Evidence map›Paper›PMID 40810159›Full record

ArticleACS pharmacology & translational science2025

Benzestrol Isomer Stereochemistry Determines the Distinct Estrogenic Activities and Conformations of the Eight Isomers When Bound to Estrogen Receptor α.

Yingwei Hou, Jerome C Nwachukwu, Kathryn Carlson, Sung Hoon Kim, Samantha Angle, Eric N Jacobsen, Toby Woods, Sofia L Mateus, Sean W Fanning, Yvonne Ziegler and 3 more

Abstract read
In one paragraph

Article in ACS pharmacology & translational science, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

  1. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

13 authors.

Yingwei HouDepartment of Chemistry and Cancer Center, University of Illinois, Urbana, Illinois 61801, United States.
Jerome C NwachukwuDepartment of Immunology and Microbiology, The Herbert Wertheim UF Scripps Institute for Biomedical Innovation and Technology, Jupiter, Florida 33458, United States.
Kathryn CarlsonDepartment of Chemistry and Cancer Center, University of Illinois, Urbana, Illinois 61801, United States.
Sung Hoon KimDepartment of Chemistry and Cancer Center, University of Illinois, Urbana, Illinois 61801, United States.
Samantha AngleDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.ORCID https://orcid.org/0009-0009-9769-4806
Eric N JacobsenDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.ORCID https://orcid.org/0000-0001-7952-3661
Toby WoodsSchool of Chemical Sciences, University of Illinois, Urbana, Illinois 61801, United States.ORCID https://orcid.org/0000-0002-1737-811X
Sofia L MateusDepartment of Cancer Biology, Stritch School of Medicine, Loyola University Chicago, Maywood, Illinois 60153, United States.
Sean W FanningDepartment of Cancer Biology, Stritch School of Medicine, Loyola University Chicago, Maywood, Illinois 60153, United States.ORCID https://orcid.org/0000-0002-9428-0060
Yvonne ZieglerDepartment of Molecular and Integrative Physiology and Cancer Center, University of Illinois, Urbana, Illinois 61801, United States.
Benita S KatzenellenbogenDepartment of Molecular and Integrative Physiology and Cancer Center, University of Illinois, Urbana, Illinois 61801, United States.ORCID https://orcid.org/0000-0002-8847-2752
Kendall W NettlesDepartment of Immunology and Microbiology, The Herbert Wertheim UF Scripps Institute for Biomedical Innovation and Technology, Jupiter, Florida 33458, United States.
John A KatzenellenbogenDepartment of Chemistry and Cancer Center, University of Illinois, Urbana, Illinois 61801, United States.ORCID https://orcid.org/0000-0003-0914-0010

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The nonsteroidal estrogen, benzestrol, has potent estrogenic activity, and through a recent stereocontrolled synthesis, we have obtained all eight of its constituent stereoisomers. We find that only one of them, RSS benzestrol, has very high binding affinity for estrogen receptor alpha (ERα); the other seven isomers have 60 to 600-fold lower affinity. We now show that the potencies of the isomers in two cell activity assays, proliferation of ER-positive breast cancer cells and stimulation of estrogenic gene activity, reflect their varying binding affinities for ERα. The crystal structure of the

Indexed as

benzestrol isomerscomputer modelingconformationally flexible estrogenscongeneric ligandsestrogen receptornonsteroidal estrogens

Identifiers

PMID40810159
PMCPMC12340639

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.