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M5750

Sigma-Aldrich

Menadione sodium bisulfite

≥95% (TLC)

Synonyme(s) :

2-Methyl-1,4-naphthoquinone sodium bisulfite

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About This Item

Formule empirique (notation de Hill):
C11H9NaO5S
Numéro CAS:
130-37-0
Poids moléculaire :
276.24
Numéro CE :
204-987-0
Numéro MDL:
MFCD00051456
Code UNSPSC :
12352200
ID de substance PubChem :
24897038
Nomenclature NACRES :
NA.77

Source biologique

synthetic

Niveau de qualité

200

Pureté

≥95% (TLC)

Forme

powder

Couleur

white to off-white

Solubilité

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

Application(s)

cell analysis

Auteur

Eli Lilly

Température de stockage

−20°C

Chaîne 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

Clé InChI

XDPFHGWVCTXHDX-UHFFFAOYSA-M

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Application

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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

Autres remarques

Water soluble vitamin K3.

Pictogrammes

Exclamation markEnvironment
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H410

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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)
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
Into the depths: Techniques for in vitro three-dimensional microtissue visualization
Kabadi PK, et al.
Biotechniques, 59(5), 279-286 (2015)
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
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
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