D9150

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

Name: 2,3-Dimethoxy-5-methyl-<I>p</I>-benzoquinone
Brand: SIGMA

apoptosis inducer

Synonyme(s) :

Coenzyme Q₀

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About This Item

Formule empirique (notation de Hill) :

C₉H₁₀O₄

Numéro CAS:

605-94-7

Poids moléculaire :

182.17

UNSPSC Code:

12352204

NACRES:

NA.51

PubChem Substance ID:

24894261

EC Number:

210-100-8

Beilstein/REAXYS Number:

1640422

MDL number:

MFCD00001595

Nom du produit

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

InChI

1S/C9H10O4/c1-5-4-6(10)8(12-2)9(13-3)7(5)11/h4H,1-3H3

SMILES string

COC1=C(OC)C(=O)C(C)=CC1=O

InChI key

UIXPTCZPFCVOQF-UHFFFAOYSA-N

form

powder

mp

58-60 °C (lit.)

storage temp.

2-8°C

Quality Level

200

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Catégories apparentées

Biochemicals

Chemistry & Biochemicals

Coenzymes

Proteins & Enzymes

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.

General description

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

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

Classe de stockage

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Consulter la Bibliothèque de documents

The Photosynthetic Bacterial Reaction Center: Structure and Dynamics, 114-114 (2013)

In vitro tau fibrillization: mapping protein regions

Santa-Maria I, et al.

Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1762(7), 683-692 (2006)

XTT assay of antifungal activity

Loures FV and Levitz SM

PLoS Pathogens, 5(15), e1543-e1543 (2015)

Immunosuppressive Compounds Affect the Fungal Growth and Viability of Defined Aspergillus Species.

Stanislaw Schmidt et al.

Pathogens (Basel, Switzerland), 8(4) (2019-12-05)

Immunosuppressive drugs are administered to a number of patients; e.g., to allogeneic hematopoietic stem cell transplant recipients. Immunosuppressive drugs impair the immune system and thus increase the risk of invasive fungal disease, but may exhibit antifungal activity at the same

Escherichia coli-catalyzed bioelectrochemical oxidation of acetate in the presence of mediators.

Yung-Fu Wang et al.

Bioelectrochemistry (Amsterdam, Netherlands), 69(1), 74-81 (2006-01-25)

Bioelectrocatalytic oxidation of acetate was investigated under anaerobic conditions by using Escherichia coli K-12 (IFO 3301) cells cultured on aerobic media containing poly-peptone, glucose or acetate as the sole carbon source. It was found that all E. coli cells cultured

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