Menadione
SIGMA/M5625 - crystalline
Synonym: 2-
CAS Number: 58-27-5
Empirical Formula (Hill Notation): C11H8O2
Molecular Weight: 172.18
EC Number: 200-372-6
MDL Number: MFCD00001681
Linear Formula: C11H8O2
Product Type: Chemical
| assay | ≥98.0% (HPLC) |
| biological source | synthetic |
| color | faint green to green-yellow |
| form | crystalline |
| InChI | 1S/C11H8O2/c1-7-6-10(12)8 |
| InChI key | MJVAVZPDRWSRRC-UHFFFAOYSA |
| mp | 105-107 °C (lit.) |
| Quality Level | 200 ![]() |
| SMILES string | CC1=CC(=O)c2ccccc2C1=O |
| solubility | oil: soluble |
| storage temp. | room temp |
| technique(s) | HPLC: suitable |
| Application: | Menadione has been used for the generation of reactive oxygen species (ROS), followed by flow cytometry analysis. It has also been used in microbiological evaluation, such as to detect fastidious microorganisms. |
| Biochem/physiol Actions: | Menadione (Vitamin K3) is a synthetic analogue of of 1,4-naphthoquinone with a methyl group in the 2-position. Menadione is used as a phosphatase inhibitor and an inhibitor of mitochondrial DNA polymerase γ (pol γ). Menadione can be used as an oxidative injury (free radical generator) inducing agent. |
| Biochem/physiol Actions: | Menadione is an aromatic polycyclic ketone. It serves as a precursor for vitamin K synthesis. Menadione is converted to menaquinone-4, an active metabolite of vitamin K3. Menadione mediates cell death, by inducing the production of reactive oxygen species through the futile redox cycling. |
| Packaging: | 25, 100 g in glass bottle |
| Symbol | ![]() ![]() GHS07,GHS08,GHS09 |
| Signal word | Danger |
| Hazard statements | H302 - H315 - H319 - H334 - H335 - H410 |
| Precautionary statements | P261 - P273 - P301 + P312 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338 |
| Hazard Codes | Xn |
| Risk Statements | 22-36/37/38 |
| Safety Statements | 26-36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Purity | ≥98.0% (HPLC) |
| mp | 105-107 °C (lit.) |
| Storage Temp. | room temp |
| UNSPSC | 12352205 |




