47775

Supelco

Menadione (K3)

analytical standard

Synonym(s):
Menadione, Vitamin K3, 2-Methyl-1,4-naphthoquinone
Empirical Formula (Hill Notation):
C11H8O2
CAS Number:
Molecular Weight:
172.18
Beilstein/REAXYS Number:
1908453
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

grade

analytical standard

form

neat

CofA

current certificate can be downloaded

feature

standard type fat soluble vitamin

packaging

ampule of 1000 mg

application(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

105-107 °C (lit.)

Featured Industry

Pharmaceutical (small molecule)
Vitamins, Nutraceuticals, and Natural Products

format

neat

storage temp.

room temp

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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General description

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.
Menadione (K3) is a fat-soluble vitamin precursor and catabolic product of oral phylloquinone (vitamin k1) in the intestine.

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.

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Certificate of Analysis

Certificate of Origin

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)
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...
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...
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...
Protocols
Separation of (±)-α-Tocopherol, analytical standard; Menadione (K3), analytical standard; (+)-γ-Tocopherol, analytical standard; Cholecalciferol (D3), analytical standard
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