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M9429

Menadione

Name: Menadione
Brand: SIGMA

meets USP testing specifications

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₈O₂

CAS Number:

58-27-5

Molecular Weight:

172.18

UNSPSC Code:

12352205

NACRES:

NA.21

PubChem Substance ID:

24897335

EC Number:

200-372-6

Beilstein/REAXYS Number:

1908453

MDL number:

MFCD00001681

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Quality Level

200

biological source

synthetic (organic)

agency

USP/NF, meets USP testing specifications

assay

98.5-101.0% dry basis

form

solid

mp

105-107 °C (lit.)

application(s)

pharmaceutical (small molecule)

SMILES string

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

InChI key

MJVAVZPDRWSRRC-UHFFFAOYSA-N

Gene Information

human ... NQO1(1728)

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Related Categories

Biochemicals

Cell Culture Supplements & Reagents

Coenzymes

Proteins & Enzymes

Vitamins

General description

Menadione (Vitamin K3) is the synthetic form of vitamin K. It has the structure similar to vitamin K1 and K2. Vitamin K1, K2 and K3 are biologically active. Water soluble forms of menadiones are used in swine and poultry diets.

Application

Menadione has been used:

to treat HL-60 cells as positive control for apoptosis for flow cytometry
as an oxidative stress inducer in transgenic embryos after 24 h of post fertilization
to treat HaCaT cell line, for quantifying total and oxidised glutathione

Biochem/physiol Actions

Menadione is an oxidative stress inducer.

pictograms

GHS07,GHS09

signalword

Warning

hcodes

H302,H315,H317,H319,H335,H410

pcodes

P261 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Nutrient Requirements of Swine, 75-75 (1998)

Dr. Jekyll and Mr. Hyde: Oxidizable phenol-generated reactive oxygen species enhance sulforaphane's antioxidant response element activation, even as they suppress Nrf2 protein accumulation

Bauman BM, et al.

Free Radical Biology & Medicine, 124(3), 532-540 (2018)

Proteomic profile of aminoglutethimide-induced apoptosis in HL-60 cells: role of myeloperoxidase and arylamine free radicals

Khan SR, et al.

Chemico-Biological Interactions, 239, 129-138 (2015)

The Transgenic Zebrafish Display Fluorescence Reflecting the Expressional Dynamics of Dihydrofolate Reductase

Chang WN, et al.

Zebrafish, 14(3), 223-235 (2017)

Genome structure of a Saccharomyces cerevisiae strain widely used in bioethanol production.

Juan Lucas Argueso et al.

Genome research, 19(12), 2258-2270 (2009-10-09)

Bioethanol is a biofuel produced mainly from the fermentation of carbohydrates derived from agricultural feedstocks by the yeast Saccharomyces cerevisiae. One of the most widely adopted strains is PE-2, a heterothallic diploid naturally adapted to the sugar cane fermentation process

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Global Trade Item Number

SKU	GTIN
M9429-25G	04061834064312
M9429-100G	04061833622773

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