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Record W2044597604 · doi:10.1021/es060709r

Nonylphenol Isomers Differ in Estrogenic Activity

2006· article· en· W2044597604 on OpenAlexaff
Thomas G. Preuß, Jacqueline Gehrhardt, Kristin Schirmer, Anja Coors, M.N. Rubach, Alexander Russ, Paul D. Jones, John P. Giesy, Hans Toni Ratte

Bibliographic record

VenueEnvironmental Science & Technology · 2006
Typearticle
Languageen
FieldEnvironmental Science
TopicEffects and risks of endocrine disrupting chemicals
Canadian institutionsUniversity of Saskatchewan
FundersDeutsche Forschungsgemeinschaft
KeywordsNonylphenolPotencyChemistryEstrogenCis–trans isomerismEstrogen receptorIn vitroBioassayStereochemistryBiochemistryEnvironmental chemistryBiologyEndocrinology

Abstract

fetched live from OpenAlex

Nonylphenol belongs to the most investigated xenohormones acting at the estrogen receptor. Technical nonylphenol contains approximately 20 para-substituted isomers. Because of limitations in testing and quantifying all 20 isomers in the mixture, the linear form, 4n-NP, is often used as a reference substance, even though it is not present in the technical mixture. Here, we report on the synthesis and estrogenic potency of six nonylphenol isomers that occur at different proportions in technical nonylphenol mixtures. The relative potency of each isomer was determined by use of the MVLN transcriptional activation cell assay. As well, a subset of isomers was tested in the E-screen assay. One isomer, p353-NP, exhibited the same relative potency as the nonylphenol mixture, whereas the other isomers were found to be less potent. Two isomers, p22-NP and p262 NP, and the linear 4n-NP were found to be weak ER agonists with responses near the detection limit in the MVLN assay. Two isomers, p262-NP and 4n-NP, exhibited measurable activity in the E-screen. Our results demonstrate that defined p-NP isomers are most suitable for reflecting the estrogenic potency of technical NP mixtures. Among other applications, they should be used in the future to explain differences in estrogenic potency due to NPs as detected by various in vitro assays.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesScience and technology studies
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: none
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.183
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.001
Science and technology studies0.0000.003
Scholarly communication0.0000.000
Open science0.0010.001
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.001

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.003
GPT teacher head0.259
Teacher spread0.256 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one teacher head, not a consensus.

Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations146
Published2006
Admission routes1
Has abstractyes

Explore more

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