D9150

2,3-Dimethoxy-5-Methyl-p-Benzochinon

apoptosis inducer

• Synonym(e): Coenzym Q₀
• Empirische Formel (Hill-System): C₉H₁₀O₄
• CAS-Nummer: 605-94-7
• Molekulargewicht: 182.17
• UNSPSC Code: 12352204
• NACRES: NA.51
• PubChem Substance ID: 24894261
• EC Number: 210-100-8
• Beilstein/REAXYS Number: 1640422
• MDL number: MFCD00001595

Eigenschaften

• 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

Beschreibung

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.

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves