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V9378

Sigma-Aldrich

Vitamin K2

Synonym(s):

Menaquinone 4, Menatetrenone

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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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

V9378-1G:
V9378-BULK:
V9378-100MG:
V9378-250MG:
V9378-VAR:

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’.

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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
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
Peter F Schnatz et al.
Journal of women's health (2002), 21(8), 858-864 (2012-06-14)
This study analyzed associations between plasma vitamin D(3) (25OHD(3)) and bone mineral density (BMD) and whether the effects of conjugated equine estrogens (CEE) on BMD are modulated by 25OHD(3). Fifty cynomolgus monkeys were fed a diet containing 25OHD(3) (providing a
Yoshitomo Suhara et al.
Journal of medicinal chemistry, 55(4), 1553-1558 (2012-01-19)
We synthesized new vitamin K analogues with demethylation or reduction of the double bonds of the side chain of menaquinone-4 (MK-4) and evaluated their SXR-mediated transcriptional activity as well as the extent of their conversion to MK-4. The results indicated
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
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