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EC number: 201-245-8 | CAS number: 80-05-7
Additional toxicological data
Administrative data
- Endpoint:
- additional toxicological information
- Type of information:
- experimental study
- Adequacy of study:
- other information
Data source
Referenceopen allclose all
- Reference Type:
- publication
- Title:
- Comparison of the modulatory effects of human and rat liver microsomal metabolism on the estrogenicity of Bisphenol A: implications for extrapolation to humans
- Author:
- Elsby R, Maggs JL, Ashby J & Park BK
- Year:
- 2 001
- Bibliographic source:
- The Journal of Pharmacology and Experimental Therapeutic.s 297:103-113
- Reference Type:
- publication
- Title:
- Assessment of the effects of metabolism on the estrogenic activity of xenoestrogens: a two-stage approach coupling human liver microsomes and a yeast estrogenicity assay
- Author:
- Elsby R, Maggs JL, Ashby J, Paton D, Sumpter JP & Park BK
- Year:
- 2 001
- Bibliographic source:
- The Journal of Pharmacology and Experimental Therapeutics. 296:329-337
Materials and methods
Test material
- Reference substance name:
- 4,4'-isopropylidenediphenol
- EC Number:
- 201-245-8
- EC Name:
- 4,4'-isopropylidenediphenol
- Cas Number:
- 80-05-7
- Molecular formula:
- C15H16O2
- IUPAC Name:
- 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol
Constituent 1
Results and discussion
Any other information on results incl. tables
Metabolism and estrogen-like activity in vitro:
Experiments were conducted with hepatocytes and microsomes
derived from humans (4 men and 4 women) and adult female
Wistar rats. Rat hepatocytes were incubated with 100 or 500 µM BPA for 2
hours. Incubation of 500 µM BPA yielded 1 major
(monoglucuronide) and 2 minor (5-OHBPA and BPA sulfate)
metabolites. BPA monoglucuronide was the only metabolite
found after incubation with 100 µM BPA.
Glucuronidation kinetics were investigated by incubation of
liver microsomes with 0-1000 µM BPA for 10 min (rat) or 30
min (human). The Vmax of glucuronidation by human liver
microsomes was smaller than the Vmax by rat liver
microsomes. Incubation of BPA with female human or rat liver
microsomes in the presence of NADPH yielded one metabolite
which coeluted with authentic 5-OHBPA and yielded an
identical mass spectrum.
When E2, BPA and 5-OHBPA were tested in the yeast
estrogenicity assay, the estrogen-like activities of BPA and
5-OHBPA were 10,000-fold and 100,000-fold less than the
activity of 17ß-estradiol, respectively.
In another experiment, the estrogenic activity of BPA was
tested in the yeast estrogenicity assay following incubation
with human or rat liver microsomes in the presence of UDPGA.
The incubation with human liver microsomes decreased the
estrogen-like activity of BPA ca. 3-fold, while incubation
with rat liver microsomes decreased the activity ca. 7-fold.
There was no significant effect on the activity of BPA in
the yeast estrogenicity assay following incubation with
either human or rat liver microsomes in the presence or absence of NADPH.
Applicant's summary and conclusion
- Executive summary:
Metabolism and estrogen-like activity in vitro:
Experiments were conducted with hepatocytes and microsomes derived from humans (4 men and 4 women) and adult female
Wistar rats. Rat hepatocytes were incubated with 100 or 500 µM BPA for 2 hours. Incubation of 500 µM BPA yielded 1 major
(monoglucuronide) and 2 minor (5-OHBPA and BPA sulfate) metabolites. BPA monoglucuronide was the only metabolite
found after incubation with 100 µM BPA. Glucuronidation kinetics were investigated by incubation of
liver microsomes with 0-1000 µM BPA for 10 min (rat) or 30 min (human). The Vmax of glucuronidation by human liver
microsomes was smaller than the Vmax by rat liver microsomes. Incubation of BPA with female human or rat liver
microsomes in the presence of NADPH yielded one metabolite which coeluted with authentic 5-OHBPA and yielded an
identical mass spectrum.
When E2, BPA and 5-OHBPA were tested in the yeast estrogenicity assay, the estrogen-like activities of BPA and
5-OHBPA were 10,000-fold and 100,000-fold less than the activity of 17ß-estradiol, respectively.
In another experiment, the estrogenic activity of BPA was tested in the yeast estrogenicity assay following incubation
with human or rat liver microsomes in the presence of UDPGA. The incubation with human liver microsomes decreased the
estrogen-like activity of BPA ca. 3-fold, while incubation with rat liver microsomes decreased the activity ca. 7-fold.
There was no significant effect on the activity of BPA in the yeast estrogenicity assay following incubation with
either human or rat liver microsomes in the presence or absence of NADPH.
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