects of growth and development. The genome of the filamentous fungus and model organism Neurospora crassa encodes catalytic subunits for 30 protein phosphatase genes. In this
Gyungsoon Park et al.
Eukaryotic cell, 10(11), 1553-1564 (2011-10-04)
Serine/threonine (S/T) protein kinases are crucial components of diverse signaling pathways in eukaryotes, including the model filamentous fungus Neurospora crassa. In order to assess the importance of S/T kinases to Neurospora biology, we embarked on a global analysis of 86
Momordica charantia polysaccharides could protect against cerebral ischemia/reperfusion injury through inhibiting oxidative stress mediated c-Jun N-terminal kinase 3 signaling pathway
Gong J, et al.
Neuropharmacology, 9, 123-134 (2015)
Menadione sodium bisulphite (MSB): Beyond seed-soaking. Root pretreatment with MSB primes salt stress tolerance in tomato plants
Jimenez-Arias D, et al.
Environmental and Experimental Botany, 157, 161-170 (2019)
Katherine W Jordan et al.
PloS one, 7(6), e38722-e38722 (2012-06-21)
Reactive oxygen species (ROS) are a common byproduct of mitochondrial energy metabolism, and can also be induced by exogenous sources, including UV light, radiation, and environmental toxins. ROS generation is essential for maintaining homeostasis by triggering cellular signaling pathways and

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