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M57405

Sigma-Aldrich

Menadione

98%

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
Beilstein/REAXYS Number:
1908453
EC Number:
200-372-6
MDL number:
MFCD00001681
UNSPSC Code:
12352200
PubChem Substance ID:
329818021

biological source

synthetic

assay

98%

form

powder

technique(s)

HPLC: suitable

color

yellow to yellow-green

mp

105-107 °C (lit.)

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

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replaced by

Product No.
Description
Pricing

M5625

Menadione, crystalline

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Dipankar Koley et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(29), 11522-11527 (2012-06-09)
Oxidative stress induced in live HeLa cells by menadione (2-methyl-1,4-napthaquinone) was studied in real time by scanning electrochemical microscopy (SECM). The hydrophobic molecule menadione diffuses through a living cell membrane where it is toxic to the cell. However, in the
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
H H Thijssen et al.
The British journal of nutrition, 75(1), 121-127 (1996-01-01)
We measured the vitamin K status in postmortem human tissues (brain, heart, kidney, liver, lung, pancreas) to see if there is a tissue-specific distribution pattern. Phylloquinone (K1) was recovered in all tissues with relatively high levels in liver, heart and
Qiang Li et al.
International journal of clinical and experimental medicine, 7(12), 5021-5030 (2015-02-11)
Synaptophysin (SYP) is a synaptic vesicle membrane protein and involved in the release of neurotransmitters, synaptic plasticity, and formation and recycling of synaptic vesicles. SYP may serve as a specific marker of synaptic proteins. Our results showed high glucose and
B Wermuth et al.
Biochemical pharmacology, 35(8), 1277-1282 (1986-04-15)
Enzymes catalyzing the two-electron reduction of quinones to hydroquinones are thought to protect the cell against quinone-induced oxidative stress. Using menadione as a substrate, carbonyl reductase, a cytosolic, monomeric oxidoreductase of broad specificity for carbonyl compounds, was found to be
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