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phenylhydroquinone
major metabolite of o-phenylphenol; cleaves DNA; structure given in first source
Also Known As:
(1,1'-biphenyl)-2,5-diol; 2,5-dihydroxybiphenyl
Networked:
7
relevant articles (
0
outcomes,
0
trials/studies)
Bio-Agent Context: Research Results
Organic Chemicals: 133
Hydrocarbons: 1713
Cyclic Hydrocarbons: 97
Aromatic Hydrocarbons: 291
Benzene Derivatives: 17
Phenols: 677
Hydroquinones: 47
phenylhydroquinone: 7
Biphenyl Compounds: 7
phenylhydroquinone: 7
Experts
1.
Balakrishnan, S
: 1 article (04/2016)
2.
Eastmond, D A
: 1 article (04/2016)
3.
Hasegawa, L
: 1 article (04/2016)
Related Diseases
1.
Carcinogenesis
12/17/1990 - "
Effects of 2-phenyl-1,4-benzoquinone and 2,5-dihydroxybiphenyl on two-stage mouse skin carcinogenesis.
"
04/01/2016 - "
The mechanisms underlying OPP-induced bladder carcinogenicity remain unclear but it has been proposed that a non-enzymatic pH-dependent autoxidation of phenylhydroquinone (PHQ), a primary metabolite of OPP, may be a key step in OPP-induced rat bladder carcinogenesis.
"
07/01/1997 - "
Effects of pH on nonenzymatic oxidation of phenylhydroquinone: potential role in urinary bladder carcinogenesis induced by o-phenylphenol in Fischer 344 rats.
"
01/01/1991 - "
Metabolism of phenylhydroquinone by prostaglandin (H) synthase: possible implications in o-phenylphenol carcinogenesis.
"
12/17/1990 - "
Two metabolites of sodium o-phenylphenate (OPP-Na), 2-phenyl-1,4-benzoquinone (PBQ) and 2,5-dihydroxybiphenyl (5-OH), were examined for initiating, promoting or complete carcinogenic activity for skin carcinogenesis in female CD-1 mice.
"
2.
Chromosome Aberrations (Chromosome Abnormalities)
05/01/1989 - "
After a 3-h incubation in the presence of 15% S9 mix (45 microliters/ml of S9), OPP (25-150 micrograms/ml) dose-independent SCEs and chromosomal aberrations were induced, while the amount of phenylhydroquinone (PHQ) metabolite produced from OPP did not increase linearly in the higher doses.
"
01/01/1991 - "
The effects of cysteine and reduced glutathione (GSH) on the genotoxicity of o-phenylphenol (OPP) and its metabolites, phenylhydroquinone (PHQ) and phenylbenzoquinone (PBQ), were examined using the frequency of sister-chromatid exchanges (SCEs) and chromosome aberrations in CHO-K1 cells as parameters.
"
3.
Chromosome Breakage
04/01/1993 - "
These metabolites of benzene (hydroquinone, catechol, and benzenetriol) and o-phenylphenol (phenylhydroquinone) have each been shown to be capable of interfering with chromosome segregation and inducing chromosomal breakage.
"
4.
Neoplasms (Cancer)
07/01/1997 - "
Both OPP and SOPP have been found to cause cancer in the urinary bladder of male F344 rats at high doses, and the metabolite phenylhydroquinone (PHQ) is believed to play a key role in the carcinogenicity of these compounds.
"
Related Drugs and Biologics
1.
4-(2-oxapentadeca-4-yne)phenylpropanoic acid
2.
2-phenylphenol (orthophenylphenol)
3.
Sodium
4.
Prostaglandin-Endoperoxide Synthases (Cyclooxygenase)
5.
Glutathione (Reduced Glutathione)
6.
Cysteine (L-Cysteine)
7.
Benzene (Benzole)
8.
catechol (pyrocatechol)
9.
hydroquinone (Esoterica)
10.
phenylbenzoquinone