Skip to Content
MilliporeSigma
All Photos(3)

Documents

V9378

Sigma-Aldrich

Vitamin K2

Synonym(s):

Menaquinone 4, Menatetrenone

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C31H40O2
CAS Number:
863-61-6
Molecular Weight:
444.65
MDL number:
MFCD00079646
UNSPSC Code:
12352205
PubChem Substance ID:
329830240
NACRES:
NA.79

form

powder

color

yellow

storage temp.

−20°C

SMILES string

C\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)c2ccccc2C1=O

InChI

1S/C31H40O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3/b23-14+,24-16+,25-20+

InChI key

DKHGMERMDICWDU-GHDNBGIDSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

  • Vitamin K2 ameliorates osteoarthritis by suppressing ferroptosis and extracellular matrix degradation through activation GPX4′s dual functions.: Vitamin K₂ is shown to have protective effects in osteoarthritis by inhibiting ferroptosis and preventing the degradation of the extracellular matrix. The study emphasizes the therapeutic potential of vitamin K₂ in managing joint health and reducing the progression of osteoarthritis (He et al., 2024).

Biochem/physiol Actions

Menatetrenone (MK-4) is one of nine forms of vitamin K2 which is ubiquitously present in extrahepatic tissues. MK-4 has a number of metabolic and anti-neoplastic activities.

Related product

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Carla A F Portela et al.
Journal of bacteriology, 196(11), 2012-2022 (2014-03-25)
Oxygen and oxidative stress have become relevant components in clarifying the mechanism that weakens bacterial cells in parallel to the mode of action of bactericidal antibiotics. Given the importance of oxidative stress in the overall defense mechanism of bacteria and
Katheryne Z Edson et al.
Biochemistry, 52(46), 8276-8285 (2013-10-22)
Vitamin K plays an essential role in many biological processes including blood clotting, maintenance of bone health, and inhibition of arterial calcification. A menaquinone form of vitamin K, MK4, is increasingly recognized for its key roles in mitochondrial electron transport
Toshiro Sato et al.
Nutrition journal, 11, 93-93 (2012-11-13)
Vitamin K₂ contributes to bone and cardiovascular health. Therefore, two vitamin K₂ homologues, menaquinone-4 (MK-4) and menaquinone-7 (MK-7), have been used as nutrients by the food industry and as nutritional supplements to support bone and cardiovascular health. However, little is
Renata Tonhosolo et al.
FEBS letters, 584(23), 4761-4768 (2010-11-03)
Herein, we show that intraerythrocytic stages of Plasmodium falciparum have an active pathway for biosynthesis of menaquinone. Kinetic assays confirmed that plasmodial menaquinone acts at least in the electron transport. Similarly to Escherichia coli, we observed increased levels of menaquinone
T Terachi et al.
Journal of animal science, 89(4), 1056-1061 (2010-12-21)
The effect of several vitamin K homologs on plasma vitamin K concentration was determined to assess their potential as a vitamin K supplement for adult horses. Sixteen Thoroughbred horses consisting of 8 mares and 8 geldings, aged 8.4 ± 3.6
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service