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EC number: 204-279-1
CAS number: 118-82-1
A scheme is suggested for the metabolism of the test substance. The test substance
is initially oxidized into the quinone methide, which was detected and
isolated in radioactive form, and which was shown to be identical with
3,5 -di-tert.-butyl-4 -hydroxyphenyl-(2,6
-di-tert.-butyl-p-benzoquinone) methide. Further oxidation of the
[14C]quinone methide to [14C]3,5 -di-tert.-butyl-4 -hydroxybenzoic acid
and the unlabelled 2,6 -di-tert.-butyl-p-benzoquinone would be expected
to proceed via the stable phenoxy radical.
The objective of the assay was to study the metabolic fate of a single
oral dose of the test substance in rats:
1.- The elimination of 14C in the faeces, urine and expired gases
2.- The rate of elimination of 14C
3.- The tissue radioactivity, with special reference to the liver,
subcutaneous fat, body fat and skin plus hair
4.- The rate of secretion of 14C into the bile of animals equipped with
Radioactive metabolites in the faeces, urine, bile and body fat and an unlabelled
metabolite in the faeces have been identified in animals dosed with [14C]
A big proportion of a single oral dose of 14C test substance to rats is eliminated
in 24 days: 89.4-97.5% of the label is excreted in the faeces (much of
this is eliminated in teh first 4 days after dosage), 1% in the urine
and < 0.1% in the expired gases. 3.46 and 3.42% of 14C respectively
are present in the carcass and viscera of male and female rats after
removal of the gut. Rats do not show a sex difference in the pattern of
elimination of the test substance and its metabolites.
After ingestion of [14C] test substance the fatty tissues account for
the retention of 14C.
Measurement of 14C in the bile of animals with biliary fistulae in
conjunction with other data implies that one-fifth of a single dose of
[14C] test substance is absorbed. 87% of 14C in the faeces is due to
unchanged test substance, 5% to the quinone methide, 5% to the free acid
and 3% to an unidentified polar constituent. Three-fifths of 14C in the
urine is due to 3,5-di-tert.-butyl-4 -hydroxybenzoid acid and the
remainder to the ester glucuronide. In several animals, one-half of 14C
in the bile is due to the free acid, one-quarter to the ester
glucuronide and the remainder to unchanged antioxidant, whereas, in others,
all of 14C in the bile is due to test substance. 97% of 14C in the body fat
is due to unchanged antioxidant and the remainder to the free acid.
Up to 20% of a single oral dose of the test substance is absorbed in
rats: 13-14% is metabolized. 3,5-di-tert.-butyl-4 -hydroxybenzoic acid
accounts for > 5% of a dose of the test substance,
acid for < 0.4%, the quinone methide for > 5% and an unidentified
compound for < 3%.
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