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M5750

Menadione sodium bisulfite

Name: Menadione sodium bisulfite
Brand: SIGMA

synthetic, ≥95% (TLC), Prothrombogenic compound, powder

Synonym(s):

2-Methyl-1,4-naphthoquinone sodium bisulfite

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₉NaO₅S

CAS Number:

130-37-0

Molecular Weight:

276.24

NACRES:

NA.77

PubChem Substance ID:

24897038

UNSPSC Code:

12352200

EC Number:

204-987-0

MDL number:

MFCD00051456

Assay:

≥95% (TLC)

Form:

powder

Quality level:

200

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Properties

Product Name

Menadione sodium bisulfite, ≥95% (TLC)

biological source

synthetic

Quality Level

200

assay

≥95% (TLC)

form

powder

color

white to off-white

solubility

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

application(s)

cell analysis

originator

Eli Lilly

storage temp.

−20°C

SMILES string

[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

InChI key

XDPFHGWVCTXHDX-UHFFFAOYSA-M

Description

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

Biochem/physiol Actions

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.

Features and Benefits

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

Other Notes

Water soluble vitamin K₃.

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pictograms

GHS07,GHS09

signalword

Warning

hcodes

H315,H319,H410

pcodes

P264 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Into the depths: Techniques for in vitro three-dimensional microtissue visualization

Kabadi PK, et al.

Biotechniques, 59(5), 279-286 (2015)

Genome-wide association for sensitivity to chronic oxidative stress in Drosophila melanogaster.

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

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)

View All Related Papers

Global Trade Item Number

SKU	GTIN
M5750-100G	04061834060291
M5750-1KG	04061826293386
M5750-25G	04061834060307