M9429

Menadione

meets USP testing specifications

• Synonym(s): 2-Methyl-1,4-naphthoquinone, Vitamin K₃
• Empirical Formula (Hill Notation): C₁₁H₈O₂
• CAS Number: 58-27-5
• Molecular Weight: 172.18
• UNSPSC Code: 12352205
• NACRES: NA.21
• PubChem Substance ID: 24897335
• EC Number: 200-372-6
• Beilstein/REAXYS Number: 1908453
• MDL number: MFCD00001681

Properties

• biological source: synthetic (organic)
• Quality Segment: 200
• agency: USP/NF, meets USP testing specifications
• assay: 98.5-101.0% dry basis
• form: solid
• mp: 105-107 °C (lit.)
• application(s): pharmaceutical (small molecule)
• SMILES string: CC1=CC(=O)c2ccccc2C1=O
• InChI: 1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
• InChI key: MJVAVZPDRWSRRC-UHFFFAOYSA-N
• Gene Information: human ... NQO1(1728)

Description

General description

Menadione (Vitamin K3) is the synthetic form of vitamin K. It has the structure similar to vitamin K1 and K2. Vitamin K1, K2 and K3 are biologically active. Water soluble forms of menadiones are used in swine and poultry diets.

Application

Menadione has been used:

• to treat HL-60 cells as positive control for apoptosis for flow cytometry
• as an oxidative stress inducer in transgenic embryos after 24 h of post fertilization
• to treat HaCaT cell line, for quantifying total and oxidised glutathione

Biochem/physiol Actions

Menadione is an oxidative stress inducer.

Safety Information

• pictograms: GHS07,GHS09
• signalword: Warning
• hcodes: H302,H315,H317,H319,H335,H410
• pcodes: P261 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves