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47774

Supelco

Menaquinone (K2)

analytical standard

Synonym(s):

Vitamin K2, Menaquinone 4, Menatetrenone

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About This Item

Empirical Formula (Hill Notation):
C31H40O2
CAS Number:
Molecular Weight:
444.65
MDL number:
UNSPSC Code:
12164500
PubChem Substance ID:

grade

analytical standard

Quality Level

CofA

current certificate can be downloaded

feature

standard type fat soluble vitamin

packaging

ampule of 100 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

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

format

neat

storage temp.

-10 to -25°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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General description

Menaquinone (K2), a vitamin K2 homologue with four isoprene units. It has been reported to enhance bone formation and plays a vital role in the production of blood coagulation factors.

Application

Menaquinone may be used as a reference standard for the determination of menaquinone in human plasma using liquid chromatography with tandem mass spectrometry.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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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

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Certificates of Analysis (COA)

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Menatetrenone, a vitamin K2 analogue, inhibits hepatocellular carcinoma cell growth by suppressing cyclin D1 expression through inhibition of nuclear factor κ activation.
Ozaki I, et al.
Clinical Cancer Research, 13(7), 2236-2245 (2007)
Effects of menatetrenone on bone loss induced by ovariectomy in rats.
Akiyama Y, et al.
Japanese Journal of Pharmacology, 62(2), 145-153 (1993)
Simple and sensitive determination of menatetrenone and its epoxide metabolite in human plasma.
Kang W, et al.
Journal of Pharmaceutical and Biomedical Analysis, 44(5), 1178-1182 (2007)
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

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