Menadione (NSC 4170) - 10mM in DMSO , CAS No.58-27-5

CAS: 58-27-5 Cat. No.: M408896 Molecular Weight: 172.18 Beilstein Registry Number: 1908453 EC Number: 200-372-6

GRADE & PURITY 10mM in DMSO

Synonyms

Vitamin K3 | 2-​methyl-1,​4-​naphthalenedione

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Menadione (NSC 4170) Menadione (NSC 4170, Vitamin K3), a fat-soluble compound, is an inhibitor of Cdc25 phosphatase and mitochondrial DNA polymerase γ (pol γ) , used as a nutritional supplement.
In vitro

Menadione prevents mitochondrial Ca(2+) uptake in normal pancreatic acinar cells, which permits rapid spread of Ca(2+) throughout the cell. Menadione-induced mitochondrial depolarisation is due to induction of the permeability transition pore. Menadione (nontoxic concentration) results in a brief activation of extracellular signal-regulated\xa0kinase (ERK) and c-Jun N-terminal kinase (JNK) in the RALA255-10G rat\xa0hepatocyte\xa0cell line. Menadione is equipotent against multidrug-resistant and parental leukemia\xa0cell\xa0lines\xa0with IC50 values of 13.5 mM and 18 mM, respectively. Menadione\xa0inhibits the incorporation of radioactive thymidine, uridine and amino acids into DNA, RNA and protein, respectively, in three\xa0humancancer cell lines. Menadione\xa0at 1-20 mM dose- and time-dependently inhibits cell proliferation of\xa0AR4-2J\xa0cells.\xa0Menadione\xa0(100 mM) causes rapid cell death. Menadione\xa0(100 mM) induces DNA smear in electrophoresis indicative of\xa0necrosis, while lower concentrations (10-20 mM) induces a DNA ladder indicative of\xa0apoptosis. Menadione\xa0at 1-20 mM induces wild-type P53, whereas the 100 mM\xa0menadione\xa0has a minor effect on wild-type P53. Menadione\xa0treatment clearly affects the mitochondrial function of Jurkat T cells by inducing a collapse of the inner transmembrane potential (DeltaPsi(m)) and a decrease in inner membrane mass, which could be completely reversed by N-acetylcysteine.

In vivo

Cell Data

cell lines：

Concentrations：

Incubation Time：

Powder Purity:≥99%

Specifications

Synonyms

Vitamin K3 | 2-​methyl-1, ​4-​naphthalenedione

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Menadione (NSC 4170, Vitamin K3), a fat-soluble compound, is an inhibitor of Cdc25 phosphatase and mitochondrial DNA polymerase γ (pol γ), used as a nutritional supplement.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Isomeric SMILES: CC1=CC(=O)C2=CC=CC=C2C1=O
• WGK Germany: 3
• RTECS: QL9100000
• UN Number: 1325
• Molecular Weight: 172.18
• Beilstein: 1908453
• Reaxy-Rn: 1908453
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1908453&ln=

Associated Targets(Human)

CYP1A2 Tchem Cytochrome P450 1A2 (1 Activities)

Discover Target: CYP1A2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TST Tchem Thiosulfate sulfurtransferase (1 Activities)

Discover Target: TST

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MAOB Tclin Amine oxidase [flavin-containing] B (1 Activities)

Discover Target: MAOB

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

AOX1 Tchem Aldehyde oxidase (2 Activities)

Discover Target: AOX1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

IDO1 Tchem Indoleamine 2,3-dioxygenase 1 (2 Activities)

Discover Target: IDO1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro Ethanol: mg/mL
• Melt Point(°C): 105-108°C

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