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D9150

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

apoptosis inducer

Synonym(s):

Coenzyme Q0

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$89.80

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About This Item

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

Key Documents

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Quality Level

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

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This Item
428566211311429074
2,3-Dimethoxy-5-methyl-p-benzoquinone apoptosis inducer

Sigma-Aldrich

D9150

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

2,6-Dimethoxy-1,4-benzoquinone 97%

Sigma-Aldrich

428566

2,6-Dimethoxy-1,4-benzoquinone

Methyl-p-benzoquinone 98%

Sigma-Aldrich

211311

Methyl-p-benzoquinone

2-tert-Butyl-1,4-benzoquinone 98%

Sigma-Aldrich

429074

2-tert-Butyl-1,4-benzoquinone

form

powder

form

-

form

solid

form

solid

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

-

mp

58-60 °C (lit.)

mp

253-257 °C (dec.) (lit.)

mp

66-67 °C (lit.)

mp

54-58 °C (lit.)

General description

2,3-Dimethoxy-5-methyl-p-benzoquinone (Coenzyme Q0 or DMM) is present in all the cells including neural cells.[1]

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.[1]

pictograms

Exclamation mark
GHS07

signalword

Warning

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

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000486995
0000486995
0000498429
0000498429
0000397881

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XTT assay of antifungal activity
Loures FV and Levitz SM
PLoS Pathogens, 5(15), e1543-e1543 (2015)
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)
The Photosynthetic Bacterial Reaction Center: Structure and Dynamics, 114-114 (2013)
Stefania Fiorcari et al.
Frontiers in immunology, 11, 2158-2158 (2020-09-29)
Infections represent a cause of morbidity and mortality in patients affected by chronic lymphocytic leukemia (CLL). Introduction of new drugs in CLL clinical practice has showed impressive efficacy, in particular those targeting BTK. Among the consistent clinical data, an increasing
Augustin C Mot et al.
PloS one, 15(1), e0225530-e0225530 (2020-01-22)
Yellow laccases lack the typical blue type 1 Cu absorption band around 600 nm; however, multi-copper oxidases with laccase properties have been reported. We provide the first evidence that the yellow laccase isolated from Sclerotinia sclerotiorum is obtained from a
View All Related Papers

Global Trade Item Number

SKUGTIN
D9150-5G04061833629673
D9150-1G04061826690703

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