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305979

Sigma-Aldrich

2-Hydroxymethyl-6-methoxy-1,4-benzoquinone

97%

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About This Item

Empirical Formula (Hill Notation):
C8H8O4
CAS Number:
Molecular Weight:
168.15
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

97%

form

solid

mp

155-157 °C (lit.)

SMILES string

COC1=CC(=O)C=C(CO)C1=O

InChI

1S/C8H8O4/c1-12-7-3-6(10)2-5(4-9)8(7)11/h2-3,9H,4H2,1H3

InChI key

PXEBZHWTQGYVCO-UHFFFAOYSA-N

General description

2-Hydroxymethyl-6-methoxy-1,4-benzoquinone is known to enhance electron transfer processes such as ascorbate oxidation and NO reduction.

Application

2-Hydroxymethyl-6-methoxy-1,4-benzoquinone was employed as electron acceptor to investigate the pH dependence of the activity of pyranose dehydrogenase from Agaricus xanthoderma.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Pedro Sanchez-Cruz et al.
Free radical biology & medicine, 49(9), 1387-1394 (2010-08-10)
Quinones are one of the largest classes of antitumor agents approved for clinical use, and several antitumor quinones are in various stages of clinical and preclinical development. Many of these are metabolites of, or are, environmental toxins. Because of their
Magdalena Kujawa et al.
The FEBS journal, 274(3), 879-894 (2007-01-18)
We purified an extracellular pyranose dehydrogenase (PDH) from the basidiomycete fungus Agaricus xanthoderma using ammonium sulfate fractionation and ion-exchange and hydrophobic interaction chromatography. The native enzyme is a monomeric glycoprotein (5% carbohydrate) containing a covalently bound FAD as its prosthetic

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