D9150

2,3-Dimethoxy-5-methyl-p-benzoquinone

apoptosis inducer

• Synonym(s): Coenzyme Q₀
• Empirical Formula (Hill Notation): C₉H₁₀O₄
• CAS Number: 605-94-7
• Molecular Weight: 182.17
• UNSPSC Code: 12352204
• NACRES: NA.51
• PubChem Substance ID: 24894261
• EC Number: 210-100-8
• Beilstein/REAXYS Number: 1640422
• MDL number: MFCD00001595

Properties

• Quality Segment: 200
• form: powder
• mp: 58-60 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: COC1=C(OC)C(=O)C(C)=CC1=O
• InChI: 1S/C9H10O4/c1-5-4-6(10)8(12-2)9(13-3)7(5)11/h4H,1-3H3
• InChI key: UIXPTCZPFCVOQF-UHFFFAOYSA-N

Description

General description

2,3-Dimethoxy-5-methyl-p-benzoquinone (Coenzyme Q₀ or DMM) is present in all the cells including neural cells.

Application

2,3-Dimethoxy-5-methyl-p-benzoquinone has been used:

• as a tau protein fibrillization inducer to determine the regions of tau involved in the formation of paired helical filaments (PHFs)
• as a component in buffer B for cytochrome oxidation assay with subsaturating light
• in the RPMI-1640 medium for 2,3-bis-(2-methoxy-4-nitro-5-sulphenyl)-(2H)-tetrazolium-5-carboxanilide (XTT) assay to quantify antifungal activity

Coenzyme Q0 inhibits (via radical quenching) reactions of gamma-irradiation induced homolytic cleavage of O-glycoside bonds in polysaccharides. Coenzyme Q0 induces apoptosis and modulates the cell cycle in estrogen receptor negative breast cancer cells. It is toxic to other cells such as insulin producing cells.

Biochem/physiol Actions

2,3-Dimethoxy-5-methyl-p-benzoquinone (Coenzyme Q₀) interacts with tau protein and aids in the formation of filamentous structure.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Gloves