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Merck

47775

Menadione (K3)

analytical standard

Sinónimos:

Menadione

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Fórmula empírica (notación de Hill):
C11H8O2
Número CAS:
58-27-5
Peso molecular:
172.18
EC Number:
200-372-6
UNSPSC Code:
12164500
PubChem Substance ID:
24871411
Beilstein/REAXYS Number:
1908453
MDL number:
MFCD00001681
NACRES:
NA.24

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grade

analytical standard

Quality Level

100

CofA

current certificate can be downloaded

feature

standard type fat soluble vitamin

packaging

ampule of 1000 mg

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

105-107 °C (lit.)

application(s)

pharmaceutical (small molecule)
vitamins, nutraceuticals, and natural products

format

neat

storage temp.

2-30°C

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)

Categorías relacionadas

General description

Menadione (K3) is a fat-soluble vitamin precursor and catabolic product of oral phylloquinone (vitamin k1) in the intestine.
Menadione is a prothrombogenic compound and belongs to the Vitamin K class of compounds, which are necessary for the biosynthesis of prothrombin and other blood clotting factors. It is used as a model quinone in cell culture and in vivo investigations. It is obtained as a catabolic product of phylloquinone and circulating precursor of tissue menaquinone-4 in rats.

Application

Menadione (K3) may be used as an analytical reference standard for the quantification of the analyte in biological fluids using liquid chromatography technique.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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

Clase de almacenamiento

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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Certificados de análisis (COA)

Lot/Batch Number
LRAD2358
LRAC4189
LRAE0435
LC22078V
LC21552V

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Development of a validated liquid chromatography method for the simultaneous determination of eight fat-soluble vitamins in biological fluids after solid-phase extraction
Chatzimichalakis FP, et al.
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 805(2), 289-296 (2004)
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
Daiki Habu et al.
JAMA, 292(3), 358-361 (2004-07-22)
Previous findings indicate that vitamin K2 (menaquinone) may play a role in controlling cell growth. To determine whether vitamin K2 has preventive effects on the development of hepatocellular carcinoma in women with viral cirrhosis of the liver. Forty women diagnosed
Kerry Routenberg Love et al.
Nature chemical biology, 3(11), 697-705 (2007-10-20)
The addition of ubiquitin (Ub) and ubiquitin-like (Ubl) modifiers to proteins serves to modulate function and is a key step in protein degradation, epigenetic modification and intracellular localization. Deubiquitinating enzymes and Ubl-specific proteases, the proteins responsible for the removal of
F Jerry Reen et al.
PloS one, 8(1), e54479-e54479 (2013-02-06)
LysR-type transcriptional regulators (LTTRs) are emerging as key circuit components in regulating microbial stress responses and are implicated in modulating oxidative stress in the human opportunistic pathogen Pseudomonas aeruginosa. The oxidative stress response encapsulates several strategies to overcome the deleterious
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