Menadione

For research use only. Not for therapeutic Use.

  • CAT Number: A000863
  • CAS Number: 58-27-5
  • Molecular Formula: C₁₁H₈O₂
  • Molecular Weight: 172.18
  • Purity: ≥95%
Inquiry Now

Menadione(Cat No.:A000863), is a synthetic form of vitamin K. It is also known as vitamin K3 and is a vital nutrient for blood clotting and bone health. Menadione serves as a precursor for the synthesis of various coagulation factors in the body. While it has been used as a dietary supplement and in animal feeds, its use in human medicine has diminished due to potential toxicity when taken in high doses. Instead, other forms of vitamin K, such as phylloquinone (vitamin K1) and menaquinone (vitamin K2), are preferred for human supplementation and medical treatments.


Catalog Number A000863
CAS Number 58-27-5
Synonyms

Vitamin K3; 2-Methyl-1,4-naphthoquinone; 58-27-5; Menaphthone; 2-Methylnaphthoquinone

Molecular Formula C₁₁H₈O₂
Purity ≥95%
Target Endogenous Metabolite
Storage room temp
IUPAC Name 2-methylnaphthalene-1,4-dione
InChI InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
InChIKey MJVAVZPDRWSRRC-UHFFFAOYSA-N
SMILES CC1=CC(=O)C2=CC=CC=C2C1=O
Reference

1: Zampol MA, Barros MH. Melatonin improves survival and respiratory activity of
yeast cells challenged by alpha-synuclein and menadione. Yeast. 2017 Nov 16. doi:
10.1002/yea.3296. [Epub ahead of print] PubMed PMID: 29143358.
<br>

2: Teixeira J, Amorim R, Santos K, Soares P, Datta S, Cortopassi GA, Serafim TL,
Sard&#227;o VA, Garrido J, Borges F, Oliveira PJ. Disruption of mitochondrial function
as mechanism for anti-cancer activity of a novel mitochondriotropic menadione
derivative. Toxicology. 2017 Nov 12;393:123-139. doi: 10.1016/j.tox.2017.11.014.
[Epub ahead of print] PubMed PMID: 29141199.
<br>

3: Yamashoji S. Synergistic reduction of toluylene blue induced by acetaldehyde
and menadione in yeast cell suspension: Application to determination of yeast
cell activity. Biochem Biophys Rep. 2017 Feb 5;9:335-340. doi:
10.1016/j.bbrep.2017.01.015. eCollection 2017 Mar. PubMed PMID: 28956021; PubMed
Central PMCID: PMC5614628.

<br>
4: Stapelfeldt K, Ehrke E, Steinmeier J, Rastedt W, Dringen R. Menadione-mediated
WST1 reduction assay for the determination of metabolic activity of cultured
neural cells. Anal Biochem. 2017 Dec 1;538:42-52. doi: 10.1016/j.ab.2017.09.011.
Epub 2017 Sep 20. PubMed PMID: 28939007.
<br>

5: Yuan TF, Wang ST, Li Y. Quantification of menadione from plasma and urine by a
novel cysteamine-derivatization based UPLC-MS/MS method. J Chromatogr B Analyt
Technol Biomed Life Sci. 2017 Sep 15;1063:107-111. doi:
10.1016/j.jchromb.2017.08.026. Epub 2017 Aug 24. PubMed PMID: 28858751.
<br>

6: Bohl L, Guizzardi S, Rodríguez V, Hinrichsen L, Rozados V, Cremonezzi D,
Tolosa de Talamoni N, Picotto G. Combined calcitriol and menadione reduces
experimental murine triple negative breast tumor. Biomed Pharmacother. 2017
Oct;94:21-26. doi: 10.1016/j.biopha.2017.07.058. Epub 2017 Jul 24. PubMed PMID:
28750356.
<br>

7: Prasad CV, Nayak VL, Ramakrishna S, Mallavadhani UV. Novel menadione hybrids:
Synthesis, anticancer activity, and cell-based studies. Chem Biol Drug Des. 2017
Jul 22. doi: 10.1111/cbdd.13073. [Epub ahead of print] PubMed PMID: 28734085.
<br>

8: Kamao M, Hirota Y, Suhara Y, Tsugawa N, Nakagawa K, Okano T, Hasegawa H.
Determination of Menadione by Liquid Chromatography-Tandem Mass Spectrometry
Using Pseudo Multiple Reaction Monitoring. Anal Sci. 2017;33(7):863-867. doi:
10.2116/analsci.33.863. PubMed PMID: 28690267.

<br>
9: Li Z, Zhao G, Liu H, Guo Y, Wu H, Sun X, Wu X, Zheng Z. Biotransformation of
menadione to its prenylated derivative MK-3 using recombinant Pichia pastoris. J
Ind Microbiol Biotechnol. 2017 Jul;44(7):973-985. doi: 10.1007/s10295-017-1931-2.
Epub 2017 Mar 3. PubMed PMID: 28258406.
<br>

10: Lee MH, Cho Y, Kim DH, Woo HJ, Yang JY, Kwon HJ, Yeon MJ, Park M, Kim SH,
Moon C, Tharmalingam N, Kim TU, Kim JB. Menadione induces G2/M arrest in gastric
cancer cells by down-regulation of CDC25C and proteasome mediated degradation of
CDK1 and cyclin B1. Am J Transl Res. 2016 Dec 15;8(12):5246-5255. eCollection
2016. PubMed PMID: 28077999; PubMed Central PMCID: PMC5209479.

Request a Quote