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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.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

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)


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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)
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

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