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Home > Encyclopedia > 2,6-Dimethoxy-p-benzosemiquinone

2,6-Dimethoxy-p-benzosemiquinone

2,6-Dimethoxy-p-benzosemiquinone structure

2,6-Dimethoxy-p-benzosemiquinone 

structure
  • CAS No:

    26547-64-8

  • Formula:

    C8H8O4

  • Chemical Name:

    2,6-Dimethoxy-p-benzosemiquinone

  • Synonyms:

    2,5-Cyclohexadiene-1,4-dione,2,6-dimethoxy-,radical ion(1-);p-Benzoquinone,2,6-dimethoxy-,radical ion(1-);2,6-Dimethoxy-p-benzosemiquinone;2,6-Dimethoxy-1,4-benzoquinone anion radical;33070-34-7;34480-52-9;329031-71-2

Description

Solid


Solid


2,6-Dimethoxyquinone is a methoxy-substituted benzoquinone and bioactive compound found in fermented wheat germ extracts, with potential antineoplastic and immune-enhancing activity. 2,6-Dimethoxyquinone (2,6-DMBQ) inhibits anaerobic glycolysis thereby preventing cellular metabolism and inducing apoptosis. As cancer cells use the anaerobic glycolysis pathway to metabolize glucose and cancer cells proliferate at an increased rate as compared to normal, healthy cells, this agent is specifically cytotoxic towards cancer cells. In addition, 2,6-DMBQ exerts immune-enhancing effects by increasing natural killer (NK) cell and T-cell activity against cancer cells.

2,6-Dimethoxy-p-benzosemiquinone Basic Attributes

168.14672

168.042

208-484-7

1Z701W789S

56336|24500

C126754

Characteristics

52.6

-0.06

Solid

252 °C

7.06e+004 mg/L @ 25 °C (est)

129.5 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

Drug Information

2,6-dimethoxy-1,4-benzoquinone

Computed Properties

Molecular Weight:168.15
XLogP3:-0.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:168.04225873
Monoisotopic Mass:168.04225873
Topological Polar Surface Area:52.6
Heavy Atom Count:12
Complexity:259
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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